N-[(3E)-4-(N-((1R)-1-(N-(2-(2-((((9H-9-fluorenyl)methoxycarbonyl)amino)acetylamino)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enyl]carbamic acid tert-butyl ester | 202811-38-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N-[(3E)-4-(N-((1R)-1-(N-(2-(2-((((9H-9-fluorenyl)methoxycarbonyl)amino)acetylamino)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enyl]carbamic acid tert-butyl ester
• 英文别名: (3E)-4-(N-((1R)-1-(N-(2-(2-((((9-fluorenyl)methoxycarbonyl)amino)acetylamino)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enylcarbamic acid tert-butyl ester；tert-butyl N-[(E)-6-[[(2R)-1-[2-[2-[[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]phenyl]ethyl-methylamino]-3-naphthalen-2-yl-1-oxopropan-2-yl]-methylamino]-2-methyl-6-oxohex-4-en-2-yl]carbamate
• CAS: 202811-38-9
• 化学式: C₅₂H₅₉N₅O₇
• 分子量: 866.07
• InChiKey: JEHYFXDCTDLUBQ-YLAACODNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  64
• 可旋转键数：
  19
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  146
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-[(3E)-4-(N-((1R)-1-(N-(2-(2-((((9H-9-fluorenyl)methoxycarbonyl)amino)acetylamino)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enyl]carbamic acid tert-butyl ester 在 三(2-氨基乙基)胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.2h， 以72%的产率得到N-[(3E)-4-(N-((1R)-1-(N-(2-(2-(2-aminoacetylamino)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enyl]carbamic acid tert-butyl ester
  参考文献：
  名称：

  New highly potent dipeptidic growth hormone secretagogues with low molecular weight

  摘要：

  Based on NN703, low molecular weight growth hormone secretagouges (GHSs) with a reduced number of hydrogen binding sites were designed by removal of the C-terminal amide group. The compounds were highly potent in combination with high efficacy in a rat pituitary cell assay, being characterized with EC50 values down to 0.8 nM. Selected compounds were tested in in vivo animal models. The oral bioavailability in dogs was 16-44%. Also, the ED50 values of the compounds were determined both in dog and swine. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)00160-4
• 作为产物：
  描述：

  (alphaR)-alpha-[[(1,1-二甲基乙氧基)羰基]甲基氨基]-2-萘丙酸 在 盐酸 、 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 35.0h， 生成 N-[(3E)-4-(N-((1R)-1-(N-(2-(2-((((9H-9-fluorenyl)methoxycarbonyl)amino)acetylamino)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enyl]carbamic acid tert-butyl ester
  参考文献：
  名称：

  New highly potent dipeptidic growth hormone secretagogues with low molecular weight

  摘要：

  Based on NN703, low molecular weight growth hormone secretagouges (GHSs) with a reduced number of hydrogen binding sites were designed by removal of the C-terminal amide group. The compounds were highly potent in combination with high efficacy in a rat pituitary cell assay, being characterized with EC50 values down to 0.8 nM. Selected compounds were tested in in vivo animal models. The oral bioavailability in dogs was 16-44%. Also, the ED50 values of the compounds were determined both in dog and swine. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)00160-4

文献信息

• Compounds with growth hormone releasing properties
  申请人：NOVO NORDISK A/S

  公开号：EP1184370B1

  公开（公告）日：2005-09-14
• COMPOUNDS WITH GROWTH HORMONE RELEASING PROPERTIES
  申请人：NOVO NORDISK A/S

  公开号：EP0923539B1

  公开（公告）日：2002-06-05
• US5922770A
  申请人：——

  公开号：US5922770A

  公开（公告）日：1999-07-13
• US6127354A
  申请人：——

  公开号：US6127354A

  公开（公告）日：2000-10-03
• US6274584B1
  申请人：——

  公开号：US6274584B1

  公开（公告）日：2001-08-14