2-mercapto-3-phenylpropenoic acid | 7282-54-4

• 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-mercapto-3-phenylpropenoic acid
• 英文别名: 3-phenyl-2-sulfanylpropenoic acid；H2pspa；3-phenyl-2-thioxo-propionic acid; (Z)-enethiol form；(Z)-2-mercapto-3-phenyl-acrylic acid；α-mercapto-β-phenylacrylic acid；α-mercaptocinnamic acid；(Z)-3-phenyl-2-sulfanylprop-2-enoic acid
• CAS: 7282-54-4
• 化学式: C₉H₈O₂S
• 分子量: 180.227
• InChiKey: NAEHAPZYAHRUTE-VURMDHGXSA-N

物化性质

• 熔点：
  123 °C
• 沸点：
  337.3±42.0 °C(Predicted)
• 密度：
  1.297±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  2-mercapto-3-phenylpropenoic acid 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 2-巯基-3-(对甲苯基)丙烯酸甲酯
  参考文献：
  名称：

  Syntheses and chemical properties of novel 1,3-oxathiolan-5-one derivatives.

  摘要：

  合成了2-烯烃-4-芳烯烃-1,3-噁噻烷-5-酮（III-1a-m）和2,4-二芳烯烃-1,3-噁噻烷-5-酮（III-2a-i）衍生物，通过将β-芳基-α-巯基丙烯酸（I）与烷酸酐（II）反应或将α-酰基硫β-芳基丙烯酸（V）在二甲基甲酰胺中用氯化亚硫酰处理。III-1和III-2在氢氧化锂存在下的碱性水解和甲醇解反应容易发生，生成相应的环开裂产物，分别为羧酸（I和II）和酯（VII和VIII）。在10%镍炭存在下，III-2的两个烯烃键进行催化氢化，未发生环裂开，生成1,3-噁噻烷-5-酮（IXa-e）衍生物。使用m-氯过苯甲酸氧化III-1和III-2，得到相应的1,3-噁噻烷-5-酮S-氧化物（Xa，b）衍生物。

  DOI：

  10.1248/cpb.33.2256
• 作为产物：
  描述：

  (Z)-5-benzylidene-2-thioxothiazolidin-4-one 在 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 以100%的产率得到2-mercapto-3-phenylpropenoic acid
  参考文献：
  名称：

  Thiazolidine derivatives as potent and selective inhibitors of the PIM kinase family

  摘要：

  The PIM family of serine/threonine kinases have become an attractive target for anti-cancer drug development, particularly for certain hematological malignancies. Here, we describe the discovery of a series of inhibitors of the PIM kinase family using a high throughput screening strategy. Through a combination of molecular modeling and optimization studies, the intrinsic potencies and molecular properties of this series of compounds was significantly improved. An excellent pan-PIM isoform inhibition profile was observed across the series, while optimized examples show good selectivity over other kinases. Two PIM-expressing leukemic cancer cell lines, MV4-11 and 1(562, were employed to evaluate the in vitro anti-proliferative effects of selected inhibitors. Encouraging activities were observed for many examples, with the best example (44) giving an IC55 of 0.75 mu M against the K562 cell line. These data provide a promising starting point for further development of this series as a new cancer therapy through PIM kinase inhibition. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2017.02.056

文献信息

• METHOD OF MAKING UP WITH LIGHT-SENSITIVE MAKEUP BY APPLYING A BASE LAYER AND A KIT FOR IMPLEMENTING SUCH A METHOD
  申请人：GIRON Franck

  公开号：US20100215599A1

  公开（公告）日：2010-08-26

  The present invention provides a method of making up human keratinous material with light-sensitive makeup, wherein: a) a base layer of a first composition is applied to the keratinous material, the first composition containing at least one optical agent that configured for, at least temporarily, of forming a screen at a wavelength λ; and b) a thermally stable photochromic second composition is applied on the base layer, the second composition being developable by exposure to a radiation at least of the wavelength λ.

  本发明提供了一种利用光敏化妆品修饰人类角质材料的方法，其中： a) 在角质材料上涂抹第一组分的基层，所述第一组分至少包含一种光学剂，该光学剂被配置为至少暂时地在波长λ处形成屏幕；以及 b) 在基层上涂抹热稳定的光致变色第二组分，所述第二组分可通过暴露至少波长λ的辐射来发展。
• METHOD OF MAKING UP WITH A LIGHT-SENSITIVE MAKEUP, AND A LIGHT-SENSITIVE MAKEUP COMPOSITION
  申请人：SAMAIN Henri

  公开号：US20100278761A1

  公开（公告）日：2010-11-04

  The present invention provides a method of making up human keratinous material with a light-sensitive makeup, in which: i. a layer of a thermally stable photochromic composition comprising a photochromic agent capable of being developed by UV radiation and an optical agent that screens UV radiation is applied to the keratinous material; and ii. the layer of composition is exposed in non uniform manner to UV radiation to excite the photochromic agent and create a light-sensitive makeup look, the screening power F of the composition as regards solar UV radiation (280 nm to 400 nm) being 2 or more.

  本发明提供了一种使用光敏妆容来修饰人类角质材料的方法，其中： i. 在角质材料上涂覆一层热稳定的光致变色组合物，该组合物包括能够通过紫外辐射激发的光致变色剂和用于屏蔽紫外辐射的光学剂； ii. 以不均匀的方式暴露组合物层于紫外辐射，以激发光致变色剂并创造出一种光敏妆容外观，该组合物对太阳紫外辐射（280纳米至400纳米）的屏蔽能力F为2或更高。
• Releasable linkage and compositions containing same
  申请人：Zalipsky Samuel

  公开号：US20050265925A1

  公开（公告）日：2005-12-01

  Conjugates comprising a lipid or a hydrophilic polymer, such as polyethyleneglycol, linked to a ligand derived from an amine- or hydroxyl-containing compound, such as a drug or protein, are stable under conditions of storage, and are cleavable under mild thiolytic conditions to regenerate the amine- or hydroxyl-containing compound in its native form, without the formation of undesirable side products.

  包含脂质或亲水性聚合物的共轭物，例如聚乙二醇，与源自胺基或羟基含有化合物的配体相连，例如药物或蛋白质，在储存条件下稳定，并且在温和的硫醚条件下可被裂解，以使胺基或羟基含有化合物以其天然形式再生，而不形成不良副产物。
• Use of .alpha.,.alpha.'-dithiobis-(.beta.-arylacrylic acid) derivatives
  申请人：Merrell Toraude et Compagnie

  公开号：US04226882A1

  公开（公告）日：1980-10-07

  This invention relates to a novel method for treating hypertension, which comprises administering a compound of the formula: ##STR1## wherein Z is C.dbd.C, O, S or NH; R is hydrogen, methyl, ethyl, hydroxy, methoxy, ethoxy, chlorine, bromine, fluorine, iodine or trifluoromethyl; and n is 1, 2, or 3.

  这项发明涉及一种治疗高血压的新方法，包括给予以下式的化合物：##STR1## 其中Z为C.dbd.C、O、S或NH；R为氢、甲基、乙基、羟基、甲氧基、乙氧基、氯、溴、氟、碘或三氟甲基；n为1、2或3。
• Use of .alpha.,.alpha.'-dithiobis(.beta.-arylacrylic acid) derivatives
  申请人：Merrell Toraude et Compagnie

  公开号：US04210664A1

  公开（公告）日：1980-07-01

  This invention relates to a novel method for enhancing zinc serum and tissue concentrations which comprises administering a compound of the formula: ##STR1## wherein Z is C.dbd.C, O, S, NH; R is hydrogen, methyl, ethyl, hydroxy, methoxy, ethoxy, chlorine, bromine, fluorine, iodine or trifluoromethyl; and n is 1, 2 or 3.

  该发明涉及一种用于增加锌血清和组织浓度的新方法，包括给予以下化合物：其中Z为C.dbd.C、O、S、NH；R为氢、甲基、乙基、羟基、甲氧基、乙氧基、氯、溴、氟、碘或三氟甲基；n为1、2或3。