1-[(3-氯苯基)甲基]-3-(4-甲基苯基)吲唑 | 872681-98-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-[(3-氯苯基)甲基]-3-(4-甲基苯基)吲唑
• 英文名称: 1-(3-chlorobenzyl)-3-(4-methylphenyl)-1H-indazole
• 英文别名: 1H-Indazole, 1-[(3-chlorophenyl)methyl]-3-(4-methylphenyl)-；1-[(3-chlorophenyl)methyl]-3-(4-methylphenyl)indazole
• CAS: 872681-98-6
• 化学式: C₂₁H₁₇ClN₂
• 分子量: 332.832
• InChiKey: HBTROCATWAYBEH-UHFFFAOYSA-N

物化性质

• 熔点：
  67-68 °C
• 沸点：
  517.3±38.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-吗啉基-1-环己烯 在 palladium on activated charcoal 盐酸 、 sodium ethanolate 、 一水合肼 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 氯仿 为溶剂， 反应 34.0h， 生成 1-[(3-氯苯基)甲基]-3-(4-甲基苯基)吲唑
  参考文献：
  名称：

  Synthesis of N2-(substituted benzyl)-3-(4-methylphenyl)indazoles as novel anti-angiogenic agents

  摘要：

  To search for novel compounds with potent anti-angiogenic activity, a series of N-1-(substituted benzyl)-3-(4-methylphenyl)-1H-indazoles (16, 18, 20, 22, 24, 26, 28, 30, 32) and N-2-(substituted benzyl)-3-(4-methylphenyl)-2H-indazoles (17, 19, 21, 23, 25, 27, 29, 31, and 33) were synthesized. The structures of these regioisomers were established by IR, UV, and NMR spectral data. 3-(4-Methylphenyl)-1H-indazole (6) and the N-2-substituted derivatives (17, 19, 21, 23, 25, 29, 31, 33) were evaluated for their anti-angiogenic activity. Most of them showed more prominent activity than ethyl 4-(1-benzyl-1H-indazol-3-yl)benzoate (YD-3). Among these tested compounds, 2-(4-chlorobenzyl)-3-(4-methylphenyl)-2H-indazole (19), 2-(4-methylbenzyl)-3-(4-methylphenyl)-2H-indazole (25), and 2-(4-methoxybenzyl)-3-(4-methylphenyl)-2H-indazole (31) showed significant anti-angiogenic activity and are worthy of further investigation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.032

文献信息

• Synthesis of N2 - (substituted arylmethyl) -3- (substituted phenyl) indazoles as novel anti-angiogenic agents
  申请人：Kuo Sheng-Chu

  公开号：US20060106032A1

  公开（公告）日：2006-05-18

  Novel compounds of 2-(substituted arylmethyl)-3-(substituted phenyl)-2H-indazoles and 1-(substituted arylmethyl)-3-(substituted phenyl)-1H-indazoles are synthesized, and useful as anti-angiogenic agents.

  合成了2-(取代芳基甲基)-3-(取代苯基)-2H-吲唑并1-(取代芳基甲基)-3-(取代苯基)-1H-吲唑的新化合物，可作为抗血管生成抑制剂。
• Enhancement of learning and memory and treatment of amnesia
  申请人：——

  公开号：US20030105149A1

  公开（公告）日：2003-06-05

  A method for enhancing learning and memory or treating amnesia. The method includes administrating to a subject in need thereof a compound of the formula (I): 1 A is H, R, or 2 each of Ar 1 , Ar 2 , and Ar 3 , independently, is phenyl, thienyl, furyl, or pyrrolyl; each of R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 , independently, is H, nitro, halogen, R, OH, OR, C(O)OH, C(O)OR, C(O)SH, C(O)SR, C(O)NH 2 , C(O)NHR, C(O)NRR′, ROH, ROR′, RSH, RSR′, ROC(O)R′OH, NHR, NRR′, RNHR′, or RNR′R″; or R 1 and R 2 together, R 3 and R 4 together, or R 5 and R 6 together are ORO; wherein each of R, R′, and R″, independently is C 1 ˜C 6 alkyl; and n is 1, 2, or 3. The compound is in an effective amount for enhancing learning and memory or treating amnesia.

  一种增强学习和记忆或治疗健忘症的方法。该方法包括向需要该化合物的受试者施用化合物(I)的化合物：1A为H，R或2；每个Ar1，Ar2和Ar3独立地为苯基，噻吩基，呋喃基或吡咯基；每个R1，R2，R3，R4，R5和R6独立地为H，硝基，卤素，R，OH，OR，C（O）OH，C（O）OR，C（O）SH，C（O）SR，C（O）NH2，C（O）NHR，C（O）NRR′，ROH，ROR′，RSH，RSR′，ROC（O）R′OH，NHR，NRR′，RNHR′或RNR′R″；或R1和R2一起，R3和R4一起，或R5和R6一起为ORO；其中每个R，R′和R″独立地为C1〜C6烷基；n为1、2或3。该化合物的有效量可用于增强学习和记忆或治疗健忘症。
• Synthesis of substituted 2H-indazole derivatives as anti-angiogenic agents
  申请人：Yung Shin Pharm. Ind. Co., Ltd.

  公开号：EP1659115A1

  公开（公告）日：2006-05-24

  Novel compounds of 2-(substituted arylmethyl)-3-(substituted phenyl)-2H-indazoles and 1-(substituted arylmethyl)-3-(substituted phenyl)-1H-indazoles are synthesized, and useful as anti-angiogenic agents.

  合成了 2-(取代芳基甲基)-3-(取代苯基)-2H-吲唑和 1-(取代芳基甲基)-3-(取代苯基)-1H-吲唑的新型化合物，并将其用作抗血管生成剂。
• Method of treating sepsis
  申请人：Yung Shin Pharmaceutical Ind. Co., Ltd.

  公开号：EP1331223B1

  公开（公告）日：2008-02-13
• ENHANCEMENT OF LEARNING AND MEMORY AND TREATMENT OF AMNESIA
  申请人：Carlsbad Technology Inc

  公开号：EP1425011B1

  公开（公告）日：2009-11-04