178870-32-1

178870-32-1 structure
178870-32-1 structure
  • Name: N-[4-chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methyl-furan-3-carbothioamide
  • Chemical Name: N-[4-chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylfuran-3-carbothioamide
  • CAS Number: 178870-32-1
  • Molecular Formula: C17H18ClNO2S
  • Molecular Weight: 335.84800
  • Catalog: Signaling Pathways Anti-infection HIV
  • Create Date: 2016-07-21 07:27:59
  • Modify Date: 2025-06-08 18:44:54
  • UC-781 (NSC 675186) is a highly potent and selective nonnucleoside reverse transcriptase inhibitor (NNRTI) of human immunodeficiency virus (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].

Name N-[4-chloro-3-(3-methylbut-2-enoxy)phenyl]-2-methylfuran-3-carbothioamide
Synonyms 2-METHYL-FURAN-3-CARBOTHIOIC ACID [4-CHLORO-3-(3-METHYL-BUT-2-ENYLOXY)-PHENYL]-AMIDE
N-[4-Chloro-3-(3-methyl-2-butenyloxy)phenyl]-2-methyl-3-furancarbothioamide
Thiocarboxanilide
UC-781
UC1
Description UC-781 (NSC 675186) is a highly potent and selective nonnucleoside reverse transcriptase inhibitor (NNRTI) of human immunodeficiency virus (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].
Related Catalog
Target

HIV-1:0.005 μM (IC50)

In Vitro UC-781 (0.05、0.2 和 0.5 % UC-781 补充凝胶;10 天) 从凝胶制剂中释放出来,并清除 CEM 感染细胞中的人类免疫缺陷病毒 (HIV)-1[1]。 UC-781 (3.75 -30 μM) 抑制蜡样芽孢杆菌的生长 (大约 50 %)[1]。 UC-781 抑制 CEM T 细胞中的 HIV-1 (ⅢB) (EC50=6 nM; IC50=23 nM)。UC-781 抑制单核细胞来源的树突状细胞 (MO-DC) 和自体 CD4+ T 细胞,EC50 值分别为 550 nM 和 1588 nM[2]。 UC-781 (1000 nM;24 h) 有效地防止或阻止了单核细胞来源的树突状细胞和自体 CD4+ T 细胞感染 HIV[2]。 UC-781 (0.001-1000 µM;2 h) 抑制病毒 (virus) 转移和宫颈外植体感染 HIV-1BaL[4]。
In Vivo UC-781 (100 µl 5% UC-781 补充凝胶;阴道内;一天一次持续 10 天) 从凝胶制剂中释放出来,对正常组织显示低毒性[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.
References

[1]. Balzarini J, et al. Preclinical studies on thiocarboxanilide UC-781 as a virucidal agent. AIDS. 1998 Jul 9;12(10):1129-38.  

[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.  

[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.  

[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.  

Density 1.24g/cm3
Boiling Point 440.9ºC at 760mmHg
Molecular Formula C17H18ClNO2S
Molecular Weight 335.84800
Flash Point 220.4ºC
Exact Mass 335.07500
PSA 66.49000
LogP 5.44700
Vapour Pressure 5.68E-08mmHg at 25°C
Index of Refraction 1.621
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