ethyl 3-(4-hydroxyphenyl)-2-(methylthio)propionate | 197299-03-9

• 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: ethyl 3-(4-hydroxyphenyl)-2-(methylthio)propionate
• 英文别名: Ethyl 3-(4-hydroxyphenyl)-2-methylsulfanylpropanoate
• CAS: 197299-03-9
• 化学式: C₁₂H₁₆O₃S
• 分子量: 240.323
• InChiKey: ZIHGDTDAACJODF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溴乙酸叔丁酯 、 ethyl 3-(4-hydroxyphenyl)-2-(methylthio)propionate 在 caesium carbonate 作用下， 以 乙腈 为溶剂， 生成 ethyl 3-(4-t-butoxycarbonylmethoxyphenyl)-2-methylthiopropionate
  参考文献：
  名称：

  EP1167357

  摘要：

  公开号：
• 作为产物：
  描述：

  3-(4-羟基苯基)乳酸乙酯 在 盐酸 、 18-冠醚-6 、 sodium hydride 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 23.5h， 生成 ethyl 3-(4-hydroxyphenyl)-2-(methylthio)propionate
  参考文献：
  名称：

  Synthesis and biological activity of novel α-substituted β-phenylpropionic acids having pyridin-2-ylphenyl moiety as antihyperglycemic agents

  摘要：

  We previously reported the identification of novel oximes having 5-benzyl-2,4-thiazolidinedione with anti hyperglycemic activity. We now report the synthesis and biological activity of a novel series of oximes and amides having alpha-substituted-beta-phenylpropionic acids. In this series, we obtained potent PPARalpha/gamma dual agonist (S)-9d, with which activation of PPARalpha and PPARgamma was considerably more potent than that of the reference compounds GW9578 22 and rosiglitazone 3, respectively. This means (S)-9d is of the strongest class of PPARalpha/gamma dual agonists. In the course of this study, we also obtained 8h, which indicated potent plasma glucose lowering effect in spite of weak PPARalpha/gamma agonistic activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.01.048

文献信息

• Alpha-substituted carboxylic acid derivatives
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20030069294A1

  公开（公告）日：2003-04-10

  The &agr;-substituted carboxylic acid derivatives having the formula (I): 1 wherein R 1 is an alkyl group, etc., R 2 is a hydrogen atom, etc., R 3 is a hydrogen atom, etc., A is ═CH-group, etc., B is an oxygen atom, etc., W 1 is a C 1 -C 8 alkylene group, W 2 is a single bond or a C 1 -C 8 alkylene group, X is a hydrogen atom, etc., Y is an oxygen atom, etc., and Z 1 is an alkoxy group, etc., and pharmacologically acceptable salts, esters and amides thereof are useful for treatment and/or prevention of diabetes mellitus, impaired glucose tolerance, gestational diabetes mellitus, or the like. Some of the derivatives of the formula (I) are novel compounds.

  具有如下式(I)的α-取代羧酸衍生物，其中R1是烷基基团，R2是氢原子，R3是氢原子，A是═CH-基团，B是氧原子，W1是C1-C8烷基基团，W2是单键或C1-C8烷基基团，X是氢原子，Y是氧原子，Z1是烷氧基团，其药理学上可接受的盐、酯和酰胺对于治疗和/或预防糖尿病、糖耐量受损、妊娠期糖尿病等疾病是有用的。其中一些具有如上式(I)的衍生物是新化合物。
• PHENYLALKYLCARBOXYLIC ACID DERIVATIVES
  申请人：Sankyo Company, Limited

  公开号：EP0916651A1

  公开（公告）日：1999-05-19

  Phenylalkylcarboxylic acid derivatives of the general formula: wherein R1 represents an alkyl group and the like, R2 represents an alkylene group, R3 represents a hydrogen atom and the like, X represents a substituted or unsubstituted aryl group and the like, Y represents an oxygen atom and the like, Z represents an alkylene group and the like, and W represents an alkyl group and the like), the pharmacologically acceptable salts thereof or the pharmacologically acceptable esters thereof are useful as therapeutic or preventive agents for hyperglycemia and the like.

  通式如下的苯基烷基羧酸衍生物 其中 R1 代表烷基等，R2 代表亚烷基等，R3 代表氢原子等，X 代表取代或未取代的芳基等，Y 代表氧原子等，Z 代表亚烷基等，W 代表烷基等）、 其药理学上可接受的盐类或其药理学上可接受的酯类可用作高血糖等的治疗或预防剂。
• ALPHA-SUBSTITUTED CARBOXYLIC ACID DERIVATIVES
  申请人：Sankyo Company, Limited

  公开号：EP1167357A1

  公开（公告）日：2002-01-02

  The α-substituted carboxylic acid derivatives having the general formula (I): [wherein R1 is an alkyl group, etc., R2 is a hydrogen atom, etc., R3 is a hydrogen atom, etc., A is = CH-group, etc., B is an oxygen atom, etc., W1 is a C1-C8 alkylene group, W2 is a single bond or a C1-C8 alkylene group, X is a hydrogen atom, etc., Y is an oxygen atom, etc., and Z1 is an alkoxy group, etc.], or pharmacologically acceptable salts thereof, pharmacologically acceptable esters thereof or pharmacologically acceptable amides thereof are useful as therapeutic agents and/or preventive agents for diabetes mellitus, glucose tolerance insufficiency, gestational diabetes mellitus, or the like.

  具有通式(I)的α-取代羧酸衍生物： [其中 R1 是烷基等，R2 是氢原子等，R3 是氢原子等，A 是＝CH-基团等，B 是氧原子等，W1 是 C1-C8 亚烷基，W2 是单键或 C1-C8 亚烷基，X 是氢原子等，Y 是氧原子等、和 Z1 是烷氧基等]，或其药理学上可接受的盐、药理学上可接受的酯或药理学上可接受的酰胺可用作糖尿病、葡萄糖耐量不足、妊娠糖尿病或类似疾病的治疗剂和/或预防剂。
• US6103907A
  申请人：——

  公开号：US6103907A

  公开（公告）日：2000-08-15
• US6596751B2
  申请人：——

  公开号：US6596751B2

  公开（公告）日：2003-07-22