3-acetylsulfanyl-2-(indan-1-yl)-propanoic acid | 150881-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 3-acetylsulfanyl-2-(indan-1-yl)-propanoic acid
• 英文别名: 3-Acetylthio-2-(indan-1-yl)propanoic acid；3-acetylthio-2-(1-indanyl)propanoic acid；3-acetylsulfanyl-2-(2,3-dihydro-1H-inden-1-yl)propanoic acid
• CAS: 150881-65-5
• 化学式: C₁₄H₁₆O₃S
• 分子量: 264.345
• InChiKey: AEPJWEUARIDIQJ-UHFFFAOYSA-N

物化性质

• 沸点：
  436.2±28.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  3-acetylsulfanyl-2-(indan-1-yl)-propanoic acid 以72%的产率得到N-[3-Acetylthio-2-(1-indanyl)-1-oxopropyl]alanine Benzyl Ester
  参考文献：
  名称：

  N-[Mercaptoacyl (amino acid or peptide ) ] compounds and S-lipophiIic

  摘要：

  本文揭示了N-[巯基酰(氨基酸或肽)]化合物和其S-脂溶性脂肪族羰基衍生物，以及包括这些化合物的药物组合物，以及利用这些化合物通过抑制中性内肽酶和/或肽二肽酶A作为降压药的用途。同时还揭示了制备这些化合物和衍生物的方法。

  公开号：

  US05591891A1
• 作为产物：
  描述：

  Indan-1-ylmalonic acid 、 2-(indan-1-yl)-acrylic acid 生成 3-acetylsulfanyl-2-(indan-1-yl)-propanoic acid
  参考文献：
  名称：

  .beta.-thiopropionyl-aminoacid derivatives and their use as

  摘要：

  一种治疗人类或动物细菌感染的方法，包括与β-内酰胺类抗生素联合给药，给予公式(I)的氨基酸衍生物的治疗有效量或其药用可接受的盐、溶剂化合物或体内可水解酯的治疗有效量，其中：R为氢、形成盐的阳离子或体内可水解酯形成基团；R.sub.1为氢、(C.sub.1-6)烷基，可选地被高达三个卤素原子或巯基、(C.sub.1-6)烷氧基、羟基、氨基、硝基、羧基、(C.sub.1-6)烷基羰氧基、(C.sub.1-6)烷氧羰基、甲酰基或(C.sub.1-6)烷基羰基取代，(C.sub.3-7)环烷基，(C.sub.3-7)环烷基(C.sub.2-6)烷基，(C.sub.2-6)烯基，(C.sub.2-6)炔基，芳基，芳基(C.sub.1-6)烷基，杂环烷基或杂环烷基(C.sub.1-6)烷基；R.sub.2为氢，(C.sub.1-6)烷基或芳基(C.sub.1-6)烷基；R.sub.3为氢，(C.sub.1-6)烷基，可选地被高达三个卤素原子取代，(C.sub.3-7)环烷基，融合的芳基(C.sub.3-7)环烷基，(C.sub.3-7)环烷基(C.sub.2-6)烷基，(C.sub.2-6)烯基，(C.sub.2-6)炔基，芳基，芳基-(CHR.sub.10).sub.m --X--(CHR.sub.11).sub.n，杂环烷基或杂环烷基-(CHR.sub.10).sub.m --X--(CHR.sub.11).sub.n，其中m为0至3，n为1至3，每个R.sub.10和R.sub.11独立地为氢或(C.sub.1-4)烷基，X为O，S(O).sub.x，其中x为0-2，或键；R.sub.4为氢，或体内可水解的酰基；R.sub.5和R.sub.6独立地为氢和(C.sub.1-6)烷基，或一起代表(CH.sub.2).sub.p，其中p为2至5。一些化合物本身被要求。

  公开号：

  US06048852A1

文献信息

• N-(mercaptoacyl)amino acids, methods of their preparation and therapeutic use, and pharmaceutical compositions containing them
  申请人：INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM)

  公开号：EP0539848A1

  公开（公告）日：1993-05-05

  The present invention is directed to a compound of the formula (I) wherein    R represents a hydrogen atom or an acyl, aroyl or cycloalkylcarbonyl radical or a residue of formula    R₁ represents an alkyl radical;    R₂ represents an aryl or heteroaryl radical, or R₁ represents an alkylene chain attached to a carbon atom in an ortho position of the R₂ aryl or heteroaryl radical relative to a carbon of the R₂ aryl or heteroaryl radical linked to the propanoyl moiety;    R₃ represents a hydrogen atom or an alkyl, aryl, alkoxy or aryloxy radical; and    R' represents a hydrogen atom or an alkyl, aralkyl, acyl or aroyl radical;    and the pharmaceutically acceptable salts thereof. The invention is also directed to the preparation of these compounds, pharmaceutical compositions comprising the compounds and methods for their pharmaceutical use.

  本发明涉及一种式（I）的化合物，其中： R代表氢原子或酰基、芳酰基或环烷基羰基基团，或者是式中的残基 R₁代表烷基基团； R₂代表芳基或杂芳基基团，或者R₁代表连接到R₂芳基或杂芳基相对于连接到丙酰基基团的R₂芳基或杂芳基的碳原子的烷基链； R₃代表氢原子或烷基、芳基、烷氧基或芳氧基基团； R'代表氢原子或烷基、芳基烷基、酰基或芳酰基基团； 以及其药学上可接受的盐。本发明还涉及这些化合物的制备、包含这些化合物的制药组合物以及它们的制药用途的方法。
• [EN] N-(MERCAPTOACYL)AMINO ACIDS, METHODS OF THEIR PREPARATION AND THERAPEUTIC USE, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
  申请人：INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM)

  公开号：WO1993008162A1

  公开（公告）日：1993-04-29

  (EN) The present invention is directed to a compound of formula (I), wherein R represents a hydrogen atom or an acyl, aroyl or cycloalkylcarbonyl radical or a residue of formula (Ia); R1 represents an alkyl radical; R2 represents an aryl or heteroaryl radical, or R1 represents an alkylene chain attached to a carbon atom in an ortho position of the R2 aryl or heteroaryl radical relative to a carbon of the R2 aryl or heteroaryl radical linked to the propanoyl moiety; R3 represents a hydrogen atom or an alkyl, aryl, alkoxy or aryloxy radical; and R' represents a hydrogen atom or an alkyl, aralkyl, acyl or aroyl radical; and the pharmaceutically acceptable salts thereof. The invention is also directed to the preparation of these compounds, pharmaceutical compositions comprising the compounds and methods for their pharmaceutical use.(FR) Composé répondant à la formule (I), dans laquelle R représente un atome d'hydrogène ou un radical acyle, aroyle ou cycloalkylcarbonyle, ou un reste répondant à la formule (Ia); R1 représente un radical alkyle; R2 représente un radical aryle ou hétéroaryle, ou R1 représente une chaîne alkylène fixée à un atome de carbone dans une position ortho du radical aryle ou hétéroaryle R2 lié à la fraction propanoyle; R3 représente un atome d'hydrogène ou un radical alkyle, aryle, alcoxy ou aryloxy; et R' représente un atome d'hydrogène ou un radical alkyle, aralkyle, acyle ou aroyle; et ses sels pharmaceutiquement acceptables. On a également prévu la préparation de ces composés, les compositions pharmaceutiques contenant ces composés, et leurs procédés d'utilisation pharmaceutique.

  该发明涉及一种化合物，其化学式为(I)，其中R代表氢原子或酰基、芳基或环烷基羧酰基基团或式(Ia)的残基；R1代表烷基基团；R2代表芳基或杂环芳基基团，或者R1代表连接到R2芳基或杂环芳基基团的一个碳原子的烷基链，该碳原子与连接到丙酰基基团的R2芳基或杂环芳基基团的碳原子相对；R3代表氢原子或烷基、芳基、烷氧基或芳氧基基团；R'代表氢原子或烷基、芳基烷基、酰基或芳基酰基基团；以及其药学上可接受的盐。该发明还涉及这些化合物的制备、包含这些化合物的药物组合物以及它们的药物用途的方法。
• N-\x9bmercaptoacyl(amino acid or peptide)! compounds and S-lipophilic
  申请人：Institut National de la Sante et de la Recherche Medicale

  公开号：US05801274A1

  公开（公告）日：1998-09-01

  N-\x9bMercaptoacyl(amino acid or peptide)! compounds and S-lipophilic aliphatic carbonyl derivatives thereof, and pharmaceutical compositions comprising such compounds, as well as the use of these compounds as antihypertensives by the inhibition of neutral endopeptidase and/or peptidyldipeptidase A are disclosed. Methods for preparing such compounds and derivatives are disclosed also.

  本文介绍了N-\x9b巯基酰基（氨基酸或肽）化合物和其S-脂肪亲和性脂肪族羰基衍生物，以及包含这些化合物的制药组合物，以及将这些化合物作为抗高血压药物的用途，通过抑制中性内肽酶和/或肽二肽酶A的方法。本文还介绍了制备这些化合物和衍生物的方法。
• Toward an Optimal Joint Recognition of the S₁‘ Subsites of Endothelin Converting Enzyme-1 (ECE-1), Angiotensin Converting Enzyme (ACE), and Neutral Endopeptidase (NEP)
  作者：Nicolas Inguimbert、Pascale Coric、Hervé Poras、Hervé Meudal、Franck Teffot、Marie-Claude Fournié-Zaluski、Bernard P. Roques

  DOI：10.1021/jm0005454

  日期：2002.3.1

  The formation of vasoconstrictors (e.g., angiotensin II and endothelin) and the inactivation of vasodilators (e.g., bradykinin and atrial natriuretic) by membrane-bound zinc metallopeptidases are key mechanisms in the control of blood pressure and fluid homeostasis. The way in which these peptides modulate physiological functions has been intensively studied. With the aim to develop compounds that can jointly block the three metallopeptidases-neutral endopeptidase (NEP, neprilysin), angiotensin-converting enzyme (ACE), and endothelin-converting enzyme (ECE-1)-we studied the common structural specificity of the S-1' subsites of these peptidases. Various mercaptoacyl amino acids of the general formula HS-CH2-CH(R-1')CO-Trp-OH, possessing more or less constrained R-1' side chains, were designed. The mercapto-acyl synthons contain one or two asymmetrical centers. The K-i values of the separated stereoisomers of the most efficient inhibitors were used to determine the stereochemical preference of each enzyme. A guideline for the joint inhibition of the three peptidases was obtained with the (2R,3R) isomer of compound 13b. Its K-i values on NEP, ACE, and ECE were 0.7, 43, and 26 nM, respectively.
• N-(MERCAPTOACYL)AMINO ACIDS, METHODS OF THEIR PREPARATION AND THERAPEUTIC USE, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
  申请人：INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM)

  公开号：EP0609310A1

  公开（公告）日：1994-08-10