N-(Z-L-ALANYL)-S-ACETYLCYSTEAMINE | 97314-00-6

• 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-(Z-L-ALANYL)-S-ACETYLCYSTEAMINE
• 英文别名: S-[2-[[(2S)-2-(phenylmethoxycarbonylamino)propanoyl]amino]ethyl] ethanethioate
• CAS: 97314-00-6
• 化学式: C₁₅H₂₀N₂O₄S
• 分子量: 324.401
• InChiKey: HJYXHNRKOLHXOL-NSHDSACASA-N

物化性质

• 沸点：
  551.9±45.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(Z-L-ALANYL)-S-ACETYLCYSTEAMINE 在 氢溴酸 作用下， 以 水 为溶剂， 生成 N-L-ALANYL-S-ACETYLCYSTEAMINE HYDROBROMIDE
  参考文献：
  名称：

  Radioprotective agents having an amino-thioalkyl structure

  摘要：

  一种有效保护正常组织免受辐射诱导损伤的药物组合物，包括给予化合物R.sub.1 --CO--NR.sub.3 --/A/--S--R.sub.2，其中R.sub.1是与氨基酸R.sub.1 --COOH相对应的基团，/A/是一个C.sub.2或C.sub.3烷基基团，可用C.sub.1到C.sub.3烷基基团或羟基或羟基甲酰基基团或--COR基团取代，其中R是氨基或--NH--CH.sub.2 --CO.sub.2 H基团，R.sub.2是保护硫醇基团并在体内释放硫醇基团的酰基基团，R.sub.3是氢，以及该化合物与药学上可接受的酸的盐。

  公开号：

  US04816482A1
• 作为产物：
  描述：

  苄氧羰基-L-丙氨酸 、 硫代乙酸S-(2-氨基-乙基)酯盐酸盐 在 六氯环三磷腈 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到N-(Z-L-ALANYL)-S-ACETYLCYSTEAMINE
  参考文献：
  名称：

  Synthesis and radioprotective activity of new cysteamine and cystamine derivatives

  摘要：

  A variety of N-(aminoalkanoyl)-S-acylcysteamine and N,N'-bis(aminoalkanoyl)cystamine salt derivatives were synthesized. Toxicity and radioprotective activity (as the dose reduction factor DRF) were determined in vivo on mice and compared to WR 2721 and S-acetylcysteamine hydrochloride. One of the most interesting compounds of this series was N-glycyl-S-acetylcysteamine trifluoroacetate (16, I 102). Structure-activity relationships are discussed.

  DOI：

  10.1021/jm00161a015

文献信息

• Radioprotective agents having an amino-thioalkyl structure
  申请人：Centre National de la Recherche Scientifique (CNRS)

  公开号：US04816482A1

  公开（公告）日：1989-03-28

  A pharmaceutical composition effective in the protection of normal tissues against radiation induced damage comprising administration a compound of the formula R.sub.1 --CO--NR.sub.3 --/A/--S--R.sub.2 in which R.sub.1 is a radical corresponding to an amino acid R.sub.1 --COOH, /A/ is a C.sub.2 or C.sub.3 alkylene radical which can be substituted with a C.sub.1 to C.sub.3 alkyl radical, or with a hydroxy or hydroxycarbonyl radical or a --COR radical where R is an amino or --NH--CH.sub.2 --CO.sub.2 H radical, R.sub.2 is an acyl radical which protects the thiol group and which liberates the thiol group in vivo, R.sub.3 is a hydrogen, and also the salts of this compound with pharmaceutically acceptable acids.

  一种有效保护正常组织免受辐射诱导损伤的药物组合物，包括给予化合物R.sub.1 --CO--NR.sub.3 --/A/--S--R.sub.2，其中R.sub.1是与氨基酸R.sub.1 --COOH相对应的基团，/A/是一个C.sub.2或C.sub.3烷基基团，可用C.sub.1到C.sub.3烷基基团或羟基或羟基甲酰基基团或--COR基团取代，其中R是氨基或--NH--CH.sub.2 --CO.sub.2 H基团，R.sub.2是保护硫醇基团并在体内释放硫醇基团的酰基基团，R.sub.3是氢，以及该化合物与药学上可接受的酸的盐。
• US4816482A
  申请人：——

  公开号：US4816482A

  公开（公告）日：1989-03-28
• Synthesis and radioprotective activity of new cysteamine and cystamine derivatives
  作者：J. Oiry、J. Y. Pue、J. L. Imbach、M. Fatome、H. Sentenac-Roumanou、C. Lion

  DOI：10.1021/jm00161a015

  日期：1986.11

  A variety of N-(aminoalkanoyl)-S-acylcysteamine and N,N'-bis(aminoalkanoyl)cystamine salt derivatives were synthesized. Toxicity and radioprotective activity (as the dose reduction factor DRF) were determined in vivo on mice and compared to WR 2721 and S-acetylcysteamine hydrochloride. One of the most interesting compounds of this series was N-glycyl-S-acetylcysteamine trifluoroacetate (16, I 102). Structure-activity relationships are discussed.