2-methoxy-4-nitro-5-chlorobenzoic acid | 32622-81-4

• 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-4-nitro-5-chlorobenzoic acid
• 英文别名: 5-chloro-2-methoxy-4-nitrobenzoic acid
• CAS: 32622-81-4
• 化学式: C₈H₆ClNO₅
• 分子量: 231.592
• InChiKey: ZGHDLDHWTRBXPO-UHFFFAOYSA-N

物化性质

• 沸点：
  413.9±45.0 °C(Predicted)
• 密度：
  1.546±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-methoxy-4-nitro-5-chlorobenzoic acid 在 氯化亚砜 作用下， 生成 5-氯-2-甲氧基-4-硝基苯甲酰氯
  参考文献：
  名称：

  Identification and full characterization of a new metabolite of metoclopramide

  摘要：

  The metabolism of metoclopramide 1 has been reinvestigated by HPLC coupled with mass spectrometry. The urine of healthy volunteers showed the presence of a new metabolite 2 derived from the enzymatic oxidation of the primary aromatic amino group of 1 to the hydroxylamino moiety. The structure of the new metabolite was ascertained by its fragmentation pattern in the mass spectrometer and unambiguously secured by an independent synthesis. In addition, the tertiary amine group of 1 was selectively oxidized to the corresponding N-oxide. This compound and its ring oxidation metabolites were not detected in the urine of the tested volunteers.

  DOI：

  10.1016/0223-5234(96)88294-8
• 作为产物：
  描述：

  4-氨基-5-氯-2-甲氧基苯甲酸 在 sodium perborate 、 溶剂黄146 作用下， 以60%的产率得到2-methoxy-4-nitro-5-chlorobenzoic acid
  参考文献：
  名称：

  Identification and full characterization of a new metabolite of metoclopramide

  摘要：

  The metabolism of metoclopramide 1 has been reinvestigated by HPLC coupled with mass spectrometry. The urine of healthy volunteers showed the presence of a new metabolite 2 derived from the enzymatic oxidation of the primary aromatic amino group of 1 to the hydroxylamino moiety. The structure of the new metabolite was ascertained by its fragmentation pattern in the mass spectrometer and unambiguously secured by an independent synthesis. In addition, the tertiary amine group of 1 was selectively oxidized to the corresponding N-oxide. This compound and its ring oxidation metabolites were not detected in the urine of the tested volunteers.

  DOI：

  10.1016/0223-5234(96)88294-8

文献信息

• Substituted benzamide derivatives and their use as anticonvulsants
  申请人：SmithKline Beecham p.l.c.

  公开号：US06110934A1

  公开（公告）日：2000-08-29

  This invention relates to substituted benzamido-heterocyclic compounds of general formula (I) having an alkoxy substituent at the C2 position of the benzamido group and various substituents at positions C4 and C5, being optionally substituted on the N atom of the heterocyclic system, and where the unsaturated ring of the heterocyclic system is a 5,6, 7 or 8-membered ring. Also to the use of these compounds as anticonvulsants in certain medical conditions, and to processes for making them.

  这项发明涉及一般式（I）的取代苯胺基-杂环化合物，其在苯胺基团的C2位置具有烷氧基取代基，在C4和C5位置具有各种取代基，可以在杂环系统的N原子上进行取代，并且杂环系统的不饱和环为5、6、7或8成员环。还涉及这些化合物作为抗惊厥剂在某些医疗状况中的使用，以及制备它们的方法。
• [EN] SUBSTITUTED BENZAMIDE DERIVATIVES AND THEIR USE AS ANTICONVULSANTS<br/>[FR] DERIVES SUBSTITUES DU BENZAMIDE ET LEUR UTILISATION COMME ANTICONVULSIVANTS
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO1997048683A1

  公开（公告）日：1997-12-24

  (EN) The invention relates to substituted benzamido-heterocyclic compounds of general formula (I) having an alkoxy substituent at the C2 position of the benzamido group and various substituents at positions C4 and C5, being optionally substituted on the N atom of the heterocyclic system, and where the unsaturated ring of the heterocyclic system is a 5, 6, 7 or 8-membered ring. Also to the use of these compounds as anticonvulsants in certain medical conditions, and to processes for making them.(FR) L'invention concerne des composés benzamido-hétérocycliques substitués, de formule générale (I), comportant un substituant alcoxy en position C2 du groupe benzamido et divers substituants aux positions C4 et C5; éventuellement substitués sur l'atome N du système hétérocyclique; et dans lesquels le noyau insaturé du système hétérocyclique est un noyau à 5, 6, 7 ou 8 éléments. L'invention concerne également l'utilisation de ces composés comme anticonvulsivants dans certains troubles médicaux, ainsi que les procédés permettant de les fabriquer.

  本发明涉及一般式（I）的取代苯甲酰胺-杂环化合物，其在苯甲酰胺基团的C2位置具有烷氧基取代基，在C4和C5位置具有各种取代基，可以在杂环系统的N原子上选用取代基，且杂环系统的不饱和环为5、6、7或8元环。此外，本发明还涉及将这些化合物用作某些医疗条件下的抗惊厥药物，以及制备它们的过程。
• [EN] POLYSUBSTITUTED ANILINOPYRIMIDINE DERIVATIVE AND PREPARATION METHOD AND APPLICATION THEREOF<br/>[FR] DÉRIVÉ D'ANILINOPYRIMIDINE POLYSUBSTITUÉ, SON PROCÉDÉ DE PRÉPARATION ET SON APPLICATION<br/>[ZH] 一种多取代苯氨基嘧啶衍生物及其制备方法和用途
  申请人：HANGZHOU BIO CREATIVITY PHARMA TECH CO LTD

  公开号：WO2020135507A1

  公开（公告）日：2020-07-02

  本发明公开了一种具有通式Ⅰ结构的多取代苯氨基嘧啶衍生物及其制备方法和用途，该类衍生物及其药学上可接受的盐或溶剂化合物是激酶CDK4、CDK6和/或CDK9抑制剂，可更广泛地用于癌症的治疗，具有巨大的临床应用价值。
• ——
  作者：LAFON L.

  DOI：——

  日期：——
• SUBSTITUTED BENZAMIDE DERIVATIVES AND THEIR USE AS ANTICONVULSANTS
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP0906283A1

  公开（公告）日：1999-04-07