(S)-2-({2-[(S)-1-[2-(tert-Butoxycarbonyl-methyl-amino)-acetylamino]-2-(4-fluoro-phenyl)-ethyl]-thiazole-4-carbonyl}-amino)-3-cyclohexyl-propionic acid | 255913-18-9

• 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: (S)-2-({2-[(S)-1-[2-(tert-Butoxycarbonyl-methyl-amino)-acetylamino]-2-(4-fluoro-phenyl)-ethyl]-thiazole-4-carbonyl}-amino)-3-cyclohexyl-propionic acid
• CAS: 255913-18-9
• 化学式: C₂₉H₃₉FN₄O₆S
• 分子量: 590.716
• InChiKey: PXWMVGPYIWXMPT-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  41.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  137.93
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-2-({2-[(S)-1-[2-(tert-Butoxycarbonyl-methyl-amino)-acetylamino]-2-(4-fluoro-phenyl)-ethyl]-thiazole-4-carbonyl}-amino)-3-cyclohexyl-propionic acid 在 苯甲醚 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 2-[(S)-2-(4-Fluoro-phenyl)-1-(2-methylamino-acetylamino)-ethyl]-thiazole-4-carboxylic acid [(S)-1-((S)-1-benzylcarbamoyl-4-guanidino-butylcarbamoyl)-2-cyclohexyl-ethyl]-amide
  参考文献：
  名称：

  Thrombin receptor (PAR-1) antagonists. Heterocycle-based peptidomimetics of the SFLLR agonist motif

  摘要：

  The thrombin receptor (PAR-I) is activated by a-thrombin to stimulate various cell types, including platelets, through the tethered-ligand sequence SFLLRN. A series of azole-based carboxamides, designed after SFLLR, were synthesized and evaluated in vitro. The compounds inhibited platelet aggregation induced by SFLLRN-NH2 or a-thrombin, and blocked the binding of [H-3]-S-(p-F-Phe)-Har-L-Har-KY-NH2 to a CHRF membrane preparation of PAR-I. Oxazole 30 bound to PAR-I with an IC50 Of 1.6 mu M, and gave IC50 values of 25 mu M and 6.6 mu M against alpha-thrombin- and SFLLRN-NH2-induced platelet aggregation, respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00292-3
• 作为产物：
  描述：

  Boc-p-F-Phe-NH2 在 劳森试剂 、 N-甲基吗啉 、 吡啶 、 lithium hydroxide 、 碳酸氢钠 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 (S)-2-({2-[(S)-1-[2-(tert-Butoxycarbonyl-methyl-amino)-acetylamino]-2-(4-fluoro-phenyl)-ethyl]-thiazole-4-carbonyl}-amino)-3-cyclohexyl-propionic acid
  参考文献：
  名称：

  Thrombin receptor (PAR-1) antagonists. Heterocycle-based peptidomimetics of the SFLLR agonist motif

  摘要：

  The thrombin receptor (PAR-I) is activated by a-thrombin to stimulate various cell types, including platelets, through the tethered-ligand sequence SFLLRN. A series of azole-based carboxamides, designed after SFLLR, were synthesized and evaluated in vitro. The compounds inhibited platelet aggregation induced by SFLLRN-NH2 or a-thrombin, and blocked the binding of [H-3]-S-(p-F-Phe)-Har-L-Har-KY-NH2 to a CHRF membrane preparation of PAR-I. Oxazole 30 bound to PAR-I with an IC50 Of 1.6 mu M, and gave IC50 values of 25 mu M and 6.6 mu M against alpha-thrombin- and SFLLRN-NH2-induced platelet aggregation, respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00292-3