[3-[(3R)-7-[1-(dimethylcarbamoyl)-6-(4-fluorophenyl)indole-3-carbonyl]-1,3-dihydropyrrolo[1,2-c][1,3]thiazol-3-yl]pyridin-1-ium-1-yl]methyl acetate;chloride | 161395-35-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: [3-[(3R)-7-[1-(dimethylcarbamoyl)-6-(4-fluorophenyl)indole-3-carbonyl]-1,3-dihydropyrrolo[1,2-c][1,3]thiazol-3-yl]pyridin-1-ium-1-yl]methyl acetate;chloride
• 英文别名: Pyridinium, 1-((acetyloxy)methyl)-3-((3R)-7-((1-((dimethylamino)carbonyl)-6-(4-fluorophenyl)-1H-indol-3-yl)carbonyl)-1H,3H-pyrrolo(1,2-C)thiazol-3-yl)-, chloride (1:1)
• CAS: 161395-35-3
• 化学式: C₃₂H₂₈ClFN₄O₄S
• 分子量: 619.1
• InChiKey: NKIONDJYXPXFFL-JSSVAETHSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  [3-[(3R)-7-[1-(dimethylcarbamoyl)-6-(4-fluorophenyl)indole-3-carbonyl]-1,3-dihydropyrrolo[1,2-c][1,3]thiazol-3-yl]pyridin-1-ium-1-yl]methyl acetate;chloride 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-1,2,3,4-Tetrahydro-isoquinoline-3-carboxylic acid [(R)-1-(4-chloro-benzyl)-2-(4-{2-[(3-hydroxy-propylamino)-methyl]-phenyl}-piperazin-1-yl)-2-oxo-ethyl]-amide
  参考文献：
  名称：

  Structure–activity relationships of piperazinebenzylamines as potent and selective agonists of the human melanocortin-4 receptor

  摘要：

  SAR studies on a series of piperazinebenzenes directed toward the human melanocortin-4 receptor resulted in potent MC4R agonists. Replacement of the triazole moiety of an initial lead 4 by a basic nitrogen baring a lipophilic side-chain increased the binding affinities of these compounds. Analogs bearing an additional hetero-atom in the side-chain possessed good agonist potency. Thus, 11h had a K-i of 11nNL and 13g exhibited an EC50 of 3.8nM and a Ki of 6.4nNL (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.06.059
• 作为产物：
  描述：

  1-Boc-4-(2-甲酰苯基)哌嗪 在 三乙酰氧基硼氢化钠 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 [3-[(3R)-7-[1-(dimethylcarbamoyl)-6-(4-fluorophenyl)indole-3-carbonyl]-1,3-dihydropyrrolo[1,2-c][1,3]thiazol-3-yl]pyridin-1-ium-1-yl]methyl acetate;chloride
  参考文献：
  名称：

  Structure–activity relationships of piperazinebenzylamines as potent and selective agonists of the human melanocortin-4 receptor

  摘要：

  SAR studies on a series of piperazinebenzenes directed toward the human melanocortin-4 receptor resulted in potent MC4R agonists. Replacement of the triazole moiety of an initial lead 4 by a basic nitrogen baring a lipophilic side-chain increased the binding affinities of these compounds. Analogs bearing an additional hetero-atom in the side-chain possessed good agonist potency. Thus, 11h had a K-i of 11nNL and 13g exhibited an EC50 of 3.8nM and a Ki of 6.4nNL (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.06.059

文献信息

• Structure–activity relationships of piperazinebenzylamines as potent and selective agonists of the human melanocortin-4 receptor
  作者：Joseph Pontillo、Joseph A. Tran、Melissa Arellano、Beth A. Fleck、Rajesh Huntley、Dragan Marinkovic、Marion Lanier、Jodie Nelson、Jessica Parker、John Saunders、Fabio C. Tucci、Wanlong Jiang、Caroline W. Chen、Nicole S. White、Alan C. Foster、Chen Chen

  DOI：10.1016/j.bmcl.2004.06.059

  日期：2004.9

  SAR studies on a series of piperazinebenzenes directed toward the human melanocortin-4 receptor resulted in potent MC4R agonists. Replacement of the triazole moiety of an initial lead 4 by a basic nitrogen baring a lipophilic side-chain increased the binding affinities of these compounds. Analogs bearing an additional hetero-atom in the side-chain possessed good agonist potency. Thus, 11h had a K-i of 11nNL and 13g exhibited an EC50 of 3.8nM and a Ki of 6.4nNL (C) 2004 Published by Elsevier Ltd.