methyl 5-n-butyloxycarbonylamino-4-oxo-2-methyl-6-phenylhexanoate | 83084-90-6

• 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: methyl 5-n-butyloxycarbonylamino-4-oxo-2-methyl-6-phenylhexanoate
• 英文别名: Methyl 5-(butoxycarbonylamino)-2-methyl-4-oxo-6-phenylhexanoate
• CAS: 83084-90-6
• 化学式: C₁₉H₂₇NO₅
• 分子量: 349.427
• InChiKey: HTZPPEJHMQLMFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 5-n-butyloxycarbonylamino-4-oxo-2-methyl-6-phenylhexanoate 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 溶剂黄146 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 34.67h， 生成 5-<(n-butyloxycarbonyl)amino>-2-methyl-4-oxo-6-phenylhexanoyl-L-proline
  参考文献：
  名称：

  Derivatives of the potent angiotensin converting enzyme inhibitor 5(S)-benzamido-4-oxo-6-phenylhexanoyl-L-proline: effect of changes at postions 2 and 5 of the hexanoic acid portion

  摘要：

  Several derivatives of the potent angiotensin converting enzyme inhibitor 5(S)-benzamido-4-oxo-6-phenylhexanoyl-L-proline (1) were synthesized and tested for converting enzyme inhibition activity and blood pressure lowering effects in rats. One compound, 5(S)-benzamido-2(R)-methyl-4-oxo-6-phenylhexanoyl-L-proline (2a), had and I50 against angiotensin converting enzyme of 1.0 x 10(-9) M and is the most potent inhibitor prepared thus far in this class of compounds. Testing of 2a orally at 30 mg/kg for inhibition of the angiotensin I induced blood pressure increase in conscious normotensive rats gave 100% inhibition that required 143 min before the angiotensin I blood pressure response returned to 70% of the pretreatment control response. In the conscious renal hypertensive rat, 2a given orally at a dose of 3 mg/kg caused a lowering of blood pressure that reached its maximum of 40 mmHg 8 h following drug administration.

  DOI：

  10.1021/jm00353a005
• 作为产物：
  描述：

  4-氯-2-甲基-4-氧代丁酸甲酯 在 吡啶 、 盐酸 、 sodium hydroxide 、 sodium carbonate 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 64.0h， 生成 methyl 5-n-butyloxycarbonylamino-4-oxo-2-methyl-6-phenylhexanoate
  参考文献：
  名称：

  Derivatives of the potent angiotensin converting enzyme inhibitor 5(S)-benzamido-4-oxo-6-phenylhexanoyl-L-proline: effect of changes at postions 2 and 5 of the hexanoic acid portion

  摘要：

  Several derivatives of the potent angiotensin converting enzyme inhibitor 5(S)-benzamido-4-oxo-6-phenylhexanoyl-L-proline (1) were synthesized and tested for converting enzyme inhibition activity and blood pressure lowering effects in rats. One compound, 5(S)-benzamido-2(R)-methyl-4-oxo-6-phenylhexanoyl-L-proline (2a), had and I50 against angiotensin converting enzyme of 1.0 x 10(-9) M and is the most potent inhibitor prepared thus far in this class of compounds. Testing of 2a orally at 30 mg/kg for inhibition of the angiotensin I induced blood pressure increase in conscious normotensive rats gave 100% inhibition that required 143 min before the angiotensin I blood pressure response returned to 70% of the pretreatment control response. In the conscious renal hypertensive rat, 2a given orally at a dose of 3 mg/kg caused a lowering of blood pressure that reached its maximum of 40 mmHg 8 h following drug administration.

  DOI：

  10.1021/jm00353a005

文献信息

• Oxoalkanoic acid derivatives as inhibitors of angiotensin converting
  申请人：——

  公开号：US04329473A1

  公开（公告）日：1982-05-11

  This invention relates to novel analogs of proline terminal tripeptides and related compounds and is typified by ##STR1## The compounds are potent inhibitors of angiotensin converting enzyme and as such are useful as antihypertensive agents.

  这项发明涉及脯氨酸末端三肽的新型类似物和相关化合物，其代表性结构如下：##STR1## 这些化合物是抑制血管紧张素转化酶的有效抑制剂，因此可作为降压药物使用。
• US4329473A
  申请人：——

  公开号：US4329473A

  公开（公告）日：1982-05-11