Clofazimine

Names

[ CAS No. ]:
2030-63-9

[ Name ]:
Clofazimine

[Synonym ]:
2-Phenazinamine, N,5-bis(4-chlorophenyl)-3,5-dihydro-3-[(1-methylethyl)imino]-
N,5-Bis(4-chlorophenyl)-3-(isopropylimino)-3,5-dihydro-2-phenazinamine
Clofaziminum [INN-Latin]
2-Phenazinamine, N,5-bis(4-chlorophenyl)-3,5-dihydro-3-((1-methylethyl)imino)-
Clofazimine
Clofaziminum
N,5-bis(4-chlorophenyl)-3-propan-2-yliminophenazin-2-amine
Chlofazimine
Clofazimine (N,5-Bis(4-chlorophenyl)-3,5-dihydro-3-(isopropylimino)phenazin-2-amine
Clofazimina [INN-Spanish]
Lamprene
Lampren
2-(4-chloro-anilino)-5-(4-chloro-phenyl)-3-isopropylamino-phenazinium-betaine
2-(4-Chlor-anilino)-5-(4-chlor-phenyl)-3-isopropylamino-phenazinium-betain
B 663 (Pharmaceutical)
N,5-Bis(4-chlorophenyl)-3,5-dihydro-3-(isopropylimino)phenazin-2-amine
Clofazimina

Biological Activity

[Description]:

Clofazimine is a fat-soluble iminophenazine dye, has a marked anti-inflammatory effect, has been used in combination with other antimycobacterial drugs to treat AIDS and Crohn's disease.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Bacterial

Dye Reagents

Research Areas >> Inflammation/Immunology

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
566.9±50.0 °C at 760 mmHg

[ Melting Point ]:
210-212°

[ Molecular Formula ]:
C₂₇H₂₂Cl₂N₄

[ Molecular Weight ]:
473.396

[ Flash Point ]:
296.7±30.1 °C

[ Exact Mass ]:
472.122162

[ PSA ]:
42.21000

[ LogP ]:
7.26

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.667

[ Water Solubility ]:
Practically insoluble in water, soluble in methylene chloride, very slightly soluble in ethanol (96 per cent). It shows polymorphism (5.9).

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SG1578000

CHEMICAL NAME :: Phenazine, 2,10-dihydro-3-(p-chloroanilino)-10-(p-chlorophenyl)- 2-(isopropylimino)-

CAS REGISTRY NUMBER :: 2030-63-9

BEILSTEIN REFERENCE NO. :: 0060420

LAST UPDATED :: 199612

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C27-H22-Cl2-N4

MOLECULAR WEIGHT :: 473.43

WISWESSER LINE NOTATION :: T C666 BN IN EHJ BR DG& ENUY1&1 FMR DG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 8400 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - hypermotility, diarrhea

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 1500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 4400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: Micronucleus test

TYPE OF TEST :: Mutation test systems - not otherwise specified

MUTATION DATA

TEST SYSTEM :: Rodent - mouse

DOSE/DURATION :: 40 mg/kg

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 32,911,1994

Safety Information

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
SG1578000

[ HS Code ]:
35040000

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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The efflux pump inhibitor timcodar improves the potency of antimycobacterial agents.

Antimicrob. Agents Chemother. 59(3) , 1534-41, (2015)

Previous studies indicated that inhibition of efflux pumps augments tuberculosis therapy. In this study, we used timcodar (formerly VX-853) to determine if this efflux pump inhibitor could increase th...

Clofazimine shortens the duration of the first-line treatment regimen for experimental chemotherapy of tuberculosis.

Proc. Natl. Acad. Sci. U. S. A. 112(3) , 869-74, (2015)

A key drug for the treatment of leprosy, clofazimine has recently been associated with highly effective and significantly shortened regimens for the treatment of multidrug-resistant tuberculosis (TB)....

Anticancer efficacy and toxicokinetics of a novel paclitaxel-clofazimine nanoparticulate co-formulation.

Drug Deliv Transl Res 5 , 257-67, (2015)

Contemporary chemotherapy is limited by disseminated, resistant cancer. Targeting nanoparticulate drug delivery systems that encapsulate synergistic drug combinations are a rational means to increase ...

Related Compounds

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