sodium morpholin-4-ylcarbamodithioate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: sodium morpholin-4-ylcarbamodithioate
• 英文别名: sodium morpholinyldithiocarbamate；Sodium morpholyldithiocarbamate；sodium;N-morpholin-4-ylcarbamodithioate
• 化学式: C₅H₉N₂OS₂*Na
• 分子量: 200.261
• InChiKey: HVOWZIHSZSHCKW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.34
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  sodium morpholin-4-ylcarbamodithioate 在 盐酸 、 碳酸氢钠 作用下， 以 水 为溶剂， 反应 96.0h， 生成 3-(morpholin-4-yl)-2-sulfanylidene-1,3-thiazolidin-4-one
  参考文献：
  名称：

  Synthesis and Primary Antitumor Screening of 5-Ylidene Derivatives of 3-(Morpholin-4-yl)-2-sulfanylidene-1,3-thiazolidin-4-one

  摘要：

  A preparative procedure has been developed for the synthesis of 3-(morpholin-4-yl)-2-sulfanylidene-1,3-thiazolidin-4-one (3-morpholinorhodanine). Its reaction with aldehydes afforded a number of previously unknown 5-ylidene derivatives which were screened for antitumor activity. The synthesized compounds showed a moderate activity against most malignant tumor cells. The renal cancer cell lines UO31 and TK10 were found to be most sensitive to all the tested compounds.

  DOI：

  10.1134/s1070428020030148
• 作为产物：
  描述：

  4-氨基吗啉 、 二硫化碳 在 sodium hydroxide 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 3.0h， 以70.7%的产率得到sodium morpholin-4-ylcarbamodithioate
  参考文献：
  名称：

  Design and synthesis of substituted morpholin/piperidin-1-yl-carbamodithioates as promising vaginal microbicides with spermicidal potential

  摘要：

  A series of seventeen morpholin/piperidin-1-yl-carbamodithioate (3-19) were synthesized as topical vaginal microbicidal spermicides. The synthesized compounds were evaluated for their anti-Trichomonas activity against MTZ susceptible and resistant strains along with their spermicidal and antifungal potential. All the synthesized compounds were assessed for their safety through cytotoxic assay against human cervical cell line (HeLa) and compatibility with vaginal flora, Lactobacillus. The study identified eleven dually active compounds with apparent safety. The plausible mode of action of these compounds was through sulfhydryl binding, confirmed via reduction in available free thiols on human sperm. The most promising compound 9 significantly inhibited (P < 0.001) thiol-sensitive sperm hexokinase. The stability of compound 9 in simulated vaginal fluid (SVF) was performed via HPLC-PDA method, which supported its utility for vaginal administration. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.10.040

文献信息

• Design and synthesis of substituted morpholin/piperidin-1-yl-carbamodithioates as promising vaginal microbicides with spermicidal potential
  作者：Veenu Bala、Santosh Jangir、Vikas Kumar、Dhanaraju Mandalapu、Sonal Gupta、Lalit Kumar、Bhavana Kushwaha、Yashpal S. Chhonker、Atul Krishna、Jagdamba P. Maikhuri、Praveen K. Shukla、Rabi S. Bhatta、Gopal Gupta、Vishnu L. Sharma

  DOI：10.1016/j.bmcl.2014.10.040

  日期：2014.12

  A series of seventeen morpholin/piperidin-1-yl-carbamodithioate (3-19) were synthesized as topical vaginal microbicidal spermicides. The synthesized compounds were evaluated for their anti-Trichomonas activity against MTZ susceptible and resistant strains along with their spermicidal and antifungal potential. All the synthesized compounds were assessed for their safety through cytotoxic assay against human cervical cell line (HeLa) and compatibility with vaginal flora, Lactobacillus. The study identified eleven dually active compounds with apparent safety. The plausible mode of action of these compounds was through sulfhydryl binding, confirmed via reduction in available free thiols on human sperm. The most promising compound 9 significantly inhibited (P < 0.001) thiol-sensitive sperm hexokinase. The stability of compound 9 in simulated vaginal fluid (SVF) was performed via HPLC-PDA method, which supported its utility for vaginal administration. (C) 2014 Elsevier Ltd. All rights reserved.
• Synthesis and spectroscopic characterization of triphenylphosphine oxide adducts of uranyl dithiocarbamates
  作者：C.C. Hadjikostas、G.A. Katsoulos、M.P. Sigalas

  DOI：10.1016/s0020-1693(00)84474-6

  日期：1987.11
• Synthesis and Primary Antitumor Screening of 5-Ylidene Derivatives of 3-(Morpholin-4-yl)-2-sulfanylidene-1,3-thiazolidin-4-one
  作者：V. Ya. Horishny、T. I. Chaban、V. S. Matiychuk

  DOI：10.1134/s1070428020030148

  日期：2020.3

  A preparative procedure has been developed for the synthesis of 3-(morpholin-4-yl)-2-sulfanylidene-1,3-thiazolidin-4-one (3-morpholinorhodanine). Its reaction with aldehydes afforded a number of previously unknown 5-ylidene derivatives which were screened for antitumor activity. The synthesized compounds showed a moderate activity against most malignant tumor cells. The renal cancer cell lines UO31 and TK10 were found to be most sensitive to all the tested compounds.