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C8895

Sigma-Aldrich

Clofazimine

≥98% (TLC), powder, antileprosy drug

Sinónimos:

N,5-Bis(4-chlorophenyl)-3,5-dihydro-3-(isopropylimino)phenazin-2-amine

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About This Item

Fórmula empírica (notación de Hill):
C27H22Cl2N4
Número de CAS:
2030-63-9
Peso molecular:
473.40
EC Number:
217-980-2
MDL number:
MFCD00056793
UNSPSC Code:
12352200
PubChem Substance ID:
24893114
NACRES:
NA.77

product name

Clofazimine,

form

powder

antibiotic activity spectrum

mycobacteria

mode of action

protein synthesis | interferes

originator

Novartis

SMILES string

CC(C)\N=C1/C=C2N(c3ccc(Cl)cc3)c4ccccc4N=C2C=C1Nc5ccc(Cl)cc5

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+

InChI key

WDQPAMHFFCXSNU-BGABXYSRSA-N

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General description

Clofazimine is a riminophenazine, which is used as an antileprosy drug. It is used to treat multidrug-resistant tuberculosis. Clofazimine prevents neutrophil motility and lymphocyte transformation. It has anti-inflammatory effect, which is used to treat discoid lupus erythematosus. Clofazimine has immunosuppressive property.

Application

Clofazimine has been used:
  • for antimicrobial preparation
  • to study its accumulation on macrophages to form crystal-like drug inclusions (CLDIs)
  • to model drug-induced hepatic granulomatous inflammation
  • to study the in vivo cargo storage capacity of macrophages

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

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The Antimicrobial Drugs (2000)
Mode of action of clofazimine and combination therapy with benzothiazinones against Mycobacterium tuberculosis
Lechartier B and Cole ST
Antimicrobial Agents and Chemotherapy, 59(8), 4457-4463 (2015)
Macrophage-mediated clofazimine sequestration is accompanied by a shift in host energy metabolism
Trexel J, et al.
Journal of Pharmaceutical Sciences, 106(4), 1162-1174 (2017)
Sarah Schmidt Grant et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(30), 12147-12152 (2012-07-11)
During Mycobacterium tuberculosis infection, a population of bacteria likely becomes refractory to antibiotic killing in the absence of genotypic resistance, making treatment challenging. We describe an in vitro model capable of yielding a phenotypically antibiotic-tolerant subpopulation of cells, often called
Jakko van Ingen et al.
Antimicrobial agents and chemotherapy, 56(12), 6324-6327 (2012-10-03)
Disease caused by nontuberculous mycobacteria (NTM) is increasing in frequency. The outcome of treatment for NTM lung disease is poor, particularly lung disease caused by Mycobacterium simiae and M. abscessus. Exploring synergy between active available drugs is a sensible way
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