1-(4-chlorobenzyl)-1-(4-isopropylphenyl)hydrazine | 133166-05-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-chlorobenzyl)-1-(4-isopropylphenyl)hydrazine
• 英文别名: 1-[(4-Chlorophenyl)methyl]-1-(4-propan-2-ylphenyl)hydrazine
• CAS: 133166-05-9
• 化学式: C₁₆H₁₉ClN₂
• 分子量: 274.793
• InChiKey: GNHVXUYQTRDICK-UHFFFAOYSA-N

物化性质

• 沸点：
  415.7±38.0 °C(Predicted)
• 密度：
  1.157±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-chlorobenzyl)-1-(4-isopropylphenyl)hydrazine 在 甲烷磺酸 、 4 A molecular sieve 、 phosphorus pentoxide 、 溶剂黄146 作用下， 以 环丁砜 、 甲苯 为溶剂， 反应 24.0h， 生成 Methyl 3-[1-[(4-chlorophenyl)methyl]-5-propan-2-ylindol-2-yl]-2,2-dimethylpropanoate
  参考文献：
  名称：

  Regioselective Fischer indole route to 3-unsubstituted indoles

  摘要：

  Use of Eaton's reagent (P2O5/MeSO3H) as acid catalyst in the Fischer indole reaction using methyl ketones provides unprecedented regiocontrol to form the 3-unsubstituted indoles. In several instances where the harshness of the reagent causes decomposition and low yields, dilution in sulfolane or dichloromethane results in far less degradation and higher yields of indoles. Steric effects and the acidity of the medium are the two major factors that control the regioselectivity. The role of the P2O5 in the reagent mixture P2O5/MeSO3H is simply as a drying agent when used as catalyst for the Fischer indole reaction.

  DOI：

  10.1021/jo00009a014

文献信息

• Improved Fischer Indole Reaction for the Preparation of N,N-Dimethyltryptamines: Synthesis of L-695,894, a Potent 5-HT1D Receptor Agonist
  作者：Cheng-yi Chen、Chris H. Senanayake、Timothy J. Bill、Robert D. Larsen、Thomas R. Verhoeven、Paul J. Reider

  DOI：10.1021/jo00092a046

  日期：1994.7
• ZHAO, DALIAN;HUGHES, DAVID L.;BENDER, DEAN R.;DEMARCO, ANTHONY M.;REIDER,+, J. ORG. CHEM., 56,(1991) N, C. 3001-3006
  作者：ZHAO, DALIAN、HUGHES, DAVID L.、BENDER, DEAN R.、DEMARCO, ANTHONY M.、REIDER,+

  DOI：——

  日期：——
• INDOLE DERIVATIVES WHICH INHIBIT LEUKOTRIENE BIOSYNTHESIS
  申请人：ABBOTT LABORATORIES

  公开号：EP0544819A1

  公开（公告）日：1993-06-09
• EP0544819A4
  申请人：——

  公开号：EP0544819A4

  公开（公告）日：1993-10-20
• COMPOUNDS AND METHODS FOR TREATMENT OF HEDGEHOG PATHWAY ASSOCIATED CONDITIONS
  申请人：Suzhou Mednes Phama Tech Co., Ltd.

  公开号：US20210214353A1

  公开（公告）日：2021-07-15

  Provided herein is novel compounds of formula (I), (II), (III), (IV), and (V) as described in the specification, and pharmaceutically acceptable salts, solvates, and prodrugs and compositions thereof, and methods of measuring hedgehog pathway activation in tumor cells, examining tumor cell proliferation, differentiation and apoptosis and using the compounds and pharmaceutical compositions disclosed for treatment of diseases and disorders associated with the hedgehog signaling pathway.