dimethylaminoethyl 1-<<(R)-3-(benzyloxycarbonyl)-5-oxo-4-oxazolidinyl>propionyl>indoline-2(S)-carboxylate | 97975-62-7

• 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: dimethylaminoethyl 1-<<(R)-3-(benzyloxycarbonyl)-5-oxo-4-oxazolidinyl>propionyl>indoline-2(S)-carboxylate
• CAS: 97975-62-7
• 化学式: C₂₇H₃₁N₃O₇
• 分子量: 509.559
• InChiKey: JULUNRXAKMRTLE-PKTZIBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  37.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  105.69
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  dimethylaminoethyl 1-<<(R)-3-(benzyloxycarbonyl)-5-oxo-4-oxazolidinyl>propionyl>indoline-2(S)-carboxylate 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以53%的产率得到sodium 1-<<(R)-3-(benzyloxycarbonyl)-5-oxo-4-oxazolidinyl>propionyl>indoline-2(S)-carboxylate
  参考文献：
  名称：

  Angiotensin converting enzyme inhibitors: N-substituted D-glutamic acid .gamma.-dipeptides

  摘要：

  The preparation of two series of N-carbobenzoxy-gamma-D-glutamyl secondary 2S amino acids and (N-substituted gamma-D-glutamyl)indoline-2(S)-carboxylic acid dipeptides is described. In vitro inhibition of angiotensin converting enzyme (ACE) is reported for each compound, and the structure-activity relationship is discussed. Oral and iv inhibition of AI pressor response in vivo of selected compounds in Table II is also discussed. The most potent compounds in vitro, 3 and 6a, had an ACE IC50 of 7 and 2.7 X 10(-9) M, respectively.

  DOI：

  10.1021/jm00149a011
• 作为产物：
  描述：

  (4R)-4-(2-Carboxyethyl)-3-[(phenylmethoxy)carbonyl]oxazolidin-5-one 、 (S)-2,3-Dihydro-1H-indole-2-carboxylic acid 2-dimethylamino-ethyl ester 在 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 为溶剂， 反应 15.0h， 以54%的产率得到dimethylaminoethyl 1-<<(R)-3-(benzyloxycarbonyl)-5-oxo-4-oxazolidinyl>propionyl>indoline-2(S)-carboxylate
  参考文献：
  名称：

  Angiotensin converting enzyme inhibitors: N-substituted D-glutamic acid .gamma.-dipeptides

  摘要：

  The preparation of two series of N-carbobenzoxy-gamma-D-glutamyl secondary 2S amino acids and (N-substituted gamma-D-glutamyl)indoline-2(S)-carboxylic acid dipeptides is described. In vitro inhibition of angiotensin converting enzyme (ACE) is reported for each compound, and the structure-activity relationship is discussed. Oral and iv inhibition of AI pressor response in vivo of selected compounds in Table II is also discussed. The most potent compounds in vitro, 3 and 6a, had an ACE IC50 of 7 and 2.7 X 10(-9) M, respectively.

  DOI：

  10.1021/jm00149a011