Fexinidazole

Names

[ Name ]:
Fexinidazole

[Synonym ]:
1-Methyl-2-{[4-(methylsulfanyl)phenoxy]methyl}-5-nitro-1H-imidazole
1-methyl-2-(4-methylthiophenyl-oxymethyl)-5-nitro-imidazole
1-Methyl-2-((4-(methylthio)phenoxy)methyl)-5-nitro-1H-imidazole
1-methyl-2-(4-methylsulfanyl-phenoxymethyl)-5-nitro-1H-imidazole
Fexinidazol
Fexinidazole
Fexinidazolum
1H-Imidazole, 1-methyl-2-[[4-(methylthio)phenoxy]methyl]-5-nitro-
1-Methyl-2-((p-(methylthio)phenoxy)methyl)-5-nitroimidazole
HOE-239

Biological Activity

[Description]:

Fexinidazole is a 5-nitroimidazole drug currently in clinical development for the treatment of human sleeping sickness (human African trypanosomiasis [HAT]), caused by infection with species of the protozoan parasite Trypanosoma brucei. Target: Antiparasiticin vivo: Fexinidazole shows dose-related efficacy in the T. b. rhodesiense (STIB900) acute mouse model at intraperitoneal (i.p.) doses of 20 to 50 mg/kg/day and oral (per os [p.o.]) doses of 25 to 100 mg/kg/day given on four consecutive days, with 100 mg/kg/day p.o. being 100% curative. Fexinidazole is shown to be effective in the GVR35 mouse model, which mimics the advanced and fatal stage of the disease, when parasites have disseminated into the brain. [1]

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Parasite

Research Areas >> Infection

[References]

[1]. Kaiser M, et al. Antitrypanosomal activity of fexinidazole, a new oral nitroimidazole drug candidate for treatment of sleeping sickness. Antimicrob Agents Chemother. 2011 Dec;55(12):5602-8.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
511.3±40.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₂H₁₃N₃O₃S

[ Molecular Weight ]:
279.315

[ Flash Point ]:
263.0±27.3 °C

[ Exact Mass ]:
279.067749

[ PSA ]:
98.17000

[ LogP ]:
2.28

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.629

[ Storage condition ]:
2-8℃

Safety Information

[ HS Code ]:
2933290090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933290090

[ Summary ]:
2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%