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CHEBI:3749 - clofazimine

ChEBI IDCHEBI:3749
ChEBI Nameclofazimine
Stars
Definition3-Isopropylimino-3,5-dihydro-phenazine in which the hydrogen at position 5 is substituted substituted by a 4-chlorophenyl group, and that at position 2 is substituted by a (4-chlorophenyl)amino group. A dark red crystalline solid, clofazimine is an antimycobacterial and is one of the main drugs used for the treatment of multi-bacillary leprosy. However, it can cause red/brown discolouration of the skin, so other treatments are often preferred in light-skinned patients.
Secondary ChEBI IDCHEBI:355347
Last Modified22 February 2017
DownloadsMolfile
FormulaC27H22Cl2N4
Net Charge0
Average Mass473.407
Monoisotopic Mass472.12215
SMILESCC(C)N=c1cc2n(-c3ccc(Cl)cc3)c3ccccc3nc-2cc1Nc1ccc(Cl)cc1
InChIInChI=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
InChIKeyWDQPAMHFFCXSNU-UHFFFAOYSA-N
Roles Classification
Biological Role:
leprostatic drug  A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
Applications:
leprostatic drug  A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
dye 
non-steroidal anti-inflammatory drug  An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
ChEBI Ontology
Outgoing Relation(s)
clofazimine (CHEBI:3749) has role dye (CHEBI:37958)
clofazimine (CHEBI:3749) has role leprostatic drug (CHEBI:35816)
clofazimine (CHEBI:3749) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
clofazimine (CHEBI:3749) is a monochlorobenzenes (CHEBI:83403)
clofazimine (CHEBI:3749) is a phenazines (CHEBI:39201)
IUPAC Name 
N,5-bis(4-chlorophenyl)-3-(propan-2-ylimino)-3,5-dihydrophenazin-2-amine
INNs  Source
clofazimineChemIDplus
clofaziminaChemIDplus
clofaziminumChemIDplus
Synonyms  Source
N,5-bis(4-chlorophenyl)-3-(isopropylimino)-3,5-dihydrophenazin-2-amineChEMBL
(4-Chloro-phenyl)-[5-(4-chloro-phenyl)-3-isopropylimino-3,5-dihydro-phenazin-2-yl]-amineChEMBL
3-(p-chloranilino)-10-(p-chlorophenyl)-2,10-dihydro-2-(isopropylimino)-phenazineChemIDplus
3-(p-chloranilino)-10-(p-chlorphenyl)-2,10-dihydro-2-(isopropylimino)-phenazinChemIDplus
Manual XrefsDatabases
C06915KEGG COMPOUND
D00278KEGG DRUG
US2948726Patent
DB00845DrugBank
LSM-5669LINCS
Registry NumbersSources
Beilstein:8168151Beilstein
CAS:2030-63-9KEGG COMPOUND
CAS:2030-63-9ChemIDplus
Citations