2-vinyl-4-methyl-6-[(2-fluorophenyl)methyl]-4H-thieno[3,2-b]pyrrole[3,2-d]pyridazinone | 1221186-57-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡咯类
• 英文名称: 2-vinyl-4-methyl-6-[(2-fluorophenyl)methyl]-4H-thieno[3,2-b]pyrrole[3,2-d]pyridazinone
• 英文别名: 2-vinyl-4-methyl-6-[(2-fluorophenyl)methyl]-4H-thieno[3,2-b]pyrrolo[3,2-d]pyridazinone；4-Ethenyl-10-[(2-fluorophenyl)methyl]-7-methyl-3-thia-7,10,11-triazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),4,11-tetraen-9-one
• CAS: 1221186-57-7
• 化学式: C₁₈H₁₄FN₃OS
• 分子量: 339.393
• InChiKey: IERBJUZYZDRIAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  65.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-vinyl-4-methyl-6-[(2-fluorophenyl)methyl]-4H-thieno[3,2-b]pyrrole[3,2-d]pyridazinone 在 palladium 10% on activated carbon 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以80%的产率得到2-ethyl-4-methyl-6-[(2-fluorophenyl)methyl]-4H-thieno[3,2-b]pyrrole[3,2-d]pyridazinone
  参考文献：
  名称：

  [EN] ACTIVATORS OF HUMAN PYRUVATE KINASE
  [FR] ACTIVATEURS DE LA PYRUVATE KINASE HUMAINE

  摘要：

  公开号：

  WO2010042867A3
• 作为产物：
  描述：

  2-bromo-4-methyl-6-[(2-fluorophenyl)methyl]-4H-thieno[3,2-b]pyrrole[3,2-d]pyridazinone 、 乙烯基硼酸频哪醇酯 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 作用下， 以 水 、 乙腈 为溶剂， 以75%的产率得到2-vinyl-4-methyl-6-[(2-fluorophenyl)methyl]-4H-thieno[3,2-b]pyrrole[3,2-d]pyridazinone
  参考文献：
  名称：

  Evaluation of thieno[3,2-b]pyrrole[3,2-d]pyridazinones as activators of the tumor cell specific M2 isoform of pyruvate kinase

  摘要：

  Cancer cells have distinct metabolic needs that are different from normal cells and can be exploited for development of anti-cancer therapeutics. Activation of the tumor specific M2 form of pyruvate kinase (PKM2) is a potential strategy for returning cancer cells to a metabolic state characteristic of normal cells. Here, we describe activators of PKM2 based upon a substituted thieno[3,2-b]pyrrole[3,2-d]pyridazinone scaffold. The synthesis of these agents, structure-activity relationships, analysis of activity at related targets (PKM1, PKR and PKL) and examination of aqueous solubility are investigated. These agents represent the second reported chemotype for activation of PKM2. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.04.015

文献信息

• ACTIVATORS OF HUMAN PYRUVATE KINASE
  申请人：Thomas Craig J.

  公开号：US20110195958A1

  公开（公告）日：2011-08-11

  Disclosed are pyruvate kinase M2 activators, which are bis sulfonamide piperazinyl and piperidinyl compounds of Formula (I), 2,4-disubstituted 4H-thieno[3,2-c]pyrrole-2-(substituted benzyl)pyridazin-3(2H)-ones of Formula (II) and 6-(3,4-dimethylphenylaminosulfonyl)-3,4-dihydro-1H-quinolin-2-one of formula (III), wherein L, R 1 , R 2 , R 11 to R 16 , R 21 and R 22 are as defined herein, that are useful in treating a number of diseases that are treatable by the activation of PKM2, for example, cancer and anemia.

  本发明涉及丙酮酸激酶M2激活剂，其为式（I）的双磺酰胺哌嗪基和哌啶基化合物、式（II）的2,4-二取代4H-噻吩[3,2-c]吡咯-2-(取代苄基)吡啶并[3H]咪唑-3-酮和式（III）的6-(3,4-二甲基苯基氨基磺酰基)-3,4-二氢喹啉-2-酮，其中L、R1、R2、R11到R16、R21和R22如本文所定义，可用于治疗多种可通过激活PKM2治疗的疾病，例如癌症和贫血。
• [EN] ACTIVATORS OF HUMAN PYRUVATE KINASE<br/>[FR] ACTIVATEURS DE LA PYRUVATE KINASE HUMAINE
  申请人：US HEALTH

  公开号：WO2010042867A3

  公开（公告）日：2010-08-05
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