Acetic acid 2-{1-[(S)-3-(4-chloromethyl-thiazol-2-yl)-2-(3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-propionyl]-piperidin-4-yl}-ethyl ester | 184043-63-8

• 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: Acetic acid 2-{1-[(S)-3-(4-chloromethyl-thiazol-2-yl)-2-(3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-propionyl]-piperidin-4-yl}-ethyl ester
• 英文别名: 2-[1-[(2S)-3-[4-(chloromethyl)-1,3-thiazol-2-yl]-2-[(3,3-dimethyl-2,4-dihydro-1H-quinolin-8-yl)sulfonylamino]propanoyl]piperidin-4-yl]ethyl acetate
• CAS: 184043-63-8
• 化学式: C₂₇H₃₇ClN₄O₅S₂
• 分子量: 597.2
• InChiKey: AMVCIZRZGHFXIK-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  39
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  154
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Acetic acid 2-{1-[(S)-3-(4-chloromethyl-thiazol-2-yl)-2-(3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-propionyl]-piperidin-4-yl}-ethyl ester 在 sodium azide 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Acetic acid 2-{1-[(S)-3-(4-azidomethyl-thiazol-2-yl)-2-(3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-propionyl]-piperidin-4-yl}-ethyl ester
  参考文献：
  名称：

  The design and synthesis of thrombin inhibitors: analogues of MD805 containing non-polar surrogates for arginine at the P1 position

  摘要：

  A series of monocyclic and bicyclic amino acids have been synthesised and incorporated into thrombin inhibitors based on CGH728, an analogue of the Mitsubishi compound MD805. Benzthiazolylalanine (Bta) was found to be a good non-polar substitute for arginine at the P1 position, yielding compounds with low nanomolar potency and good selectivity for thrombin. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00282-1
• 作为产物：
  描述：

  2-[1-[(2S)-3-[4-(chloromethyl)-1,3-thiazol-2-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]piperidin-4-yl]ethyl acetate 在 N-甲基吗啉 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 Acetic acid 2-{1-[(S)-3-(4-chloromethyl-thiazol-2-yl)-2-(3,3-dimethyl-1,2,3,4-tetrahydro-quinoline-8-sulfonylamino)-propionyl]-piperidin-4-yl}-ethyl ester
  参考文献：
  名称：

  The design and synthesis of thrombin inhibitors: analogues of MD805 containing non-polar surrogates for arginine at the P1 position

  摘要：

  A series of monocyclic and bicyclic amino acids have been synthesised and incorporated into thrombin inhibitors based on CGH728, an analogue of the Mitsubishi compound MD805. Benzthiazolylalanine (Bta) was found to be a good non-polar substitute for arginine at the P1 position, yielding compounds with low nanomolar potency and good selectivity for thrombin. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00282-1