(4S)-5,5-Dimethyl-2-(3-pyridyl)-4-thiazolidincarbonsaeure

• 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: (4S)-5,5-Dimethyl-2-(3-pyridyl)-4-thiazolidincarbonsaeure
• 英文别名: 5,5-Dimethyl-2-(3-pyridyl)-thiazolidine-4(S)-carboxylic acid；(4S)-5,5-dimethyl-2-pyridin-3-yl-1,3-thiazolidine-4-carboxylic acid
• 化学式: C₁₁H₁₄N₂O₂S
• 分子量: 238.31
• InChiKey: WFIBNIODPWJRHK-IENPIDJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  87.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (4S)-5,5-Dimethyl-2-(3-pyridyl)-4-thiazolidincarbonsaeure 在 吡啶 作用下， 反应 16.0h， 以36.6%的产率得到(2S,4S)-3-Acetyl-5,5-dimethyl-2-(3-pyridyl)-4-thiazolidincarbonsaeure
  参考文献：
  名称：

  Heterocyclische Verbindungen aus Zuckern, XV: Zur Konfiguration chiraler C-2-substituierter 4-Thiazolidincarbons�uren. Chiralit�tstransfer auf C-3 in 3,4-Dihydro-1H-pyrrolo[1,2-c]thiazolen

  摘要：

  5-Substituted 3,4-dihydro-pyrrolo[1,2-c]thiazole-6,7-dicarboxylic acid esters 3 are obtained from 2-substituted-3-acyl-1,3-thiazolidine-4-carboxylic acids, 1 in [3 + 2]-cycloaddition reactions via mesoionic oxazolone (''munchnone'') intermediates. The chirality at C-4 of the starting carboxylic acids 1 is eliminated in the products 3, and the chirality at C-3 (C-2 in the starting carboxylic acids 1) can thus be determined through chiroptical measurements. Several representatives of the ring system 3 have been characterised through H-1- and CD-spectra and the molecular structure of (3S)-3da has been determined by X-ray crystallography.

  DOI：

  10.1007/bf00818164
• 作为产物：
  描述：

  3-吡啶甲醛 、 D-青霉胺 以 水 为溶剂， 反应 0.17h， 生成 (4S)-5,5-Dimethyl-2-(3-pyridyl)-4-thiazolidincarbonsaeure
  参考文献：
  名称：

  Thiazolidinecarboxylic acid derivatives and treatment of liver diseases

  摘要：

  本发明涉及新型噻唑烷-4（S）-羧酸衍生物，其通式为（I） 其中，R1代表可选取代的呋喃基，吡咯基，噻吩基，苯并呋喃基，苯并吡咯基，苯并噻吩基，苯基，吡啶基，喹啉基，异喹啉基或茚基或C1-4烷基或C2-4烯基，可选取代羟基，羧基或卤代芬氧基；X代表氢，碱金属或碱土金属原子或可选取代的C1-4烷基或芳基；R3代表氢或可选取代的C1-4烷基或酰基或芳基，以及其盐。此外，本发明还涉及包含这些化合物的制药组合物以及制备这些化合物和制剂的方法。本发明的化合物可用于治疗或预防自然或实验性的肝损伤。

  公开号：

  US04775675A1

文献信息

• Thiazolidinecarboxylic acid derivatives and treatment of liver diseases
  申请人：Biogal Gyogyszergyar

  公开号：US04775675A1

  公开（公告）日：1988-10-04

  The invention relates to novel thiazolidine-4(S)-carboxylic acid derivatives of the general formula (I) ##STR1## wherein R.sup.1 stands for an optionally substituted furyl, pyrrolyl, thienyl, benzofuryl, benzopyrrolyl, benzothienyl, phenyl, pyridyl, quinolinyl, isoquinolinyl or indanyl group or a C.sub.1-4 alkyl or C.sub.2-4 alkenyl group optionally substituted by a hydroxyl, carboxyl or halogen fenoxy group, stands for hydrogen, an alkaline metal or an alkaline earth metal atom or an optionally substituted C.sub.1-4 alkyl group or aryl group; R.sup.3 represents hydrogen or an optionally substituted C.sub.1-4 alkyl or acyl group or aryl group as well as their salts. Further on, the invention relates to pharmaceutical preparations containing these compounds and to a process for preparing these compounds and preparations. The compounds of the invention are useful for treating or preventing liver damages of either natural or experimental origin.

  本发明涉及一种新型噻唑烷-4(S)-羧酸衍生物，其一般式为（I）： 其中，R1代表可选取代的呋喃基、吡咯基、噻吩基、苯并呋喃基、苯并吡咯基、苯并噻吩基、苯基、吡啶基、喹啉基、异喹啉基或茚基或C1-4烷基或C2-4烯基，可选取代羟基、羧基或卤代芬氧基；X代表氢、碱金属或碱土金属原子或可选取代的C1-4烷基或芳基；R3代表氢或可选取代的C1-4烷基或酰基或芳基，以及它们的盐。此外，本发明还涉及包含这些化合物的制药制剂以及制备这些化合物和制剂的方法。本发明的化合物可用于治疗或预防自然或实验性起源的肝损伤。
• US4775675A
  申请人：——

  公开号：US4775675A

  公开（公告）日：1988-10-04
• Heterocyclische Verbindungen aus Zuckern, XV: Zur Konfiguration chiraler C-2-substituierter 4-Thiazolidincarbons�uren. Chiralit�tstransfer auf C-3 in 3,4-Dihydro-1H-pyrrolo[1,2-c]thiazolen
  作者：Z. Gy�rgyde�k、L. Szil�gyi、J. Kajt�r、G. Argay、A. K�lm�n

  DOI：10.1007/bf00818164

  日期：1994.2

  5-Substituted 3,4-dihydro-pyrrolo[1,2-c]thiazole-6,7-dicarboxylic acid esters 3 are obtained from 2-substituted-3-acyl-1,3-thiazolidine-4-carboxylic acids, 1 in [3 + 2]-cycloaddition reactions via mesoionic oxazolone (''munchnone'') intermediates. The chirality at C-4 of the starting carboxylic acids 1 is eliminated in the products 3, and the chirality at C-3 (C-2 in the starting carboxylic acids 1) can thus be determined through chiroptical measurements. Several representatives of the ring system 3 have been characterised through H-1- and CD-spectra and the molecular structure of (3S)-3da has been determined by X-ray crystallography.