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Identification
NameChlormezanone
Accession NumberDB01178  (APRD00865)
TypeSmall Molecule
GroupsApproved, Withdrawn
DescriptionA non-benzodiazepine that is used in the management of anxiety. It has been suggested for use in the treatment of muscle spasm. [PubChem]
Structure
Thumb
Synonyms
(+-)-Chlormezanone
(±)-chlormezanone
2-(P-Chlorophenyl)tetrahydro-3-methyl-4H-1,3-thiazin-4-one 1,1-dioxide
2-(P-Chlorphenyl)-3-methyl-1,3-perhydrothiazin-4-on-1,1-dioxide
Chlormethazanone
Chlormezanona
Chlormezanone
Chlormezanonum
Clormezanona
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
FenaprimNot Available
TrancopalWinthropSreon
Brand mixturesNot Available
SaltsNot Available
Categories
UNIIGP568V9G19
CAS number80-77-3
WeightAverage: 273.736
Monoisotopic: 273.022641652
Chemical FormulaC11H12ClNO3S
InChI KeyWEQAYVWKMWHEJO-UHFFFAOYSA-N
InChI
InChI=1S/C11H12ClNO3S/c1-13-10(14)6-7-17(15,16)11(13)8-2-4-9(12)5-3-8/h2-5,11H,6-7H2,1H3
IUPAC Name
2-(4-chlorophenyl)-3-methyl-1λ⁶,3-thiazinane-1,1,4-trione
SMILES
CN1C(C2=CC=C(Cl)C=C2)S(=O)(=O)CCC1=O
Pharmacology
IndicationUsed in the management of anxiety and in the treatment of muscle spasm.
Structured Indications Not Available
PharmacodynamicsChlormezanone is a non-benzodiazepine muscle relaxant. It was discontinued worldwide in 1996 by its manufacturer due to confirmed serious and rare cutaneous reactions (toxic epidermal necrolysis).
Mechanism of actionChlormezanone binds to central benzodiazepine receptors which interact allosterically with GABA receptors. This potentiates the effects of the inhibitory neurotransmitter GABA, increasing the inhibition of the ascending reticular activating system and blocking the cortical and limbic arousal that occurs following stimulation of the reticular pathways.
TargetKindPharmacological actionActionsOrganismUniProt ID
Translocator proteinProteinyes
agonist
HumanP30536 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicitySymptoms of overdose include drowsiness, weakness, nausea, dizziness, abdominal pain, cerebral oedema and renal tubular necrosis, hyperglycaemia and hypoglycaemia, liver damage, encephalopathy, coma and death.
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug Interactions
DrugInteractionDrug group
1,1,1,2 TetrafluoroethaneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with 1,1,1,2 Tetrafluoroethane.Investigational
7-NitroindazoleThe risk or severity of adverse effects can be increased when Chlormezanone is combined with 7-Nitroindazole.Experimental
AcepromazineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Acepromazine.Approved, Vet Approved
AceprometazineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Aceprometazine.Approved
adipiplonThe risk or severity of adverse effects can be increased when Chlormezanone is combined with adipiplon.Investigational
AgomelatineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Agomelatine.Approved, Investigational
AlfaxaloneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Alfaxalone.Vet Approved
AlfentanilThe risk or severity of adverse effects can be increased when Alfentanil is combined with Chlormezanone.Approved, Illicit
AlphacetylmethadolThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Alphacetylmethadol.Experimental, Illicit
AlprazolamThe risk or severity of adverse effects can be increased when Alprazolam is combined with Chlormezanone.Approved, Illicit, Investigational
AmisulprideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Amisulpride.Approved, Investigational
AmitriptylineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Amitriptyline.Approved
AmobarbitalThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Amobarbital.Approved, Illicit
AmoxapineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Amoxapine.Approved
AmperozideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Amperozide.Experimental
AripiprazoleThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Aripiprazole.Approved, Investigational
ArticaineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Articaine.Approved
AsenapineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Asenapine.Approved
AzaperoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Azaperone.Vet Approved
AzelastineChlormezanone may increase the central nervous system depressant (CNS depressant) activities of Azelastine.Approved
AzelastineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Azelastine.Approved
BaclofenThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Baclofen.Approved
BarbitalThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Barbital.Illicit
BenperidolThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Benperidol.Investigational
BenzocaineThe risk or severity of adverse effects can be increased when Benzocaine is combined with Chlormezanone.Approved
Benzyl alcoholThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Benzyl alcohol.Approved
BrexpiprazoleThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Brexpiprazole.Approved
BrimonidineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Brimonidine.Approved
BrimonidineBrimonidine may increase the central nervous system depressant (CNS depressant) activities of Chlormezanone.Approved
BromazepamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Bromazepam.Approved, Illicit
BrompheniramineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Brompheniramine.Approved
BrotizolamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Brotizolam.Approved, Withdrawn
BupivacaineThe risk or severity of adverse effects can be increased when Bupivacaine is combined with Chlormezanone.Approved, Investigational
BuprenorphineChlormezanone may increase the central nervous system depressant (CNS depressant) activities of Buprenorphine.Approved, Illicit, Investigational, Vet Approved
BuspironeThe risk or severity of adverse effects can be increased when Buspirone is combined with Chlormezanone.Approved, Investigational
ButabarbitalThe risk or severity of adverse effects can be increased when Butabarbital is combined with Chlormezanone.Approved, Illicit
ButacaineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Butacaine.Vet Approved
ButalbitalThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Butalbital.Approved, Illicit
ButambenThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Butamben.Approved
ButethalThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Butethal.Approved, Illicit
ButorphanolThe risk or severity of adverse effects can be increased when Butorphanol is combined with Chlormezanone.Approved, Illicit, Vet Approved
CarbamazepineThe risk or severity of adverse effects can be increased when Carbamazepine is combined with Chlormezanone.Approved, Investigational
CarbinoxamineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Carbinoxamine.Approved
CarfentanilThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Carfentanil.Illicit, Vet Approved
CarisoprodolThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Carisoprodol.Approved
CetirizineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Cetirizine.Approved
Chloral hydrateThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Chloral hydrate.Approved, Illicit, Vet Approved
ChlordiazepoxideThe risk or severity of adverse effects can be increased when Chlordiazepoxide is combined with Chlormezanone.Approved, Illicit
ChloroprocaineThe risk or severity of adverse effects can be increased when Chloroprocaine is combined with Chlormezanone.Approved
ChlorphenamineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Chlorphenamine.Approved
ChlorpromazineThe risk or severity of adverse effects can be increased when Chlorpromazine is combined with Chlormezanone.Approved, Vet Approved
ChlorprothixeneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Chlorprothixene.Approved, Withdrawn
ChlorzoxazoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Chlorzoxazone.Approved
CinchocaineThe risk or severity of adverse effects can be increased when Cinchocaine is combined with Chlormezanone.Approved, Vet Approved
CitalopramThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Citalopram.Approved
ClemastineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Clemastine.Approved
ClidiniumThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Clidinium.Approved
ClobazamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Clobazam.Approved, Illicit
clomethiazoleThe risk or severity of adverse effects can be increased when Chlormezanone is combined with clomethiazole.Investigational
ClomipramineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Clomipramine.Approved, Vet Approved
ClonazepamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Clonazepam.Approved, Illicit
ClonidineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Clonidine.Approved
ClorazepateThe risk or severity of adverse effects can be increased when Clorazepate is combined with Chlormezanone.Approved, Illicit
ClozapineThe risk or severity of adverse effects can be increased when Clozapine is combined with Chlormezanone.Approved
CocaineThe risk or severity of adverse effects can be increased when Cocaine is combined with Chlormezanone.Approved, Illicit
CodeineThe risk or severity of adverse effects can be increased when Codeine is combined with Chlormezanone.Approved, Illicit
CyclizineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Cyclizine.Approved
CyclobenzaprineThe risk or severity of adverse effects can be increased when Cyclobenzaprine is combined with Chlormezanone.Approved
CyproheptadineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Cyproheptadine.Approved
DantroleneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Dantrolene.Approved
DapiprazoleThe risk or severity of adverse effects can be increased when Dapiprazole is combined with Chlormezanone.Approved
DapoxetineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Dapoxetine.Investigational
deramciclaneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with deramciclane.Investigational
DesfluraneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Desflurane.Approved
DesipramineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Desipramine.Approved
DesloratadineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Desloratadine.Approved, Investigational
DesvenlafaxineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Desvenlafaxine.Approved
DetomidineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Detomidine.Vet Approved
DexbrompheniramineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Dexbrompheniramine.Approved
DexmedetomidineThe risk or severity of adverse effects can be increased when Dexmedetomidine is combined with Chlormezanone.Approved, Vet Approved
DextromoramideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Dextromoramide.Experimental, Illicit
DextropropoxypheneThe risk or severity of adverse effects can be increased when Dextropropoxyphene is combined with Chlormezanone.Approved, Illicit, Withdrawn
DezocineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Dezocine.Approved
DiazepamThe risk or severity of adverse effects can be increased when Diazepam is combined with Chlormezanone.Approved, Illicit, Vet Approved
DifenoxinThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Difenoxin.Approved, Illicit
DihydrocodeineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Dihydrocodeine.Approved, Illicit
DihydroetorphineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Dihydroetorphine.Experimental, Illicit
DihydromorphineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Dihydromorphine.Experimental, Illicit
DimenhydrinateThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Dimenhydrinate.Approved
DiphenhydramineThe risk or severity of adverse effects can be increased when Diphenhydramine is combined with Chlormezanone.Approved
DiphenoxylateThe risk or severity of adverse effects can be increased when Diphenoxylate is combined with Chlormezanone.Approved, Illicit
DoramectinThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Doramectin.Vet Approved
DoxepinThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Doxepin.Approved
DoxylamineDoxylamine may increase the central nervous system depressant (CNS depressant) activities of Chlormezanone.Approved, Vet Approved
DPDPEThe risk or severity of adverse effects can be increased when Chlormezanone is combined with DPDPE.Investigational
DronabinolDronabinol may increase the central nervous system depressant (CNS depressant) activities of Chlormezanone.Approved, Illicit
DroperidolDroperidol may increase the central nervous system depressant (CNS depressant) activities of Chlormezanone.Approved, Vet Approved
DrotebanolThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Drotebanol.Experimental, Illicit
DuloxetineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Duloxetine.Approved
DyclonineThe risk or severity of adverse effects can be increased when Dyclonine is combined with Chlormezanone.Approved
EcgonineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ecgonine.Experimental, Illicit
ECGONINE METHYL ESTERThe risk or severity of adverse effects can be increased when Chlormezanone is combined with ECGONINE METHYL ESTER.Experimental
EcopipamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ecopipam.Investigational
EfavirenzThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Efavirenz.Approved, Investigational
EnfluraneThe risk or severity of adverse effects can be increased when Enflurane is combined with Chlormezanone.Approved, Vet Approved
EntacaponeThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Entacapone.Approved, Investigational
EscitalopramThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Escitalopram.Approved, Investigational
EstazolamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Estazolam.Approved, Illicit
EszopicloneThe risk or severity of adverse effects can be increased when Eszopiclone is combined with Chlormezanone.Approved
EthanolChlormezanone may increase the central nervous system depressant (CNS depressant) activities of Ethanol.Approved
EthchlorvynolThe risk or severity of adverse effects can be increased when Ethchlorvynol is combined with Chlormezanone.Approved, Illicit, Withdrawn
EthosuximideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ethosuximide.Approved
EthotoinThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ethotoin.Approved
Ethyl carbamateThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ethyl carbamate.Withdrawn
Ethyl loflazepateThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ethyl loflazepate.Approved, Illicit
EthylmorphineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ethylmorphine.Approved, Illicit
EtidocaineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Etidocaine.Approved
EtifoxineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Etifoxine.Withdrawn
EtizolamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Etizolam.Approved
EtomidateThe risk or severity of adverse effects can be increased when Etomidate is combined with Chlormezanone.Approved
EtoperidoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Etoperidone.Approved
EtorphineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Etorphine.Illicit, Vet Approved
EzogabineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ezogabine.Approved
FelbamateThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Felbamate.Approved
FencamfamineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Fencamfamine.Approved, Illicit, Withdrawn
FentanylThe risk or severity of adverse effects can be increased when Fentanyl is combined with Chlormezanone.Approved, Illicit, Investigational, Vet Approved
FexofenadineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Fexofenadine.Approved
FlibanserinThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Flibanserin.Approved
FludiazepamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Fludiazepam.Approved, Illicit
FlunarizineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Flunarizine.Approved
FlunitrazepamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Flunitrazepam.Approved, Illicit
FluoxetineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Fluoxetine.Approved, Vet Approved
FlupentixolThe risk or severity of adverse effects can be increased when Flupentixol is combined with Chlormezanone.Approved, Withdrawn
FluphenazineThe risk or severity of adverse effects can be increased when Fluphenazine is combined with Chlormezanone.Approved
FlurazepamThe risk or severity of adverse effects can be increased when Flurazepam is combined with Chlormezanone.Approved, Illicit
FluspirileneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Fluspirilene.Approved
Fluticasone PropionateThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Fluticasone Propionate.Approved
FluvoxamineThe risk or severity of adverse effects can be increased when Fluvoxamine is combined with Chlormezanone.Approved, Investigational
FosphenytoinThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Fosphenytoin.Approved
FospropofolThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Fospropofol.Approved, Illicit
GabapentinThe risk or severity of adverse effects can be increased when Gabapentin is combined with Chlormezanone.Approved, Investigational
gabapentin enacarbilThe risk or severity of adverse effects can be increased when Chlormezanone is combined with gabapentin enacarbil.Approved
Gamma Hydroxybutyric AcidThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Gamma Hydroxybutyric Acid.Approved, Illicit
GepironeThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Gepirone.Investigational
GlutethimideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Glutethimide.Approved, Illicit
GuanfacineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Guanfacine.Approved, Investigational
HalazepamThe risk or severity of adverse effects can be increased when Halazepam is combined with Chlormezanone.Approved, Illicit, Withdrawn
HaloperidolThe risk or severity of adverse effects can be increased when Haloperidol is combined with Chlormezanone.Approved
HalothaneThe risk or severity of adverse effects can be increased when Halothane is combined with Chlormezanone.Approved, Vet Approved
HeroinThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Heroin.Approved, Illicit
HexobarbitalThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Hexobarbital.Approved
HydrocodoneChlormezanone may increase the central nervous system depressant (CNS depressant) activities of Hydrocodone.Approved, Illicit
HydromorphoneThe risk or severity of adverse effects can be increased when Hydromorphone is combined with Chlormezanone.Approved, Illicit
HydroxyzineHydroxyzine may increase the central nervous system depressant (CNS depressant) activities of Chlormezanone.Approved
IloperidoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Iloperidone.Approved
ImipramineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Imipramine.Approved
IndalpineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Indalpine.Investigational, Withdrawn
IsofluraneThe risk or severity of adverse effects can be increased when Isoflurane is combined with Chlormezanone.Approved, Vet Approved
KetamineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ketamine.Approved, Vet Approved
KetazolamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ketazolam.Approved
KetobemidoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ketobemidone.Approved
LamotrigineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Lamotrigine.Approved, Investigational
LevetiracetamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Levetiracetam.Approved, Investigational
LevobupivacaineThe risk or severity of adverse effects can be increased when Levobupivacaine is combined with Chlormezanone.Approved
LevocabastineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Levocabastine.Approved
LevocetirizineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Levocetirizine.Approved
LevodopaThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Levodopa.Approved
Levomethadyl AcetateThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Levomethadyl Acetate.Approved
LevomilnacipranThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Levomilnacipran.Approved
LevorphanolThe risk or severity of adverse effects can be increased when Levorphanol is combined with Chlormezanone.Approved
LidocaineThe risk or severity of adverse effects can be increased when Lidocaine is combined with Chlormezanone.Approved, Vet Approved
LithiumThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Lithium.Approved
LofentanilThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Lofentanil.Illicit
LoratadineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Loratadine.Approved
LorazepamThe risk or severity of adverse effects can be increased when Lorazepam is combined with Chlormezanone.Approved
LoxapineThe risk or severity of adverse effects can be increased when Loxapine is combined with Chlormezanone.Approved
Lu AA21004The risk or severity of adverse effects can be increased when Chlormezanone is combined with Lu AA21004.Investigational
LurasidoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Lurasidone.Approved
Magnesium SulfateMagnesium Sulfate may increase the central nervous system depressant (CNS depressant) activities of Chlormezanone.Approved, Vet Approved
MaprotilineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Maprotiline.Approved
MeclizineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Meclizine.Approved
MedetomidineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Medetomidine.Vet Approved
MelatoninThe risk or severity of adverse effects can be increased when Melatonin is combined with Chlormezanone.Approved, Nutraceutical, Vet Approved
MelperoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Melperone.Approved
MepivacaineThe risk or severity of adverse effects can be increased when Mepivacaine is combined with Chlormezanone.Approved, Vet Approved
MeprobamateThe risk or severity of adverse effects can be increased when Meprobamate is combined with Chlormezanone.Approved, Illicit
MesoridazineThe risk or severity of adverse effects can be increased when Mesoridazine is combined with Chlormezanone.Approved
MetaxaloneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Metaxalone.Approved
MethadoneThe risk or severity of adverse effects can be increased when Methadone is combined with Chlormezanone.Approved
Methadyl AcetateThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Methadyl Acetate.Approved, Illicit
MethapyrileneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Methapyrilene.Withdrawn
MethaqualoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Methaqualone.Illicit, Withdrawn
MethocarbamolThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Methocarbamol.Approved, Vet Approved
MethohexitalThe risk or severity of adverse effects can be increased when Methohexital is combined with Chlormezanone.Approved
MethotrimeprazineChlormezanone may increase the central nervous system depressant (CNS depressant) activities of Methotrimeprazine.Approved
MethoxyfluraneThe risk or severity of adverse effects can be increased when Methoxyflurane is combined with Chlormezanone.Approved, Vet Approved
MethsuximideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Methsuximide.Approved
MethylphenobarbitalThe risk or severity of adverse effects can be increased when Methylphenobarbital is combined with Chlormezanone.Approved
MetyrosineChlormezanone may increase the sedative activities of Metyrosine.Approved
MidazolamThe risk or severity of adverse effects can be increased when Midazolam is combined with Chlormezanone.Approved, Illicit
MilnacipranThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Milnacipran.Approved
MinocyclineMinocycline may increase the central nervous system depressant (CNS depressant) activities of Chlormezanone.Approved, Investigational
MirtazapineChlormezanone may increase the central nervous system depressant (CNS depressant) activities of Mirtazapine.Approved
MolindoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Molindone.Approved
MorphineThe risk or severity of adverse effects can be increased when Morphine is combined with Chlormezanone.Approved, Investigational
NabiloneNabilone may increase the central nervous system depressant (CNS depressant) activities of Chlormezanone.Approved, Investigational
NalbuphineThe risk or severity of adverse effects can be increased when Nalbuphine is combined with Chlormezanone.Approved
NefazodoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Nefazodone.Approved, Withdrawn
NitrazepamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Nitrazepam.Approved
Nitrous oxideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Nitrous oxide.Approved, Vet Approved
NormethadoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Normethadone.Approved, Illicit
NortriptylineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Nortriptyline.Approved
OlanzapineThe risk or severity of adverse effects can be increased when Olanzapine is combined with Chlormezanone.Approved, Investigational
OlopatadineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Olopatadine.Approved
OndansetronThe risk or severity of adverse effects can be increased when Ondansetron is combined with Chlormezanone.Approved
OpiumThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Opium.Approved, Illicit
OrphenadrineChlormezanone may increase the central nervous system depressant (CNS depressant) activities of Orphenadrine.Approved
OsanetantThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Osanetant.Investigational
OxazepamThe risk or severity of adverse effects can be increased when Oxazepam is combined with Chlormezanone.Approved
OxetacaineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Oxetacaine.Investigational
OxprenololThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Oxprenolol.Approved
OxybuprocaineThe risk or severity of adverse effects can be increased when Oxybuprocaine is combined with Chlormezanone.Approved
OxycodoneThe risk or severity of adverse effects can be increased when Oxycodone is combined with Chlormezanone.Approved, Illicit, Investigational
OxymorphoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Oxymorphone.Approved, Investigational, Vet Approved
PaliperidoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Paliperidone.Approved
ParaldehydeChlormezanone may increase the central nervous system depressant (CNS depressant) activities of Paraldehyde.Approved
ParoxetineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Paroxetine.Approved, Investigational
PentazocineThe risk or severity of adverse effects can be increased when Pentazocine is combined with Chlormezanone.Approved, Vet Approved
PentobarbitalThe risk or severity of adverse effects can be increased when Pentobarbital is combined with Chlormezanone.Approved, Vet Approved
PerampanelPerampanel may increase the central nervous system depressant (CNS depressant) activities of Chlormezanone.Approved
PerazineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Perazine.Investigational
PerospironeThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Perospirone.Approved
PerphenazineThe risk or severity of adverse effects can be increased when Perphenazine is combined with Chlormezanone.Approved
PethidineThe risk or severity of adverse effects can be increased when Pethidine is combined with Chlormezanone.Approved
PhenobarbitalThe risk or severity of adverse effects can be increased when Phenobarbital is combined with Chlormezanone.Approved
PhenoxyethanolThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Phenoxyethanol.Approved
PhenytoinThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Phenytoin.Approved, Vet Approved
PimozideThe risk or severity of adverse effects can be increased when Pimozide is combined with Chlormezanone.Approved
PipamperoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Pipamperone.Approved
PipotiazineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Pipotiazine.Approved
PiritramideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Piritramide.Investigational
PizotifenThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Pizotifen.Approved
PomalidomideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Pomalidomide.Approved
PramipexoleChlormezanone may increase the sedative activities of Pramipexole.Approved, Investigational
PramocaineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Pramocaine.Approved
PrazepamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Prazepam.Approved, Illicit
PregabalinThe risk or severity of adverse effects can be increased when Pregabalin is combined with Chlormezanone.Approved, Illicit, Investigational
PregnanoloneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Pregnanolone.Investigational
PrilocaineThe risk or severity of adverse effects can be increased when Prilocaine is combined with Chlormezanone.Approved
PrimidoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Primidone.Approved, Vet Approved
ProcaineThe risk or severity of adverse effects can be increased when Procaine is combined with Chlormezanone.Approved, Investigational, Vet Approved
ProchlorperazineThe risk or severity of adverse effects can be increased when Prochlorperazine is combined with Chlormezanone.Approved, Vet Approved
PromazineThe risk or severity of adverse effects can be increased when Promazine is combined with Chlormezanone.Approved, Vet Approved
PromethazineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Promethazine.Approved
ProparacaineThe risk or severity of adverse effects can be increased when Proparacaine is combined with Chlormezanone.Approved, Vet Approved
PropofolThe risk or severity of adverse effects can be increased when Propofol is combined with Chlormezanone.Approved, Investigational, Vet Approved
PropoxycaineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Propoxycaine.Approved
ProtriptylineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Protriptyline.Approved
PSD502The risk or severity of adverse effects can be increased when Chlormezanone is combined with PSD502.Investigational
QuazepamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Quazepam.Approved, Illicit
QuetiapineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Quetiapine.Approved
RacloprideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Raclopride.Investigational
RamelteonThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ramelteon.Approved, Investigational
RemifentanilThe risk or severity of adverse effects can be increased when Remifentanil is combined with Chlormezanone.Approved
RemoxiprideThe risk or severity of adverse effects can be increased when Remoxipride is combined with Chlormezanone.Approved, Withdrawn
ReserpineThe risk or severity of adverse effects can be increased when Reserpine is combined with Chlormezanone.Approved
RisperidoneThe risk or severity of adverse effects can be increased when Risperidone is combined with Chlormezanone.Approved, Investigational
RitanserinThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ritanserin.Investigational
RomifidineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Romifidine.Vet Approved
RopiniroleChlormezanone may increase the sedative activities of Ropinirole.Approved, Investigational
RopivacaineThe risk or severity of adverse effects can be increased when Ropivacaine is combined with Chlormezanone.Approved
RotigotineChlormezanone may increase the sedative activities of Rotigotine.Approved
RufinamideThe risk or severity of adverse effects can be increased when Rufinamide is combined with Chlormezanone.Approved
S-EthylisothioureaThe risk or severity of adverse effects can be increased when Chlormezanone is combined with S-Ethylisothiourea.Experimental
Sage 547The risk or severity of adverse effects can be increased when Chlormezanone is combined with Sage 547.Investigational
ScopolamineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Scopolamine.Approved
SecobarbitalThe risk or severity of adverse effects can be increased when Secobarbital is combined with Chlormezanone.Approved, Vet Approved
SertindoleThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Sertindole.Approved, Withdrawn
SertralineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Sertraline.Approved
SevofluraneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Sevoflurane.Approved, Vet Approved
Sodium oxybateSodium oxybate may increase the central nervous system depressant (CNS depressant) activities of Chlormezanone.Approved
StiripentolThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Stiripentol.Approved
SufentanilThe risk or severity of adverse effects can be increased when Sufentanil is combined with Chlormezanone.Approved, Investigational
SulpirideThe risk or severity of adverse effects can be increased when Sulpiride is combined with Chlormezanone.Approved
SuvorexantChlormezanone may increase the central nervous system depressant (CNS depressant) activities of Suvorexant.Approved
TandospironeThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Tandospirone.Investigational
TapentadolTapentadol may increase the central nervous system depressant (CNS depressant) activities of Chlormezanone.Approved
TasimelteonThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Tasimelteon.Approved
TemazepamThe risk or severity of adverse effects can be increased when Temazepam is combined with Chlormezanone.Approved
TetrabenazineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Tetrabenazine.Approved
TetracaineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Tetracaine.Approved, Vet Approved
TetrodotoxinThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Tetrodotoxin.Investigational
ThalidomideChlormezanone may increase the central nervous system depressant (CNS depressant) activities of Thalidomide.Approved, Investigational, Withdrawn
ThiamylalThe risk or severity of adverse effects can be increased when Thiamylal is combined with Chlormezanone.Approved, Vet Approved
ThiopentalThe risk or severity of adverse effects can be increased when Thiopental is combined with Chlormezanone.Approved, Vet Approved
ThioridazineThe risk or severity of adverse effects can be increased when Thioridazine is combined with Chlormezanone.Approved
ThiothixeneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Thiothixene.Approved
TiagabineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Tiagabine.Approved
TiaprideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Tiapride.Investigational
TiletamineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Tiletamine.Vet Approved
TizanidineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Tizanidine.Approved
TolcaponeThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Tolcapone.Approved, Withdrawn
TopiramateThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Topiramate.Approved
TramadolThe risk or severity of adverse effects can be increased when Tramadol is combined with Chlormezanone.Approved, Investigational
Trans-2-PhenylcyclopropylamineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Trans-2-Phenylcyclopropylamine.Experimental
TranylcypromineThe risk or severity of adverse effects can be increased when Tranylcypromine is combined with Chlormezanone.Approved
TrazodoneThe risk or severity of adverse effects can be increased when Trazodone is combined with Chlormezanone.Approved, Investigational
TriazolamThe risk or severity of adverse effects can be increased when Triazolam is combined with Chlormezanone.Approved
TrifluoperazineThe risk or severity of adverse effects can be increased when Trifluoperazine is combined with Chlormezanone.Approved
TriflupromazineThe risk or severity of adverse effects can be increased when Triflupromazine is combined with Chlormezanone.Approved, Vet Approved
TrimipramineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Trimipramine.Approved
TriprolidineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Triprolidine.Approved
Uc1010The risk or severity of adverse effects can be increased when Chlormezanone is combined with Uc1010.Investigational
Valproic AcidThe risk or severity of adverse effects can be increased when Valproic Acid is combined with Chlormezanone.Approved, Investigational
VenlafaxineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Venlafaxine.Approved
VigabatrinThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Vigabatrin.Approved
VortioxetineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Vortioxetine.Approved
XylazineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Xylazine.Vet Approved
YohimbineThe therapeutic efficacy of Chlormezanone can be decreased when used in combination with Yohimbine.Approved, Vet Approved
ZaleplonThe risk or severity of adverse effects can be increased when Zaleplon is combined with Chlormezanone.Approved, Illicit, Investigational
ZiconotideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Ziconotide.Approved
ZimelidineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Zimelidine.Withdrawn
ZiprasidoneThe risk or severity of adverse effects can be increased when Ziprasidone is combined with Chlormezanone.Approved
ZolazepamThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Zolazepam.Vet Approved
ZolpidemChlormezanone may increase the central nervous system depressant (CNS depressant) activities of Zolpidem.Approved
ZonisamideThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Zonisamide.Approved, Investigational
ZopicloneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Zopiclone.Approved
ZotepineThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Zotepine.Approved
ZuclopenthixolThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Zuclopenthixol.Approved, Investigational
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General References
  1. Wollina U, Hipler UC, Seeling A, Oelschlager H: Investigations of interactions of chlormezanone racemate and its enantiomers on human keratinocytes and human leucoytes in vitro. Skin Pharmacol Physiol. 2005 May-Jun;18(3):132-8. [PubMed:15897685 ]
  2. Seeling A, Oelschlager H, Rothley D: [Important pharmaceutical-chemical characteristics of the central muscle relaxant chlormezanone]. Pharmazie. 2000 Apr;55(4):293-6. [PubMed:10798243 ]
  3. Oelschlager H, Klinger W, Rothley D, Seeling A, Bockhard H, Hofmann B, Machts H, Riederer H, Rackur H: [Cleavage and biotransformation of the central muscle relaxant chlormezanone]. Pharmazie. 1998 Sep;53(9):620-4. [PubMed:9770210 ]
  4. Gautier V, Vincon G, Demotes-Mainard F, Albin H: [Pharmacokinetics of chlormezanone in healthy volunteers]. Therapie. 1990 Jul-Aug;45(4):315-9. [PubMed:2399514 ]
External Links
ATC CodesM03BB02M03BB72M03BB52
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9167
Blood Brain Barrier+0.9383
Caco-2 permeable-0.5597
P-glycoprotein substrateNon-substrate0.6347
P-glycoprotein inhibitor INon-inhibitor0.6885
P-glycoprotein inhibitor IINon-inhibitor0.9959
Renal organic cation transporterNon-inhibitor0.7164
CYP450 2C9 substrateNon-substrate0.6022
CYP450 2D6 substrateNon-substrate0.7983
CYP450 3A4 substrateSubstrate0.6616
CYP450 1A2 substrateNon-inhibitor0.9045
CYP450 2C9 inhibitorNon-inhibitor0.9071
CYP450 2D6 inhibitorNon-inhibitor0.9231
CYP450 2C19 inhibitorNon-inhibitor0.9025
CYP450 3A4 inhibitorNon-inhibitor0.9375
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5186
Ames testNon AMES toxic0.6263
CarcinogenicityNon-carcinogens0.7622
BiodegradationNot ready biodegradable0.6329
Rat acute toxicity2.6246 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9892
hERG inhibition (predictor II)Non-inhibitor0.7018
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point116.2-118.6Merck Index 2072
water solubility2500 mg/L (at 25 °C)MERCK INDEX (1996)
logP1.3Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.61 mg/mLALOGPS
logP0.84ALOGPS
logP0.92ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)19.07ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area54.45 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity64.88 m3·mol-1ChemAxon
Polarizability25.89 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
MSMass Spectrum (Electron Ionization)splash10-0udi-7900000000-6c729f1a3c9cb4241b45View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as chlorobenzenes. These are compounds containing one or more chlorine atoms attached to a benzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentChlorobenzenes
Alternative Parents
Substituents
  • Chlorobenzene
  • 1,3-thiazinane
  • Aryl halide
  • Aryl chloride
  • Tertiary carboxylic acid amide
  • Sulfone
  • Tertiary amine
  • Lactam
  • Carboxamide group
  • Azacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Carbonyl group
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
agonist
General Function:
Cholesterol binding
Specific Function:
Can bind protoporphyrin IX and may play a role in the transport of porphyrins and heme (By similarity). Promotes the transport of cholesterol across mitochondrial membranes and may play a role in lipid metabolism (PubMed:24814875), but its precise physiological role is controversial. It is apparently not required for steroid hormone biosynthesis. Was initially identified as peripheral-type benz...
Gene Name:
TSPO
Uniprot ID:
P30536
Molecular Weight:
18827.81 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Comments
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23