2-(R)-(2-tert-butoxycarbonylamino-2-cyclohexyl-acetylamino)-indan-2-carboxylic acid | 907185-93-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(R)-(2-tert-butoxycarbonylamino-2-cyclohexyl-acetylamino)-indan-2-carboxylic acid
• 英文别名: 2-[[(2R)-2-cyclohexyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]-1,3-dihydroindene-2-carboxylic acid
• CAS: 907185-93-7
• 化学式: C₂₃H₃₂N₂O₅
• 分子量: 416.517
• InChiKey: IQIXAOYKCFVXQM-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(R)-(2-tert-butoxycarbonylamino-2-cyclohexyl-acetylamino)-indan-2-carboxylic acid 在 盐酸 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 {[4-({[2-(R)-(2-amino-2-cyclohexyl-acetylamino)indane-2-carbonyl]-amino}-methyl)-phenyl]-imino-methyl}-carbamic acid benzyl ester dihydrochloride
  参考文献：
  名称：

  Low Molecular Weight Activated Protein C Inhibitors as a Potential Treatment for Hemophilic Disorders

  摘要：

  The synthesis and evaluation of inhibitors of activated protein C (aPC) are reported. This serine protease is partly responsible for the degradation of factor VIIIa, involved in the regulation of bleeding in hemophilia A. Benzamidine-containing derivatives were found to be potent aPC inhibitors, some of them showing selectivity against the procoagulant protease thrombin. Moreover, compound 1 significantly restored the generation of thrombin in hemophiliac plasma.

  DOI：

  10.1021/jm0606950
• 作为产物：
  描述：

  Boc-D-环己基甘氨酸 在 sodium hydroxide 、 1-羟基苯并三唑 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 2-(R)-(2-tert-butoxycarbonylamino-2-cyclohexyl-acetylamino)-indan-2-carboxylic acid
  参考文献：
  名称：

  Low Molecular Weight Activated Protein C Inhibitors as a Potential Treatment for Hemophilic Disorders

  摘要：

  The synthesis and evaluation of inhibitors of activated protein C (aPC) are reported. This serine protease is partly responsible for the degradation of factor VIIIa, involved in the regulation of bleeding in hemophilia A. Benzamidine-containing derivatives were found to be potent aPC inhibitors, some of them showing selectivity against the procoagulant protease thrombin. Moreover, compound 1 significantly restored the generation of thrombin in hemophiliac plasma.

  DOI：

  10.1021/jm0606950

文献信息

• Low Molecular Weight Activated Protein C Inhibitors as a Potential Treatment for Hemophilic Disorders
  作者：Guillaume De Nanteuil、Philippe Gloanec、Suzette Béguin、Peter L. A. Giesen、H. Coenraad Hemker、Philippe Mennecier、Alain Rupin、Tony J. Verbeuren

  DOI：10.1021/jm0606950

  日期：2006.8.1

  The synthesis and evaluation of inhibitors of activated protein C (aPC) are reported. This serine protease is partly responsible for the degradation of factor VIIIa, involved in the regulation of bleeding in hemophilia A. Benzamidine-containing derivatives were found to be potent aPC inhibitors, some of them showing selectivity against the procoagulant protease thrombin. Moreover, compound 1 significantly restored the generation of thrombin in hemophiliac plasma.