N-(2-碘乙基)甲烷磺酰胺 | 110383-93-2

• 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
• 中文名称: N-(2-碘乙基)甲烷磺酰胺
• 英文名称: N-(2-iodoethyl)methanesulfonamide
• CAS: 110383-93-2
• 化学式: C₃H₈INO₂S
• 分子量: 249.073
• InChiKey: QRJDRGVAXTXUOE-UHFFFAOYSA-N

物化性质

• 沸点：
  282.8±42.0 °C(Predicted)
• 密度：
  1.965±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-碘乙基)甲烷磺酰胺 、 4-溴-3-羟基苯甲酸甲酯 在 sodium hydride 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 20.0h， 生成 methyl 4-bromo-3-({2-[(methylsulfonyl)amino]ethyl}oxy)benzoate
  参考文献：
  名称：

  [EN] BIPHENYL CARBOXYLIC AMIDE P38 KINASE INHIBITORS
  [FR] AMIDE BIPHENYLE CARBOXYLIQUE UTILISES EN TANT QU'INHIBITEURS DE LA KINASE P38

  摘要：

  式(I)的化合物或其药用可接受的衍生物，以及它们作为药物的用途，特别是作为p38激酶抑制剂。

  公开号：

  WO2004089874A1
• 作为产物：
  描述：

  N-(2-氯乙基)甲烷磺酰胺 在 sodium iodide 作用下， 以 丁酮 为溶剂， 反应 2.0h， 以1.61 kg的产率得到N-(2-碘乙基)甲烷磺酰胺
  参考文献：
  名称：

  Process Development of the Synthetic Route to Sulamserod Hydrochloride

  摘要：

  Sulamserod hydrochloride is a potent 5-HT4 receptor antagonist and was a clinical candidate for the treatment of gastrointestinal disorders. Process development of the fairly long synthetic route (12 linear, 14 overall steps) was undertaken. Process improvements were highlighted by aromatic chlorination choices in making dichlorobenzodioxan 2 and acetylaminochloroketone 7, a transfer hydrogenation reducing a nitro group and simultaneous aromatic dechlorination without ketone reduction to give aminoketone 5, and use of the potential mutagenic iodosulfonamide 14 to make quaternary salt 11. The chemistry was scaled up into pilot plant reactor vessels to produce multikilogram amounts of Sulamserod hydrochloride suitable for drug development.

  DOI：

  10.1021/op0002040

文献信息

• Biphenyl carboxylic amide p38 kinase inhibitors
  申请人：Aston Mary Nicola

  公开号：US20070129354A1

  公开（公告）日：2007-06-07

  Compound of formula (I): or pharmaceutically acceptable derivatives thereof, and their use as pharmaceuticals, particularly as p38 kinase inhibitors.

  化合物公式(I)或其药学上可接受的衍生物，并将其用作药物，特别是作为p38激酶抑制剂。
• Process Development of the Synthetic Route to Sulamserod Hydrochloride
  作者：Bruce A. Kowalczyk、Robinson、John O. Gardner

  DOI：10.1021/op0002040

  日期：2001.3.1

  Sulamserod hydrochloride is a potent 5-HT4 receptor antagonist and was a clinical candidate for the treatment of gastrointestinal disorders. Process development of the fairly long synthetic route (12 linear, 14 overall steps) was undertaken. Process improvements were highlighted by aromatic chlorination choices in making dichlorobenzodioxan 2 and acetylaminochloroketone 7, a transfer hydrogenation reducing a nitro group and simultaneous aromatic dechlorination without ketone reduction to give aminoketone 5, and use of the potential mutagenic iodosulfonamide 14 to make quaternary salt 11. The chemistry was scaled up into pilot plant reactor vessels to produce multikilogram amounts of Sulamserod hydrochloride suitable for drug development.
• [EN] BIPHENYL CARBOXYLIC AMIDE P38 KINASE INHIBITORS<br/>[FR] AMIDE BIPHENYLE CARBOXYLIQUE UTILISES EN TANT QU'INHIBITEURS DE LA KINASE P38
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2004089874A1

  公开（公告）日：2004-10-21

  Compounds of formula (I) or pharmaceutically acceptable derivatives thereof, and their use as pharmaceuticals, particularly as p38 kinase inhibitors.

  式(I)的化合物或其药用可接受的衍生物，以及它们作为药物的用途，特别是作为p38激酶抑制剂。