2-methyl-4-hydroxycinnamic acid | 927438-49-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-methyl-4-hydroxycinnamic acid
• 英文别名: 4-hydroxy-2-methyl-trans-cinnamic acid；4-Hydroxy-2-methyl-trans-zimtsaeure；4-Hydroxy-2-methylcinnamic acid；(E)-3-(4-hydroxy-2-methylphenyl)prop-2-enoic acid
• CAS: 927438-49-1
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: ALVCCGIUMNTRJV-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-4-hydroxycinnamic acid 在 palladium on activated charcoal 、 乙醇 、 乙酸乙酯 作用下， 生成 3-(4-hydroxy-2-methylphenyl)propionic acid
  参考文献：
  名称：

  Ring Size in the Dienone-Phenol Rearrangement

  摘要：

  DOI：

  10.1021/ja01526a069
• 作为产物：
  描述：

  (E)-3-(2-甲基苯基)丙-2-烯酸 在 induced WAT₁₁ cells expressing cinnamate 4-hydroxylase 作用下， 以 various solvent(s) 为溶剂， 生成 2-methyl-4-hydroxycinnamic acid
  参考文献：
  名称：

  Non-natural cinnamic acid derivatives as substrates of cinnamate 4-hydroxylase

  摘要：

  Cinnamate 4-hydroxylase (C4H), a monooxygenase in the plant phenylpropanoid pathway, was assayed for its ability to hydroxylate 29 substrate analogues. Nine of the tested analogues with various aromatic side chains, including 3-coumaric acid, were metabolized by C4H. Seven products from these reactive analogues were characterized using LC/MS, H-1 NMR and C-13 NMR spectroscopic analysis. For example, caffeic acid was the product of 3-coumaric acid. The products 4-hydroxy-2-chlorocinnamic acid and 4-hydroxy-2-ethoxy-cinnamic acid are novel compounds that have not been previously reported. The kinetic parameters of C4H towards these analogues were determined. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.phytochem.2006.10.018

文献信息

• COMPOUNDS AND COMPOSITIONS AS SELECTIVE ESTROGEN RECEPTOR DEGRADERS
  申请人：BURKS Heather Elizabeth

  公开号：US20140235660A1

  公开（公告）日：2014-08-21

  The present invention relates to compounds of formula I: in which n, m, X, Y 1 , R 1 , R 2 , R 3 , R 4 and R 5 are defined in the Summary of the Invention; capable of being both potent antagonists and degraders of estrogen receptors. The invention further provides a process for the preparation of compounds of the invention, pharmaceutical preparations comprising such compounds and methods of using such compounds and compositions in the management of diseases or disorders associated with aberrant estrogen receptor activity.

  本发明涉及式I的化合物： 其中n、m、X、Y1、R1、R2、R3、R4和R5在本发明概要中有定义；能够同时作为雌激素受体的强效拮抗剂和降解剂。本发明还提供了一种制备本发明化合物的方法，包括含有此类化合物的药物制剂以及使用这些化合物和组合物在管理与异常雌激素受体活性相关的疾病或紊乱的方法。
• BENZOTHIOPHENE DERIVATIVES AND COMPOSITIONS THEREOF AS SELECTIVE ESTROGEN RECEPTOR DEGRADERS
  申请人：NOVARTIS AG

  公开号：US20170112805A1

  公开（公告）日：2017-04-27

  The present invention relates to compounds of formula I: in which n, m, X, Y 1 , R 1 , R 2 , R 3 , R 4 and R 5 are defined in the Summary of the Invention; capable of being both potent antagonists and degraders of estrogen receptors. The invention further provides a process for the preparation of compounds of the invention, pharmaceutical preparations comprising such compounds and methods of using such compounds and compositions in the management of diseases or disorders associated with aberrant estrogen receptor activity.

  本发明涉及公式I的化合物：其中n，m，X，Y1，R1，R2，R3，R4和R5在发明摘要中定义；能够同时作为雌激素受体的强拮抗剂和降解剂。本发明还提供了制备本发明化合物的方法，包含这些化合物的药物制剂，以及使用这些化合物和组合物在管理与异常雌激素受体活性相关的疾病或紊乱的方法。
• DI - SUBSTITUTED PYRIDINE DERIVATIVES AS ANTICANCERS
  申请人：Takasu Hideki

  公开号：US20120283242A1

  公开（公告）日：2012-11-08

  The present invention provides a novel compound having an excellent antitumor effect. The compound of the present invention is represented by the following general formula (1) wherein R 1 and R 2 are aryl or the like; A is lower alkylene; Ring X is optionally substituted arylene; E is bond or lower alkenylene; Ring Y is optionally substituted heterocycloalkylene containing one or more nitrogen atoms, one of which is attached to the adjacent carbonyl group; G is —NH-G 2 -, —N(lower alkyl)-G 2 -, —NH—CH 2 -G 2 -, —N(lower alkyl)-CH 2 -G 2 - or —CH 2 -G 2 -, [wherein G 2 binds to R 2 , G 2 -R 2 is bond-R 2 , phenylene-G 3 -R 2 , phenylene-G 4 -O—R 2 , phenylene-G 5 -NH—R 2 , phenylene-G 6 -N(lower alkyl)-R 2 or quinolinediyl-O—R 2 , the phenylene of said phenylene-containing groups being optionally substituted with one or more substituents; G 3 -R 2 is —O-lower alkylene-R 2 or the like; G 4 -O— is lower alkylene-O— or the like; G 5 is lower alkylene; G 6 is lower alkylene].

  本发明提供了一种具有优异抗肿瘤效果的新型化合物。本发明的化合物由下述通式（1）表示，其中R1和R2为芳基或类似物；A为低级烷基；环X为可选取代的芳基；E为键或低级烯基；环Y为可选取代的杂环烷基，其中一个氮原子连接到相邻的羰基；G为—NH-G2-，—N(低级烷基)-G2-，—NH—CH2-G2-，—N(低级烷基)-CH2-G2-或—CH2-G2-，[其中G2与R2相连，G2-R2为键-R2，苯基-G3-R2，苯基-G4-O—R2，苯基-G5-NH—R2，苯基-G6-N(低级烷基)-R2或喹啉基-O—R2，所述苯基含有的苯基-含基团可选取代一个或多个取代基；G3-R2为—O-低级烷基-R2或类似物；G4-O—为低级烷基-O—或类似物；G5为低级烷基；G6为低级烷基]。
• 2,6-Di-tertiary butyl phenyl pentaerythritol spiro bis-phosphites enhancing the stability to heat and light of synthetic resins, stabilizer compositions comprising phenolic antioxidants and such phosphites, and synthetic resin compositions containing the same
  申请人：ADEKA ARGUS CHEMICAL CO., Ltd.

  公开号：EP0038876A1

  公开（公告）日：1981-11-04

  2,6-Di-tertiary butyl phenyl pentaerythritol spiro bis-phosphites are provided having the structure: wherein: R is alkyl having from one to six carbon atoms; R is methyl or ethyl; R2 is selected from the group consisting of alkyl having from one up to about eighteen carbon atoms; cycloalkyl having from three up to about twelve carbon atoms; and alkaryl and aryl having from six to about thirty carbon atoms; such groups substituted with from one to about four oxy ether-0- and/or carboxylic ester-COO-groups; the residue of a polyhydric alcohol having from two to about eighteen carbon atoms, and from two to about ten hydroxyl groups; and the residue of a polyphenol having from six to about eighteen carbon atoms and from two to about ten phenolic hydroxyl groups. Stabilizer compositions are provided comprising a phenolic antioxidant and such phosphites as well as synthetic resin compositions having an enhanced resistance to deterioration by heat and/or light due to the presence of such a phosphite and/or stabilizer composition.

  2,6-二叔丁基苯基季戊四醇螺双磷酸盐具有以下结构： 其中 R 是具有 1 至 6 个碳原子的烷基； R 是甲基或乙基 R2 选自具有 1 至约 18 个碳原子的烷基；具有 3 至约 12 个碳原子的环烷基；具有 6 至约 30 个碳原子的烷芳基和芳基；这些基团被 1 至约 4 个氧醚-0-和/或羧酸酯-COO-基团取代；具有 2 至约 18 个碳原子和 2 至约 10 个羟基的多元醇的残余物；以及具有 6 至约 18 个碳原子和 2 至约 10 个酚类羟基的多元酚的残余物。 稳定剂组合物包括酚类抗氧化剂和此类亚磷酸酯以及合成树脂组合物，由于此类亚磷酸酯和/或稳定剂组合物的存在，合成树脂组合物的耐热和/或耐光性得到增强。
• Polyvinyl halide resin compositions containing 1,3 Dicarbonyl compounds
  申请人：PHOENIX CHEMICAL CORPORATION

  公开号：EP0040286A2

  公开（公告）日：1981-11-25

  1,3-Dicarbonyl compounds are provided having the formula: wherein: R1 is selected from the group consisting of hydrogen, hydrocarbon groups having from one to about eighteen carbon atoms and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, alkoxy OR1, ester COOR1, alkyl and alkoxycarbonyl alkyl having from one to about eighteen carbon atoms, and R2 is selected from the group consisting of hydrocarbon having from one to about eighteen carbon atoms and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, alkoxy OR1, ester COOR1, alkyl and alkoxycarbonyl alkyl having from one to about eighteen carbon atoms; R3 is selected from the group consisting of hydrogen, hydrocarbon groups having from one to about eighteen carbon atoms and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, alkoxy OR1, ester COOR1, alkyl and alkoxycarbonyl alkyl having from one to about eighteen carbon atoms; as well as metal and organotin enolate salts thereof. The compounds are effective in enhancing the resistance to deterioration by heat and light of polyvinyl halide resins.

  1,3-二羰基化合物的化学式如下 其中 R1 选自氢、具有 1 至约 18 个碳原子的烃基和被 1 个或多个选自卤素、羟基、烷氧基 OR1、酯 COOR1、烷基和具有 1 至约 18 个碳原子的烷氧羰基烷基的基团取代的此类基团组成的组，和 R2 选自具有 1 至约 18 个碳原子的烃以及被 1 个或多个选自卤素、羟基、烷氧基 OR1、酯 COOR1、烷基和具有 1 至约 18 个碳原子的烷氧羰基烷基的基团取代的烃所组成的组； R3 选自由氢、具有 1 至约 18 个碳原子的烃基以及被 1 个或多个选自由卤素、羟基、烷氧基 OR1、酯 COOR1、烷基和具有 1 至约 18 个碳原子的烷氧羰基烷基组成的基团取代的烃基所组成的组； 以及它们的金属盐和有机锡烯酸盐。 这些化合物可有效提高聚乙烯卤化树脂的耐热和耐光劣化性能。