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178870-32-1

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178870-32-1 Structure

178870-32-1 Structure
IdentificationBack Directory
[Name]

N-[4-chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methyl-furan-3-carbothioamide
[CAS]

178870-32-1
[Synonyms]

Nsc675186
Aids029940
Aids-029940
Thiocarboxanilide
N-[4-chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methyl-furan-3-carbothioamide
N-[4-Chloro-3-(3-methyl-2-butenyloxy)phenyl]-2-methyl-3-furancarbothioamide
3-Furancarbothioamide, N-[4-chloro-3-[(3-methyl-2-buten-1-yl)oxy]phenyl]-2-methyl-
[Molecular Formula]

C17H18ClNO2S
[MDL Number]

MFCD00952139
[MOL File]

178870-32-1.mol
[Molecular Weight]

335.85
Chemical PropertiesBack Directory
[Boiling point ]

440.9±55.0 °C(Predicted)
[density ]

1.240±0.06 g/cm3(Predicted)
[pka]

9.78±0.70(Predicted)
Hazard InformationBack Directory
[Uses]

UC-781 (NSC 675186) is a highly potent and selective nonnucleoside reverse transcriptase inhibitor (NNRTI) of HIV-1 with an IC50 value of 5 nM. UC-781 is stable under low PH or various temperatures conditions. UC-781 has antiviral activity and resistance[1][2][3].
[in vivo]

UC-781 (100 μl 5% UC-781 replens gel; intravaginal; once daily for 10 days) releases from gel preparation and shows low toxicity to normal tissues in female rabbit[1].

Animal Model:Female rabbit (~1200 g; 10 weeks old)[1].
Dosage:100 μl 5% UC-781 replens gel.
Administration:Intravaginal; once daily for 10 days.
Result:Released from gel preparation and had normal histology without significant increases inflammatory cells in rabbits.
[IC 50]

HIV-1: 0.005 μM (IC50)
[References]

[1] Balzarini J, et al. Preclinical studies on thiocarboxanilide UC-781 as a virucidal agent. AIDS. 1998 Jul 9;12(10):1129-38. DOI:10.1097/00002030-199810000-00004
[2] Van Herrewege Y, et al. In vitro evaluation of nonnucleoside reverse transcriptase inhibitors UC-781 and TMC120-R147681 as human immunodeficiency virus microbicides. Antimicrob Agents Chemother. 2004 Jan;48(1):337-9. DOI:10.1128/AAC.48.1.337-339.2004
[3] Balzarini J, et al. Highly favorable antiviral activity and resistance profile of the novel thiocarboxanilide pentenyloxy ether derivatives UC-781 and UC-82 as inhibitors of human immunodeficiency virus type 1 replication. Mol Pharmacol. 1996 Aug;50(2):394-401. PMID:8700148
[4] Fletcher P, et al. The nonnucleoside reverse transcriptase inhibitor UC-781 inhibits human immunodeficiency virus type 1 infection of human cervical tissue and dissemination by migratory cells. J Virol. 2005 Sep;79(17):11179-86. DOI:10.1128/JVI.79.17.11179-11186.2005
Spectrum DetailBack Directory
[Spectrum Detail]

N-[4-chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methyl-furan-3-carbothioamide(178870-32-1)1HNMR
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