DL-N-acetyl-S-methylcysteine | 16637-59-5

• 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: DL-N-acetyl-S-methylcysteine
• 英文别名: N-acetyl-S-methyl-cysteine；N-acetyl-S-methyl-cysteine；DL-2-Acetamino-3-methylmercapto-propionsaeure；N-Acetyl-S-methyl-cystein；2-acetylamino-3-(methylthio)propanoic acid；N-acetyl-S-methylcysteine；N-Fmyl-D-Methionine；2-acetamido-3-methylsulfanylpropanoic acid
• CAS: 16637-59-5；24947-73-7；89707-96-0
• 化学式: C₆H₁₁NO₃S
• 分子量: 177.224
• InChiKey: RYGLCORNOFFGTB-UHFFFAOYSA-N

物化性质

• 熔点：
  83-85°C
• 溶解度：
  DMSO（少许）、甲醇、水（少许）
• 沸点：
  430.3±40.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  DL-N-acetyl-S-methylcysteine 在 acylase from Aspergillus oryzae 、 水 作用下， 生成 S-甲基-L-半胱氨酸
  参考文献：
  名称：

  l-methionine related l-amino acids by acylase cleavage of their corresponding

  摘要：

  Acylase I from Aspergillus oryzae is an even more useful enzyme than suggested so far. Besides standard amino acids such as L-Met, L-VaI and L-Phe, a number of additional sulfur-and selenium-containing amino acids can be obtained at useful reaction rates and in very high enantiomeric purity by kinetic resolution of the respective N-acety-DL-amino acids. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00400-x
• 作为产物：
  描述：

  N-乙酰基-S-甲基-L-半胱氨酸 生成 DL-N-acetyl-S-methylcysteine
  参考文献：
  名称：

  Blackburn; Consden; Phillips, Biochemical Journal, 1944, vol. 38, p. 26

  摘要：

  DOI：

文献信息

• A general and accurate nmr determination of the enantiomeric purity of α-aminoacids and α-aminoacid derivatives
  作者：Monique Calmes、Jacques Daunis、Robert Jacquier、Jean Verducci

  DOI：10.1016/s0040-4020(01)86812-5

  日期：——

  Derivatization of α-aminoacids, α-aminoesters and α-aminolactones as N-acetyl derivatives allow the accurate NMR determination of the enantiomeric purity. In these conditions the major coordination site with a chiral shift reagent will correspond to the NMR observation site. Experimental factors leading to the highest ΔΔδ values are ascertained. No straightforward correlation with absolute configurations

  作为N-乙酰基衍生物的α-氨基酸，α-氨基酯和α-氨基内酯的衍生化可以对对映体纯度进行准确的NMR测定。在这些条件下，具有手性移位试剂的主要配位点将对应于NMR观察位点。确定导致最高ΔΔδ值的实验因素。无法建立与绝对配置的直接关联。
• Syntheses of Metabolites ofS-Carboxymethyl-L-cysteine andS-Methyl-L-cysteine and of Some Isotopically Labelled (2H,13C) Analogues
  作者：Claus O. Meese、Dagmar Specht、Ute Hofmann

  DOI：10.1002/ardp.19903231205

  日期：——

  The chemical syntheses of human metabolites of S‐carboxymethyl‐L‐cysteine (3) and S‐methyl‐L‐cysteine (12) are described. The additional preparation of some 2H‐ and 13C‐labelled isotopomers enabled the direct evaluation of the stabilities of 3 and 12 under physiological conditions and also facilitated the unambiguous assignments of the signals in the 13C‐NMR spectra of all compounds mentioned.

  描述了S-羧甲基-L-半胱氨酸（3）和S-甲基-L-半胱氨酸（12）的人体代谢物的化学合成。一些 2H 和 13C 标记的同位素异构体的额外制备使得能够在生理条件下直接评估 3 和 12 的稳定性，并且还促进了所有提到的化合物的 13C-NMR 光谱中信号的明确分配。
• Screening of ligands for the Ullmann synthesis of electron-rich diaryl ethers
  作者：Nicola Otto、Till Opatz

  DOI：10.3762/bjoc.8.122

  日期：——

  In the search for new ligands for the Ullmann diaryl ether synthesis, permitting the coupling of electron-rich aryl bromides at relatively low temperatures, 56 structurally diverse multidentate ligands were screened in a model system that uses copper iodide in acetonitrile with potassium phosphate as the base. The ligands differed largely in their performance, but no privileged structural class could

  在为 Ullmann 二芳基醚合成寻找新配体的过程中，允许在相对较低的温度下偶联富含电子的芳基溴化物，在一个模型系统中筛选了 56 个结构不同的多齿配体，该模型系统使用乙腈中的碘化铜，以磷酸钾为碱. 配体的性能差异很大，但无法确定特殊的结构类别。
• Palatability of aquaculture feed
  申请人：Giesen F. Andrew

  公开号：US20050215623A1

  公开（公告）日：2005-09-29

  A method for enhancing the palatability of aquaculture food, the method comprising treating the food with a compound of Formula I: wherein R 1 , R 2 , R 3 , and n are as defined herein, are disclosed.

  一种增强水产养殖食品可口性的方法，该方法包括将食品用化合物进行处理，该化合物的化学式为：其中R1、R2、R3和n的定义如本文所述。
• [EN] ORGANONITRO THIOETHER COMPOUNDS AND MEDICAL USES THEREOF<br/>[FR] COMPOSÉS D'ORGANONITRO THIOÉTHER ET UTILISATIONS MÉDICALES DE CEUX-CI
  申请人：RADIORX INC

  公开号：WO2013052164A1

  公开（公告）日：2013-04-11

  The invention provides organonitro thioether compounds, compositions containing such compounds, isolated organonitro thioether compounds and methods for using such compounds and compositions to treat cancer in a patient. Exemplary organonitro thioether compounds described herein include 2-(3,3-dinitroazetidin-l-yl)-2-oxoethyl thioethers and variants thereof. Another aspect of the invention provides a pharmaceutical composition, comprising a pharmaceutically acceptable carrier and an organonitro thioether compound described herein, such as a compound of Formula I or II. Another aspect of the invention provides a method of treating cancer in a patient. The method comprises administering to a patient in need thereof a therapeutically effective amount of an organonitro thioether compound described herein, such as a compound of Formula I or II, to treat the cancer.

  本发明提供有机硝基硫醚化合物、含有该类化合物的组合物、分离的有机硝基硫醚化合物以及使用该类化合物和组合物治疗患者癌症的方法。本文所述的示例有机硝基硫醚化合物包括2-(3,3-二硝基氮杂环丙烷-1-基)-2-氧代乙基硫醚及其变体。本发明的另一个方面提供了一种制药组合物，包括一种药学上可接受的载体和本文所述的有机硝基硫醚化合物，例如公式I或II的化合物。本发明的另一个方面提供了一种治疗患者癌症的方法。该方法包括向需要治疗癌症的患者投予本文所述的有机硝基硫醚化合物的治疗有效量，例如公式I或II的化合物，以治疗癌症。