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C8895

Sigma-Aldrich

Clofazimine

≥98% (TLC), powder, antileprosy drug

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
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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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In vitro approaches for generation of Mycobacterium tuberculosis mutants resistant to bedaquiline, clofazimine or linezolid and identification of associated genetic variants
Ismail N, et al.
Journal of Microbiological Methods, 153(8), 1-9 (2018)
An Expandable Mechanopharmaceutical Device (1): Measuring the Cargo Capacity of Macrophages in a Living Organism
Rzeczycki P, et al.
Pharmaceutical Research, 36(1), 12-12 (2019)
Plumb's Veterinary Drug Handbook (2008)
An Expandable Mechanopharmaceutical Device (2): Drug Induced Granulomas Maximize the Cargo Sequestering Capacity of Macrophages in the Liver
Rzeczycki P, et al.
Pharmaceutical Research, 36(1), 3-3 (2019)
A far-red fluorescent probe for flow cytometry and image-based functional studies of xenobiotic sequestering macrophages
Keswani RK, et al.
Cytometry. Part A : the Journal of the International Society For Analytical Cytology, 87(9), 855-867 (2015)
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