(2RS,4R)-2-propylthiazolidine-4-carboxylic acid | 222404-22-0

• 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: (2RS,4R)-2-propylthiazolidine-4-carboxylic acid
• 英文别名: 2(R,S)-n-propylthiazolidine-4(R)-carboxylic acid；(4R)-2-Propyl-1,3-thiazolidine-4-carboxylic acid
• CAS: 222404-22-0
• 化学式: C₇H₁₃NO₂S
• 分子量: 175.252
• InChiKey: QIJPWSGHURHDHJ-ZBHICJROSA-N

物化性质

• 沸点：
  346.1±37.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  、 (2RS,4R)-2-propylthiazolidine-4-carboxylic acid 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Equilibrium and spectroscopic studies of diethyltin(IV) complexes formed with carbohydrate derivatives of thiazolidine-4-carboxylic acid

  摘要：

  Coordination of six 2-substituted thiazolidine-4-carboxylic acid derivatives by the diethyltin(IV) cation was studied in aqueous solutions. The formation constants of the complexes MLH, ML and MLOH and of the hydrolysis products of diethyltin(IV) ion were determined by potentiometric equilibrium measurements. The ligands are effective complexing agents with amino acid type coordination in the pH>5 range, where the mixed hydroxo species MLOH predominates. The polyhydroxyalkyl substituents on the ligand do not show direct coordination to tin(IV), they exert only sterical effects on the process. The solid compounds with composition MLOH show, according to Mossbauer investigations based on the partial quadrupole splitting concept and according to IR spectroscopic studies, trigonal bipyramidal arrangement of the donor atoms around the tin(IV) ion with hydroxide, carboxylate and amine coordination.

  DOI：

  10.1016/0020-1693(93)03787-b
• 作为产物：
  描述：

  L-半胱氨酸盐酸盐无水物 、 正丁醛 在 乙醇 、 potassium acetate 作用下， 生成 (2RS,4R)-2-propylthiazolidine-4-carboxylic acid
  参考文献：
  名称：

  Schubert, Journal of Biological Chemistry, 1936, vol. 114, p. 348

  摘要：

  DOI：

文献信息

• 2-Substituted thiazolidine-4(R)-carboxylic acids as prodrugs of L-cysteine. Protection of mice against acetaminophen hepatotoxicity
  作者：Herbert T. Nagasawa、David J. W. Goon、William P. Muldoon、Richard T. Zera

  DOI：10.1021/jm00371a006

  日期：1984.5

  thiazolidine ring must have taken place. Indeed, 1b labeled with 14C in the 2 and methyl positions was rapidly metabolized by the rat to produce 14CO2, 80% of the dose being excreted in this form in the expired air after 24 h. It is suggested that these 2-substituted thiazolidine-4(R)-carboxylic acids are prodrugs of L-cysteine that liberate this sulfhydryl amino acid in vivo by nonenzymatic ring opening, followed

  评价了许多2-烷基和2-芳基取代的噻唑烷-4（R）-羧酸对小鼠经LD90剂量对乙酰氨基酚引起的肝毒性死亡的保护作用。2（RS）-甲基-，2（RS）-正丙基-和2（RS）-正戊基噻唑烷-4（R）-羧酸（分别为化合物1b，d，e）在它们上几乎等价根据48小时存活动物的数量以及组织学标准确定保护作用。2（RS）-乙基-，2（RS）-苯基-和2（RS）-（4-吡啶基）噻唑烷-4（R）-羧酸（化合物1c，f，g）的保护性较小。1b的对映异构体，即2（RS）-甲基噻唑烷-4（S）-羧酸（2b），在这方面完全无效。噻唑烷-4（R）-羧酸（1a），但不是其对映异构体2a，是大鼠肝线粒体脯氨酸氧化酶[Km = 1.1 x 10（-4）M; Vmax ＝5.4μmol·min-1（蛋白质mg）-1]。化合物1b不是脯氨酸氧化酶的底物，但在此系统中与L-半胱氨酸解离。在生理pH和温度下，1b甲基上的氢与溶剂D2O进行氘交换（k1
• Thiazolidine chemistry revisited: a fast, efficient and stable click-type reaction at physiological pH
  作者：Daniel Bermejo-Velasco、Ganesh N. Nawale、Oommen P. Oommen、Jöns Hilborn、Oommen P. Varghese

  DOI：10.1039/c8cc05405c

  日期：——

  We describe the fast reaction kinetics between 1,2-aminothiols and aldehydes. Under physiological conditions such a click-type reaction afforded a thiazolidine product that remains stable and did not require any catalyst. This type of bioorthogonal reaction offers enormous potential for the coupling of biomolecules in an efficient and biocompatible manner.

  我们描述了1,2-氨基硫醇和醛之间的快速反应动力学。在生理条件下，这种点击型反应提供了噻唑烷产物，该产物保持稳定并且不需要任何催化剂。这种类型的生物正交反应为以有效且生物相容的方式偶联生物分子提供了巨大的潜力。
• Discovery of Cysteine and Its Derivatives as Novel Antiviral and Antifungal Agents
  作者：Shan Yang、Tienan Wang、Yanan Zhou、Li Shi、Aidang Lu、Ziwen Wang

  DOI：10.3390/molecules26020383

  日期：——

  Based on the structure of the natural product cysteine, a series of thiazolidine-4-carboxylic acids were designed and synthesized. All target compounds bearing thiazolidine-4-carboxylic acid were characterized by 1H-NMR, 13C-NMR, and HRMS techniques. The antiviral and antifungal activities of cysteine and its derivatives were evaluated in vitro and in vivo. The results of anti-TMV activity revealed

  基于天然产物半胱氨酸的结构，设计合成了一系列噻唑烷-4-羧酸。所有带有噻唑烷-4-甲酸的目标化合物均通过 1H-NMR、13C-NMR 和 HRMS 技术进行了表征。在体外和体内评估了半胱氨酸及其衍生物的抗病毒和抗真菌活性。抗TMV活性结果表明，所有化合物在浓度为500 μg/mL时均表现出中等至优异的抗烟草花叶病毒（TMV）活性。化合物半胱氨酸 (1)、3-4、7、10、13、20、23 和 24 比商业植物杀病毒剂利巴韦林表现出更高的抗 TMV 活性（抑制率：40%、40% 和 38%，500 μg/ mL，分别用于体内灭活、治疗和保护活性），特别是化合物 3（500 μg/mL 时，体内灭活、治疗和保护活性的抑制率分别为 51%、47% 和 49%）优异的抗病毒活性成为新的抗病毒候选药物。TEM抗病毒机制研究表明，化合物3可以通过聚集20S蛋白盘来抑制病毒组装。分子对接结果显示，抗病
• Methods and Compositions for Treating Psychotic Disorders
  申请人：Sound Pharmaceuticals Incorporated

  公开号：US20170246148A1

  公开（公告）日：2017-08-31

  Disclosed herein are novel drug combinations comprising a glutathione peroxidase (GPx) mimic compound and an antipsychotic agent, pharmaceutical compositions comprising one or more of such combinations, methods of preparing pharmaceutical compositions comprising one or more such combinations, and methods of treatment, prevention, inhibition or amelioration of one or more diseases associated with GPx mediated disorders, psychotic disorders or complications from administering an antipsychotic agent at high dose or long term using such combination or pharmaceutical compositions. Furthermore, a method is disclosed for reducing the anti-psychotic agent's dosages that comprises co-administering a therapeutically effective amount of a glutathione peroxidase mimic compound.
• TREATMENT OF MENIERE'S DISEASE
  申请人：SOUND PHARMACEUTICALS INCORPORATED

  公开号：US20200261417A1

  公开（公告）日：2020-08-20

  Disclosed herein are novel methods and compositions for treating MD and/or endolymphatic hydrops. The composition comprises ebselen and optionally one or more a glutathione peroxidase (GPx) modulator or mimic compounds and'or one or more prescription diuretic compounds. Also disclosed are methods of increasing GPx activity and reducing free radical species and cochlear or vestibular inflammation in a subject.