4-<2-<(phenylmethyl)amino>acetyl>morpholine | 87639-84-7

• 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: 4-<2-<(phenylmethyl)amino>acetyl>morpholine
• 英文别名: 4-(N-benzyl-glycyl)-morpholine；N-Morpholinocarbonylmethyl-benzylamin；2-(Benzylamino)-1-morpholin-4-ylethanone
• CAS: 87639-84-7
• 化学式: C₁₃H₁₈N₂O₂
• mdl: MFCD03249699
• 分子量: 234.298
• InChiKey: RPUPNWYCJPDDJC-UHFFFAOYSA-N

物化性质

• 沸点：
  406.0±45.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-<2-<(phenylmethyl)amino>acetyl>morpholine 在 盐酸 、 dimethyl sulfide borane 作用下， 生成 N-benzyl-2-morpholinoethanamine hydrochloride
  参考文献：
  名称：

  General method for the synthesis of selectively N-alkylated polyamines

  摘要：

  DOI：

  10.1021/jo00175a028
• 作为产物：
  描述：

  N-[(1,1-二甲基乙氧基)羰基]-N-(苯基甲基)-甘氨酸 在 盐酸 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-<2-<(phenylmethyl)amino>acetyl>morpholine
  参考文献：
  名称：

  Discovery of non-peptidic P 2 –P 3 butanediamide renin inhibitors with high oral efficacy

  摘要：

  A new series of non-peptidic renin inhibitors having a 2-substituted butanediamide moiety at the P-2 and P-3 positions has been identified. The optimized inhibitors have IC50 values of 0.8 to 1.4 nM and 2.5 to 7.6 nM in plasma renin assays at pH 6.0 and 7.4, respectively. When evaluated in the normotensive cynomolgus monkey model, two of the most potent inhibitors were orally active at a dose as low as 3 mg/kg. These potent renin inhibitors are characterized by oral bioavailabilities of 40 and 89% in the cynomolgus monkey. Inhibitor 3z (BILA 2157 BS) was selected as candidate for pre-development. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00265-x

文献信息

• Larizza,A.; Brancaccio,G., Gazzetta Chimica Italiana, 1960, vol. 90, p. 848 - 862
  作者：Larizza,A.、Brancaccio,G.

  DOI：——

  日期：——
• General method for the synthesis of selectively N-alkylated polyamines
  作者：J. Eric Nordlander、Mark J. Payne、Michael A. Balk、Julia L. Gress、Frederick D. Harris、J. Scott Lane、Robert F. Lewe、Stephen E. Marshall、Dianne Nagy、Daniel J. Rachlin

  DOI：10.1021/jo00175a028

  日期：1984.1
• Discovery of non-peptidic P 2 –P 3 butanediamide renin inhibitors with high oral efficacy
  作者：Bruno Simoneau、Pierre Lavallée、Paul C. Anderson、Murray Bailey、Gary Bantle、Sylvie Berthiaume、Catherine Chabot、Gulrez Fazal、Ted Halmos、William W. Ogilvie、Marc-André Poupart、Bounkham Thavonekham、Zhili Xin、Diane Thibeault、Gordon Bolger、Maret Panzenbeck、Raymond Winquist、Grace L. Jung

  DOI：10.1016/s0968-0896(98)00265-x

  日期：1999.3

  A new series of non-peptidic renin inhibitors having a 2-substituted butanediamide moiety at the P-2 and P-3 positions has been identified. The optimized inhibitors have IC50 values of 0.8 to 1.4 nM and 2.5 to 7.6 nM in plasma renin assays at pH 6.0 and 7.4, respectively. When evaluated in the normotensive cynomolgus monkey model, two of the most potent inhibitors were orally active at a dose as low as 3 mg/kg. These potent renin inhibitors are characterized by oral bioavailabilities of 40 and 89% in the cynomolgus monkey. Inhibitor 3z (BILA 2157 BS) was selected as candidate for pre-development. (C) 1999 Elsevier Science Ltd. All rights reserved.