N-(2-(2-(phenylsulfonylamino)phenyl)ethyl)-N-methylcarbamic acid tert-butyl ester | 202811-29-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-(2-(phenylsulfonylamino)phenyl)ethyl)-N-methylcarbamic acid tert-butyl ester
• 英文别名: N-[2-(2-(phenylsulfonylamino)phenyl)ethyl]-N-methylcarbamic acid tert-butyl ester；tert-butyl N-[2-[2-(benzenesulfonamido)phenyl]ethyl]-N-methylcarbamate
• CAS: 202811-29-8
• 化学式: C₂₀H₂₆N₂O₄S
• 分子量: 390.503
• InChiKey: WJOZTIPIGUWXHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  84.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-(2-(phenylsulfonylamino)phenyl)ethyl)-N-methylcarbamic acid tert-butyl ester 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 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 ((3E)-4-[N-((1R)-1-(N-[2-(2-(phenylsulfonylamino)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：

  2-[2-(甲基氨基)乙基]苯胺 在 sodium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 N-(2-(2-(phenylsulfonylamino)phenyl)ethyl)-N-methylcarbamic 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