N-<(benzyloxycarbonyl)glycyl>-S-acetylcysteamine | 97313-99-0

• 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-<(benzyloxycarbonyl)glycyl>-S-acetylcysteamine
• 英文别名: N-(Z-glycyl)-S-acetylcysteamine；S-[2-[[2-(phenylmethoxycarbonylamino)acetyl]amino]ethyl] ethanethioate
• CAS: 97313-99-0
• 化学式: C₁₄H₁₈N₂O₄S
• 分子量: 310.374
• InChiKey: RYFBCSFJDRXSNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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-<(benzyloxycarbonyl)glycyl>-S-acetylcysteamine 在 甲醇 、 碘 、 sodium methylate 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 1.25h， 生成 N,N'-bis<(benzyloxycarbonyl)glycyl>cystamine
  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
• 作为产物：
  描述：

  硫代乙酸S-(2-氨基-乙基)酯盐酸盐 、 N-苄氧羰基甘氨酸 在 六氯环三磷腈 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以45%的产率得到N-<(benzyloxycarbonyl)glycyl>-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。
• OIRY, J.;IMBACH, J. -L.
  作者：OIRY, J.、IMBACH, J. -L.

  DOI：——

  日期：——
• US4816482A
  申请人：——

  公开号：US4816482A

  公开（公告）日：1989-03-28