2-methoxy-5-sulphamoyl-benzoylpiperazine | 103054-37-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-methoxy-5-sulphamoyl-benzoylpiperazine
• 英文别名: 4-Methoxy-3-(piperazine-1-carbonyl)benzenesulfonamide
• CAS: 103054-37-1
• 化学式: C₁₂H₁₇N₃O₄S
• 分子量: 299.351
• InChiKey: SDERAVMLJNQCLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-氨磺酰基-2-甲氧基苯甲酸 在 palladium on activated charcoal 吡啶 、 氢气 、 三氯化磷 作用下， 以 乙醇 为溶剂， 25.0~120.0 ℃ 、101.33 kPa 条件下， 反应 13.0h， 生成 2-methoxy-5-sulphamoyl-benzoylpiperazine
  参考文献：
  名称：

  Synthesis and inhibitory activity on carbonic anhydrase of some new sulpiride analogs studied by means of a new method

  摘要：

  The pharmacological activity of several new sulpiride analogues was studied by means of a new approach, based on a potentiometric technique with a pCO2 sensor, capable of detecting carbonic anhydrase inhibition at equilibrium conditions. This procedure gives results stated as percent of inhibition of enzymatic activity (IP, inhibitory power). To prove the reliability of the proposed approach and to study structure-activity relationships, several new molecules were synthesized and tested in comparison with the two sulpiride enantiomers. A possible inhibition mechanism is discussed in terms of experimental evidence obtained from the interactions between the molecular structures of the new synthesized compounds and carbonic anhydrase.

  DOI：

  10.1021/jm00160a003

文献信息

• Pharmacologically active piperazino derivatives
  申请人：Ravizza S.p.a.

  公开号：US04940793A1

  公开（公告）日：1990-07-10

  New piperazino derivatives of formula ##STR1## in which R is a phenyl radical substituted with at least one sulphonamido group or a substituted nitrogenated heterocyclic ring, and A is CO, CH.sub.2, SO.sub.2, possessing inhibiting activity towards carbonic anhydrase. The new products are prepared from compounds of formula R-A-X in which X is OH, SH, halogen, OR"" or SR"" in which R"" is methyl, ethyl, phenyl, carbomethoxy, carboethoxy, and from a piperazino derivative of formula ##STR2## The R' group can also be introduced on termination of the reaction, by removing and substituting a protective group present at the nitrogen.

  新的哌嗪衍生物的化学式为##STR1##，其中R是苯基基团，上面至少有一个磺胺基团或一个取代的含氮杂环，A是CO、CH.sub.2、SO.sub.2，具有对碳酸酐酶的抑制活性。从化合物的化学式R-A-X制备新产品，其中X是OH、SH、卤素、OR""或SR""，其中R""是甲基、乙基、苯基、羰基甲氧基或羰基乙氧基，以及来自于化学式##STR2##的哌嗪衍生物。R'基团也可以在反应结束时引入，通过去除并替换氮上存在的保护基团。
• Pharmacologically active piperazino derivatives and the process for their preparation
  申请人：RAVIZZA S.p.A.

  公开号：EP0171636A1

  公开（公告）日：1986-02-19

  New piperazino derivatives of formula in which R is a phenyl radical substituted with at least one sulphonamido group or a substituted nitrogenated heterocyclit ring, and A is C0, CH2' SO2' possessing inhibiting activity towards carbonic anhydrase. The new products are prepared from compounds of formula R-A-X in which X is OH, SH, halogen, OR"" or SR"" in which R'''' is methyl, ethyl, phenyl, carbomethoxy, carboethoxy, and from a piperazino derivative of formula The R' group can also be introduced on termination of the reaction, by removing and substituting a protective group present at the nitrogen.

  式中的新哌嗪衍生物 其中 R 是被至少一个磺酰胺基团或取代的氮杂环取代的苯基，A 是 C0、CH2' SO2'，具有抑制碳酸酐酶的活性。 新产品由式 R-A-X 的化合物制备，其中 X 是 OH、SH、卤素、OR""或 SR""，其中 R'''' 是甲基、乙基、苯基、羰基甲氧基、羧基甲氧基，以及由式 R-A-X 的哌嗪衍生物制备。 R'基团也可以在反应终止时通过移除和取代存在于氮上的保护基团而引入。
• US4940793A
  申请人：——

  公开号：US4940793A

  公开（公告）日：1990-07-10
• Synthesis and inhibitory activity on carbonic anhydrase of some new sulpiride analogs studied by means of a new method
  作者：Claudio Botre、Francesco Botre、Giancarlo Jommi、Roberto Signorini

  DOI：10.1021/jm00160a003

  日期：1986.10

  The pharmacological activity of several new sulpiride analogues was studied by means of a new approach, based on a potentiometric technique with a pCO2 sensor, capable of detecting carbonic anhydrase inhibition at equilibrium conditions. This procedure gives results stated as percent of inhibition of enzymatic activity (IP, inhibitory power). To prove the reliability of the proposed approach and to study structure-activity relationships, several new molecules were synthesized and tested in comparison with the two sulpiride enantiomers. A possible inhibition mechanism is discussed in terms of experimental evidence obtained from the interactions between the molecular structures of the new synthesized compounds and carbonic anhydrase.