| 1039625-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• CAS: 1039625-62-1
• 化学式: C₁₈H₁₅ClN₂O₂
• 分子量: 326.782
• InChiKey: JHCQWAXBSDQBPZ-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 1H-Imidazole-4-carboxylic acid, 1-(4-chlorophenyl)-2-phenyl-
  参考文献：
  名称：

  Optimization of imidazole amide derivatives as cannabinoid-1 receptor antagonists for the treatment of obesity

  摘要：

  Several imidazole-based cyclohexyl amides were identified as potent CB-1 antagonists, but they exhibited poor oral exposure in rodents. Incorporation of a hydroxyl moiety on the cyclohexyl ring provided a dramatic improvement in oral exposure, together with a ca. 10-fold decrease in potency. Further optimization provided the imidazole 2-hydroxy-cyclohexyl amide 45, which exhibited hCB-1 K-i = 3.7 nM and caused significant appetite suppression and robust, dose-dependent reduction of body weight gain in industry-standard rat models. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.011
• 作为产物：
  描述：

  在 溶剂黄146 作用下， 生成
  参考文献：
  名称：

  Optimization of imidazole amide derivatives as cannabinoid-1 receptor antagonists for the treatment of obesity

  摘要：

  Several imidazole-based cyclohexyl amides were identified as potent CB-1 antagonists, but they exhibited poor oral exposure in rodents. Incorporation of a hydroxyl moiety on the cyclohexyl ring provided a dramatic improvement in oral exposure, together with a ca. 10-fold decrease in potency. Further optimization provided the imidazole 2-hydroxy-cyclohexyl amide 45, which exhibited hCB-1 K-i = 3.7 nM and caused significant appetite suppression and robust, dose-dependent reduction of body weight gain in industry-standard rat models. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.011

文献信息

• Bioisosteric replacement of dihydropyrazole of 4S-(−)-3-(4-chlorophenyl)-N-methyl-N′-[(4-chlorophenyl)-sulfonyl]-4-phenyl-4,5-dihydro-1H-pyrazole-1-caboxamidine (SLV-319) a potent CB1 receptor antagonist by imidazole and oxazole
  作者：Brijesh Kumar Srivastava、Rina Soni、Amit Joharapurkar、Kalapatapu V.V.M. Sairam、Jayendra Z. Patel、Amitgiri Goswami、Sandeep A. Shedage、Sidhartha S. Kar、Rahul P. Salunke、Shivaji B. Gugale、Amol Dhawas、Pravin Kadam、Bhupendra Mishra、Nisha Sadhwani、Vishal B. Unadkat、Prasenjit Mitra、Mukul R. Jain、Pankaj R. Patel

  DOI：10.1016/j.bmcl.2007.12.036

  日期：2008.2

  Design, synthesis and conformational analysis of few imidazole and oxazole as bioisosters of 4S-(-)-3-(4-chlorophenyl)-N-methyl-N'-[(4-chlorophenyl)-sulfonyl]-4-phenyl-4,5-di hydro-1H-pyrazole-1-caboxamidine (SLV-319) 2 is reported. Computer assisted conformational analysis gave a direct clue for the loss of CB1 antagonistic activity of the ligands without a fine docking simulation for the homology

  少量咪唑和恶唑作为4S-（-）-3-（4-氯苯基）-N-甲基-N'-[（4-氯苯基）-磺酰基] -4-苯基-4的生物等排体的设计，合成和构象分析据报道，有5-二氢-1H-吡唑-1-羧box（SLV-319）2。计算机辅助构象分析给出了配体CB1拮抗活性丧失的直接线索，而没有对同源性模型进行精细的对接模拟。