2-carbamoyl-4,5-dichlorobenzoic acid | 110568-92-8

• 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-carbamoyl-4,5-dichlorobenzoic acid
• 英文别名: 4,5-Dichlorphthalsaeuremonoamid
• CAS: 110568-92-8
• 化学式: C₈H₅Cl₂NO₃
• 分子量: 234.039
• InChiKey: XIBXXQZCKKWKDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-carbamoyl-4,5-dichlorobenzoic acid 以76%的产率得到4,5-二氯酞酰亚胺
  参考文献：
  名称：

  Hennige, Hans; Kreher, Richard P.; Konrad, Michael, Chemische Berichte, 1988, vol. 121, p. 243 - 252

  摘要：

  DOI：
• 作为产物：
  描述：

  4,5-二氯邻苯二甲酸酐 在 氨 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到2-carbamoyl-4,5-dichlorobenzoic acid
  参考文献：
  名称：

  Novel spirosuccinimides with incorporated isoindolone and benzisothiazole 1,1-dioxide moieties as aldose reductase inhibitors and antihyperglycemic agents

  摘要：

  Compounds from two novel series of spirosuccinimides were prepared. Analogs of series 2 possessed a spiro-fused isoindolone moiety while those of series 3 contained a spiro-fused benzisothiazole S,S-dioxide group. These compounds were evaluated as aldose reductase inhibitors (ARI) in vitro by their ability to inhibit glyceraldehyde reduction using a partially purified bovine lens aldose reductase preparation and in vivo as inhibitors of galactitol accumulation in the lens, sciatic nerve, and diaphragm of galactose-fed rats. Many members from the isoindolone series 2, particularly those containing an isoindolone N-methyl moiety, showed good in vitro and in vivo potency. The most potent member, the 6-chloro analog 32, was resolved, and aldose reductase activity was found to reside almost exclusively in the (+)-enantiomer. Compound 32 was approximately equipotent in the sciatic nerve of the galactose-fed rat to other cyclic imide ARI's of similar in vitro activity, namely sorbinil and ADN-138 and also to tolrestat, an acetic acid-based ARI (ED50's 4-8 mg/kg). Compounds from both series, 2 and 3, were also found to lower plasma glucose levels of genetically obese db/db and ob/ob mice with potency similar to that of ciglitazone. However, members from these series failed to lower insulin levels of the ob/ob mouse at the doses tested.

  DOI：

  10.1021/jm00102a016

文献信息

• Novel spirosuccinimides as aldose reductase inhibitors and
  申请人：American Home Products Corp.

  公开号：US04900739A1

  公开（公告）日：1990-02-13

  This invention relates to novel spirosuccinimide derivatives, to the processes for their preparation, to methods for using the compounds, and to pharmaceutical preparations thereof. The compounds have pharmaceutical properties which render them beneficial for the treatment of diabetes mellitus and associated conditions.

  这项发明涉及新型螺环琥酰亚胺衍生物，其制备方法，化合物的使用方法以及其药物制剂。这些化合物具有药理特性，使它们对于治疗糖尿病及相关症状具有益处。
• WROEL, JAY E.
  作者：WROEL, JAY E.

  DOI：——

  日期：——
• WROBEL, JAY E.
  作者：WROBEL, JAY E.

  DOI：——

  日期：——
• US4900739A
  申请人：——

  公开号：US4900739A

  公开（公告）日：1990-02-13
• US4946858A
  申请人：——

  公开号：US4946858A

  公开（公告）日：1990-08-07