2-(2-羟基苯基)-2-氧代乙烷磺酰胺 | 74538-97-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(2-羟基苯基)-2-氧代乙烷磺酰胺
• 英文名称: 2-Sulfamoylacetylphenol
• 英文别名: 2-Sulphamoylacetylphenol；ω-sulfamoyl-2-hydroxyacetophenone；2-(2-hydroxyphenyl)-2-oxoethanesulfonamide
• CAS: 74538-97-9
• 化学式: C₈H₉NO₄S
• mdl: MFCD24718626
• 分子量: 215.23
• InChiKey: MOISSRPSFZRNRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-羟基苯基)-2-氧代乙烷磺酰胺 在 盐酸 作用下， 反应 16.0h， 以98%的产率得到1,2-benzoxathiin-4(3H)-one 2,2-dioxide
  参考文献：
  名称：

  Studies on 3-substituted 1,2-benzisoxazole derivatives. VII. Catalytic reduction of 3-sulfamoylmethyl-1,2-benzisoxazole and reactions of the resulting products.

  摘要：

  对3-磺酰基甲基-1,2-苯异噁唑 (1) 进行加氢反应生成ω-磺酰基-2-羟基苯乙酮 (3) 及其酰亚胺 (2)。用酸处理3生成了一条新路径通向1,2-苯并硫氮烯-4 (3H)-酮-2,2-二氧化物 (5)。3的氧肟 (4) 经酸或碱处理后可重环化为1,2-苯异噁唑衍生物。在热解过程中，4生成苯并噁唑衍生物。

  DOI：

  10.1248/cpb.30.333
• 作为产物：
  描述：

  唑尼沙胺 在 乙醇 、 5%-palladium/activated carbon 、 氢气 作用下， 以30%的产率得到2-(2-羟基苯基)-2-氧代乙烷磺酰胺
  参考文献：
  名称：

  [EN] COMPOSITIONS AND METHODS FOR THE TREATMENT OF NEUROLOGIC DISEASES AND NEUROLOGICAL DISORDERS
  [FR] COMPOSITIONS ET MÉTHODES POUR LE TRAITEMENT DE MALADIES NEUROLOGIQUES ET DE TROUBLES NEUROLOGIQUES

  摘要：

  公开号：

  WO2014068460A3

文献信息

• [EN] A PROCESS FOR THE PREPARATION OF BENZO[D]ISOXAZOL-3-YL-METHANESULFONIC ACID AND THE INTERMEDIATES THEREOF<br/>[FR] PROCEDE DE PREPARATION D'ACIDE METHANESULFONIQUE BENZO[D]ISOXAZOL-3-YLE ET SES INTERMEDIAIRES
  申请人：DINAMITE DIPHARMA S P A IN ABB

  公开号：WO2004063173A1

  公开（公告）日：2004-07-29

  A process for the preparation of benzo[d]isoxazol-3-yl-methanesulfonic acid of formula (I), or a salt thereof, and the intermediates thereof, useful as an intermediate in the preparation of zonisamide.

  一种制备苯并[d]异噁唑-3-基甲磺酸（化学式（I））或其盐及其中间体的方法，可用作左乙拉西坦制备的中间体。
• Process for the preparation of benzo [d] isoxazol-3-yl-methanesulfonic acid and the intermediates thereof
  申请人：Razzetti Gabriele

  公开号：US20060135582A1

  公开（公告）日：2006-06-22

  A process for the preparation of benzo[d]isoxazol-3-yl-methanesulfonic acid of formula (I), or a salt thereof, and the intermediates thereof, useful as an intermediate in the preparation of zonisamide.

  一种制备苯并[d]异噁唑-3-甲磺酸（I）或其盐的工艺及其中间体，可用作制备佐尼酰胺的中间体。
• PROCESS FOR THE PREPARATION OF BENZO [D] ISOXAZOL-3-YL-METHANESULFONIC ACID AND THE INTERMEDIATES THEREOF
  申请人：RAZZETTI GABRIELE

  公开号：US20080081914A1

  公开（公告）日：2008-04-03

  A process for the preparation of benzo[d]isoxazol-3-yl-methanesulfonic acid of formula (I), or a salt thereof, and the intermediates thereof, useful as an intermediate in the preparation of zonisamide.

  一种制备苯并[d]异噁唑-3-甲磺酸（I）或其盐以及其中间体的方法，该中间体在制备佐尼甲胺中用作中间体。
• UNO, HITOSHI;KUROKAWA, MIKIO, CHEM. AND PHARM. BULL., 1982, 30, N 1, 333-335
  作者：UNO, HITOSHI、KUROKAWA, MIKIO

  DOI：——

  日期：——
• Formation of 2-sulphamoylacetylphenol from zonisamide under aerobic conditions in rat liver microsomes
  作者：H. Nakasa、S. Ohmori、M. Kitada

  DOI：10.3109/00498259609046727

  日期：1996.1

  1. The antiepileptic agent zonisamide, 1,2-benzisoxazole-3-methanesulphonamide, was metabolized reductively to 2-sulphamoyl-acetylphenol (SMAP) not only under anaerobic conditions but also under aerobic conditions in liver microsomes of rat pretreated with phenobarbital or dexamethasone.2. NADPH was required for the formation of SMAP from zonisamide under aerobic conditions. In addition, the reductive metabolism of zonisamide under these conditions was substantially inhibited by carbon monoxide, ketoconazole, and cimetidine, known inhibitors of cytochrome P450.3. The formation of SMAP under aerobic conditions in liver microsomes was increased by pretreatment of rat with triacetyloleandomycin (TAO) and was increased by the treatment of the microsomes with ferricyanide.4. These results imply that zonisamide is metabolized reductively to SMAP by a cytochrome P450 belonging to the 3A subfamily under aerobic conditions as well as anaerobic conditions.