(S)-(S)-8-(N-(3-(benzo[d]thiazol-2-yl)-1-(4-(2-fluoroethyl)piperidin-1-yl)-1-oxopropan-2-yl)sulfamoyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic (ethyl carbonic) anhydride | 184043-72-9

• 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)-(S)-8-(N-(3-(benzo[d]thiazol-2-yl)-1-(4-(2-fluoroethyl)piperidin-1-yl)-1-oxopropan-2-yl)sulfamoyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic (ethyl carbonic) anhydride
• CAS: 184043-72-9
• 化学式: C₃₂H₃₉FN₄O₇S₂
• 分子量: 674.815
• InChiKey: RQUDMDXIBVVSRC-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.09
• 重原子数：
  46.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  144.0
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (S)-(S)-8-(N-(3-(benzo[d]thiazol-2-yl)-1-(4-(2-fluoroethyl)piperidin-1-yl)-1-oxopropan-2-yl)sulfamoyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic (ethyl carbonic) anhydride 在 sodium tetrahydroborate 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 N-[(2S)-3-(1,3-benzothiazol-2-yl)-1-[4-(2-fluoroethyl)piperidin-1-yl]-1-oxopropan-2-yl]-6-(2-methoxyethoxymethoxymethyl)-3,3-dimethyl-2,4-dihydro-1H-quinoline-8-sulfonamide
  参考文献：
  名称：

  the design and synthesis of thrombin inhibitors: the introduction of in vivo efficacy and oral bioavailability into benzthiazolylalanine inhibitors

  摘要：

  The further optimisation of the novel lead compound CGH752 (Fig. 1) is described. By introducing various substituents into the 6-position of the 3,3-dimethyltetrahydroquinoline (DMTHQS) ring we have been able to favourably affect the in vitro and in vivo activity, and the pharmacokinetics of such compounds. One of the inhibitors synthesised (CGH1484) is bioavailable and shows efficacy in animal models of thrombosis. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00283-3
• 作为产物：
  描述：

  Ethyl 3,3-dimethyl-2-sulfanylidene-1,4-dihydroquinoline-6-carboxylate 在 吡啶 、 sodium hydroxide 、 pyridine-SO3 complex 、 TEA 、 potassium tert-butylate 、 sodium cyanoborohydride 、 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (S)-(S)-8-(N-(3-(benzo[d]thiazol-2-yl)-1-(4-(2-fluoroethyl)piperidin-1-yl)-1-oxopropan-2-yl)sulfamoyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic (ethyl carbonic) anhydride
  参考文献：
  名称：

  the design and synthesis of thrombin inhibitors: the introduction of in vivo efficacy and oral bioavailability into benzthiazolylalanine inhibitors

  摘要：

  The further optimisation of the novel lead compound CGH752 (Fig. 1) is described. By introducing various substituents into the 6-position of the 3,3-dimethyltetrahydroquinoline (DMTHQS) ring we have been able to favourably affect the in vitro and in vivo activity, and the pharmacokinetics of such compounds. One of the inhibitors synthesised (CGH1484) is bioavailable and shows efficacy in animal models of thrombosis. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00283-3