3-(propylthio)propan-1-amine | 83708-46-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-(propylthio)propan-1-amine
• 英文别名: propylaminopropylmercaptan；3-propylsulfanylpropan-1-amine
• CAS: 83708-46-7
• 化学式: C₆H₁₅NS
• 分子量: 133.258
• InChiKey: QJQHYOZSXUTNLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  8
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(propylthio)propan-1-amine 在 sodium periodate 作用下， 以 氯仿 、 水 为溶剂， 生成 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-(propylsulfinyl)propyl)thiourea
  参考文献：
  名称：

  Structure–activity relationship studies of 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, a non-nucleoside reverse transcriptase inhibitor of human immunodeficiency virus type-1

  摘要：

  The reverse transcriptase (RT) of the human immunodeficiency virus type-1 (HIV-1) is still a prime target for drug development due to the continuing need to block drug-resistant RT mutants by new inhibitors. We have previously identified 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, compound 1, as a potent RI inhibitor from an available chemical library. Here, we further modified this compound to study structure activity relationships when replacing various groups in the molecule. Different functional groups were systematically introduced on the aromatic ring and the aliphatic chain of the compound was modified. The effect of these modifications on viral infectivity was then evaluated. The most potent compound found was propyl 4-(amino-N-(4-chloro-2,5-dimethoxyphenyl)methanethioamino)butanoate, 45c, which inhibited infectivity with a calculated IC50 of about 1.1 mu M. Docking studies identified potential important interactions between the top scoring ligands and HIV-1 RT, and the predicted relative affinity of the ligands was found to be in agreement with the experimental results. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.003
• 作为产物：
  描述：

  β-Propylmercapto-propionitril 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 以100%的产率得到3-(propylthio)propan-1-amine
  参考文献：
  名称：

  Structure–activity relationship studies of 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, a non-nucleoside reverse transcriptase inhibitor of human immunodeficiency virus type-1

  摘要：

  The reverse transcriptase (RT) of the human immunodeficiency virus type-1 (HIV-1) is still a prime target for drug development due to the continuing need to block drug-resistant RT mutants by new inhibitors. We have previously identified 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, compound 1, as a potent RI inhibitor from an available chemical library. Here, we further modified this compound to study structure activity relationships when replacing various groups in the molecule. Different functional groups were systematically introduced on the aromatic ring and the aliphatic chain of the compound was modified. The effect of these modifications on viral infectivity was then evaluated. The most potent compound found was propyl 4-(amino-N-(4-chloro-2,5-dimethoxyphenyl)methanethioamino)butanoate, 45c, which inhibited infectivity with a calculated IC50 of about 1.1 mu M. Docking studies identified potential important interactions between the top scoring ligands and HIV-1 RT, and the predicted relative affinity of the ligands was found to be in agreement with the experimental results. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.003

文献信息

• BENZIMIDAZOLE DERIVATIVE
  申请人：MITSUI TOATSU CHEMICALS, Inc.

  公开号：EP0711768A1

  公开（公告）日：1996-05-15

  Disclosed are compounds represented by the following chemical formula (I) and pharmacologically acceptable salts thereof which are novel compounds useful as anticancer agents, antiviral agents or antimicrobial agents.

  所公开的是由以下化学式（I）代表的化合物及其药理学上可接受的盐类，它们是可用作抗癌剂、抗病毒剂或抗菌剂的新型化合物。
• Phenylbenzimidazole derivatives
  申请人：MITSUI TOATSU CHEMICALS, INC.

  公开号：EP0719765A2

  公开（公告）日：1996-07-03

  An anticancer agent, an antiviral agent or an antimicrobial agent which contains, as an active ingredient for acting on DNA, a compound presented by the following formula (1) or its pharmacologically acceptable salt:

  一种抗癌剂、一种抗病毒剂或一种抗菌剂，其作用于 DNA 的活性成分含有下式（1）所示的化合物或其药理学上可接受的盐：
• Cyclosporin derivatives and uses thereof
  申请人：S&T Global Inc.

  公开号：US10647747B2

  公开（公告）日：2020-05-12

  The present invention relates to a compound of the Formula (I)): or pharmaceutically acceptable salt thereof, wherein the symbols are as defined in the specification; a pharmaceutical composition comprising the same, a method for treating or preventing viral infections, inflammation, dry eye, central nervous disorders, cardiovascular diseases, cancer, obesity, diabetes, muscular dystrophy, and hair loss.

  本发明涉及一种式 (I)) 的化合物： 或其药学上可接受的盐，其中符号如说明书中所定义；包含该化合物的药物组合物；治疗或预防病毒感染、炎症、干眼症、中枢神经紊乱、心血管疾病、癌症、肥胖症、糖尿病、肌肉萎缩症和脱发的方法。
• Novel antiarrhythmic agents I
  申请人：Aktiebolaget Hässle

  公开号：EP0322390B1

  公开（公告）日：1992-11-11
• NOVEL VACCINE
  申请人：GlaxoSmithKline Biologicals S.A.

  公开号：EP1381344A2

  公开（公告）日：2004-01-21