N-methyl-N-((1R)-1-(N-methyl-N-phenethylcarbamoyl)-2-(2-naphthyl)ethyl)carbamic acid tert-butyl ester | 202810-83-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-methyl-N-((1R)-1-(N-methyl-N-phenethylcarbamoyl)-2-(2-naphthyl)ethyl)carbamic acid tert-butyl ester
• 英文别名: N-methyl-N-((1R)-1-(N-methyl-N-phenethylcarbamoyl)-2-(2-naphthyl)ethyl)carbamic acid tert-butylester；tert-butyl N-methyl-N-[(2R)-1-[methyl(2-phenylethyl)amino]-3-naphthalen-2-yl-1-oxopropan-2-yl]carbamate
• CAS: 202810-83-1
• 化学式: C₂₈H₃₄N₂O₃
• 分子量: 446.59
• InChiKey: KXMRYLLPSRGDBP-RUZDIDTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-methyl-N-((1R)-1-(N-methyl-N-phenethylcarbamoyl)-2-(2-naphthyl)ethyl)carbamic acid tert-butyl ester 在 N-羟基-7-氮杂苯并三氮唑 、 3 A molecular sieve 、 四丁基氟化铵 、 sodium cyanoborohydride 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 37.17h， 生成 (2R)-2-(N-((2E)-5-((2R)-2-hydroxypropylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide
  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 、 n-甲基苯基乙胺 在 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 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.33h， 以100%的产率得到N-methyl-N-((1R)-1-(N-methyl-N-phenethylcarbamoyl)-2-(2-naphthyl)ethyl)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：EP0923539A1

  公开（公告）日：1999-06-23
• 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