S-苄基-L-半胱氨酸乙酯盐酸盐 | 52844-67-4

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 半胱氨酸类衍生物
• 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
• 中文名称: S-苄基-L-半胱氨酸乙酯盐酸盐
• 英文名称: S-benzyl-cysteine ethyl ester hydrochloride
• 英文别名: H-Cys(bzl)-oet hcl；ethyl (2R)-2-amino-3-benzylsulfanylpropanoate;hydrochloride
• CAS: 52844-67-4
• 化学式: C₁₂H₁₇NO₂S*ClH
• mdl: MFCD00038909
• 分子量: 275.799
• InChiKey: PGEVGMOTJUZUKY-MERQFXBCSA-N

物化性质

• 熔点：
  156-157 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  77.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• WGK Germany：
  3
• 海关编码：
  2930909090
• 储存条件：
  -20°C

反应信息

• 作为反应物：
  描述：

  S-苄基-L-半胱氨酸乙酯盐酸盐 在 silver nitrate 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以94%的产率得到S-Benzyl-L-cysteine ethyl ester nitrate
  参考文献：
  名称：

  Dymicky, Michael; Byler, D. Michael, Organic Preparations and Procedures International, 1991, vol. 23, # 1, p. 93 - 102

  摘要：

  DOI：
• 作为产物：
  描述：

  盐酸 、 S-苄基-L-半胱氨酸 生成 S-苄基-L-半胱氨酸乙酯盐酸盐
  参考文献：
  名称：

  Harington; Rivers, Biochemical Journal, 1944, vol. 38, p. 417,419

  摘要：

  DOI：

文献信息

• Water-driven ligations using cyclic aminosquarates: a class of useful S_N1-like reactions
  作者：Dawei Cui、Deepali Prashar、Preeti Sejwal、Yan-Yeung Luk

  DOI：10.1039/c0cc03989f

  日期：——

  We report a class of water-soluble and -stable cyclic amino squarates that ligate with cysteine or lysine residues without side-products in an entirely aqueous environment. The ligations include addition–elimination reactions that are promoted by water in a way similar to SN1 reactions. The structural versatility of the reactants allows the potential recognition of selected amino acid residues on proteins.

  我们报道了一类水溶性和水稳定的环状氨基方形酸，它们在完全水相环境中与半胱氨酸或赖氨酸残基结合而不产生副产物。这些结合反应包括加成–消除反应，水以类似SN1反应的方式促进这些反应。反应物的结构多样性使其有潜力识别蛋白质上的特定氨基酸残基。
• A new method to synthesize .ALPHA.-aminoaldehydes.
  作者：AKIRA ITO、RIEKO TAKAHASHI、YOSHIHIKO BABA

  DOI：10.1248/cpb.23.3081

  日期：——

  Benzyloxycarbonyl (Cbz)-amino acid esters were reduced to the corresponding α-aminoaldehydes with diisobutylaluminum hydride. Comparison of specific rotation of the Cbz-aminoalcohols, which were derived from the aldehydes by sodium borohydride reduction, with that of the optically pure material showed that chromatography on a silica gel caused marked racemization in the Cbz-α-aminoaldehyde through keto-enol tautomerism. Cbz-S-Bzl-cysteinal was liable to racemize to a great extent. On the other hand, little racemization occurred in Cbz-NG-nitroargininal. This fact might be accounted for the characteristic cyclic carbinolamine structure of the argininal derivative. The semicarbazones prepared from the crude Cbz-α-aminoaldehydes could be reproduced to the initial aldehydes without racemization. These semicarbazones might be used as good starting materials in peptide aldehyde synthesis.

  苄氧羰基（Cbz）氨基酸酯通过二异丁基铝氢化物还原为相应的α-氨基醛。通过钠硼氢化物还原得到的Cbz-氨基醇的特定旋转与光学纯材料的比较表明，在硅胶上进行色谱分离会显著导致Cbz-α-氨基醛的变旋现象，这是通过酮-烯醇的互变异构造成的。Cbz-S-Bzl-半胱氨酸易于显著变旋。另一方面，Cbz-NG-硝基精氨酸醛的变旋现象很少。这一事实可能与精氨酸衍生物特有的环状卡宾醇胺结构有关。由粗制Cbz-α-氨基醛制备的半卡宾酮可以不发生变旋地再生成为初始的醛。这些半卡宾酮可能作为肽醛合成的良好起始材料。
• Carboxyalkyl dipeptides and anti-hypertensive use thereof
  申请人：Schering Corporation

  公开号：US04808573A1

  公开（公告）日：1989-02-28

  The present invention relates to carboxyalkyl dipeptides which are inhibitors of angiotensin-converting enzyme and are useful as antihypertensive agents and in the treatment of congestive heart failure. The compounds of the present invention are compounds of the formulae ##STR1## and the pharmaceutically acceptable salts thereof, wherein R and R.sup.6 are the same or different and are hydroxy or lower alkoxy; R.sup.1 is benzyloxylower alkyl or benzylthiolower alkyl; R.sup.2 is benzylthiomethyl, 2-phenylethylthiomethyl, naphthylmethylthiomethyl, methylbenzylthiomethyl; 2-(carboxyphenyl)ethyl or 2-(alkoxycarbonylphenyl)ethyl; and R.sup.3 is hydrogen, lower alkyl or aminolower alkyl.

  本发明涉及一种羧基烷基二肽，它们是抑制血管紧张素转换酶的抑制剂，并可用作降压药物和治疗充血性心力衰竭的药物。本发明的化合物是具有以下结构的化合物：##STR1##及其药用可接受的盐，其中R和R.sup.6相同或不同，为羟基或低烷氧基；R.sup.1为苄氧基烷基或苄硫醇烷基；R.sup.2为苄硫甲基、2-苯乙硫甲基、萘甲硫甲基、甲基苄硫甲基；2-(羧基苯基)乙基或2-(烷氧羰基苯基)乙基；R.sup.3为氢、低烷基或氨基低烷基。
• Carboxyalkyl dipeptides and medical use thereof in treating hypertension
  申请人：Schering Corporation

  公开号：US04818749A1

  公开（公告）日：1989-04-04

  The present invention relates to carboxyalkyl dipeptides which are inhibitors of angiotensin-converting enzyme and are useful as antihypertensive agents and in the treatment of congestive heart failure. The compounds of the present invention are compounds of the formulae ##STR1## and the pharmaceutically acceptable salts thereof, wherein R and R.sup.6 are the same or different and are hydroxy or lower alkoxy; R.sup.1 is benzyloxylower alkyl or benzylthiolower alkyl; R.sup.2 is benzylthiomethyl, 2-phyenylethylthiomethyl, napthylmethylthiomethyl, methylbenzylthiomethyl, 2-(carboxyphenyl)ethyl or 2-(alkoxycarbonylphenyl)ethyl) and R.sup.3 is hydrogen, lower alkyl or aminolower alkyl.

  本发明涉及对抗转换酶的羧基烷基二肽，可用作降压剂和治疗充血性心力衰竭的药物。本发明的化合物为下式的化合物：其中R和R.sup.6相同或不同，为羟基或较低的烷氧基；R.sup.1为苄氧基较低烷基或苄硫醇较低烷基；R.sup.2为苄硫甲基、2-苯乙硫甲基、萘甲硫甲基、甲基苄硫甲基、2-(羧基苯基)乙基或2-(烷氧羰基苯基)乙基；R.sup.3为氢、较低烷基或氨基较低烷基。
• Dipeptide derivatives
  申请人：——

  公开号：US20020183260A1

  公开（公告）日：2002-12-05

  Compounds of the formula 1 wherein R, R 1 , COOR 2 , R 3 -R 7 , alk, and X have meaning as defined, such being useful as dual inhibitors of angiotensin converting enzyme and neutral endopeptidase, as well as inhibitors of endothelin converting enzyme.

  式1中的化合物，其中R、R1、COOR2、R3-R7、alk和X的含义如所定义，这些化合物可作为抑制肾素-血管紧张素转化酶和中性内肽酶的双重抑制剂，同时也可作为内皮素转化酶的抑制剂。