2(S)-acetylthiomethyl-3-(2-methylphenyl)-propionic acid | 133153-79-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2(S)-acetylthiomethyl-3-(2-methylphenyl)-propionic acid
• 英文别名: 2(S)-acetylthiomethyl-3-(2-methylphenyl)propionic acid；(2S)-2-(acetylsulfanylmethyl)-3-(2-methylphenyl)propanoic acid
• CAS: 133153-79-4
• 化学式: C₁₃H₁₆O₃S
• 分子量: 252.334
• InChiKey: PRMRXOZBUASBTD-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  L-蛋氨酸乙酯盐酸盐 、 2(S)-acetylthiomethyl-3-(2-methylphenyl)-propionic acid 以22的产率得到Sch 42495
  参考文献：
  名称：

  J. Med. Chem. 1994, 37, 2461-2476

  摘要：

  DOI：

文献信息

• Mercapto-acylamino acids
  申请人：Schering Corporation

  公开号：US05219886A1

  公开（公告）日：1993-06-15

  Novel mercapto-acylamino acids of the formula ##STR1## wherein Q is hydrogen or R.sup.7 CO--; R.sup.1 is lower alkyl, cyclolower alkyl, aryl or heteroaryl; R.sup.2 is hydrogen; lower alkyl; cyclolower alkyl; lower alkyl substituted with hydroxy, lower alkoxy, mercapto, lower alkylthio, aryl or heteroaryl; aryl; or heteroaryl; R.sup.3 is --OR.sup.5 or --NR.sup.5 R.sup.6 ; R.sup.4 and R.sup.9 are independently --(CH.sub.2).sub.q R.sup.8, provided that when R.sup.4 and R.sup.9 are both hydrogen, R.sup.2 is biphenylyl, phenoxyphenyl, phenylthiophenyl, naphthyl, heteroaryl, or lower alkyl substituted with hydroxy, lower alkoxy, mercapto or lower alkylthio; R.sup.5 and R.sup.6 are independently selected from the group consisting of hydrogen, lower alkyl, hydroxy lower alkyl, lower alkoxy lower alkyl and aryl lower alkyl, or R.sup.5 and R.sup.6 together with the nitrogen to which they are attached form a 5-7 membered ring; R.sup.7 is hydrogen, lower alkyl or aryl; R.sup.8 is hydrogen, hydroxy, lower alkoxy, mercapto, lower alkylthio, aryl or heteroaryl; n is 1 or 2; p is 0 or 1; q is 0, 1 or 2; and t is 0 or 1; and the pharmaceutically acceptable salts thereof useful in the treatment of cardiovascular disorders and pain conditions and combinations of mercapto-acrylamino acids and atrial natriuretic factors or angiotensin converting enzyme inhibitors useful for treating cardiovascular disorders are disclosed.

  本发明涉及一种新型的巯基-酰胺酸，其化学式为：##STR1##其中，Q为氢或R.sup.7CO-；R.sup.1为较低烷基、环较低烷基、芳基或杂环芳基；R.sup.2为氢、较低烷基、环较低烷基、较低烷基取代的羟基、较低烷氧基、巯基、较低烷基硫代基、芳基或杂环芳基、芳基或杂环芳基；R.sup.3为--OR.sup.5或--NR.sup.5R.sup.6；R.sup.4和R.sup.9分别为--(CH.sub.2).sub.qR.sup.8，但当R.sup.4和R.sup.9均为氢时，R.sup.2为联苯基、苯氧基苯基、苯基硫苯基、萘基、杂环芳基或取代有羟基、较低烷氧基、巯基或较低烷基硫代基的较低烷基；R.sup.5和R.sup.6独立地选自羟基较低烷基、较低烷氧基较低烷基、较低烷基硫代基较低烷基和芳基较低烷基的群，或者R.sup.5和R.sup.6与它们连接的氮一起形成5-7成员环；R.sup.7为氢、较低烷基或芳基；R.sup.8为氢、羟基、较低烷氧基、巯基、较低烷基硫代基、芳基或杂环芳基；n为1或2；p为0或1；q为0、1或2；t为0或1；以及其药学上可接受的盐。该巯基-酰胺酸用于治疗心血管疾病和疼痛症状，以及巯基-丙烯酰胺酸和心房利钠肽因子或血管紧张素转化酶抑制剂的组合物，用于治疗心血管疾病。
• Mercaptoacyl aminolactam endopeptidase inhibitors
  申请人：Schering Corporation

  公开号：US05075302A1

  公开（公告）日：1991-12-24

  Mercaptoacyl aminolactam inhibitors of endopeptidases of the formula ##STR1## wherein Y is -(CHR.sup.5).sub.n (CR.sup.3 R.sup.4)- or -(CR.sup.3 R.sup.4).sub.p X(CR.sup.3 R.sup.4).sub.q -, wherein two substituents selected from the group consisting of R.sup.3, R.sup.4 and R.sup.5, can form a benzene, cyclopentane or cyclohexane ring; X is -O-, -S-, -SO- or -SO.sub.2 -; Q is hydrogen or R.sup.6 CO-; m is 1 or 2; n is 1, 2, 3 or 4; p is 1 or 2; q is 2 or 3; R.sup.1 is lower alkyl, aryl or heteroaryl; R.sup.2 is hydrogen, lower alkyl, hydroxylower alkyl, lower alkoxylower alkyl, aryllower alkyl or heteroaryllower alkyl; R.sup.3 and R.sup.4 are independently hydrogen, lower alkyl, aryllower alkyl or heteroaryllower alkyl; R.sup.5 is hydrogen, lower alkyl, aryllower alkyl, heteroaryllower alkyl, hydroxy, lower alkoxy, mercapto, or lower alkylthio; and R.sup.6 is lower alkyl, aryl or heteroaryl, use of the compounds, alone or in combination with an ACE inhibitor or an ANF, in the treatment of cardiovascular disorders such as hypertension, congestive heart failure, edema and renal insufficiency, use of the compounds in the treatment of pain conditions, and pharmaceutical compositions containing said compounds are disclosed.

  公开了一种式子为##STR1##的内肽酶抑制剂，其中Y是-(CHR.sup.5).sub.n(CR.sup.3R.sup.4)-或-(CR.sup.3R.sup.4).sub.pX(CR.sup.3R.sup.4).sub.q-，其中R.sup.3、R.sup.4和R.sup.5中选择的两个取代基可以形成苯环、环戊烷或环己烷环；X是-O-、-S-、-SO-或-SO.sub.2-；Q是氢或R.sup.6CO-；m为1或2；n为1、2、3或4；p为1或2；q为2或3；R.sup.1是较低的烷基、芳基或杂环芳基；R.sup.2是氢、较低的烷基、羟基较低的烷基、较低的烷氧较低的烷基、芳基较低的烷基或杂环芳基较低的烷基；R.sup.3和R.sup.4独立地是氢、较低的烷基、芳基较低的烷基或杂环芳基较低的烷基；R.sup.5是氢、较低的烷基、芳基较低的烷基、杂环芳基较低的烷基、羟基、较低的烷氧基、巯基或较低的烷硫基；R.sup.6是较低的烷基、芳基或杂环芳基，本发明公开了使用该化合物，单独或与ACE抑制剂或ANF组合，用于治疗心血管疾病，如高血压、充血性心力衰竭、水肿和肾功能不全，使用该化合物治疗疼痛症状，以及含有该化合物的制药组合物。
• MERCAPTO-ACYLAMINO ACIDS
  申请人：SCHERING CORPORATION

  公开号：EP0467957A1

  公开（公告）日：1992-01-29
• MERCAPTOACYL AMINOLACTAM ENDOPEPTIDASE INHIBITORS
  申请人：SCHERING CORPORATION

  公开号：EP0518943A1

  公开（公告）日：1992-12-23
• N-(MERCAPTOALKYL)AMIDES
  申请人：SCHERING CORPORATION

  公开号：EP0563153A1

  公开（公告）日：1993-10-06