(Z)-5-(benzo[d][1,3]dioxol-5-ylmethylene)-3-methyl-2-thioxoimidazolidin-4-one | 257869-51-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-5-(benzo[d][1,3]dioxol-5-ylmethylene)-3-methyl-2-thioxoimidazolidin-4-one
• 英文别名: (5Z)-5-(1,3-benzodioxol-5-ylmethylidene)-3-methyl-2-sulfanylideneimidazolidin-4-one
• CAS: 257869-51-5
• 化学式: C₁₂H₁₀N₂O₃S
• 分子量: 262.289
• InChiKey: QWLKHOHMJAVPDG-YWEYNIOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  82.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-5-(benzo[d][1,3]dioxol-5-ylmethylene)-3-methyl-2-thioxoimidazolidin-4-one 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.5h， 生成 (5Z)-5-(1,3-benzodioxol-5-ylmethylidene)-2-[2-[[(4Z)-4-(1,3-benzodioxol-5-ylmethylidene)-1-methyl-5-oxoimidazolidin-2-ylidene]amino]ethylimino]-3-methylimidazolidin-4-one
  参考文献：
  名称：

  Synthesis of N,N′-bis(5-arylidene-4-oxo-3,5-dihydro-4H-imidazol-2-yl)diamines bearing various linkers and biological evaluation as potential inhibitors of kinases

  摘要：

  The synthesis in 4 steps of new N,N'-bis(5-arylidene-4-oxo-3,5-dihydro-4H-imidazol-2-yl)diamines issued from various symmetric primary diamines as linkers was reported. The key step of our strategy has been the sulphur/nitrogen displacement of (5Z)-5-arylidene-2-ethylsulfanyl-3,5-dihydro-4H-imidazol-4-ones 6 with respectively ethylenediamine 7a, piperazine 7b and N,N'-bis(3-aminopropyl)piperazine 7c using solvent-free reaction conditions under microwave irradiation with retention of configuration. These compounds were tested for their kinase inhibitory potencies toward four kinases (GSK-3 alpha/beta, DYRK1A, CLK1 and CLK3). Crown Copyright (C) 2012 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.08.044
• 作为产物：
  描述：

  胡椒醇 在 哌啶 、 manganese(IV) oxide 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 18.5h， 生成 (Z)-5-(benzo[d][1,3]dioxol-5-ylmethylene)-3-methyl-2-thioxoimidazolidin-4-one
  参考文献：
  名称：

  [EN] USE OF HETEROCYCLIC DERIVATIVES WITH CARDIOMYOCYTE PROLIFERATION ACTIVITY FOR TREATMENT OF HEART DISEASES
  [FR] UTILISATION DE DÉRIVÉS HÉTÉROCYCLIQUES AYANT UNE ACTIVITÉ DE PROLIFÉRATION DE CARDIOMYOCYTES POUR LE TRAITEMENT DE MALADIES CARDIAQUES

  摘要：

  本文提供了利用具有心肌细胞增殖活性的杂环衍生物治疗心脏疾病的用途。具体而言，揭示了使用式(I)化合物或其药学上可接受的盐、溶剂化合物、立体异构体或前药；以及其应用。可以在说明书中找到有关式中每个基团的定义的详细信息。

  公开号：

  WO2021114315A1

文献信息

• [EN] NOVEL HETEROCYCLIC DERIVATIVES WITH CARDIOMYOCYTE PROLIFERATION ACTIVITY FOR TREATMENT OF HEART DISEASES<br/>[FR] NOUVEAUX DÉRIVÉS HÉTÉROCYCLIQUES AYANT UNE ACTIVITÉ DE PROLIFÉRATION DE CARDIOMYOCYTES POUR LE TRAITEMENT DE MALADIES CARDIAQUES
  申请人：UNIV TONGJI

  公开号：WO2021115489A1

  公开（公告）日：2021-06-17

  Provided are novel heterocyclic derivatives with cardiomyocyte proliferation activity for treatment of heart diseases. Specifically, provided are the compounds of formula (I) or pharmaceutically acceptable salts, stereoisomers, solvates or prodrugs, preparation method thereof, application thereof and pharmaceutical composition useful for treatment of heart diseases.

  提供了具有心肌细胞增殖活性的新型杂环衍生物，用于治疗心脏疾病。具体提供了式（I）的化合物或药用盐、立体异构体、溶剂合物或前药，其制备方法、应用以及用于治疗心脏疾病的药物组合物。
• IMIDAZAOLONE DERIVATIVES,PREPARATION THEREOF AND BIOLOGICAL USE OF SAME
  申请人：Carreaux Francois

  公开号：US20100216855A1

  公开（公告）日：2010-08-26

  Imidazolone derivatives, as medicaments, of formula wherein: R 1 ═H, C 1 to C 5 alkyl, aryl or a 5- or 6-membered heterocyclic group; Ar 1 =optionally substituted aryl or an aromatic heterocycle; R═R 2 —S—, R 3 —HN—, R 4 COHN or Ar 2 , with R 2 =a C 1 -C 5 alkyl, vinyl or vinyl(C 1 -C 5 )alkyl, nitrile or nitrile(C 1 -C 5 )alkyl, aryl or benzyl radical, which are optionally substituted; R 3 =the meanings given above and H; Ar 2 =substituted or unsubstituted aryl.

  咪唑酮衍生物，作为药物，具有以下结构：R1═H，C1到C5烷基，芳基或5-或6-成员杂环基；Ar1=可选择的取代芳基或芳香杂环；R═R2—S—，R3—HN—，R4COHN或Ar2，其中R2=一个C1-C5烷基，乙烯基或乙烯基(C1-C5)烷基，腈基或腈基(C1-C5)烷基，芳基或苄基基团，可以选择取代；R3=如上所述的含义和H；Ar2=取代或未取代的芳基。
• Synthesis of the marine alkaloid leucettamine B
  作者：Nathalie Roué、Jan Bergman

  DOI：10.1016/s0040-4020(99)00918-7

  日期：1999.12

  The marine natural product leucettamine B 2 has been prepared in good yield via two different routes, starting with glycine or with 3-methyl thiohydantoin, involving simple aldol condensation, and finally transamination of the thiohydantoin derivative. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Microwave-mediated solventless synthesis of new derivatives of marine alkaloid Leucettamine B
  作者：Jean-René Chérouvrier、François Carreaux、Jean Pierre Bazureau

  DOI：10.1016/s0040-4039(02)00575-0

  日期：2002.5

  New access to N-alkyl derivatives of the marine alkaloid Leucettamine B are described using two three-step convergent routes. For the formation of the 2-amino imidazolone ring, the key steps involve solvent-free condensations under microwaves and guanylation reactions with non-sterically hindered primary amines. (C) 2002 Elsevier Science Ltd. All rights reserved.
• DERIVES D'IMIDAZOLONES, PROCEDE DE PREPARATION ET APPLICATIONS BIOLOGIQUES
  申请人：Universite Rennes 1

  公开号：EP2185547B1

  公开（公告）日：2017-07-19