2-(acetylthio)-2-methylpropanoic acid | 135937-96-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(acetylthio)-2-methylpropanoic acid
• 英文别名: D-α-methyl-acetylthiopropionic acid；2-(acetylthio)isobutyric acid；2-Acetylthio-2-methylpropanoic acid；2-acetylsulfanyl-2-methylpropanoic acid
• CAS: 135937-96-1
• 化学式: C₆H₁₀O₃S
• 分子量: 162.21
• InChiKey: VWFLRUHSTBKRHC-UHFFFAOYSA-N

物化性质

• 熔点：
  93-94.5°C
• 溶解度：
  氯仿（微溶）、乙酸乙酯（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(s)-联苯-2-氨基丙酸甲酯 、 2-(acetylthio)-2-methylpropanoic acid 在 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Thiol-based angiotensin-converting enzyme 2 inhibitors: P1 modifications for the exploration of the S1 subsite

  摘要：

  Screening of a metalloprotease library led to the identification of a thiol-based dual ACE/NEP inhibitor as a potent ACE2 inhibitor. Modifications of the P-1 benzyl moiety led to improvements in ACE2 potency as well as to increased selectivity versus ACE and NEP. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.048
• 作为产物：
  描述：

  2-溴-2-甲基丙酸 、 硫代乙酸 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以75%的产率得到2-(acetylthio)-2-methylpropanoic acid
  参考文献：
  名称：

  Dual inhibition of angiotensin-converting enzyme and neutral endopeptidase by tricyclic benzazepinone thiols

  摘要：

  Various thioacyl analogs of CGS 28106, a tricyclic dual inhibitor of angiotensin-converting enzyme and neutral endopeptidase, have been synthesized and their inhibitory potencies evaluated in vitro. The structure-activity relationship supports the proposed hypothesis that, despite its conformational constraints, CGS 28106 can inhibit the two distinct metalloproteases by adopting different binding modes. Tn addition, the structural features of CGS 28106 confer remarkable oral activity to this dual inhibitor, as measured by its ability to block the angiotensin-I presser response and to potentiate plasma levels of atrial natriuretic peptide. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00529-x

文献信息

• Hydrocarbylphenyl diaminodithiol derivatives
  申请人：Medi-Physics, Inc.

  公开号：US05026913A1

  公开（公告）日：1991-06-25

  An agent for imaging organs using a radioactive complex of a radioactive metal with a benzene ring having two 2-mercapto-2-methylpropylamino substitutents where one of these mercapto substituents is substituted with a hydrocarbyl group.

  一种用于成像器官的代理物，使用具有苯环的放射性金属与两个2-巯基-2-甲基丙基氨基取代基的放射性配合物，其中这些巯基取代基之一被烃基取代。
• Hydrocarbylphenyl diaminodithiol radionuclide complexes and their use in
  申请人：Medi-Physics, Inc.

  公开号：US05080884A1

  公开（公告）日：1992-01-14

  An agent for imaging organs using a radioactive complex of a radioactive metal with a benzene ring having two 2-mercapto-2-methylpropylamino substituents where one of these mercapto substituents is substituted with a hydrocarbyl group.

  一种用于成像器官的代理物，其为一种放射性金属与苯环的放射性配合物，其中具有两个2-巯基-2-甲基丙基氨基取代基，其中一个巯基取代基被烃基取代。
• Optically active N-substituted phenylalaninols and use therefor
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：EP0105696A1

  公开（公告）日：1984-04-18

  Optically active N-substituted phenylalaninols of the formula (I): wherein R is isopropyl, 1-ethylpropyl, cyclopentyl, cyclohexyl, cycloheptyl, 4-methylbenzyl, 4-methoxybenzyl, or 3,4-methylenedioxybenryl; and acid addition salts thereof which are useful as a resolving agent, and a process for preparing D-3-acetylthio-2-methylpropionic acid which comprises reacting DL-3-acetylthio-2-methylpropionic acid with an optically active N-substituted phenylalaninol of the formula (I) to form diastereomeric salts, subjecting the formed diastereomeric salts to a fractional crystallization from a solvent to separate the D-acid salt from the L-acid salt, and then decomposing the D-acid salt with a mineral acid to give D-3-acetylthio-2-methylpropionic acid.

  式(I)的光学活性 N-取代的苯丙氨醇： 其中 R 为异丙基、1-乙基丙基、环戊基、环己基、环庚基、4-甲基苄基、4-甲氧基苄基或 3,4-亚甲二氧基苄基；及其可用作溶解剂的酸加成盐，以及制备 D-3-乙酰巯基-2-甲基丙酸的工艺，该工艺包括使 DL-3-乙酰巯基-2-甲基丙酸与光学活性 N-取代的式 (I) 苯丙氨醇反应，形成非对映异构盐、将形成的非对映异构盐从溶剂中进行分馏结晶，以分离 D 酸盐和 L 酸盐，然后用矿物酸分解 D 酸盐，得到 D-3-乙酰硫基-2-甲基丙酸。
• Optically active substance and liquid crystal composition
  申请人：MITSUBISHI RAYON CO., LTD

  公开号：EP0405983A2

  公开（公告）日：1991-01-02

  An optically active substance having a δ-valero­lactone ring is described which is represented by the formula (1): wherein X is -O-, -OCH₂- or -SCH₂-, R₁ is C1 - 18 alkyl, n is an integer of from 1 to 14, m is 1 or 0, Y is a direct bond, -OCO-, -CO₂-, -CH₂O or -OCH₂-, Z is -O-, -CO₂- or -CH₂O, A₁ and A₂ are H, F, Cℓ or cyano, and the carbon atom marked with "*" indicates the asymmetric carbon atom. This optically active substance is used alone or as a mixture thereof with other optically active substances.

  一种具有δ-戊内酯环的光学活性物质由式(1)表示： 其中 X 是 -O-、-OCH₂- 或 -SCH₂-，R₁ 是 C1 - 18 烷基，n 是 1-14 的整数，m 是 1 或 0，Y 是直接键、-OCO-、-CO₂-、-CH₂O 或 -OCH₂-、-Z 是 -O-、-CO₂- 或 -CH₂O，A₁ 和 A₂ 是 H、F、Cℓ 或氰基，标有 "*"的碳原子表示不对称碳原子。这种光学活性物质可单独使用，也可与其他光学活性物质混合使用。
• SYDNONE IMINE DERIVATIVES
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：EP0903346A1

  公开（公告）日：1999-03-24

  Compounds represented by the following general formula (1) or pharmaceutically acceptable salts thereof: [wherein Z represents -A-X-R1, a heterocycle or cycloalkyl; A represents a methylene group; X represents a sulfur atom; R1 represents a benzoyl group; R2 represents - N(R3)R4 (wherein R3 represents a methyl group; and R4 represents an optionally substituted alkyl group, etc.); or a group represented by the following general formula (2): wherein R5 and R6 represent each a hydrogen atom; and Y represents a group represented by the following general formula (3): (wherein R4 is as defined above)}]. Because of having vasodilative effect, myocardial protective effect, antiplatelet aggregation effect, etc., the compounds represented by the above general formula (1) or pharmaceutically acceptable salts thereof are useful as drugs such as therapeutic medicines for angina pectoris.

  由以下通式（1）代表的化合物或其药学上可接受的盐类： [其中 Z 代表-A-X-R1、杂环或环烷基；A 代表亚甲基；X 代表硫原子；R1 代表苯甲酰基；R2 代表-N(R3)R4(其中 R3 代表甲基；R4 代表任选取代的烷基等)；或下 列通式(2)所代表的基团： 其中 R5 和 R6 各代表一个氢原子；Y 代表由下式通式 (3) 所代表的基团： (其中 R4 如上定义）}]。 由于具有血管扩张作用、心肌保护作用、抗血小板聚集作用等，上述通式（1）所代表的化合物或其药学上可接受的盐类可用作药物，如心绞痛的治疗药物。