N-<3-(benzoylthio)-1-oxopropyl>-N-methylglycine | 65443-98-3

• 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-<3-(benzoylthio)-1-oxopropyl>-N-methylglycine
• 英文别名: N-(3-benzoylthiopropanoyl)sarcosine；2-[3-Benzoylsulfanylpropanoyl(methyl)amino]acetic acid
• CAS: 65443-98-3
• 化学式: C₁₃H₁₅NO₄S
• 分子量: 281.332
• InChiKey: INIWADFQBUHEDA-UHFFFAOYSA-N

物化性质

• 沸点：
  475.3±45.0 °C(Predicted)
• 密度：
  1.299±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-<3-(benzoylthio)-1-oxopropyl>-N-methylglycine 在 ammonium hydroxide 作用下， 反应 1.0h， 生成 [(3-mercapto-propionyl)-methyl-amino]-acetic acid
  参考文献：
  名称：

  Thiol compounds. I. Synthesis and antihypertensive activity of mercaptoacylamino acids.

  摘要：

  一系列巯基乙酰氨基酸类化合物被合成并通过筛查，作为血管紧张素I转化酶抑制剂。这些化合物的抑制活性与（2S）-1-[(2S)-3-巯基-2-甲基丙酰基]脯氨酸进行了比较。并对这些化合物的构效关系进行了讨论。

  DOI：

  10.1248/cpb.29.63
• 作为产物：
  描述：

  硫代苯甲酸 、 [(3-Bromo-propionyl)-methyl-amino]-acetic acid 在 potassium carbonate 作用下， 以 水 为溶剂， 以56%的产率得到N-<3-(benzoylthio)-1-oxopropyl>-N-methylglycine
  参考文献：
  名称：

  Angiotensin-converting enzyme inhibitors: importance of the amide carbonyl of mercaptoacyl amino acids for hydrogen bonding to the enzyme

  摘要：

  A series of mercaptoacyl amino acids and related compounds was synthesized and evaluated for inhibition of angiotensin-converting enzyme (ACE) in order to determine the nature and importance of the putative interaction between ACE and the amide moiety of inhibitors such as captopril (3-mercapto-2-methylpropanoyl-L-proline). It was concluded that the interaction involves a hydrogen bond from a donor site on ACE to the oxygen of the amide carbonyl. Compounds in which the amide moiety is replaced by other groups (ester, ketone, sulfonamide) capable of accepting a hydrogen bond are effective inhibitors, but compounds in which only the geometrical features of the amide are retained are ineffective inhibitors. The presence of an NH group is not necessary for effective inhibition. The activity of a series of mercaptoacyl cycloalkyl carboxylic acids parallels the activity of the isosteric series of mercaptoacyl imino acids.

  DOI：

  10.1021/jm00345a011

文献信息

• Thiol compounds. I. Synthesis and antihypertensive activity of mercaptoacylamino acids.
  作者：MASAYUKI OYA、JUNZOH MATSUMOTO、HIDEO TAKASHINA、JUNICHI IWAO、YOSHIHIKO FUNAE

  DOI：10.1248/cpb.29.63

  日期：——

  A series of mercaptoacylamino acids was synthesized and screened as angiotensin I-converting enzyme inhibitors. The inhibitory activities of these compounds were compared with that of (2S)-1-[(2S)-3-mercapto-2-methylpropanoyl] proline. The structureactivity relationship of the compounds is discussed.

  一系列巯基乙酰氨基酸类化合物被合成并通过筛查，作为血管紧张素I转化酶抑制剂。这些化合物的抑制活性与（2S）-1-[(2S)-3-巯基-2-甲基丙酰基]脯氨酸进行了比较。并对这些化合物的构效关系进行了讨论。
• Compounds for alleviating angiotensin related hypertension
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04339600A1

  公开（公告）日：1982-07-13

  Compounds for alleviating or reducing angiotensin related hypertension in hypertensive mammals comprising angiotensin converting enzyme inhibitors selected from a group of mercaptoacyl aminoacids.

  用于减轻或减少高血压哺乳动物中与肾素相关的高血压的化合物，其中包括从巯基酰氨基酸组中选择的肾素转化酶抑制剂。
• Compounds for alleviating hypertension
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04199512A1

  公开（公告）日：1980-04-22

  A method for alleviating or reducing angiotensin related hypertension in hypertensive mammals comprises administering to such hypertensive mammals an effective amount of an angiotensin converting enzyme inhibitor selected from a group of mercaptoacyl aminoacids.

  在高血压哺乳动物中，缓解或减轻与肾素相关的高血压的方法包括向这些高血压哺乳动物投予一种从巯基酰氨基酸组中选择的有效量的肾素转化酶抑制剂。
• Compounds and method for alleviating angiotensin related hypertension
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04053651A1

  公开（公告）日：1977-10-11

  A method for alleviating or reducing angiotensin related hypertension in hypertensive mammals comprises administering to such hypertensive mammals an effective amount of an angiotensin converting enzyme inhibitor selected from a group of mercaptoacyl aminoacids.

  在高血压哺乳动物中缓解或减轻与肾素相关的高血压的方法包括向这些高血压哺乳动物施用从巯基酰氨基酸组中选择的一种肾素转化酶抑制剂的有效量。
• US4053651A
  申请人：——

  公开号：US4053651A

  公开（公告）日：1977-10-11