((3E)-4-N-((1R)-1-(N-(2-(2-(3-hydroxypropoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl-1,1-dimethylbut-3-enyl)carbamic acid tert-butyl ester | 202811-48-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ((3E)-4-N-((1R)-1-(N-(2-(2-(3-hydroxypropoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl-1,1-dimethylbut-3-enyl)carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(E)-6-[[(2R)-1-[2-[2-(3-hydroxypropoxy)phenyl]ethyl-methylamino]-3-naphthalen-2-yl-1-oxopropan-2-yl]-methylamino]-2-methyl-6-oxohex-4-en-2-yl]carbamate
• CAS: 202811-48-1
• 化学式: C₃₈H₅₁N₃O₆
• 分子量: 645.839
• InChiKey: PTIUKMULNYVZCW-NXQWVUOESA-N

物化性质

• 沸点：
  829.3±65.0 °C(predicted)
• 密度：
  1.138±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  47
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ((3E)-4-N-((1R)-1-(N-(2-(2-(3-hydroxypropoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl-1,1-dimethylbut-3-enyl)carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以64 mg的产率得到(2R)-2-(N-((2E)-5-amino-5-methylhex-2-enoyl)-N-methylamino)-N-(2-(2-(3-hydroxypropoxy)phenyl)ethyl)-N-methyl-3-(2-naphthyl)propionamide
  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：

  2-(2-benzyloxyphenyl)-N-methylacetamide 在 palladium on activated charcoal sodium hydroxide 、 sodium tetrahydroborate 、 N-羟基-7-氮杂苯并三氮唑 、 cesium chloride 、 氢气 、 碘 、 potassium carbonate 、 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 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 80.0 ℃ 、101.33 kPa 条件下， 反应 94.0h， 生成 ((3E)-4-N-((1R)-1-(N-(2-(2-(3-hydroxypropoxy)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
• New highly potent dipeptidic growth hormone secretagogues with low molecular weight
  作者：B Peschke

  DOI：10.1016/s0223-5234(00)00160-4

  日期：2000.6

  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.