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 | 202811-39-0

• 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: 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
• 英文别名: (3E)-4-(N-((1R)-1-(N-(2-(2-(2-aminoacetylamino)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-aminoacetyl)amino]phenyl]ethyl-methylamino]-3-naphthalen-2-yl-1-oxopropan-2-yl]-methylamino]-2-methyl-6-oxohex-4-en-2-yl]carbamate
• CAS: 202811-39-0
• 化学式: C₃₇H₄₉N₅O₅
• 分子量: 643.827
• InChiKey: ZWIZXBZHEPLEBS-ODMPMCBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  47
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  134
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  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 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 生成 2-amino-N-(2-(2-(N-((2R)-2-(N-((2E)-5-amino-5-methylhex-2-enoyl)-N-methylamino)-3-(2-naphthyl)propionyl)-N-methylamino)ethyl)phenyl)acetamide
  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 、 三(2-氨基乙基)胺 、 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 36.2h， 生成 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

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
• [EN] COMPOUNDS WITH GROWTH HORMONE RELEASING PROPERTIES<br/>[FR] COMPOSITIONS FAVORISANT LA SECRETION D'HORMONE DE CROISSANCE
  申请人：NOVO NORDISK A/S

  公开号：WO1998003473A1

  公开（公告）日：1998-01-29

  (EN) The present invention relates to novel compounds of general formula (I), pharmaceutical compositions containing them, a method of stimulating the release of growth hormone from the pituitary, a method for increasing the rate and extent of growth of animals to increase their milk and wool production, or for the treatment of ailments, and to use of the compounds for the preparation of medicaments.(FR) La présente invention concerne des composés représentés par la formule générale (I) ainsi que des compositions contenant de tels composés. L'invention concerne également un procédé de stimulation de la sécrétion d'hormone de croissance par l'hypophyse, ainsi qu'un procédé permettant d'augmenter la vitesse et le volume de croissance des animaux pour obtenir une production plus importante de lait et de laine. L'invention concerne par ailleurs des thérapies s'appliquant à certaines affections. L'invention concerne enfin l'utilisation de ces composés pour la préparation de médicaments.