S-ethyl-L-cysteine ethyl ester hydrochloride | 66076-76-4

• 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: S-ethyl-L-cysteine ethyl ester hydrochloride
• 英文别名: S-Aethyl-L-cystein-aethylester; Hydrochlorid；ethyl (2R)-2-amino-3-ethylsulfanylpropanoate;hydrochloride
• CAS: 66076-76-4
• 化学式: C₇H₁₅NO₂S*ClH
• 分子量: 213.729
• InChiKey: CIPVAPARGFSYNZ-RGMNGODLSA-N

物化性质

• 熔点：
  137 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.05
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  77.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S-ethyl-L-cysteine ethyl ester hydrochloride 、 2-[(乙酰巯基)甲基]-3-苯基丙酸 在 N-甲基吗啉 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以8%的产率得到(R)-2-((S)-2-Acetylsulfanylmethyl-3-phenyl-propionylamino)-3-ethylsulfanyl-propionic acid ethyl ester
  参考文献：
  名称：

  Mercaptoacyl aminoacid inhibitors of atriopeptidase. 1. Structure-activity relationship studies of methionine and S-alkylcysteine derivatives

  摘要：

  A broad series of N-(3-mercaptoacyl) amino acid derivatives was evaluated for their ability to inhibit atriopeptidase (neutral endopeptidase, EC 3.4.24.11) in vitro and in vivo. Structural parameters studied were (i) the substituent on the 2-position of the 3-mercaptopropionyl moiety, (ii) the amino acid component, (iii) the S-terminal derivative, and (iv) the C-terminal derivative. Optimum activity was observed for derivatives of methionine and S-alkylcysteines. N-[3-Mercapto-2(S)-[(2-methylphenyl)methyl]-1-oxopropyl]-L-methionine was identified as a highly effective inhibitor of atriopeptidase meriting evaluation as a potential cardiovascular therapeutic agent.

  DOI：

  10.1021/jm00041a026
• 作为产物：
  描述：

  乙醇 、 S-乙基-L-半胱氨酸 在 氯化亚砜 作用下， 生成 S-ethyl-L-cysteine ethyl ester hydrochloride
  参考文献：
  名称：

  Mehler, Thomas; Martens, Juergen, Tetrahedron Asymmetry, 1993, vol. 4, # 11, p. 2299 - 2302

  摘要：

  DOI：

文献信息

• Mehler, Thomas; Martens, Juergen, Tetrahedron Asymmetry, 1993, vol. 4, # 11, p. 2299 - 2302
  作者：Mehler, Thomas、Martens, Juergen

  DOI：——

  日期：——
• S-ethyl cysteine compositions for combatting tubercle bacilli
  申请人：MERCK &

  公开号：US02888380A1

  公开（公告）日：1959-05-26
• Sulfur-containing β-amino alcohols as catalysts in enantioselective synthesis
  作者：Wilhelm Trentmann、Thomas Mehler、Jürgen Martens

  DOI：10.1016/s0957-4166(97)00193-6

  日期：1997.6

  Oxazaborolidine catalysts generated in situ from cyclic or acyclic sulfur containing (R)-cysteine, (S)-penicillamine and (S)-methionine derivates and BH3 have been applied successfully to the enantiocontrolled, catalytic reduction of aromatic ketones. The corresponding sec alcohols could be obtained in excellent enantiomeric excess, up to 100% ee. Using these chiral auxiliaries in the enantioselective addition of diethylzinc to aldehydes afforded optically active sec alcohols in enantiomeric excess up to 93% ee. (C) 1997 Elsevier Science Ltd.
• Mercaptoacyl aminoacid inhibitors of atriopeptidase. 1. Structure-activity relationship studies of methionine and S-alkylcysteine derivatives
  作者：Bernard R. Neustadt、Elizabeth M. Smith、Terry L. Nechuta、Alan A. Bronnenkant、Martin F. Haslanger、Robert W. Watkins、Caroline J. Foster、Edmund J. Sybertz

  DOI：10.1021/jm00041a026

  日期：1994.7

  A broad series of N-(3-mercaptoacyl) amino acid derivatives was evaluated for their ability to inhibit atriopeptidase (neutral endopeptidase, EC 3.4.24.11) in vitro and in vivo. Structural parameters studied were (i) the substituent on the 2-position of the 3-mercaptopropionyl moiety, (ii) the amino acid component, (iii) the S-terminal derivative, and (iv) the C-terminal derivative. Optimum activity was observed for derivatives of methionine and S-alkylcysteines. N-[3-Mercapto-2(S)-[(2-methylphenyl)methyl]-1-oxopropyl]-L-methionine was identified as a highly effective inhibitor of atriopeptidase meriting evaluation as a potential cardiovascular therapeutic agent.