You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on DrugBank.
Identification
NameClofazimine
Accession NumberDB00845  (APRD00278)
TypeSmall Molecule
GroupsApproved, Investigational
DescriptionA fat-soluble riminophenazine dye used for the treatment of leprosy. It has been used investigationally in combination with other antimycobacterial drugs to treat Mycobacterium avium infections in AIDS patients. Clofazimine also has a marked anti-inflammatory effect and is given to control the leprosy reaction, erythema nodosum leprosum. (From AMA Drug Evaluations Annual, 1993, p1619)
Structure
Thumb
Synonyms
Clofazimin
Clofazimina
Clofazimine
Clofaziminum
Lamprene
Riminophenazine
External Identifiers
  • B 663
  • G 30320
  • NSC 141046
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
ClofozineAstraZeneca
HansepranAbbott
LamcoinPond's Chemical
LamprenNovartis
LamprèneNovartis
LampreneNovartis
Brand mixturesNot Available
SaltsNot Available
Categories
UNIID959AE5USF
CAS number2030-63-9
WeightAverage: 473.396
Monoisotopic: 472.122152138
Chemical FormulaC27H22Cl2N4
InChI KeyWDQPAMHFFCXSNU-BGABXYSRSA-N
InChI
InChI=1S/C27H22Cl2N4/c1-17(2)30-24-16-27-25(15-23(24)31-20-11-7-18(28)8-12-20)32-22-5-3-4-6-26(22)33(27)21-13-9-19(29)10-14-21/h3-17,31H,1-2H3/b30-24+
IUPAC Name
N,5-bis(4-chlorophenyl)-3-[(propan-2-yl)imino]-3,5-dihydrophenazin-2-amine
SMILES
CC(C)N=C1C=C2N(C3=CC=C(Cl)C=C3)C3=C(C=CC=C3)N=C2C=C1NC1=CC=C(Cl)C=C1
Pharmacology
IndicationFor the treatment of lepromatous leprosy, including dapsone-resistant lepromatous leprosy and lepromatous leprosy complicated by erythema nodosum leprosum.
Structured Indications Not Available
PharmacodynamicsClofazimine exerts a slow bactericidal effect on Mycobacterium leprae (Hansen's bacillus). Clofazimine inhibits mycobacterial growth and binds preferentially to mycobacterial DNA. Clofazimine also exerts antiinflammatory properties in controlling erythema nodosum leprosum reactions. Clofazimine is highly lipophilic and tends to be deposited predominantly in fatty tissue and in cells of the reticuloendothelial system. It is taken up by macrophages throughout the body. Measurement of the minimum inhibitory concentration (MIC) of clofazimine against leprosy bacilli in vitro is not yet feasible. In the mouse footpad system, the multiplication of M.leprae is inhibited by introducing 0.0001%- 0.001% clofazimine in the diet. Although bacterial killing may begin shortly after starting the drug, it cannot be measured in biopsy tissues taken from patients for mouse footpad studies until approximately 50 days after the start of therapy.
Mechanism of actionAppears to preferentially bind to mycobacterial DNA leading to disruption of the cell cycle and eventually kills the bacterium. It may also bind to bacterial potassium transporters, thereby inhibiting their function. Lysophospholipids have been found to mediate the activity of this drug.
TargetKindPharmacological actionActionsOrganismUniProt ID
Uncharacterized oxidoreductase CzcO-likeProteinyes
inhibitor
Geobacillus kaustophilus (strain HTA426)Q5L2G3 details
DNANucleotideyes
intercalation
Humannot applicabledetails
Bile salt export pumpProteinunknownNot AvailableHumanO95342 details
Related Articles
AbsorptionAbsorption varies from 45 to 62% following oral administration in leprosy patients. Bioavailability is approximately 70%. Food increases bioavailability and rate of absorption.
Volume of distributionNot Available
Protein bindingNot Available
Metabolism

Hepatic. Three metabolites have been identified - two conjugated and one unconjugated, however, it is not yet known whether these metabolites are pharmacologically active. Metabolite I is formed by hydrolytic dehalogenation of clofazimine, metabolite II presumably is formed by a hydrolytic deamination reaction followed by glucuronidation, and metabolite III appears to be a hydrated clofazimine glucuronide.

SubstrateEnzymesProduct
Clofazimine
Not Available
clofazimine glucuronideDetails
Route of eliminationNot Available
Half life10 days following a single dose, 70 days after long-term, high-dose therapy.
ClearanceNot Available
ToxicityOral, rabbit: LD50 = 3.3 g/kg; Oral, mouse: LD50 = > 4 g/kg. Severe abdominal symptoms have necessitated exploratory laparotomies in some patients on clofazimine therapy. Rare reports have included splenic infarction, bowel obstruction, and gastrointestinal bleeding. Deaths have been reported, following severe abdominal symptoms.
Affected organisms
  • Mycobacteria
  • Mycobacterium leprae
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug Interactions
DrugInteractionDrug group
AcebutololThe serum concentration of Acebutolol can be increased when it is combined with Clofazimine.Approved
AcetaminophenThe serum concentration of Acetaminophen can be increased when it is combined with Clofazimine.Approved
Acetylsalicylic acidThe serum concentration of Acetylsalicylic acid can be increased when it is combined with Clofazimine.Approved, Vet Approved
AfatinibThe serum concentration of Afatinib can be increased when it is combined with Clofazimine.Approved
AldosteroneThe serum concentration of Aldosterone can be increased when it is combined with Clofazimine.Experimental
AlitretinoinThe serum concentration of Alitretinoin can be increased when it is combined with Clofazimine.Approved, Investigational
AmbrisentanThe serum concentration of Ambrisentan can be increased when it is combined with Clofazimine.Approved, Investigational
AmiodaroneThe metabolism of Clofazimine can be decreased when combined with Amiodarone.Approved, Investigational
AmitriptylineThe serum concentration of Amitriptyline can be increased when it is combined with Clofazimine.Approved
ApixabanThe serum concentration of Apixaban can be increased when it is combined with Clofazimine.Approved
AprepitantThe serum concentration of Clofazimine can be increased when it is combined with Aprepitant.Approved, Investigational
Arsenic trioxideThe serum concentration of Arsenic trioxide can be increased when it is combined with Clofazimine.Approved, Investigational
AtazanavirThe metabolism of Clofazimine can be decreased when combined with Atazanavir.Approved, Investigational
AtenololThe serum concentration of Atenolol can be increased when it is combined with Clofazimine.Approved
AtomoxetineThe metabolism of Clofazimine can be decreased when combined with Atomoxetine.Approved
AxitinibThe serum concentration of Axitinib can be increased when it is combined with Clofazimine.Approved, Investigational
BcgThe therapeutic efficacy of Bcg can be decreased when used in combination with Clofazimine.Investigational
BetamethasoneThe serum concentration of Betamethasone can be increased when it is combined with Clofazimine.Approved, Vet Approved
BexaroteneThe serum concentration of Clofazimine can be decreased when it is combined with Bexarotene.Approved, Investigational
BoceprevirThe metabolism of Clofazimine can be decreased when combined with Boceprevir.Approved
BortezomibThe metabolism of Clofazimine can be decreased when combined with Bortezomib.Approved, Investigational
BosentanThe serum concentration of Clofazimine can be decreased when it is combined with Bosentan.Approved, Investigational
BosutinibThe serum concentration of Bosutinib can be increased when it is combined with Clofazimine.Approved
Brentuximab vedotinThe serum concentration of Brentuximab vedotin can be increased when it is combined with Clofazimine.Approved
BromocriptineThe serum concentration of Bromocriptine can be increased when it is combined with Clofazimine.Approved, Investigational
CabazitaxelThe serum concentration of Cabazitaxel can be increased when it is combined with Clofazimine.Approved
CaffeineThe serum concentration of Caffeine can be increased when it is combined with Clofazimine.Approved
CamptothecinThe serum concentration of Camptothecin can be increased when it is combined with Clofazimine.Experimental
CanagliflozinThe serum concentration of Canagliflozin can be increased when it is combined with Clofazimine.Approved
CarbamazepineThe metabolism of Clofazimine can be increased when combined with Carbamazepine.Approved, Investigational
CarfilzomibThe serum concentration of Carfilzomib can be increased when it is combined with Clofazimine.Approved
CeritinibThe serum concentration of Clofazimine can be increased when it is combined with Ceritinib.Approved
CerivastatinThe serum concentration of Cerivastatin can be increased when it is combined with Clofazimine.Withdrawn
ChlorpromazineThe serum concentration of Chlorpromazine can be increased when it is combined with Clofazimine.Approved, Vet Approved
Cholic AcidClofazimine may decrease the excretion rate of Cholic Acid which could result in a higher serum level.Approved
CimetidineThe serum concentration of Cimetidine can be increased when it is combined with Clofazimine.Approved
CiprofloxacinThe serum concentration of Ciprofloxacin can be increased when it is combined with Clofazimine.Approved, Investigational
CisplatinThe serum concentration of Cisplatin can be increased when it is combined with Clofazimine.Approved
CitalopramThe serum concentration of Citalopram can be increased when it is combined with Clofazimine.Approved
ClarithromycinThe metabolism of Clofazimine can be decreased when combined with Clarithromycin.Approved
ClemastineThe metabolism of Clofazimine can be decreased when combined with Clemastine.Approved
ClobazamThe serum concentration of Clobazam can be increased when it is combined with Clofazimine.Approved, Illicit
ClomifeneThe serum concentration of Clomifene can be increased when it is combined with Clofazimine.Approved, Investigational
ClonidineThe serum concentration of Clonidine can be increased when it is combined with Clofazimine.Approved
ClopidogrelThe serum concentration of Clopidogrel can be increased when it is combined with Clofazimine.Approved, Nutraceutical
ClotrimazoleThe metabolism of Clofazimine can be decreased when combined with Clotrimazole.Approved, Vet Approved
ClozapineThe serum concentration of Clozapine can be increased when it is combined with Clofazimine.Approved
CobicistatThe metabolism of Clofazimine can be decreased when combined with Cobicistat.Approved
CobimetinibThe serum concentration of Cobimetinib can be increased when it is combined with Clofazimine.Approved
ColchicineThe serum concentration of Colchicine can be increased when it is combined with Clofazimine.Approved
ConivaptanThe serum concentration of Clofazimine can be increased when it is combined with Conivaptan.Approved, Investigational
Conjugated Equine EstrogensThe serum concentration of Conjugated Equine Estrogens can be increased when it is combined with Clofazimine.Approved
CrizotinibThe metabolism of Clofazimine can be decreased when combined with Crizotinib.Approved
CyclosporineThe metabolism of Clofazimine can be decreased when combined with Cyclosporine.Approved, Investigational, Vet Approved
Dabigatran etexilateThe serum concentration of the active metabolites of Dabigatran etexilate can be increased when Dabigatran etexilate is used in combination with Clofazimine.Approved
DabrafenibThe serum concentration of Clofazimine can be decreased when it is combined with Dabrafenib.Approved
DactinomycinThe serum concentration of Dactinomycin can be increased when it is combined with Clofazimine.Approved
DapagliflozinThe serum concentration of Dapagliflozin can be increased when it is combined with Clofazimine.Approved
DarunavirThe metabolism of Clofazimine can be decreased when combined with Darunavir.Approved
DasatinibThe serum concentration of Clofazimine can be increased when it is combined with Dasatinib.Approved, Investigational
DaunorubicinThe serum concentration of Daunorubicin can be increased when it is combined with Clofazimine.Approved
DebrisoquinThe serum concentration of Debrisoquin can be increased when it is combined with Clofazimine.Approved
DeferasiroxThe serum concentration of Clofazimine can be decreased when it is combined with Deferasirox.Approved, Investigational
DelavirdineThe metabolism of Clofazimine can be decreased when combined with Delavirdine.Approved
DexamethasoneThe serum concentration of Clofazimine can be decreased when it is combined with Dexamethasone.Approved, Investigational, Vet Approved
DiazepamThe serum concentration of Diazepam can be increased when it is combined with Clofazimine.Approved, Illicit, Vet Approved
DiethylstilbestrolThe serum concentration of Diethylstilbestrol can be increased when it is combined with Clofazimine.Approved
DigitoxinThe serum concentration of Digitoxin can be increased when it is combined with Clofazimine.Approved
DigoxinThe serum concentration of Digoxin can be increased when it is combined with Clofazimine.Approved
DihydroergotamineThe metabolism of Clofazimine can be decreased when combined with Dihydroergotamine.Approved
DihydrotestosteroneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Clofazimine.Illicit
DiltiazemThe metabolism of Clofazimine can be decreased when combined with Diltiazem.Approved
DipyridamoleThe serum concentration of Dipyridamole can be increased when it is combined with Clofazimine.Approved
DocetaxelThe serum concentration of Docetaxel can be increased when it is combined with Clofazimine.Approved, Investigational
DomperidoneThe serum concentration of Domperidone can be increased when it is combined with Clofazimine.Approved, Investigational, Vet Approved
DoxorubicinThe serum concentration of Doxorubicin can be increased when it is combined with Clofazimine.Approved, Investigational
DoxycyclineThe metabolism of Clofazimine can be decreased when combined with Doxycycline.Approved, Investigational, Vet Approved
DronedaroneThe metabolism of Clofazimine can be decreased when combined with Dronedarone.Approved
EdoxabanThe serum concentration of Edoxaban can be increased when it is combined with Clofazimine.Approved
EfavirenzThe serum concentration of Clofazimine can be decreased when it is combined with Efavirenz.Approved, Investigational
EletriptanThe serum concentration of Eletriptan can be increased when it is combined with Clofazimine.Approved, Investigational
EnzalutamideThe serum concentration of Clofazimine can be decreased when it is combined with Enzalutamide.Approved
EpinastineThe serum concentration of Epinastine can be increased when it is combined with Clofazimine.Approved, Investigational
ErlotinibThe serum concentration of Erlotinib can be increased when it is combined with Clofazimine.Approved, Investigational
ErythromycinThe metabolism of Clofazimine can be decreased when combined with Erythromycin.Approved, Vet Approved
Eslicarbazepine acetateThe serum concentration of Clofazimine can be decreased when it is combined with Eslicarbazepine acetate.Approved
EstradiolThe serum concentration of Estradiol can be increased when it is combined with Clofazimine.Approved, Investigational, Vet Approved
EstriolThe serum concentration of Estriol can be increased when it is combined with Clofazimine.Approved, Vet Approved
EstroneThe serum concentration of Estrone can be increased when it is combined with Clofazimine.Approved
Ethinyl EstradiolThe serum concentration of Ethinyl Estradiol can be increased when it is combined with Clofazimine.Approved
EtoposideThe serum concentration of Etoposide can be increased when it is combined with Clofazimine.Approved
EtravirineThe serum concentration of Clofazimine can be decreased when it is combined with Etravirine.Approved
EverolimusThe serum concentration of Everolimus can be increased when it is combined with Clofazimine.Approved
EzetimibeThe serum concentration of Ezetimibe can be increased when it is combined with Clofazimine.Approved
FesoterodineThe serum concentration of Fesoterodine can be increased when it is combined with Clofazimine.Approved
FexofenadineThe serum concentration of Fexofenadine can be increased when it is combined with Clofazimine.Approved
FidaxomicinThe serum concentration of Fidaxomicin can be increased when it is combined with Clofazimine.Approved
FluconazoleThe metabolism of Clofazimine can be decreased when combined with Fluconazole.Approved
Fluticasone furoateThe serum concentration of Fluticasone furoate can be increased when it is combined with Clofazimine.Approved
FluvoxamineThe metabolism of Clofazimine can be decreased when combined with Fluvoxamine.Approved, Investigational
FosamprenavirThe metabolism of Clofazimine can be decreased when combined with Fosamprenavir.Approved
FosaprepitantThe serum concentration of Clofazimine can be increased when it is combined with Fosaprepitant.Approved
FosphenytoinThe metabolism of Clofazimine can be increased when combined with Fosphenytoin.Approved
Fusidic AcidThe serum concentration of Clofazimine can be increased when it is combined with Fusidic Acid.Approved
GefitinibThe serum concentration of Gefitinib can be increased when it is combined with Clofazimine.Approved, Investigational
GemcitabineThe serum concentration of Gemcitabine can be increased when it is combined with Clofazimine.Approved
GrazoprevirThe serum concentration of Grazoprevir can be increased when it is combined with Clofazimine.Approved
GrepafloxacinThe serum concentration of Grepafloxacin can be increased when it is combined with Clofazimine.Withdrawn
HaloperidolThe serum concentration of Haloperidol can be increased when it is combined with Clofazimine.Approved
HydrocortisoneThe serum concentration of Hydrocortisone can be increased when it is combined with Clofazimine.Approved, Vet Approved
IbuprofenThe serum concentration of Ibuprofen can be increased when it is combined with Clofazimine.Approved
IdelalisibThe serum concentration of Clofazimine can be increased when it is combined with Idelalisib.Approved
ImatinibThe metabolism of Clofazimine can be decreased when combined with Imatinib.Approved
ImipramineThe serum concentration of Imipramine can be increased when it is combined with Clofazimine.Approved
IndacaterolThe serum concentration of Indacaterol can be increased when it is combined with Clofazimine.Approved
IndinavirThe metabolism of Clofazimine can be decreased when combined with Indinavir.Approved
IndomethacinThe serum concentration of Indomethacin can be increased when it is combined with Clofazimine.Approved, Investigational
IrinotecanThe serum concentration of Irinotecan can be increased when it is combined with Clofazimine.Approved, Investigational
IsavuconazoniumThe metabolism of Clofazimine can be decreased when combined with Isavuconazonium.Approved, Investigational
IsradipineThe metabolism of Clofazimine can be decreased when combined with Isradipine.Approved
ItraconazoleThe metabolism of Clofazimine can be decreased when combined with Itraconazole.Approved, Investigational
IvacaftorThe serum concentration of Clofazimine can be increased when it is combined with Ivacaftor.Approved
IvermectinThe serum concentration of Ivermectin can be increased when it is combined with Clofazimine.Approved, Vet Approved
KetazolamThe serum concentration of Ketazolam can be increased when it is combined with Clofazimine.Approved
KetoconazoleThe metabolism of Clofazimine can be decreased when combined with Ketoconazole.Approved, Investigational
LamivudineThe serum concentration of Lamivudine can be increased when it is combined with Clofazimine.Approved, Investigational
LamotrigineThe serum concentration of Lamotrigine can be increased when it is combined with Clofazimine.Approved, Investigational
LansoprazoleThe serum concentration of Lansoprazole can be increased when it is combined with Clofazimine.Approved, Investigational
LedipasvirThe serum concentration of Ledipasvir can be increased when it is combined with Clofazimine.Approved
LenalidomideThe serum concentration of Lenalidomide can be increased when it is combined with Clofazimine.Approved
LenvatinibThe serum concentration of Lenvatinib can be increased when it is combined with Clofazimine.Approved
LevetiracetamThe serum concentration of Levetiracetam can be increased when it is combined with Clofazimine.Approved, Investigational
LevofloxacinThe serum concentration of Levofloxacin can be increased when it is combined with Clofazimine.Approved, Investigational
LevomilnacipranThe serum concentration of Levomilnacipran can be increased when it is combined with Clofazimine.Approved
LinagliptinThe serum concentration of Linagliptin can be increased when it is combined with Clofazimine.Approved
LoperamideThe serum concentration of Loperamide can be increased when it is combined with Clofazimine.Approved
LopinavirThe metabolism of Clofazimine can be decreased when combined with Lopinavir.Approved
LosartanThe serum concentration of Losartan can be increased when it is combined with Clofazimine.Approved
LovastatinThe metabolism of Clofazimine can be decreased when combined with Lovastatin.Approved, Investigational
LuliconazoleThe serum concentration of Clofazimine can be increased when it is combined with Luliconazole.Approved
LumacaftorThe metabolism of Clofazimine can be increased when combined with Lumacaftor.Approved
MannitolThe serum concentration of Mannitol can be increased when it is combined with Clofazimine.Approved, Investigational
MethotrexateThe serum concentration of Methotrexate can be increased when it is combined with Clofazimine.Approved
MethylprednisoloneThe serum concentration of Methylprednisolone can be increased when it is combined with Clofazimine.Approved, Vet Approved
MetoprololThe serum concentration of Metoprolol can be increased when it is combined with Clofazimine.Approved, Investigational
MidazolamThe serum concentration of Midazolam can be increased when it is combined with Clofazimine.Approved, Illicit
MifepristoneThe serum concentration of Clofazimine can be increased when it is combined with Mifepristone.Approved, Investigational
MirabegronThe serum concentration of Mirabegron can be increased when it is combined with Clofazimine.Approved
MitotaneThe serum concentration of Clofazimine can be decreased when it is combined with Mitotane.Approved
MitoxantroneThe serum concentration of Mitoxantrone can be increased when it is combined with Clofazimine.Approved, Investigational
ModafinilThe serum concentration of Clofazimine can be decreased when it is combined with Modafinil.Approved, Investigational
MorphineThe serum concentration of Morphine can be increased when it is combined with Clofazimine.Approved, Investigational
Mycophenolate mofetilThe serum concentration of Mycophenolate mofetil can be increased when it is combined with Clofazimine.Approved, Investigational
NadololThe serum concentration of Nadolol can be increased when it is combined with Clofazimine.Approved
NafcillinThe serum concentration of Clofazimine can be decreased when it is combined with Nafcillin.Approved
NaloxegolThe serum concentration of Naloxegol can be increased when it is combined with Clofazimine.Approved
NaloxoneThe serum concentration of Naloxone can be increased when it is combined with Clofazimine.Approved, Vet Approved
NefazodoneThe metabolism of Clofazimine can be decreased when combined with Nefazodone.Approved, Withdrawn
NelfinavirThe metabolism of Clofazimine can be decreased when combined with Nelfinavir.Approved
NetupitantThe serum concentration of Clofazimine can be increased when it is combined with Netupitant.Approved
NevirapineThe metabolism of Clofazimine can be increased when combined with Nevirapine.Approved
NicardipineThe serum concentration of Nicardipine can be increased when it is combined with Clofazimine.Approved
NifedipineThe serum concentration of Nifedipine can be increased when it is combined with Clofazimine.Approved
NilotinibThe metabolism of Clofazimine can be decreased when combined with Nilotinib.Approved, Investigational
NintedanibThe serum concentration of Nintedanib can be increased when it is combined with Clofazimine.Approved
NizatidineThe serum concentration of Nizatidine can be increased when it is combined with Clofazimine.Approved
OlanzapineThe serum concentration of Olanzapine can be increased when it is combined with Clofazimine.Approved, Investigational
OlaparibThe metabolism of Clofazimine can be decreased when combined with Olaparib.Approved
OmbitasvirThe serum concentration of Ombitasvir can be increased when it is combined with Clofazimine.Approved
OsimertinibThe serum concentration of Clofazimine can be increased when it is combined with Osimertinib.Approved
PaclitaxelThe serum concentration of Paclitaxel can be increased when it is combined with Clofazimine.Approved, Vet Approved
PalbociclibThe serum concentration of Clofazimine can be increased when it is combined with Palbociclib.Approved
PanobinostatThe serum concentration of Panobinostat can be increased when it is combined with Clofazimine.Approved, Investigational
PazopanibThe serum concentration of Pazopanib can be increased when it is combined with Clofazimine.Approved
PentobarbitalThe metabolism of Clofazimine can be increased when combined with Pentobarbital.Approved, Vet Approved
PhenobarbitalThe metabolism of Clofazimine can be increased when combined with Phenobarbital.Approved
PhenytoinThe metabolism of Clofazimine can be increased when combined with Phenytoin.Approved, Vet Approved
Picosulfuric acidThe therapeutic efficacy of Picosulfuric acid can be decreased when used in combination with Clofazimine.Approved
PitavastatinThe serum concentration of Pitavastatin can be increased when it is combined with Clofazimine.Approved
PomalidomideThe serum concentration of Pomalidomide can be increased when it is combined with Clofazimine.Approved
PonatinibThe serum concentration of Ponatinib can be increased when it is combined with Clofazimine.Approved
PosaconazoleThe metabolism of Clofazimine can be decreased when combined with Posaconazole.Approved, Investigational, Vet Approved
PravastatinThe serum concentration of Pravastatin can be increased when it is combined with Clofazimine.Approved
PrazosinThe serum concentration of Prazosin can be increased when it is combined with Clofazimine.Approved
PrednisoloneThe serum concentration of Prednisolone can be increased when it is combined with Clofazimine.Approved, Vet Approved
PrednisoneThe serum concentration of Prednisone can be increased when it is combined with Clofazimine.Approved, Vet Approved
PrimidoneThe metabolism of Clofazimine can be increased when combined with Primidone.Approved, Vet Approved
ProgesteroneThe serum concentration of Progesterone can be increased when it is combined with Clofazimine.Approved, Vet Approved
PropranololThe serum concentration of Propranolol can be increased when it is combined with Clofazimine.Approved, Investigational
PrucaloprideThe serum concentration of Prucalopride can be increased when it is combined with Clofazimine.Approved
QuetiapineThe serum concentration of Quetiapine can be increased when it is combined with Clofazimine.Approved
QuinidineThe serum concentration of Quinidine can be increased when it is combined with Clofazimine.Approved
QuinineThe serum concentration of Quinine can be increased when it is combined with Clofazimine.Approved
RanitidineThe serum concentration of Ranitidine can be increased when it is combined with Clofazimine.Approved
RanolazineThe serum concentration of Ranolazine can be increased when it is combined with Clofazimine.Approved, Investigational
ReserpineThe serum concentration of Reserpine can be increased when it is combined with Clofazimine.Approved
RifabutinThe metabolism of Clofazimine can be increased when combined with Rifabutin.Approved
RifampicinThe metabolism of Clofazimine can be increased when combined with Rifampicin.Approved
RifapentineThe metabolism of Clofazimine can be increased when combined with Rifapentine.Approved
RifaximinThe serum concentration of Rifaximin can be increased when it is combined with Clofazimine.Approved, Investigational
RisperidoneThe serum concentration of Risperidone can be increased when it is combined with Clofazimine.Approved, Investigational
RitonavirThe metabolism of Clofazimine can be decreased when combined with Ritonavir.Approved, Investigational
RivaroxabanThe serum concentration of Rivaroxaban can be increased when it is combined with Clofazimine.Approved
RomidepsinThe serum concentration of Romidepsin can be increased when it is combined with Clofazimine.Approved, Investigational
Salicylic acidThe serum concentration of Salicylic acid can be increased when it is combined with Clofazimine.Approved, Vet Approved
SaquinavirThe metabolism of Clofazimine can be decreased when combined with Saquinavir.Approved, Investigational
SelexipagThe serum concentration of Selexipag can be increased when it is combined with Clofazimine.Approved
SildenafilThe metabolism of Clofazimine can be decreased when combined with Sildenafil.Approved, Investigational
SilodosinThe serum concentration of Silodosin can be increased when it is combined with Clofazimine.Approved
SiltuximabThe serum concentration of Clofazimine can be decreased when it is combined with Siltuximab.Approved
SimeprevirThe serum concentration of Clofazimine can be increased when it is combined with Simeprevir.Approved
SitagliptinThe serum concentration of Sitagliptin can be increased when it is combined with Clofazimine.Approved, Investigational
SofosbuvirThe serum concentration of Sofosbuvir can be increased when it is combined with Clofazimine.Approved
SorafenibThe serum concentration of Sorafenib can be increased when it is combined with Clofazimine.Approved, Investigational
SparfloxacinThe serum concentration of Sparfloxacin can be increased when it is combined with Clofazimine.Approved
SphingosineThe serum concentration of Sphingosine can be increased when it is combined with Clofazimine.Experimental
St. John's WortThe serum concentration of Clofazimine can be decreased when it is combined with St. John's Wort.Nutraceutical
StiripentolThe serum concentration of Clofazimine can be increased when it is combined with Stiripentol.Approved
SulfisoxazoleThe metabolism of Clofazimine can be decreased when combined with Sulfisoxazole.Approved, Vet Approved
TacrolimusThe serum concentration of Tacrolimus can be increased when it is combined with Clofazimine.Approved, Investigational
TamoxifenThe serum concentration of Tamoxifen can be increased when it is combined with Clofazimine.Approved
Taurocholic AcidThe serum concentration of Taurocholic Acid can be increased when it is combined with Clofazimine.Experimental
Technetium Tc-99m sestamibiThe serum concentration of Technetium Tc-99m sestamibi can be increased when it is combined with Clofazimine.Approved
TelaprevirThe metabolism of Clofazimine can be decreased when combined with Telaprevir.Approved
TelithromycinThe metabolism of Clofazimine can be decreased when combined with Telithromycin.Approved
TemsirolimusThe serum concentration of Temsirolimus can be increased when it is combined with Clofazimine.Approved
TicagrelorThe serum concentration of Ticagrelor can be increased when it is combined with Clofazimine.Approved
TiclopidineThe metabolism of Clofazimine can be decreased when combined with Ticlopidine.Approved
TimololThe serum concentration of Timolol can be increased when it is combined with Clofazimine.Approved
TocilizumabThe serum concentration of Clofazimine can be decreased when it is combined with Tocilizumab.Approved
TolvaptanThe serum concentration of Tolvaptan can be increased when it is combined with Clofazimine.Approved
TopotecanThe serum concentration of Topotecan can be increased when it is combined with Clofazimine.Approved, Investigational
ToremifeneThe serum concentration of Toremifene can be increased when it is combined with Clofazimine.Approved, Investigational
Trastuzumab emtansineThe serum concentration of Trastuzumab emtansine can be increased when it is combined with Clofazimine.Approved
UlipristalThe serum concentration of Ulipristal can be increased when it is combined with Clofazimine.Approved
UmeclidiniumThe serum concentration of Umeclidinium can be increased when it is combined with Clofazimine.Approved
VecuroniumThe serum concentration of Vecuronium can be increased when it is combined with Clofazimine.Approved
VenetoclaxThe serum concentration of Venetoclax can be increased when it is combined with Clofazimine.Approved
VenlafaxineThe metabolism of Clofazimine can be decreased when combined with Venlafaxine.Approved
VerapamilThe metabolism of Clofazimine can be decreased when combined with Verapamil.Approved
VinblastineThe serum concentration of Vinblastine can be increased when it is combined with Clofazimine.Approved
VincristineThe serum concentration of Vincristine can be increased when it is combined with Clofazimine.Approved, Investigational
VismodegibThe serum concentration of Vismodegib can be increased when it is combined with Clofazimine.Approved
VoriconazoleThe metabolism of Clofazimine can be decreased when combined with Voriconazole.Approved, Investigational
ZidovudineThe serum concentration of Zidovudine can be increased when it is combined with Clofazimine.Approved
ZiprasidoneThe metabolism of Clofazimine can be decreased when combined with Ziprasidone.Approved
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesJ04BA01
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelDownload (161 KB)
MSDSDownload (73.5 KB)
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9881
Blood Brain Barrier+0.7616
Caco-2 permeable+0.6769
P-glycoprotein substrateNon-substrate0.5905
P-glycoprotein inhibitor IInhibitor0.642
P-glycoprotein inhibitor IIInhibitor0.8387
Renal organic cation transporterNon-inhibitor0.6719
CYP450 2C9 substrateNon-substrate0.7897
CYP450 2D6 substrateNon-substrate0.9116
CYP450 3A4 substrateSubstrate0.6032
CYP450 1A2 substrateNon-inhibitor0.9045
CYP450 2C9 inhibitorNon-inhibitor0.9071
CYP450 2D6 inhibitorInhibitor0.8932
CYP450 2C19 inhibitorNon-inhibitor0.9025
CYP450 3A4 inhibitorNon-inhibitor0.8309
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9292
Ames testAMES toxic0.649
CarcinogenicityNon-carcinogens0.7244
BiodegradationNot ready biodegradable1.0
Rat acute toxicity1.7821 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9805
hERG inhibition (predictor II)Inhibitor0.5826
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Novartis pharmaceuticals corp
Packagers
Dosage formsNot Available
Prices
Unit descriptionCostUnit
Clofazimine powder187.2USD g
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point210-212 °CPhysProp
water solubility0.225 mg/L (virtually insoluble)Not Available
logP7.66QUIGLEY,JM ET AL. (1990)
pKa8.51QUIGLEY,JM ET AL. (1990)
Predicted Properties
PropertyValueSource
Water Solubility0.00151 mg/mLALOGPS
logP7.39ALOGPS
logP7.3ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)16.15ChemAxon
pKa (Strongest Basic)9.29ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area39.99 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity142.55 m3·mol-1ChemAxon
Polarizability51.52 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenazines and derivatives. These are polycyclic aromatic compounds containing a phenazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a pyrazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassNaphthyridines
Sub ClassQuinoxalines
Direct ParentPhenazines and derivatives
Alternative Parents
Substituents
  • Phenazine
  • Substituted aniline
  • Halobenzene
  • Chlorobenzene
  • Aniline
  • Benzenoid
  • Pyrazine
  • Monocyclic benzene moiety
  • Aryl halide
  • Aryl chloride
  • Heteroaromatic compound
  • Secondary ketimine
  • Azacycle
  • Secondary amine
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors

Targets

Kind
Protein
Organism
Geobacillus kaustophilus (strain HTA426)
Pharmacological action
yes
Actions
inhibitor
General Function:
Oxidoreductase activity
Specific Function:
Not Available
Gene Name:
Not Available
Uniprot ID:
Q5L2G3
Molecular Weight:
39136.585 Da
References
  1. Cholo MC, Boshoff HI, Steel HC, Cockeran R, Matlola NM, Downing KJ, Mizrahi V, Anderson R: Effects of clofazimine on potassium uptake by a Trk-deletion mutant of Mycobacterium tuberculosis. J Antimicrob Chemother. 2006 Jan;57(1):79-84. Epub 2005 Nov 12. [PubMed:16286358 ]
2. DNA
Kind
Nucleotide
Organism
Human
Pharmacological action
yes
Actions
intercalation
General Function:
Used for biological information storage.
Specific Function:
DNA contains the instructions needed for an organism to develop, survive and reproduce.
Molecular Weight:
2.15 x 1012 Da
References
  1. Arbiser JL, Moschella SL: Clofazimine: a review of its medical uses and mechanisms of action. J Am Acad Dermatol. 1995 Feb;32(2 Pt 1):241-7. [PubMed:7829710 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Transporter activity
Specific Function:
Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes.
Gene Name:
ABCB11
Uniprot ID:
O95342
Molecular Weight:
146405.83 Da
References
  1. Wang EJ, Casciano CN, Clement RP, Johnson WW: Fluorescent substrates of sister-P-glycoprotein (BSEP) evaluated as markers of active transport and inhibition: evidence for contingent unequal binding sites. Pharm Res. 2003 Apr;20(4):537-44. [PubMed:12739759 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinhibitor
General Function:
Vitamin d3 25-hydroxylase activity
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiot...
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular Weight:
57342.67 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Transporter activity
Specific Function:
Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes.
Gene Name:
ABCB11
Uniprot ID:
O95342
Molecular Weight:
146405.83 Da
References
  1. Wang EJ, Casciano CN, Clement RP, Johnson WW: Fluorescent substrates of sister-P-glycoprotein (BSEP) evaluated as markers of active transport and inhibition: evidence for contingent unequal binding sites. Pharm Res. 2003 Apr;20(4):537-44. [PubMed:12739759 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Xenobiotic-transporting atpase activity
Specific Function:
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
Gene Name:
ABCB1
Uniprot ID:
P08183
Molecular Weight:
141477.255 Da
References
  1. Wang EJ, Casciano CN, Clement RP, Johnson WW: Active transport of fluorescent P-glycoprotein substrates: evaluation as markers and interaction with inhibitors. Biochem Biophys Res Commun. 2001 Nov 30;289(2):580-5. [PubMed:11716514 ]
Comments
comments powered by Disqus
Drug created on June 13, 2005 07:24 / Updated on October 06, 2016 13:38