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Merck

C8895

Clofazimine

≥98% (TLC), powder, antimycobacterial rimonphenazine

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C27H22Cl2N4
CAS Number:
2030-63-9
Molecular Weight:
473.40
NACRES:
NA.77
PubChem Substance ID:
24893114
UNSPSC Code:
12352200
EC Number:
217-980-2
MDL number:
MFCD00056793

Key Documents

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Product Name

Clofazimine,

form

powder

InChI key

WDQPAMHFFCXSNU-BGABXYSRSA-N

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+

SMILES string

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

antibiotic activity spectrum

mycobacteria

mode of action

protein synthesis | interferes

originator

Novartis

Quality Level

200

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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.

Preparation Note

This product is stored at room temperature.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000509360
0000509359
0000509360
0000509359
0000466067

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The Antimicrobial Drugs (2000)
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)
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)
Plumb's Veterinary Drug Handbook (2008)
Detecting ordered small molecule drug aggregates in live macrophages: a multi-parameter microscope image data acquisition and analysis strategy
Rzeczycki P, et al.
Biomedical Optics Express, 8(2), 860-872 (2017)
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