(S)-4-((S)-2-Azidomethyl-pyrrolidin-1-yl)-3-(naphthalene-2-sulfonylamino)-4-oxo-butyric acid methyl ester | 168050-82-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-4-((S)-2-Azidomethyl-pyrrolidin-1-yl)-3-(naphthalene-2-sulfonylamino)-4-oxo-butyric acid methyl ester
• CAS: 168050-82-6
• 化学式: C₂₀H₂₃N₅O₅S
• 分子量: 445.499
• InChiKey: IVLTZCFMJVKHKJ-WMZOPIPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  141.54
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (S)-4-((S)-2-Azidomethyl-pyrrolidin-1-yl)-3-(naphthalene-2-sulfonylamino)-4-oxo-butyric acid methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 (S)-4-((S)-2-Aminomethyl-pyrrolidin-1-yl)-3-(naphthalene-2-sulfonylamino)-4-oxo-butyric acid methyl ester
  参考文献：
  名称：

  Thrombin active site inhibitors: chemical synthesis, in vitro and in vivo pharmacological profile of a novel and selective agent BMS-189090 and analogues

  摘要：

  A series of structurally novel small molecule inhibitors of human alpha -thrombin was prepared to elucidate their structure-activity relationships (SAR), selectivity and activity in vivo. BMS-189090 (5) is identified as a potent, selective, and reversible inhibitor of human alpha -thrombin that is efficacious in vivo in a mice lethality model, and in inhibiting both arterial and venous thrombosis in a rat model. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00664-3
• 作为产物：
  描述：

  (S)-4-((S)-2-Azidomethyl-pyrrolidin-1-yl)-3-tert-butoxycarbonylamino-4-oxo-butyric acid methyl ester 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-4-((S)-2-Azidomethyl-pyrrolidin-1-yl)-3-(naphthalene-2-sulfonylamino)-4-oxo-butyric acid methyl ester
  参考文献：
  名称：

  Thrombin active site inhibitors: chemical synthesis, in vitro and in vivo pharmacological profile of a novel and selective agent BMS-189090 and analogues

  摘要：

  A series of structurally novel small molecule inhibitors of human alpha -thrombin was prepared to elucidate their structure-activity relationships (SAR), selectivity and activity in vivo. BMS-189090 (5) is identified as a potent, selective, and reversible inhibitor of human alpha -thrombin that is efficacious in vivo in a mice lethality model, and in inhibiting both arterial and venous thrombosis in a rat model. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00664-3