3-phenyl-3-thiosemicarbazonopropionic acid ethyl ester (thiosemicarbazone) | 65110-19-2

• 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: 3-phenyl-3-thiosemicarbazonopropionic acid ethyl ester (thiosemicarbazone)
• 英文别名: Ethyl 3-(carbamothioylhydrazinylidene)-3-phenylpropanoate
• CAS: 65110-19-2
• 化学式: C₁₂H₁₅N₃O₂S
• 分子量: 265.336
• InChiKey: FKIUZAPHIGVHJL-UHFFFAOYSA-N

物化性质

• 沸点：
  404.7±47.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-phenyl-3-thiosemicarbazonopropionic acid ethyl ester (thiosemicarbazone) 在 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 5-Phenyl-2-(4-phenyl-1,3-thiazol-2-yl)-2,4-dihydro-3H-pyrazol-3-one
  参考文献：
  名称：

  [EN] BAX ACTIVATORS AND USES THEREOF IN CANCER THERAPY
  [FR] ACTIVATEURS DE BAX ET LEURS UTILISATIONS DANS LA THÉRAPIE DU CANCER

  摘要：

  BAX的激活剂及其在癌症治疗中的用途被揭示。

  公开号：

  WO2018222473A1
• 作为产物：
  描述：

  氨基硫脲单盐酸盐 、 苯甲酰乙酸乙酯 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 11.0h， 以64%的产率得到3-phenyl-3-thiosemicarbazonopropionic acid ethyl ester (thiosemicarbazone)
  参考文献：
  名称：

  M-STAGE KINESIN INHIBITOR

  摘要：

  公开号：

  EP1616866B1

文献信息

• Reactions of thiosemicarbazones derived from β-keto amides and β-keto esters with Zn(<scp>ii</scp>) and Cd(<scp>ii</scp>) acetates: influence of metal, substitution, reagent ratio and temperature on metal-induced cyclization
  作者：José S. Casas、María V. Castaño、María S. García-Tasende、Enrique Rodríguez-Castellón、Agustín Sánchez、Luisa M. Sanjuán、José Sordo

  DOI：10.1039/b401674b

  日期：——

  Surprisingly, the reactions of zinc(II) acetate with HTSC in 1 ∶ 1 mol ratio usually gave a third, previously unreported type of complex with a dideprotonated ligand, [Zn(L − H)], which was also formed when [ZnL2] and Zn(OAc)2 interacted at room temperature in 1 ∶ 1 mol ratio. These L − H complexes are highly insoluble in all common solvents, which hinders their characterization but suggests that they are

  乙酸锌（II）和乙酸镉（II）在甲醇 在各种实验条件下，使用衍生自β-酮酰胺或β-酮的硫代半氨基唑 酯类（HTSC）。这些反应中的一些反应提供了硫代半氨基甲酸酯配合物[M（TSC）2 ]，其中红外 和 核磁共振谱与N，S-配位相容，但多数可得到络合物[ML 2 ]，其中HL是由以下物质产生的取代的2,5-二氢-5-氧代-1 H-吡唑-1-碳硫酰胺环化HTSC。这些吡唑啉酸酯中的一些和HL中的两种配体 被研究 X射线衍射，并讨论了它们的结构。令人惊讶的是，锌（II）乙酸盐 HTSC的摩尔比为1：1时，通常会生成第三种先前未报道的双去质子化的复合物 配体，[Zn（L-H）]，也是当[ZnL 2 ]和Zn（OAc）2在室温下以1：1摩尔比相互作用时形成的。这些L-H络合物在所有常见情况下均高度不溶溶剂，这阻碍了它们的表征，但表明它们本质上是聚合的。
• Diphenyllead(IV) thiosemicarbazonates and pyrazolonates: Synthesis and characterization
  作者：José S. Casas、Eduardo E. Castellano、Javier Ellena、María S. García-Tasende、Agustín Sánchez、José Sordo、Ángeles Touceda

  DOI：10.1016/j.poly.2009.01.004

  日期：2009.4

  Cyclization of thiosemicarbazones derived from beta-keto esters and beta-keto amides (HTSC) in the presence of diphenyllead(IV) acetate was explored in methanol solution at room temperature and under reflux. All beta-keto ester TSCs underwent cyclization to give the corresponding pyrazolone (HL), which, except in one case, deprotonated and coordinated the PbPh22+ moiety to form homoleptic [PbPh2(L)(2)] or heteroleptic [PbPh2(OAc)(L)] derivatives. Cyclization did not occur with beta-keto amide TSCs and only [Pbph(2)(TSC)(2)] or [PbPh2(OAc)(TSC)] thiosernicarbazonates were isolated. The complexes were characterized by IR spectroscopy in the solid state and by H-1, C-13 and Pb-207 NMR spectroscopy in DMSO-d(G) solution, in which they evolve and decompose with time. Additionally, crystals of p-acetoacetanisidide thiosemicarbazone (HTSC10), [PbPh2(OAc)(L-5)] center dot MeOH (HL5 = 2,5-dihydro-3,4-dimethyl-5-oxo-1H-pyrazolone-1-carbothioamide), [PbPh2Cl(L-2)] (HL2 = 2,5-dihydro-5-oxo-3-phenyl-1H-pyrazolone-1-carbothioamide), [PbPh2(OAc)(TSC8)]center dot 2MeOH (HTSC8 = acetoacetanilide thiosemicarbazone), [PbPh2(OAc)(TSC10)]center dot H2O and [PbPh2(OAc)(TSC11)] center dot 0.75MeOH (HTSO11 = o-acetoacetotoluidide) were studied by X-ray crystallography. The complexes, monomers or dimers with almost linear C-Pb-C moieties, are compared with the corresponding derivatives of Pb(II). (C) 2009 Elsevier Ltd. All rights reserved.
• New lead(II) complexes with N,S-ligands, including a lead pyrazolonate with unusual packing flexibility
  作者：José S. Casas、Eduardo E. Castellano、Javier Ellena、María S. García-Tasende、Agustín Sánchez、José Sordo、Ángeles Touceda、Saulo Vázquez Rodríguez

  DOI：10.1016/j.poly.2007.05.016

  日期：2007.9

  The reaction of lead(II) acetate in methanol with thiosemicarbazones derived from beta-keto esters and beta-keto amides (HTSCs) afforded two lead(II) thiosernicarbazonates and numerous homoleptic ([PbL2]) and/or heteroleptic ([Pb(OAc)L]) complexes containing deprotonated pyrazolones L- formed by metal-induced cyclization of the starting HTSC ligands. All the complexes isolated were characterized by IR spectroscopy in the solid state and by H-1 and 13 C NMR spectroscopy in DMSO solution; in addition, crystals containing [Pb(L 6)21 and [Pb(L-7)(2)] were examined by X-ray crystallography. [Pb(L-6)(2)] center dot 0.5H(2)O center dot 0.3MeOH (HL6 = 4-ethyl-2,5-dihydro-3-methyl-5-oxo-1Hpyrazole- I-carbothiamide) showed three types of molecule with significant structural differences that appear to be determined by packing interactions. In all three molecules the Pb...Ph distances are very short [3.6096(8)-3.7562(8) angstrom], but den sity-functional-theoretic calculations at the B3LYP level do not support the existence of Pb-Pb bonds. In [Pb(L-7)(2)] (HL7 = N-ethyl-2,5-dihydro-3-methyl-5-oxo-1Hpyrazole-1-carbothiamide) all the molecules are of a single type, and they are linked in a three-dimensional network by weak intermolecular Ph...O bonds. (c) 2007 Elsevier Ltd. All rights reserved.
• M-STAGE KINESIN INHIBITOR
  申请人：Kyowa Hakko Kirin Co., Ltd.

  公开号：EP1616866B1

  公开（公告）日：2011-12-14
• [EN] BAX ACTIVATORS AND USES THEREOF IN CANCER THERAPY<br/>[FR] ACTIVATEURS DE BAX ET LEURS UTILISATIONS DANS LA THÉRAPIE DU CANCER
  申请人：ALBERT EINSTEIN COLLEGE MEDICINE INC

  公开号：WO2018222473A1

  公开（公告）日：2018-12-06

  Activators of BAX and their uses in cancer therapy are disclosed.

  BAX的激活剂及其在癌症治疗中的用途被揭示。