Identification
NameMethapyrilene
Accession NumberDB04819
TypeSmall Molecule
GroupsWithdrawn
Description

Methapyrilene, formerly marketed in many drug products, was shown to be a potent carcinogen. Manufacturers voluntarily withdrew methapyriline drug products from the market in May and June 1979.

Structure
Thumb
Synonyms
2-[[2-(Dimethylamino)ethyl]-2-thenylamino]pyridine
Methypyrilene
N,N-Dimethyl-N'-pyrid-2-yl-N'-2-thenylethylenediamine
Thenylpyramine
External IDs Not Available
Product Ingredients
IngredientUNIICASInChI KeyDetails
Methapyrilene HydrochlorideNot Available135-23-9BONORRGKLJBGRV-UHFFFAOYSA-NDetails
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
Co-PyronilNot Available
HistadylNot Available
LullaminNot Available
Brand mixturesNot Available
Categories
UNIIA01LX40298
CAS number91-80-5
WeightAverage: 297.847
Monoisotopic: 297.106646052
Chemical FormulaC14H20ClN3S
InChI KeyBONORRGKLJBGRV-UHFFFAOYSA-N
InChI
InChI=1S/C14H19N3S.ClH/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14;/h3-8,11H,9-10,12H2,1-2H3;1H
IUPAC Name
N-[2-(dimethylamino)ethyl]-N-(thiophen-2-ylmethyl)pyridin-2-amine hydrochloride
SMILES
Cl.CN(C)CCN(CC1=CC=CS1)C1=CC=CC=N1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organisms
  • Humans and other mammals
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions
DrugInteractionDrug group
2,5-Dimethoxy-4-ethylamphetamine2,5-Dimethoxy-4-ethylamphetamine may decrease the sedative activities of Methapyrilene.Experimental, Illicit
3,4-Methylenedioxyamphetamine3,4-Methylenedioxyamphetamine may decrease the sedative activities of Methapyrilene.Experimental, Illicit
3,4-Methylenedioxymethamphetamine3,4-Methylenedioxymethamphetamine may decrease the sedative activities of Methapyrilene.Experimental, Illicit
4-Bromo-2,5-dimethoxyamphetamine4-Bromo-2,5-dimethoxyamphetamine may decrease the sedative activities of Methapyrilene.Experimental, Illicit
7-NitroindazoleThe risk or severity of adverse effects can be increased when 7-Nitroindazole is combined with Methapyrilene.Experimental
AcepromazineThe risk or severity of adverse effects can be increased when Acepromazine is combined with Methapyrilene.Approved, Vet Approved
AceprometazineThe risk or severity of adverse effects can be increased when Aceprometazine is combined with Methapyrilene.Approved
AdipiplonThe risk or severity of adverse effects can be increased when Methapyrilene is combined with adipiplon.Investigational
AgomelatineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Agomelatine.Approved, Investigational
AlfaxaloneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Alfaxalone.Vet Approved
AlfentanilThe risk or severity of adverse effects can be increased when Alfentanil is combined with Methapyrilene.Approved, Illicit
AllopregnanoloneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Sage 547.Investigational
AlphacetylmethadolThe risk or severity of adverse effects can be increased when Alphacetylmethadol is combined with Methapyrilene.Experimental, Illicit
AlprazolamThe risk or severity of adverse effects can be increased when Alprazolam is combined with Methapyrilene.Approved, Illicit, Investigational
AmisulprideThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Amisulpride.Approved, Investigational
AmitriptylineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Amitriptyline.Approved
AmobarbitalThe risk or severity of adverse effects can be increased when Amobarbital is combined with Methapyrilene.Approved, Illicit
AmoxapineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Amoxapine.Approved
AmperozideThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Amperozide.Experimental
AmphetamineAmphetamine may decrease the sedative activities of Methapyrilene.Approved, Illicit
AripiprazoleThe risk or severity of adverse effects can be increased when Aripiprazole is combined with Methapyrilene.Approved, Investigational
ArticaineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Articaine.Approved
AsenapineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Asenapine.Approved
AzelastineMethapyrilene may increase the central nervous system depressant (CNS depressant) activities of Azelastine.Approved
AzelastineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Azelastine.Approved
BaclofenThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Baclofen.Approved
BarbitalThe risk or severity of adverse effects can be increased when Barbital is combined with Methapyrilene.Illicit
BenperidolThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Benperidol.Investigational
BenzocaineThe risk or severity of adverse effects can be increased when Benzocaine is combined with Methapyrilene.Approved
BenzphetamineBenzphetamine may decrease the sedative activities of Methapyrilene.Approved, Illicit
Benzyl alcoholThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Benzyl alcohol.Approved
Benzylpenicilloyl PolylysineMethapyrilene may decrease effectiveness of Benzylpenicilloyl Polylysine as a diagnostic agent.Approved
BetahistineThe therapeutic efficacy of Betahistine can be decreased when used in combination with Methapyrilene.Approved
BrexpiprazoleThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Brexpiprazole.Approved
BrimonidineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Brimonidine.Approved
BrimonidineBrimonidine may increase the central nervous system depressant (CNS depressant) activities of Methapyrilene.Approved
BromazepamThe risk or severity of adverse effects can be increased when Bromazepam is combined with Methapyrilene.Approved, Illicit
BrompheniramineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Brompheniramine.Approved
BrotizolamThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Brotizolam.Approved, Withdrawn
BupivacaineThe risk or severity of adverse effects can be increased when Bupivacaine is combined with Methapyrilene.Approved, Investigational
BuprenorphineMethapyrilene 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 Methapyrilene.Approved, Investigational
ButabarbitalThe risk or severity of adverse effects can be increased when Butabarbital is combined with Methapyrilene.Approved, Illicit
ButalbitalThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Butalbital.Approved, Illicit
ButethalThe risk or severity of adverse effects can be increased when Butethal is combined with Methapyrilene.Approved, Illicit
ButorphanolThe risk or severity of adverse effects can be increased when Butorphanol is combined with Methapyrilene.Approved, Illicit, Vet Approved
CarbamazepineThe risk or severity of adverse effects can be increased when Carbamazepine is combined with Methapyrilene.Approved, Investigational
CarbinoxamineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Carbinoxamine.Approved
CarfentanilThe risk or severity of adverse effects can be increased when Carfentanil is combined with Methapyrilene.Illicit, Vet Approved
CarisoprodolThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Carisoprodol.Approved
CetirizineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Cetirizine.Approved
Chloral hydrateThe risk or severity of adverse effects can be increased when Chloral hydrate is combined with Methapyrilene.Approved, Illicit, Vet Approved
ChlordiazepoxideThe risk or severity of adverse effects can be increased when Chlordiazepoxide is combined with Methapyrilene.Approved, Illicit
ChlormezanoneThe risk or severity of adverse effects can be increased when Chlormezanone is combined with Methapyrilene.Approved, Withdrawn
ChloroprocaineThe risk or severity of adverse effects can be increased when Chloroprocaine is combined with Methapyrilene.Approved
ChlorphenamineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Chlorphenamine.Approved
ChlorphentermineChlorphentermine may decrease the sedative activities of Methapyrilene.Illicit, Withdrawn
ChlorpromazineThe risk or severity of adverse effects can be increased when Chlorpromazine is combined with Methapyrilene.Approved, Vet Approved
ChlorprothixeneThe risk or severity of adverse effects can be increased when Chlorprothixene is combined with Methapyrilene.Approved, Withdrawn
ChlorzoxazoneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Chlorzoxazone.Approved
CinchocaineThe risk or severity of adverse effects can be increased when Cinchocaine is combined with Methapyrilene.Approved, Vet Approved
CitalopramThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Citalopram.Approved
ClemastineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Clemastine.Approved
ClidiniumThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Clidinium.Approved
ClobazamThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Clobazam.Approved, Illicit
ClomipramineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Clomipramine.Approved, Vet Approved
ClonazepamThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Clonazepam.Approved, Illicit
ClonidineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Clonidine.Approved
ClorazepateThe risk or severity of adverse effects can be increased when Clorazepate is combined with Methapyrilene.Approved, Illicit
ClozapineThe risk or severity of adverse effects can be increased when Clozapine is combined with Methapyrilene.Approved
CocaineThe risk or severity of adverse effects can be increased when Cocaine is combined with Methapyrilene.Approved, Illicit
CodeineThe risk or severity of adverse effects can be increased when Codeine is combined with Methapyrilene.Approved, Illicit
CyclizineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Cyclizine.Approved
CyclobenzaprineThe risk or severity of adverse effects can be increased when Cyclobenzaprine is combined with Methapyrilene.Approved
CyproheptadineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Cyproheptadine.Approved
DantroleneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Dantrolene.Approved
DapiprazoleThe risk or severity of adverse effects can be increased when Dapiprazole is combined with Methapyrilene.Approved
DapoxetineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Dapoxetine.Investigational
DeramciclaneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with deramciclane.Investigational
DesfluraneThe risk or severity of adverse effects can be increased when Desflurane is combined with Methapyrilene.Approved
DesipramineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Desipramine.Approved
DesloratadineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Desloratadine.Approved, Investigational
DesvenlafaxineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Desvenlafaxine.Approved
DexbrompheniramineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Dexbrompheniramine.Approved
DexmedetomidineThe risk or severity of adverse effects can be increased when Dexmedetomidine is combined with Methapyrilene.Approved, Vet Approved
DextroamphetamineDextroamphetamine may decrease the sedative activities of Methapyrilene.Approved, Illicit
DextromoramideThe risk or severity of adverse effects can be increased when Dextromoramide is combined with Methapyrilene.Experimental, Illicit
DextropropoxypheneThe risk or severity of adverse effects can be increased when Dextropropoxyphene is combined with Methapyrilene.Approved, Illicit, Withdrawn
DezocineThe risk or severity of adverse effects can be increased when Dezocine is combined with Methapyrilene.Approved
DiazepamThe risk or severity of adverse effects can be increased when Diazepam is combined with Methapyrilene.Approved, Illicit, Vet Approved
DiethylpropionDiethylpropion may decrease the sedative activities of Methapyrilene.Approved, Illicit
DifenoxinThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Difenoxin.Approved, Illicit
DihydrocodeineThe risk or severity of adverse effects can be increased when Dihydrocodeine is combined with Methapyrilene.Approved, Illicit
DihydroetorphineThe risk or severity of adverse effects can be increased when Dihydroetorphine is combined with Methapyrilene.Experimental, Illicit
DihydromorphineThe risk or severity of adverse effects can be increased when Dihydromorphine is combined with Methapyrilene.Experimental, Illicit
DimenhydrinateThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Dimenhydrinate.Approved
DiphenhydramineThe risk or severity of adverse effects can be increased when Diphenhydramine is combined with Methapyrilene.Approved
DiphenoxylateThe risk or severity of adverse effects can be increased when Diphenoxylate is combined with Methapyrilene.Approved, Illicit
DoxepinThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Doxepin.Approved
DoxylamineDoxylamine may increase the central nervous system depressant (CNS depressant) activities of Methapyrilene.Approved, Vet Approved
DronabinolDronabinol may increase the central nervous system depressant (CNS depressant) activities of Methapyrilene.Approved, Illicit
DroperidolDroperidol may increase the central nervous system depressant (CNS depressant) activities of Methapyrilene.Approved, Vet Approved
DrotebanolThe risk or severity of adverse effects can be increased when Drotebanol is combined with Methapyrilene.Experimental, Illicit
DuloxetineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Duloxetine.Approved
DyclonineThe risk or severity of adverse effects can be increased when Dyclonine is combined with Methapyrilene.Approved
EcgonineThe risk or severity of adverse effects can be increased when Ecgonine is combined with Methapyrilene.Experimental, Illicit
EcopipamThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Ecopipam.Investigational
EfavirenzThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Efavirenz.Approved, Investigational
EltanoloneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Pregnanolone.Investigational
EnfluraneThe risk or severity of adverse effects can be increased when Enflurane is combined with Methapyrilene.Approved, Vet Approved
EntacaponeThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Entacapone.Approved, Investigational
EscitalopramThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Escitalopram.Approved, Investigational
EstazolamThe risk or severity of adverse effects can be increased when Estazolam is combined with Methapyrilene.Approved, Illicit
EszopicloneThe risk or severity of adverse effects can be increased when Eszopiclone is combined with Methapyrilene.Approved
EthanolMethapyrilene 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 Methapyrilene.Approved, Illicit, Withdrawn
EthosuximideThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Ethosuximide.Approved
EthotoinThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Ethotoin.Approved
Ethyl carbamateThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Ethyl carbamate.Withdrawn
Ethyl loflazepateThe risk or severity of adverse effects can be increased when Ethyl loflazepate is combined with Methapyrilene.Approved, Illicit
EthylmorphineThe risk or severity of adverse effects can be increased when Ethylmorphine is combined with Methapyrilene.Approved, Illicit
EtidocaineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Etidocaine.Approved
EtifoxineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Etifoxine.Withdrawn
EtizolamThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Etizolam.Approved
EtomidateThe risk or severity of adverse effects can be increased when Etomidate is combined with Methapyrilene.Approved
EtoperidoneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Etoperidone.Approved
EtorphineThe risk or severity of adverse effects can be increased when Etorphine is combined with Methapyrilene.Illicit, Vet Approved
EzogabineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Ezogabine.Approved
FelbamateThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Felbamate.Approved
FencamfamineThe risk or severity of adverse effects can be increased when Fencamfamine is combined with Methapyrilene.Approved, Illicit, Withdrawn
FentanylThe risk or severity of adverse effects can be increased when Fentanyl is combined with Methapyrilene.Approved, Illicit, Investigational, Vet Approved
FexofenadineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Fexofenadine.Approved
FlibanserinThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Flibanserin.Approved
FludiazepamThe risk or severity of adverse effects can be increased when Fludiazepam is combined with Methapyrilene.Approved, Illicit
FlunarizineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Flunarizine.Approved
FlunitrazepamThe risk or severity of adverse effects can be increased when Flunitrazepam is combined with Methapyrilene.Approved, Illicit
FluoxetineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Fluoxetine.Approved, Vet Approved
FlupentixolThe risk or severity of adverse effects can be increased when Flupentixol is combined with Methapyrilene.Approved, Withdrawn
FluphenazineThe risk or severity of adverse effects can be increased when Fluphenazine is combined with Methapyrilene.Approved
FlurazepamThe risk or severity of adverse effects can be increased when Flurazepam is combined with Methapyrilene.Approved, Illicit
FluspirileneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Fluspirilene.Approved
Fluticasone propionateThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Fluticasone Propionate.Approved
FluvoxamineThe risk or severity of adverse effects can be increased when Fluvoxamine is combined with Methapyrilene.Approved, Investigational
FosphenytoinThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Fosphenytoin.Approved
FospropofolThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Fospropofol.Approved, Illicit
GabapentinThe risk or severity of adverse effects can be increased when Gabapentin is combined with Methapyrilene.Approved, Investigational
Gabapentin EnacarbilThe risk or severity of adverse effects can be increased when Methapyrilene is combined with gabapentin enacarbil.Approved
Gamma Hydroxybutyric AcidThe risk or severity of adverse effects can be increased when Gamma Hydroxybutyric Acid is combined with Methapyrilene.Approved, Illicit
GepironeThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Gepirone.Investigational
GlutethimideThe risk or severity of adverse effects can be increased when Glutethimide is combined with Methapyrilene.Approved, Illicit
GuanfacineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Guanfacine.Approved, Investigational
HalazepamThe risk or severity of adverse effects can be increased when Halazepam is combined with Methapyrilene.Approved, Illicit, Withdrawn
HaloperidolThe risk or severity of adverse effects can be increased when Haloperidol is combined with Methapyrilene.Approved
HalothaneThe risk or severity of adverse effects can be increased when Halothane is combined with Methapyrilene.Approved, Vet Approved
HeroinThe risk or severity of adverse effects can be increased when Heroin is combined with Methapyrilene.Approved, Illicit
HexobarbitalThe risk or severity of adverse effects can be increased when Hexobarbital is combined with Methapyrilene.Approved
HyaluronidaseThe therapeutic efficacy of Hyaluronidase can be decreased when used in combination with Methapyrilene.Approved, Investigational
HydrocodoneMethapyrilene 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 Methapyrilene.Approved, Illicit
HydroxyamphetamineHydroxyamphetamine hydrobromide may decrease the sedative activities of Methapyrilene.Approved
HydroxyzineHydroxyzine may increase the central nervous system depressant (CNS depressant) activities of Methapyrilene.Approved
IloperidoneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Iloperidone.Approved
ImipramineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Imipramine.Approved
IndalpineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Indalpine.Investigational, Withdrawn
IsofluraneThe risk or severity of adverse effects can be increased when Isoflurane is combined with Methapyrilene.Approved, Vet Approved
KetamineThe risk or severity of adverse effects can be increased when Ketamine is combined with Methapyrilene.Approved, Vet Approved
KetazolamThe risk or severity of adverse effects can be increased when Ketazolam is combined with Methapyrilene.Approved
KetobemidoneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Ketobemidone.Approved
LamotrigineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Lamotrigine.Approved, Investigational
LevetiracetamThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Levetiracetam.Approved, Investigational
LevobupivacaineThe risk or severity of adverse effects can be increased when Levobupivacaine is combined with Methapyrilene.Approved
LevocabastineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Levocabastine.Approved
LevocetirizineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Levocetirizine.Approved
LevodopaThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Levodopa.Approved
Levomethadyl AcetateThe risk or severity of adverse effects can be increased when Levomethadyl Acetate is combined with Methapyrilene.Approved
LevomilnacipranThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Levomilnacipran.Approved
LevorphanolThe risk or severity of adverse effects can be increased when Levorphanol is combined with Methapyrilene.Approved
LidocaineThe risk or severity of adverse effects can be increased when Lidocaine is combined with Methapyrilene.Approved, Vet Approved
LisdexamfetamineLisdexamfetamine may decrease the sedative activities of Methapyrilene.Approved, Investigational
LithiumThe risk or severity of adverse effects can be increased when Lithium is combined with Methapyrilene.Approved
LofentanilThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Lofentanil.Illicit
LoratadineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Loratadine.Approved
LorazepamThe risk or severity of adverse effects can be increased when Lorazepam is combined with Methapyrilene.Approved
LoxapineThe risk or severity of adverse effects can be increased when Loxapine is combined with Methapyrilene.Approved
LurasidoneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Lurasidone.Approved
Magnesium SulfateMagnesium Sulfate may increase the central nervous system depressant (CNS depressant) activities of Methapyrilene.Approved, Vet Approved
MaprotilineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Maprotiline.Approved
MeclizineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Meclizine.Approved
MelatoninThe risk or severity of adverse effects can be increased when Melatonin is combined with Methapyrilene.Approved, Nutraceutical, Vet Approved
MelperoneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Melperone.Approved
MephedroneMephedrone may decrease the sedative activities of Methapyrilene.Investigational
MephentermineMephentermine may decrease the sedative activities of Methapyrilene.Approved
MepivacaineThe risk or severity of adverse effects can be increased when Mepivacaine is combined with Methapyrilene.Approved, Vet Approved
MeprobamateThe risk or severity of adverse effects can be increased when Meprobamate is combined with Methapyrilene.Approved, Illicit
MesoridazineThe risk or severity of adverse effects can be increased when Mesoridazine is combined with Methapyrilene.Approved
MetaxaloneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Metaxalone.Approved
MethadoneThe risk or severity of adverse effects can be increased when Methadone is combined with Methapyrilene.Approved
Methadyl AcetateThe risk or severity of adverse effects can be increased when Methadyl Acetate is combined with Methapyrilene.Approved, Illicit
MethamphetamineMethamphetamine may decrease the sedative activities of Methapyrilene.Approved, Illicit
MethaqualoneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Methaqualone.Illicit, Withdrawn
MethocarbamolThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Methocarbamol.Approved, Vet Approved
MethohexitalThe risk or severity of adverse effects can be increased when Methohexital is combined with Methapyrilene.Approved
MethotrimeprazineMethapyrilene 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 Methapyrilene.Approved, Vet Approved
MethsuximideThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Methsuximide.Approved
MethylecgonineThe risk or severity of adverse effects can be increased when ECGONINE METHYL ESTER is combined with Methapyrilene.Experimental
MethylphenobarbitalThe risk or severity of adverse effects can be increased when Methylphenobarbital is combined with Methapyrilene.Approved
MetyrosineMethapyrilene may increase the sedative activities of Metyrosine.Approved
MidazolamThe risk or severity of adverse effects can be increased when Midazolam is combined with Methapyrilene.Approved, Illicit
MilnacipranThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Milnacipran.Approved
MinocyclineMinocycline may increase the central nervous system depressant (CNS depressant) activities of Methapyrilene.Approved, Investigational
MirtazapineMethapyrilene may increase the central nervous system depressant (CNS depressant) activities of Mirtazapine.Approved
MMDAMMDA may decrease the sedative activities of Methapyrilene.Experimental, Illicit
MolindoneThe risk or severity of adverse effects can be increased when Molindone is combined with Methapyrilene.Approved
MorphineThe risk or severity of adverse effects can be increased when Morphine is combined with Methapyrilene.Approved, Investigational
NabiloneNabilone may increase the central nervous system depressant (CNS depressant) activities of Methapyrilene.Approved, Investigational
NalbuphineThe risk or severity of adverse effects can be increased when Nalbuphine is combined with Methapyrilene.Approved
NefazodoneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Nefazodone.Approved, Withdrawn
NitrazepamThe risk or severity of adverse effects can be increased when Nitrazepam is combined with Methapyrilene.Approved
Nitrous oxideThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Nitrous oxide.Approved, Vet Approved
NorfluraneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with 1,1,1,2 Tetrafluoroethane.Investigational
NormethadoneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Normethadone.Approved, Illicit
NortriptylineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Nortriptyline.Approved
OlanzapineThe risk or severity of adverse effects can be increased when Olanzapine is combined with Methapyrilene.Approved, Investigational
OlopatadineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Olopatadine.Approved
OndansetronThe risk or severity of adverse effects can be increased when Ondansetron is combined with Methapyrilene.Approved
OpiumThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Opium.Approved, Illicit
OrphenadrineMethapyrilene may increase the central nervous system depressant (CNS depressant) activities of Orphenadrine.Approved
OsanetantThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Osanetant.Investigational
OxazepamThe risk or severity of adverse effects can be increased when Oxazepam is combined with Methapyrilene.Approved
OxethazaineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Oxetacaine.Investigational
OxprenololThe risk or severity of adverse effects can be increased when Oxprenolol is combined with Methapyrilene.Approved
OxybuprocaineThe risk or severity of adverse effects can be increased when Oxybuprocaine is combined with Methapyrilene.Approved
OxycodoneThe risk or severity of adverse effects can be increased when Oxycodone is combined with Methapyrilene.Approved, Illicit, Investigational
OxymorphoneThe risk or severity of adverse effects can be increased when Oxymorphone is combined with Methapyrilene.Approved, Investigational, Vet Approved
PaliperidoneThe risk or severity of adverse effects can be increased when Paliperidone is combined with Methapyrilene.Approved
ParaldehydeMethapyrilene may increase the central nervous system depressant (CNS depressant) activities of Paraldehyde.Approved
ParoxetineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Paroxetine.Approved, Investigational
PentazocineThe risk or severity of adverse effects can be increased when Pentazocine is combined with Methapyrilene.Approved, Vet Approved
PentobarbitalThe risk or severity of adverse effects can be increased when Pentobarbital is combined with Methapyrilene.Approved, Vet Approved
PerampanelPerampanel may increase the central nervous system depressant (CNS depressant) activities of Methapyrilene.Approved
PerazineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Perazine.Investigational
PerospironeThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Perospirone.Approved
PerphenazineThe risk or severity of adverse effects can be increased when Perphenazine is combined with Methapyrilene.Approved
PethidineThe risk or severity of adverse effects can be increased when Pethidine is combined with Methapyrilene.Approved
PhenobarbitalThe risk or severity of adverse effects can be increased when Phenobarbital is combined with Methapyrilene.Approved
PhenterminePhentermine may decrease the sedative activities of Methapyrilene.Approved, Illicit
PhenytoinThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Phenytoin.Approved, Vet Approved
PimozideThe risk or severity of adverse effects can be increased when Pimozide is combined with Methapyrilene.Approved
PipamperoneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Pipamperone.Approved
PipotiazineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Pipotiazine.Approved
PiritramideThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Piritramide.Investigational
PomalidomideThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Pomalidomide.Approved
PramipexoleMethapyrilene may increase the sedative activities of Pramipexole.Approved, Investigational
PramocaineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Pramocaine.Approved
PrazepamThe risk or severity of adverse effects can be increased when Prazepam is combined with Methapyrilene.Approved, Illicit
PregabalinThe risk or severity of adverse effects can be increased when Pregabalin is combined with Methapyrilene.Approved, Illicit, Investigational
PrilocaineThe risk or severity of adverse effects can be increased when Prilocaine is combined with Methapyrilene.Approved
PrimidoneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Primidone.Approved, Vet Approved
ProcaineThe risk or severity of adverse effects can be increased when Procaine is combined with Methapyrilene.Approved, Investigational, Vet Approved
ProchlorperazineThe risk or severity of adverse effects can be increased when Prochlorperazine is combined with Methapyrilene.Approved, Vet Approved
PromazineThe risk or severity of adverse effects can be increased when Promazine is combined with Methapyrilene.Approved, Vet Approved
PromethazineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Promethazine.Approved
ProparacaineThe risk or severity of adverse effects can be increased when Proparacaine is combined with Methapyrilene.Approved, Vet Approved
PropofolThe risk or severity of adverse effects can be increased when Propofol is combined with Methapyrilene.Approved, Investigational, Vet Approved
PropoxycaineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Propoxycaine.Approved
ProtriptylineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Protriptyline.Approved
PseudoephedrinePseudoephedrine may decrease the sedative activities of Methapyrilene.Approved
QuazepamThe risk or severity of adverse effects can be increased when Quazepam is combined with Methapyrilene.Approved, Illicit
QuetiapineThe risk or severity of adverse effects can be increased when Quetiapine is combined with Methapyrilene.Approved
RacloprideThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Raclopride.Investigational
RamelteonThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Ramelteon.Approved, Investigational
RemifentanilThe risk or severity of adverse effects can be increased when Remifentanil is combined with Methapyrilene.Approved
RemoxiprideThe risk or severity of adverse effects can be increased when Remoxipride is combined with Methapyrilene.Approved, Withdrawn
ReserpineThe risk or severity of adverse effects can be increased when Reserpine is combined with Methapyrilene.Approved
RisperidoneThe risk or severity of adverse effects can be increased when Risperidone is combined with Methapyrilene.Approved, Investigational
RitanserinThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Ritanserin.Investigational
RitobegronRitobegron may decrease the sedative activities of Methapyrilene.Investigational
RopiniroleMethapyrilene may increase the sedative activities of Ropinirole.Approved, Investigational
RopivacaineThe risk or severity of adverse effects can be increased when Ropivacaine is combined with Methapyrilene.Approved
RotigotineMethapyrilene may increase the sedative activities of Rotigotine.Approved
RufinamideThe risk or severity of adverse effects can be increased when Rufinamide is combined with Methapyrilene.Approved
ScopolamineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Scopolamine.Approved
SecobarbitalThe risk or severity of adverse effects can be increased when Secobarbital is combined with Methapyrilene.Approved, Vet Approved
SepranoloneThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Uc1010.Investigational
SertindoleThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Sertindole.Approved, Withdrawn
SertralineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Sertraline.Approved
SevofluraneThe risk or severity of adverse effects can be increased when Sevoflurane is combined with Methapyrilene.Approved, Vet Approved
Sodium oxybateSodium oxybate may increase the central nervous system depressant (CNS depressant) activities of Methapyrilene.Approved
StiripentolThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Stiripentol.Approved
SufentanilThe risk or severity of adverse effects can be increased when Sufentanil is combined with Methapyrilene.Approved, Investigational
SulpirideThe risk or severity of adverse effects can be increased when Sulpiride is combined with Methapyrilene.Approved
SuvorexantMethapyrilene may increase the central nervous system depressant (CNS depressant) activities of Suvorexant.Approved
TandospironeThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Tandospirone.Investigational
TapentadolTapentadol may increase the central nervous system depressant (CNS depressant) activities of Methapyrilene.Approved
TasimelteonThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Tasimelteon.Approved
TemazepamThe risk or severity of adverse effects can be increased when Temazepam is combined with Methapyrilene.Approved
TetrabenazineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Tetrabenazine.Approved
TetracaineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Tetracaine.Approved, Vet Approved
TetrodotoxinThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Tetrodotoxin.Investigational
ThalidomideMethapyrilene 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 Methapyrilene.Approved, Vet Approved
ThiopentalThe risk or severity of adverse effects can be increased when Thiopental is combined with Methapyrilene.Approved, Vet Approved
ThioridazineThe risk or severity of adverse effects can be increased when Thioridazine is combined with Methapyrilene.Withdrawn
ThiothixeneThe risk or severity of adverse effects can be increased when Thiothixene is combined with Methapyrilene.Approved
TiagabineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Tiagabine.Approved
TiaprideThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Tiapride.Approved, Investigational
TizanidineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Tizanidine.Approved
TolcaponeThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Tolcapone.Approved, Withdrawn
TopiramateThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Topiramate.Approved
TramadolThe risk or severity of adverse effects can be increased when Tramadol is combined with Methapyrilene.Approved, Investigational
Trans-2-PhenylcyclopropylamineThe risk or severity of adverse effects can be increased when Trans-2-Phenylcyclopropylamine is combined with Methapyrilene.Experimental
TranylcypromineThe risk or severity of adverse effects can be increased when Tranylcypromine is combined with Methapyrilene.Approved
TrazodoneThe risk or severity of adverse effects can be increased when Trazodone is combined with Methapyrilene.Approved, Investigational
TriazolamThe risk or severity of adverse effects can be increased when Triazolam is combined with Methapyrilene.Approved
TrifluoperazineThe risk or severity of adverse effects can be increased when Trifluoperazine is combined with Methapyrilene.Approved
TriflupromazineThe risk or severity of adverse effects can be increased when Triflupromazine is combined with Methapyrilene.Approved, Vet Approved
TrimipramineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Trimipramine.Approved
TriprolidineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Triprolidine.Approved
Valproic AcidThe risk or severity of adverse effects can be increased when Valproic Acid is combined with Methapyrilene.Approved, Investigational
VenlafaxineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Venlafaxine.Approved
VigabatrinThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Vigabatrin.Approved
VortioxetineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Vortioxetine.Approved
ZaleplonThe risk or severity of adverse effects can be increased when Zaleplon is combined with Methapyrilene.Approved, Illicit, Investigational
ZiconotideThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Ziconotide.Approved
ZimelidineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Zimelidine.Withdrawn
ZiprasidoneThe risk or severity of adverse effects can be increased when Ziprasidone is combined with Methapyrilene.Approved
ZolpidemMethapyrilene may increase the central nervous system depressant (CNS depressant) activities of Zolpidem.Approved
ZonisamideThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Zonisamide.Approved, Investigational
ZopicloneThe risk or severity of adverse effects can be increased when Zopiclone is combined with Methapyrilene.Approved
ZotepineThe risk or severity of adverse effects can be increased when Methapyrilene is combined with Zotepine.Approved
ZuclopenthixolThe risk or severity of adverse effects can be increased when Zuclopenthixol is combined with Methapyrilene.Approved, Investigational
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesR06AC05 — Methapyrilene
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
boiling point (°C)173-175 °C at 3.00E+00 mm HgNot Available
water solubility601 mg/L (at 30 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP2.87SANGSTER (1994)
logS-2.64ADME Research, USCD
pKa8.85 (at 20 °C)PERRIN,DD (1965)
Predicted Properties
PropertyValueSource
logP3.11ChemAxon
pKa (Strongest Basic)8.76ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area19.37 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity78.16 m3·mol-1ChemAxon
Polarizability29.5 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9873
Blood Brain Barrier+0.9492
Caco-2 permeable+0.6224
P-glycoprotein substrateSubstrate0.6832
P-glycoprotein inhibitor INon-inhibitor0.9755
P-glycoprotein inhibitor IINon-inhibitor0.9142
Renal organic cation transporterInhibitor0.5832
CYP450 2C9 substrateNon-substrate0.7548
CYP450 2D6 substrateNon-substrate0.7717
CYP450 3A4 substrateNon-substrate0.5307
CYP450 1A2 substrateInhibitor0.831
CYP450 2C9 inhibitorNon-inhibitor0.8932
CYP450 2D6 inhibitorInhibitor0.8168
CYP450 2C19 inhibitorNon-inhibitor0.7581
CYP450 3A4 inhibitorNon-inhibitor0.9942
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7722
Ames testNon AMES toxic0.888
CarcinogenicityNon-carcinogens0.9043
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5098 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.847
hERG inhibition (predictor II)Non-inhibitor0.6318
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0002-9321100000-38a0087cd9f89575fa1aView in MoNA
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
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic nitrogen compounds
Sub ClassOrganonitrogen compounds
Direct ParentDialkylarylamines
Alternative ParentsAminopyridines and derivatives / Imidolactams / Thiophenes / Heteroaromatic compounds / Trialkylamines / Azacyclic compounds / Organopnictogen compounds / Hydrochlorides / Hydrocarbon derivatives
SubstituentsDialkylarylamine / Aminopyridine / Imidolactam / Pyridine / Heteroaromatic compound / Thiophene / Tertiary aliphatic amine / Azacycle / Organoheterocyclic compound / Organopnictogen compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptorshydrochloride (CHEBI:38213 )
Drug created on September 11, 2007 14:19 / Updated on June 11, 2017 20:59