5-氨基-2-(4-氨基苯基)磺酰基苯甲酸甲酯 | 34332-21-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-氨基-2-(4-氨基苯基)磺酰基苯甲酸甲酯
• 英文名称: 4,4'-diamino-2-methoxycarbonyl-diphenylsulfone
• 英文别名: Benzoic acid, 5-amino-2-[(4-aminophenyl)sulfonyl]-, methyl ester；methyl 5-amino-2-(4-aminophenyl)sulfonylbenzoate
• CAS: 34332-21-3
• 化学式: C₁₄H₁₄N₂O₄S
• 分子量: 306.342
• InChiKey: URUXPTCHGFMMRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-氨基-2-(4-氨基苯基)磺酰基苯甲酸甲酯 在 ammonium hydroxide 、 sodium hydroxide 、 氯化亚砜 作用下， 反应 0.75h， 生成 5-amino-2-sulfanilyl-benzoic acid amide
  参考文献：
  名称：

  Pieper; Seydel; Kruger, Arzneimittel-Forschung/Drug Research, 1989, vol. 39, # 9, p. 1073 - 1080

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-5-硝基苯甲酸甲酯 在 镍 盐酸 、 氢气 作用下， 生成 5-氨基-2-(4-氨基苯基)磺酰基苯甲酸甲酯
  参考文献：
  名称：

  抗疟药。8.环取代的双（4-氨基苯基）砜及其前体。

  摘要：

  DOI：

  10.1021/jm00294a006

文献信息

• Substituted bis-(4-aminophenyl)-sulfones
  申请人：Dr. Karl Thomae GmbH

  公开号：US04829058A1

  公开（公告）日：1989-05-09

  Disclosed are substituted bis(4-aminophenyl)-sulfones of general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl or cycloalkyl; group, R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl, R.sub.3 is nitrile, C.sub.1 -C.sub.3 alkylaminocarbonyl, di C.sub.1 -C.sub.3 alkylaminocarbonyl, C.sub.3 -C.sub.7 N-cycloalkyl-C.sub.1 -C.sub.3 alkylaminocarbonyl C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3, di alkylaminocarbonyl alkoxy, alkylaminosulfonyl, di C.sub.1 -C.sub.3 alkylaminono, diC.sub.1 -C.sub.3 alkylaminosulfonyl, hydroxy C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkylcarbonyl, amino C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy C.sub.1 -C.sub.3 alkyl group or, when R.sub.1 and R.sub.2 are each hydrogen, R.sub.3 can be hydroxy, hydroxycarbonyl C.sub.1 -C.sub.3 alkoxy or di C.sub.1 -C.sub.3 aminocarbonylalkoxy; or, when R.sub.1 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 cycloalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl, R.sub.3 can also be halogen, trifluoromethyl, nitro, amino, aminosulfonyl, aminocarbonyl, C.sub.1 -C.sub.3 alkyl, carboxy or C.sub.1 -C.sub.3 alkoxycarbonyl; and R.sub.4 is hydrogen or, when R.sub.1 and R.sub.2 are each hydrogen and R.sub.3 is halogen or hydroxy, R.sub.4 can also be halogen, hydroxy or C.sub.1 -C.sub.3 alkoxy; or a nontoxic, pharmaceutically acceptable salt thereof. Also disclosed are pharmaceutical compositions comprising such compounds alone and in combination with dihydrofolic acid-reductase inhibitors. The compounds and compositions are useful for their inhibiting effect on bacteria, mycobacteria and plasmodia.

  揭示了通式##STR1##中的取代双(4-氨基苯基)-砜，其中R.sub.1是氢、烷基或环烷基；基团，R.sub.2是氢或C.sub.1 -C.sub.3烷基，R.sub.3是腈基、C.sub.1 -C.sub.3烷基氨基甲酰基、二C.sub.1 -C.sub.3烷基氨基甲酰基、C.sub.3 -C.sub.7-N-环烷基-C.sub.1 -C.sub.3烷基氨基甲酰基、C.sub.1 -C.sub.3烷基氨基、C.sub.1 -C.sub.3，二烷基氨基甲酰基烷氧基、烷基氨基磺酰基、二C.sub.1 -C.sub.3烷基氨基磺酰基、羟基C.sub.1 -C.sub.3烷基、C.sub.1 -C.sub.3烷基羰基、氨基C.sub.1 -C.sub.3烷基或C.sub.1 -C.sub.3烷氧基烷基基团或者，当R.sub.1和R.sub.2分别为氢时，R.sub.3可以是羟基、羟基羰基C.sub.1 -C.sub.3烷氧基或二C.sub.1 -C.sub.3氨基甲酰氧基；或者，当R.sub.1为C.sub.1 -C.sub.3烷基或C.sub.1 -C.sub.3环烷基且R.sub.2为氢或C.sub.1 -C.sub.3烷基时，R.sub.3还可以是卤素、三氟甲基、硝基、氨基、氨基磺酰基、氨基甲酰基、C.sub.1 -C.sub.3烷基、羧基或C.sub.1 -C.sub.3烷氧羰基；以及R.sub.4是氢或者，当R.sub.1和R.sub.2分别为氢且R.sub.3为卤素或羟基时，R.sub.4还可以是卤素、羟基或C.sub.1 -C.sub.3烷氧基；或其无毒的、药学上可接受的盐。还揭示了包含这种化合物的药物组合物，单独使用或与二氢叶酸还原酶抑制剂结合。这些化合物和组合物对细菌、分枝杆菌和疟原虫的抑制作用很有用。
• Anti-bacterial compositions comprising a substituted
  申请人：Dr. Karl Thomae GmbH

  公开号：US05084449A1

  公开（公告）日：1992-01-28

  Disclosed are substituted bis(4-aminophenyl-sulfonees of general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl or cycloalkyl; group, R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl, R.sub.3 is nitrile, C.sub.1 -C.sub.3 alkylaminocarbonyl, di C.sub.1 -C.sub.3 alkylaminocarbonyl, C.sub.3 -C.sub.7 N-cycloalkyl-C.sub.1 -C.sub.3 alkylaminocarbonyl C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3, di alkylaminocarbonyl alkoxy, alkylaminosulfonyl, di C.sub.1 -C.sub.3 alkylaminono, diC.sub.1 -C.sub.3 alkylaminosulfonyl, hydroxy C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkylcarbonyl, amino C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy C.sub.1 -C.sub.3 alkyl group or, when R.sub.1 and R.sub.2 are each hydrogen, R.sub.3 can be hydroxy, hydroxycarbonyl C.sub.1 -C.sub.3 alkoxy or di C.sub.1 -C.sub.3 aminocarbonylalkoxy; or, when R.sub.1 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 cycloalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl, R.sub.3 can also be halogen, trifluoromethyl, nitro, amino, aminosulfonyl, aminocarbonyl, C.sub.1 -C.sub.3 alkylo, carboxy or C.sub.1 -C.sub.3 akoxycarbonyl; and R.sub.4 is hydrogen or, when R.sub.1 and R.sub.2 are each hydrogen and R.sub.3 is halogen or hydroxy, R.sub.4 can also be halogen, hydroxy or C.sub.1 -C.sub.3 alkoxy; or a nontoxic, pharmaceutically acceptable salt thereof. Also disclosed are pharmaceutical compositions comprising such compounds alone and in combination with dihydrofolic acid-reductage inhibitors. The compounds and compositions are useful for their inhibiting effect on bacteria, mycobacteria and plasmodia.

  揭示了一种通用式为##STR1##的取代的双(4-氨基苯基-砜)化合物，其中R.sub.1是氢、烷基或环烷基；基团，R.sub.2是氢或C.sub.1-C.sub.3烷基，R.sub.3是腈、C.sub.1-C.sub.3烷基氨基羰基、二C.sub.1-C.sub.3烷基氨基羰基、C.sub.3-C.sub.7 N-环烷基-C.sub.1-C.sub.3烷基氨基羰基、C.sub.1-C.sub.3烷基氨基、C.sub.1-C.sub.3, 二烷基氨基羰基氧基、烷基氨基磺酰基、二C.sub.1-C.sub.3烷基氨基、二C.sub.1-C.sub.3烷基氨基磺酰基、羟基C.sub.1-C.sub.3烷基、C.sub.1-C.sub.3烷基羰基、氨基C.sub.1-C.sub.3烷基或C.sub.1-C.sub.3烷氧基烷基或，当R.sub.1和R.sub.2分别为氢时，R.sub.3可以是羟基、羟基羰基C.sub.1-C.sub.3烷氧基或二C.sub.1-C.sub.3氨基羰基氧基；或者，当R.sub.1为C.sub.1-C.sub.3烷基或C.sub.1-C.sub.3环烷基且R.sub.2为氢或C.sub.1-C.sub.3烷基时，R.sub.3也可以是卤素、三氟甲基、硝基、氨基磺酰基、氨基羰基、C.sub.1-C.sub.3烷氧、羧基或C.sub.1-C.sub.3氧羰基；而R.sub.4是氢或，当R.sub.1和R.sub.2分别为氢且R.sub.3为卤素或羟基时，R.sub.4也可以是卤素、羟基或C.sub.1-C.sub.3烷氧；或其无毒的、药学上可接受的盐。还揭示了包含这种化合物的药物组合物，单独使用或与二氢叶酸还原酶抑制剂结合。这些化合物和组合物对细菌、分枝杆菌和疟原虫的抑制作用具有用处。
• Neue substituierte Bis(4-aminophenyl)sulfone, ihre Herstellung und ihre Verwendung als Arzneimittel
  申请人：Dr. Karl Thomae GmbH

  公开号：EP0165422B1

  公开（公告）日：1988-03-09
• US4829058A
  申请人：——

  公开号：US4829058A

  公开（公告）日：1989-05-09
• US4992430A
  申请人：——

  公开号：US4992430A

  公开（公告）日：1991-02-12