methyl-3-chloro-4-{[({1-[(3,5-dimethylphenyl)sulfonyl]-1H-benzimidazol-2-yl}sulfanyl)acetyl]amino}benzoate | 1562665-54-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl-3-chloro-4-{[({1-[(3,5-dimethylphenyl)sulfonyl]-1H-benzimidazol-2-yl}sulfanyl)acetyl]amino}benzoate
• 英文别名: Methyl 3-chloro-4-[[2-[1-(3,5-dimethylphenyl)sulfonylbenzimidazol-2-yl]sulfanylacetyl]amino]benzoate；methyl 3-chloro-4-[[2-[1-(3,5-dimethylphenyl)sulfonylbenzimidazol-2-yl]sulfanylacetyl]amino]benzoate
• CAS: 1562665-54-6
• 化学式: C₂₅H₂₂ClN₃O₅S₂
• 分子量: 544.052
• InChiKey: UEYUCLRKJGKXCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  141
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,5-二甲基苯磺酰基氯 在 盐酸 、 sodium hydride 、 potassium carbonate 、 锌 作用下， 以 吡啶 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.17h， 生成 methyl-3-chloro-4-{[({1-[(3,5-dimethylphenyl)sulfonyl]-1H-benzimidazol-2-yl}sulfanyl)acetyl]amino}benzoate
  参考文献：
  名称：

  Design and synthesis of N1-aryl-benzimidazoles 2-substituted as novel HIV-1 non-nucleoside reverse transcriptase inhibitors

  摘要：

  A series of novel N-1-aryl-2-arylthioacetamido-benzimidazoles were synthesized and evaluated as inhibitors of human immunodeficiency virus type-1 (HIV-1). Some of them proved to be effective in inhibiting HIV-1 replication at submicromolar and nanomolar concentration acting as HIV-1 non-nucleoside RT inhibitors (NNRTIs), with low cytotoxicity. The preliminary structure-activity relationship (SAR) of these new derivatives was discussed and rationalized by docking studies. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.12.045

文献信息

• Design and synthesis of N1-aryl-benzimidazoles 2-substituted as novel HIV-1 non-nucleoside reverse transcriptase inhibitors
  作者：Anna-Maria Monforte、Stefania Ferro、Laura De Luca、Giuseppa Lo Surdo、Francesca Morreale、Christophe Pannecouque、Jan Balzarini、Alba Chimirri

  DOI：10.1016/j.bmc.2013.12.045

  日期：2014.2

  A series of novel N-1-aryl-2-arylthioacetamido-benzimidazoles were synthesized and evaluated as inhibitors of human immunodeficiency virus type-1 (HIV-1). Some of them proved to be effective in inhibiting HIV-1 replication at submicromolar and nanomolar concentration acting as HIV-1 non-nucleoside RT inhibitors (NNRTIs), with low cytotoxicity. The preliminary structure-activity relationship (SAR) of these new derivatives was discussed and rationalized by docking studies. (C) 2014 Elsevier Ltd. All rights reserved.