(R)-3-{(R)-1-(4-Chloro-benzyl)-2-[4-(7-dimethylamino-5,6,7,8-tetrahydro-naphthalen-1-yl)-piperazin-1-yl]-2-oxo-ethylcarbamoyl}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester | 444620-80-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-3-{(R)-1-(4-Chloro-benzyl)-2-[4-(7-dimethylamino-5,6,7,8-tetrahydro-naphthalen-1-yl)-piperazin-1-yl]-2-oxo-ethylcarbamoyl}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
• CAS: 444620-80-8
• 化学式: C₄₀H₅₀ClN₅O₄
• 分子量: 700.321
• InChiKey: ZXQSOXVSTUUVCD-FTWSQAMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  50.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  85.43
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-3-{(R)-1-(4-Chloro-benzyl)-2-[4-(7-dimethylamino-5,6,7,8-tetrahydro-naphthalen-1-yl)-piperazin-1-yl]-2-oxo-ethylcarbamoyl}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester 在 氢气 作用下， 生成 (R)-1,2,3,4-Tetrahydro-isoquinoline-3-carboxylic acid {(R)-1-(4-chloro-benzyl)-2-[4-(7-dimethylamino-5,6,7,8-tetrahydro-naphthalen-1-yl)-piperazin-1-yl]-2-oxo-ethyl}-amide
  参考文献：
  名称：

  Privileged structure-based ligands for melanocortin receptors—tetrahydroquinolines, indoles, and aminotetralines

  摘要：

  Substitution of the aryl sulfonamide moiety contained in MC4 agonist 1 with bicyclic heterocycles and aminotetralines produced compounds with MC4 activity. The heterocycles represent alternative privileged structures to that contained in 1. Compounds in which the polar group of the privileged structure was displayed in an endocyclic fashion were not as active as the parent agonist 1, while those with an exocyclic polar group afforded activity competitive with 1. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.035
• 作为产物：
  描述：

  8-bromo-2-dimethylamino-1,2,3,4-tetrahydronaphthalene 在 盐酸 、 sodium methylate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 生成 (R)-3-{(R)-1-(4-Chloro-benzyl)-2-[4-(7-dimethylamino-5,6,7,8-tetrahydro-naphthalen-1-yl)-piperazin-1-yl]-2-oxo-ethylcarbamoyl}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Privileged structure-based ligands for melanocortin receptors—tetrahydroquinolines, indoles, and aminotetralines

  摘要：

  Substitution of the aryl sulfonamide moiety contained in MC4 agonist 1 with bicyclic heterocycles and aminotetralines produced compounds with MC4 activity. The heterocycles represent alternative privileged structures to that contained in 1. Compounds in which the polar group of the privileged structure was displayed in an endocyclic fashion were not as active as the parent agonist 1, while those with an exocyclic polar group afforded activity competitive with 1. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.035