5-methyl-4-(4-methyl-naphthalen-1-yl)-4H-[1,2,4]triazole-3-thiol | 677325-80-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methyl-4-(4-methyl-naphthalen-1-yl)-4H-[1,2,4]triazole-3-thiol
• 英文别名: 3-methyl-4-(4-methylnaphthalen-1-yl)-1H-1,2,4-triazole-5-thione
• CAS: 677325-80-3
• 化学式: C₁₄H₁₃N₃S
• 分子量: 255.343
• InChiKey: JKRJVVWJUAWVCI-UHFFFAOYSA-N

物化性质

• 沸点：
  403.5±38.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-methyl-4-(4-methyl-naphthalen-1-yl)-4H-[1,2,4]triazole-3-thiol 、 N-(2-溴-苯基)-2-氯-乙酰胺 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-(2-bromophenyl)-2-[[5-methyl-4-(4-methyl-1-naphthyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
  参考文献：
  名称：

  Tri-substituted triazoles as potent non-nucleoside inhibitors of the HIV-1 reverse transcriptase

  摘要：

  A new series of 1,2,4-triazoles was synthesized and tested against several NNRTI-resistant HIV-1 isolates. Several of these compounds exhibited potent antiviral activities against efavirenz- and nevirapine-resistant viruses, containing K103N and/or Y181C mutations or Y188L mutation. Triazoles were first synthesized from commercially available substituted phenylthio-semicarbazides, then from isothiocyanates, and later by condensing the desired substituted anilines with thiosemicarbazones. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.048
• 作为产物：
  描述：

  1-(1-ethoxy-ethylidene)-thiosemicarbazide 、 4-甲基萘-1-胺 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 5-methyl-4-(4-methyl-naphthalen-1-yl)-4H-[1,2,4]triazole-3-thiol
  参考文献：
  名称：

  Tri-substituted triazoles as potent non-nucleoside inhibitors of the HIV-1 reverse transcriptase

  摘要：

  A new series of 1,2,4-triazoles was synthesized and tested against several NNRTI-resistant HIV-1 isolates. Several of these compounds exhibited potent antiviral activities against efavirenz- and nevirapine-resistant viruses, containing K103N and/or Y181C mutations or Y188L mutation. Triazoles were first synthesized from commercially available substituted phenylthio-semicarbazides, then from isothiocyanates, and later by condensing the desired substituted anilines with thiosemicarbazones. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.048

文献信息

• S-TRIAZOLYL ALPHA-MERCAPTO ACETANILIDES AS INHIBITORS OF HIV REVERSE TRANSCRIPTASE
  申请人：Ardea Biosciences, Inc.

  公开号：US20180002296A1

  公开（公告）日：2018-01-04

  A series of S-triazolyl α-mercaptoacetanilides having general structure (1) are provided, where Q is CO 2 H, CONR 2 , SO 3 H, or SO 2 NR 2 . The compounds inhibit several variants of the reverse transcriptase of HIV, and are useful in the treatment of HIV infections.

  提供一系列具有通用结构（1）的S-三唑基α-巯基乙酰苯胺，其中Q为CO2H，CONR2，SO3H或SO2NR2。这些化合物抑制HIV的多种逆转录酶变异体，并可用于治疗HIV感染。
• S-TRIAZOLE ALPHA-MERCAPTOACETANILIDES AS INHIBITORS OF HIV REVERSE TRANSCRIPTASE
  申请人：Girardet Jean-Luc

  公开号：US20100267724A2

  公开（公告）日：2010-10-21

  A series of S-triazolyl α-mercaptoacetanilides having general structure (1) are provided, where Q is CO 2 H, CONR 2 , SO 3 H, or SO 2 NR 2 . The compounds inhibit several variants of the reverse transcriptase of HIV, and are useful in the treatment of HIV infections.

  提供了一系列具有通用结构（1）的S-三唑基α-巯基乙酰苯胺类化合物，其中Q为CO2H，CONR2，SO3H或SO2NR2。这些化合物抑制了HIV的几种逆转录酶变体，并在治疗HIV感染方面有用。
• S-Triazolyl Alpha-Mercaptoacetanilides as Inhibitors of Hiv Reverse Transcriptase
  申请人：Girardet Jean-Luc

  公开号：US20080176850A1

  公开（公告）日：2008-07-24

  A series of S-triazolyl α-mercaptoacetanilides having general structure (1) are provided, where Q is CO 2 H, CONR 2 , SO 3 H, or SO 2 NR 2 . The compounds inhibit several variants of the reverse transcriptase of HIV, and are useful in the treatment of HIV infections.

  提供了一系列具有一般结构（1）的S-三唑基α-巯基乙酰苯胺，其中Q为CO2H，CONR2，SO3H或SO2NR2。这些化合物抑制了HIV的几种反转录酶变体，并可用于治疗HIV感染。
• S-TRIAZOLE ALPHA- MERCAPTOACETANILIDES AS INHIBITORS OF HIV REVERSE TRANSCRIPTASE
  申请人：Girardet Jean-Luc

  公开号：US20110190491A1

  公开（公告）日：2011-08-04

  A series of S-triazolyl α-mercaptoacetanilides having general structure (1) are provided, where Q is CO 2 H, CONR 2 , SO 3 H, or SO 2 NR 2 . The compounds inhibit several variants of the reverse transcriptase of HIV, and are useful in the treatment of HIV infections.

  提供了一系列具有一般结构（1）的S-三唑基α-巯基乙酰苯胺，其中Q为CO2H，CONR2，SO3H或SO2NR2。这些化合物抑制了HIV的几种逆转录酶变体，并且可用于治疗HIV感染。
• 2-(5-BROMO-4-(4-CYCLOPROPYLNAPHTHALEN-1-YL)-4H-1,2,4-TRIAZOL-3-YLTHIO)ACETIC ACID AND METHYL ESTER
  申请人：Girardet Jean-Luc

  公开号：US20100081827A1

  公开（公告）日：2010-04-01

  A series of S-triazolyl α-mercaptoacetanilides having general structure (1) are provided, where Q is CO 2 H, CONR 2 . SO 3 H or SO 2 NR 2 . The compounds inhibit several variants of the reverse transcriptase of HIV, and are useful in the treatment of HIV infections.

  提供一系列具有一般结构(1)的S-三唑基α-巯基乙酰苯胺，其中Q是CO2H、CONR2、SO3H或SO2NR2。这些化合物抑制了HIV的几个逆转录酶变体，并可用于治疗HIV感染。