methyl (E)-3-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>propenoate | 139284-99-4

• 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 (E)-3-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>propenoate
• 英文别名: methyl (E)-3-[1-(4-methylphenyl)sulfonylimidazol-4-yl]prop-2-enoate
• CAS: 139284-99-4
• 化学式: C₁₄H₁₄N₂O₄S
• 分子量: 306.342
• InChiKey: RRNFGSPQPGBHQZ-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (E)-3-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>propenoate 在 四溴化碳 、 二异丁基氢化铝 、 三苯基膦 作用下， 生成 4-((E)-3-Bromo-propenyl)-1-(toluene-4-sulfonyl)-1H-imidazole
  参考文献：
  名称：

  The design of potent, selective, non-covalent, peptide thrombin inhibitors utilizing imidazole as a S1 binding element

  摘要：

  Modeling of neutral or mildly basic functional groups in the S1 site of thrombin led to the targeting of imidazole as a S1 binding element and correctly predicted the optimal chain length for connecting this group with the S2 and S3 binding elements. Derivatives of 4-(3-aminopropyl)-imidazole can be selective inhibitors of thrombin demonstrating potent anticoagulant activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00459-x
• 作为产物：
  描述：

  反式尿刊酸 在 盐酸 作用下， 生成 methyl (E)-3-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>propenoate
  参考文献：
  名称：

  The design of potent, selective, non-covalent, peptide thrombin inhibitors utilizing imidazole as a S1 binding element

  摘要：

  Modeling of neutral or mildly basic functional groups in the S1 site of thrombin led to the targeting of imidazole as a S1 binding element and correctly predicted the optimal chain length for connecting this group with the S2 and S3 binding elements. Derivatives of 4-(3-aminopropyl)-imidazole can be selective inhibitors of thrombin demonstrating potent anticoagulant activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00459-x

文献信息

• Kosaka, Keigo; Maruyama, Kazumi; Nakamura, Haruko, Journal of Heterocyclic Chemistry, 1991, vol. 28, # 8, p. 1941 - 1944
  作者：Kosaka, Keigo、Maruyama, Kazumi、Nakamura, Haruko、Ikeda, Masazumi

  DOI：——

  日期：——
• The design of potent, selective, non-covalent, peptide thrombin inhibitors utilizing imidazole as a S1 binding element
  作者：Michael R. Wiley、Leonard C. Weir、Steven L. Briggs、Nickolay Y. Chirgadze、David Clawson、Donetta S. Gifford-Moore、Aaron L. Schacht、Gerald F. Smith、Vasu Vasudevan、Larry L. Zornes、Valentine J. Klimkowski

  DOI：10.1016/s0960-894x(99)00459-x

  日期：1999.9

  Modeling of neutral or mildly basic functional groups in the S1 site of thrombin led to the targeting of imidazole as a S1 binding element and correctly predicted the optimal chain length for connecting this group with the S2 and S3 binding elements. Derivatives of 4-(3-aminopropyl)-imidazole can be selective inhibitors of thrombin demonstrating potent anticoagulant activity. (C) 1999 Elsevier Science Ltd. All rights reserved.