(3-(methylamino)-2-(methylaminomethyl)propane-1-thiol) | 844435-73-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (3-(methylamino)-2-(methylaminomethyl)propane-1-thiol)
• 英文别名: PRC-210；1-Propanethiol, 3-(methylamino)-2-((methylamino)methyl)-；3-(methylamino)-2-(methylaminomethyl)propane-1-thiol
• CAS: 844435-73-0
• 化学式: C₆H₁₆N₂S
• mdl: MFCD19226296
• 分子量: 148.272
• InChiKey: QRESVWMKQOGZSG-UHFFFAOYSA-N

物化性质

• 沸点：
  234.0±35.0 °C(Predicted)
• 密度：
  0.928±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  25.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3-(methylamino)-2-(methylaminomethyl)propane-1-thiol) 在 水 、 potassium carbonate 、 盐酸 、 2-巯基乙醇 作用下， 以 乙醇 、 水 为溶剂， 生成 3-(methylamino)-2-((methylamino)methyl)propane-1-thiol dihydrochloride
  参考文献：
  名称：

  Synthesis and growth regulatory activity of a prototype member of a new family of aminothiol radioprotectors

  摘要：

  The synthesis, growth inhibition and radioprotective activity of the PrC-210 aminothiol, 3-(methylamino)-2-((methylamino) methyl)propane-1-thiol, and its polyamine and thiolated polyamine progenitors are reported. All of the molecules significantly inhibited growth of cultured normal human fibroblasts. The combination of an ROS-scavenging thiol group and a positively charged alkyl-amine backbone provided the most radioprotective aminothiol molecule. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.011
• 作为产物：
  描述：

  [3-[Methyl-(2,4,6-trimethylphenyl)sulfonylamino]-2-[[methyl-(2,4,6-trimethylphenyl)sulfonylamino]methyl]propyl] methanesulfonate 在 水 、 氢溴酸 、 potassium carbonate 、 溶剂黄146 、 苯酚 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3-(methylamino)-2-(methylaminomethyl)propane-1-thiol)
  参考文献：
  名称：

  Synthesis and growth regulatory activity of a prototype member of a new family of aminothiol radioprotectors

  摘要：

  The synthesis, growth inhibition and radioprotective activity of the PrC-210 aminothiol, 3-(methylamino)-2-((methylamino) methyl)propane-1-thiol, and its polyamine and thiolated polyamine progenitors are reported. All of the molecules significantly inhibited growth of cultured normal human fibroblasts. The combination of an ROS-scavenging thiol group and a positively charged alkyl-amine backbone provided the most radioprotective aminothiol molecule. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.011

文献信息

• SYNTHESIS AND GROWTH REGULATORY ACTIVITY OF A PROTOTYPE MEMBER OF A NEW FAMILY OF AMlNOTHIOL RADIOPROTECTORS
  申请人：Fahl William E.

  公开号：US20140107216A1

  公开（公告）日：2014-04-17

  The synthesis, growth inhibition and radioprotective activity of the PrC-210 aminothiol, 3-(methyl-amino)-2-((methylamino)methyl)propane-1-thiol, and its polyamine and thiolated polyamine progenitors are reported. All of the molecules significantly inhibited growth of cultured normal human fibroblasts. The combination of an ROS-scavenging thiol group and a positively charged alkyl-amine backbone provided the most radioprotective aminothiol molecule.

  报道了PrC-210氨硫醇，3-(甲氨基)-2-((甲氨基)甲基)丙烷-1-硫醇及其多胺和硫化多胺前体的合成、生长抑制和放射防护活性。所有分子均显著抑制培养的正常人类成纤维细胞的生长。具有ROS清除硫基团和带正电的烷基胺骨架的组合提供了最具放射防护性的氨硫醇分子。
• Determination of plasma levels of the active thiol form of the direct-acting PrC-210 ROS-scavenger using a fluorescence-based assay
  作者：Emma Dreischmeier、William E. Fahl

  DOI：10.1016/j.ab.2021.114100

  日期：2021.3
• Amino thiol compounds and compositions for use in conjunction with cancer therapy
  申请人：Fahl E. William

  公开号：US20050101676A1

  公开（公告）日：2005-05-12

  The invention provides novel polyamine and amino thiol compounds and pharmaceutical compositions for administration in conjunction with cancer chemotherapy or radiation therapy. The compounds are administered locally to provide protection against the adverse side-effects of chemotherapy or radiation therapy, such as alopecia, mucositis and dermatitis. Pharmaceutical preparations comprising one or more chemoprotective polyamines or amino thiols formulated for topical or local delivery to epithelial or mucosal cells are disclosed. Methods of administering the pharmaceutical preparations are also disclosed.
• SYNTHESIS AND GROWTH REGULATORY ACTIVITY OF A PROTOTYPE MEMBER OF A NEW FAMILY OF AMINOTHIOL RADIOPROTECTORS
  申请人：WISCONSIN ALUMNI RESEARCH FOUNDATION

  公开号：US20160243062A1

  公开（公告）日：2016-08-25

  The synthesis, growth inhibition and radioprotective activity of the PrC-210 aminothiol, 3-(methyl-amino)-2-((methylamino)methyl)propane-l-thiol, and its polyamine and thiolated polyamine progenitors are reported. All of the molecules significantly inhibited growth of cultured normal human fibroblasts. The combination of an ROS-scavenging thiol group and a positively charged alkyl-amine backbone provided the most radioprotective aminothiol molecule.
• NOVEL AMINOTHIOL REDUCTION OF ISCHEMIA-REPERFUSION-INDUCED CELL DEATH
  申请人：SUZHOU NG BIOMEDICINE CO., LTD.

  公开号：US20210299066A1

  公开（公告）日：2021-09-30

  Members of the PrC-210 family of aminothiols, including PrC-211 and PrC-252, are shown to be highly effective in reducing ischemia-reperfusion injury in two preclinical models, including kidney transplant and myocardial infarct. Compositions and methods employing members of the PrC-210 family of aminothiols are disclosed for suppressing ischemia-reperfusion-induced cell and organ toxicities in a number of settings, significantly including organ transplant and myocardial infarct.