methylene disulfonamide | 183996-57-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: methylene disulfonamide
• 英文别名: methanedisulfonamide；Methandisulfonsaeure-diamid；Methionsaeure-diamid；Methandisulfonamid；methyldisulfonamide
• CAS: 183996-57-8
• 化学式: CH₆N₂O₄S₂
• 分子量: 174.202
• InChiKey: GLHHEOGXHDJORJ-UHFFFAOYSA-N

物化性质

• 熔点：
  233 °C
• 沸点：
  465.8±55.0 °C(Predicted)
• 密度：
  1.844±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methylene disulfonamide 生成 甲基磺酰胺
  参考文献：
  名称：

  Process of the production of alkanesulfonamides

  摘要：

  揭示了一种制备烷基磺酰胺的工艺。它包括在化学惰性液体稀释剂的存在下，将烷基磺酰氯与氨或烷基胺反应。在将稀释剂与烷基磺酰氯接触之前，该稀释剂首先被过饱和氨或烷基胺。

  公开号：

  US05159112A1
• 作为产物：
  描述：

  diphenyl methylenedisulfonate 在 氨 作用下， 以 苯 为溶剂， 反应 4.0h， 以86%的产率得到methylene disulfonamide
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Nonionic Prenyl, Geranyl, and Farnesyl Diphosphate Surrogates

  摘要：

  Prenyl, geranyl, and farnesyl derivatives containing nonionic surrogates for the diphosphate moiety, including disulfones 4-6 and 7-9, methylene disulfonamides 10-12, and carbamyl sulfamides 13-15, have been synthesized and evaluated biologically in an effort to find suitable nonlabile, neutral inhibitors for enzymatic reactions which use these isoprenoid diphosphates as substrates. Farnesyl derivatives 6, 9, 12, and 15 were ineffective as squalene synthase inhibitors in vitro. Compounds 4-15 were screened in human skin fibroblasts for their effects on fatty acid, cholesterol, and DNA synthesis. In general, compounds 10-15 showed more inhibition than 4-9 and had a greater effect on DNA synthesis than on lipid synthesis, with the exception of 15. (C) 1996 Academic Press, Inc.

  DOI：

  10.1006/bioo.1996.0022

文献信息

• Schroeter, Justus Liebigs Annalen der Chemie, 1919, vol. 418, p. 248
  作者：Schroeter

  DOI：——

  日期：——
• Synthesis of N′-Substituted Methanedisulfonamides and N'-Substituted Methanedisulfonylureas
  作者：Wayne V. Kessler、Glenn L. Jenkins

  DOI：10.1002/jps.2600501009

  日期：1961.10
• Backer, Recueil des Travaux Chimiques des Pays-Bas, 1928, vol. 47, p. 947
  作者：Backer

  DOI：——

  日期：——
• Synthesis and Biological Evaluation of Nonionic Prenyl, Geranyl, and Farnesyl Diphosphate Surrogates
  作者：Alfredo Castro、Sandra K. Erickson、Ishaiahu Shechter、Thomas A. Spencer

  DOI：10.1006/bioo.1996.0022

  日期：1996.9

  Prenyl, geranyl, and farnesyl derivatives containing nonionic surrogates for the diphosphate moiety, including disulfones 4-6 and 7-9, methylene disulfonamides 10-12, and carbamyl sulfamides 13-15, have been synthesized and evaluated biologically in an effort to find suitable nonlabile, neutral inhibitors for enzymatic reactions which use these isoprenoid diphosphates as substrates. Farnesyl derivatives 6, 9, 12, and 15 were ineffective as squalene synthase inhibitors in vitro. Compounds 4-15 were screened in human skin fibroblasts for their effects on fatty acid, cholesterol, and DNA synthesis. In general, compounds 10-15 showed more inhibition than 4-9 and had a greater effect on DNA synthesis than on lipid synthesis, with the exception of 15. (C) 1996 Academic Press, Inc.
• Process of the production of alkanesulfonamides
  申请人：Societe Nationale Elf Aquitaine (Production)

  公开号：US05159112A1

  公开（公告）日：1992-10-27

  A process for the preparation of alkanesulfonamides is disclosed. It comprises reacting an alkanesulfonyl chloride with ammonia or with an alkylamine in the presence of a chemically inert liquid diluent. The diluent is first supersaturated with ammonia or with the alkylamine before bringing it into contact with the alkanesulfonyl chloride.

  揭示了一种制备烷基磺酰胺的工艺。它包括在化学惰性液体稀释剂的存在下，将烷基磺酰氯与氨或烷基胺反应。在将稀释剂与烷基磺酰氯接触之前，该稀释剂首先被过饱和氨或烷基胺。