(R)-3-mercapto-2-methylpropanoic acid | 74407-71-9

• 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: (R)-3-mercapto-2-methylpropanoic acid
• 英文别名: (R)-3-Mercapto-2-methylpropionic acid；(2R)-2-methyl-3-sulfanylpropanoic acid
• CAS: 74407-71-9
• 化学式: C₄H₈O₂S
• 分子量: 120.172
• InChiKey: MHRDCHHESNJQIS-VKHMYHEASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  38.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  蒂巴因 、 (R)-3-mercapto-2-methylpropanoic acid 在 甲烷磺酸 、 ammonium hydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 生成 (2R)-3-[[(6aR)-11-hydroxy-10-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-2-yl]sulfanyl]-2-aminopropanoic acid
  参考文献：
  名称：

  New 2-thioether-substituted apomorphines as potent and selective dopamine D2 receptor agonists

  摘要：

  A set of novel apomorphine derivatives were synthesized with diversely functionalized side chains in the proximity of position 2 of the aporphine skeleton. Amino and/or carboxylic functions were introduced to this region of the backbone to test their pharmacological effects. During the synthesis of 2-(S-3-mercaptopropionic acid)-derivative a heteroring-fused congener was also isolated. The structural elucidation confirmed that the formation of this product was in accordance with our previous observations on the reaction of thebaine (2) with thiosalycilic acid. All the novel apomorphine congeners 4a-g were neuropharmacologically characterized to discover their dopaminergic profiles. Two derivatives were identified as D-2 full agonists equipotent with apomorphine (1) having significantly increased D-2/D-1 selectivity ratios. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.028
• 作为产物：
  描述：

  (R)-(+)-3-(乙酰硫基)异丁酸甲酯 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 (R)-3-mercapto-2-methylpropanoic acid
  参考文献：
  名称：

  卡托普利立体异构体抑制金属-β-内酰胺酶的结构基础。

  摘要：

  β-内酰胺是最成功的抗菌剂，但它们的有效性受到耐药性的威胁，最重要的是产生丝氨酸和金属β-内酰胺酶 (MBL)。MBLs 越来越受到关注，因为它们催化几乎所有 β-内酰胺类抗生素的水解，包括最近一代的碳青霉烯类。已开发出临床有用的丝氨酸-β-内酰胺酶抑制剂，但此类抑制剂不适用于 MBL。l-Captopril 用于通过抑制血管紧张素转换酶来治疗高血压，据报道它通过其硫醇（酸盐）螯合活性位点锌离子来抑制 MBL。我们报告了所有四种卡托普利立体异构体对 B1 MBL 抑制的系统研究。三种 MBL 的高分辨率晶体结构（IMP-1、BcII、和 VIM-2) 与 l- 或 d- 卡托普利立体异构体复合揭示了结合模式和抑制效力之间的相关性。该结果将有助于设计具有广泛选择性的 MBL 抑制剂，用于临床应用对抗耐碳青霉烯类肠杆菌科细菌和其他引起 MBL 介导的耐药性感染的生物体。

  DOI：

  10.1128/aac.01335-15

文献信息

• Hydroxyalkylquinoline ether acids as leukotriene antagonists
  申请人：Merck Frosst Canada, Inc.

  公开号：US05266568A1

  公开（公告）日：1993-11-30

  Compounds having the formula I: ##STR1## are leukotriene antagonists and inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, uveitis, and allograft rejection.

  具有化学式 I: ##STR1## 的化合物是白三烯拮抗剂和白三烯生物合成抑制剂。这些化合物可用作抗哮喘、抗过敏、抗炎症和细胞保护剂。它们还可用于治疗心绞痛、脑痉挛、肾小球肾炎、肝炎、内毒素血症、葡萄膜炎和移植物排斥反应。
• Assembly of (hetero)aryl thioethers <i>via</i> simple nucleophilic aromatic substitution and Cu-catalyzed coupling reactions with (hetero)aryl chlorides and bromides under mild conditions
  作者：Weiqi Liu、Xinghao Jin、Dawei Ma

  DOI：10.1039/d3gc02066e

  日期：——

  requirement of higher reaction temperatures for an SNAr reaction between thiols and less reactive electron-poor aryl halides described in earlier reports has triggered intensive studies on the development of metal- and photo-catalyzed methods to promote this transformation. We report here that an SNAr reaction of thiols with most electron-poor aryl halides takes place at RT–60 °C under the action of

  早期报道中描述的硫醇和反应性较低的缺电子芳基卤化物之间的S N Ar 反应需要更高的反应温度，这引发了对开发金属和光催化方法以促进这种转变的深入研究。我们在此报告，在 K 2 CO 3和 DMAc的作用下，硫醇与大多数缺电子芳基卤化物在 RT–60 °C 下发生S N Ar 反应。在这种温和的条件下，碱和溶剂都起着至关重要的作用。对于对 S N不发生反应的（杂）芳基卤化物Ar反应中，鉴定出两种更强大的草酸二酰胺配体，使其Cu催化的偶联反应能够在低催化负载量下进行。这两种方法的结合为制备（杂）芳基硫醚提供了一种非常有吸引力的方法。
• Design and Remarkable Efficiency of the Robust Sandwich Cluster Composite Nanocatalysts ZIF-8@Au₂₅@ZIF-67
  作者：Yapei Yun、Hongting Sheng、Kang Bao、Li Xu、Yu Zhang、Didier Astruc、Manzhou Zhu

  DOI：10.1021/jacs.0c00378

  日期：2020.3.4

  Heterogeneous catalysts with precise surface and interface structures are of great interest to decipher the structure-property relationships and maintain remarkable stability while achieving high activity. Here, we report the design and fabrication of the new sandwich composites ZIF-8@Au-25@ZIF-67[tkn] and ZIF-8@Au-25@ZIF-8[tkn] [tkn = thickness of shell] by coordination assisted self-assembly with well-defined structures and interfaces. The composites ZIF-8@Au-25@ZIF-67 efficiently catalyzed both 4-nitrophenol reduction and terminal alkyne carboxylation with CO2 under ambient conditions with remarkably improved activity and stability, compared to the simple components Au-25/ZIF-8 and Au-25@ZIF-8, highlighting the highly useful function of the ultrathin shell. In addition, the performances of these composite sandwich catalysts are conveniently regulated by the shell thickness. This concept and achievements should open a new avenue to the targeted design of well-defined nanocatalysts with enhanced activities and stabilities for challenging reactions.
• Effenberger, Franz; Isak, Heinz, Chemische Berichte, 1989, vol. 122, p. 553 - 560
  作者：Effenberger, Franz、Isak, Heinz

  DOI：——

  日期：——
• EFFENBERGER, FRANZ;ISAK, HEINZ, CHEM. BER., 122,(1989) N, C. 553-559
  作者：EFFENBERGER, FRANZ、ISAK, HEINZ

  DOI：——

  日期：——