1-(2-methylphenyl)-4-(hydroxymethyl)-2,3-dihydropyrrolo<3,2-c>quinoline | 122456-46-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(2-methylphenyl)-4-(hydroxymethyl)-2,3-dihydropyrrolo<3,2-c>quinoline
• 英文别名: 1-(2-methylphenyl)-4-hydroxymethyl-2,3-dihydropyrrolo[3,2-c]quinoline；(1-o-Tolyl-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-4-yl)-methanol；[1-(2-methylphenyl)-2,3-dihydropyrrolo[3,2-c]quinolin-4-yl]methanol
• CAS: 122456-46-6
• 化学式: C₁₉H₁₈N₂O
• 分子量: 290.365
• InChiKey: IYISJBIPHPYZTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  36.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-methyl-1-(2-methylphenyl)-5-oxo-2,3-dihydropyrrolo<3,2-c>quinoline 在 盐酸 、 乙酸酐 作用下， 生成 1-(2-methylphenyl)-4-(hydroxymethyl)-2,3-dihydropyrrolo<3,2-c>quinoline
  参考文献：
  名称：

  Reversible inhibitors of the gastric (H+/K+)-ATPase. 2. 1-Arylpyrrolo[3,2-c]quinolines: effect of the 4-substituent

  摘要：

  Further work on compounds 1 has identified the 4-position as a site where substantial modifications are tolerated, leading to analogues which are more potent and less toxic than those described previously. The best compound in the series is 13a (SK&F 96356), which is a potent inhibitor of gastric acid secretion in both the pentagastrin-stimulated rat and the histamine-stimulated dog. This compound shows reversible, K+-competitive binding to the enzyme. Because of its fluorescent properties, it is also proving useful in vitro as a probe of the structure and function of the (H+/K+)-ATPase.

  DOI：

  10.1021/jm00088a021

文献信息

• Quinoline derivatives, process for their preparation and pharmaceutical compositions containing them
  申请人：SMITHKLINE BEECHAM INTERCREDIT B.V.

  公开号：EP0307078A1

  公开（公告）日：1989-03-15

  in which R¹ to R⁴ are the same or different and are inter alia, each hydrogen, C₁₋₄alkyl, C₁₋₆alkoxy, phenyl, C₁₋₆alkylthio, C₁₋₄alkanoyl, amino, R⁵ to R⁹ are the same or different and are each hydrogen, C₁₋₆alkyl, C₁₋₆alkoxy, C₁₋₆alkylthio, halogen, cyano, amino, hydroxy, carbamoyl, carboxy, C₁₋₆alkanoyl, trifluoromethyl or nitro, R¹⁰ is inter alia hydrogen, C₁₋₆alkyl, C₁₋₆alkoxy, halogen, hydroxy, -CH₂OH, C₁₋₆alkylthio, NH(CH₂)nOH in which n is 0 to 4 or amino; and A is -(CH₂)₂-, (CH₂)₃- ­or -CH=CH-; processes for their preparation, pharmaceutical compositions containing them and their use in therapy as inhibitors of gastric acid secretion.

  C₁₋₄烷硫基、C₁₋₄烷酰基、氨基、R⁵至 R⁹相同或不同且各自为氢、C₁₋₆alkyl、C₁₋₆alkoxy、C₁₋₆烷硫基、卤素、氰基、氨基、羟基、氨基甲酰基、羧基、C₁₋₆烷酰基、三氟甲基或硝基，R¹⁰除其他外为氢、C₁₋₆烷基、C₁₋₆烷氧基、卤素、羟基、-CH₂OH、C₁₋₆烷硫基、NH(CH₂)nOH（其中 n 为 0 至 4）或氨基；和 A 是-(CH₂)₂-、(CH₂)₃- 或-CH=CH-；它们的制备工艺、含有它们的药物组合物以及它们作为胃酸分泌抑制剂在治疗中的用途。
• 1-TERTIARY-ALKYL-SUBSTITUTED NAPHTHYRIDINE- AND QUINOLINE-CARBOXYLIC ACID ANTIBACTERIAL AGENTS
  申请人：Bristol-Myers Company

  公开号：EP0288519A1

  公开（公告）日：1988-11-02
• EP0288519A4
  申请人：——

  公开号：EP0288519A4

  公开（公告）日：1992-04-15
• US5051508A
  申请人：——

  公开号：US5051508A

  公开（公告）日：1991-09-24
• [EN] 1-TERTIARY-ALKYL-SUBSTITUTED NAPHTHYRIDINE- AND QUINOLINE-CARBOXYLIC ACID ANTIBACTERIAL AGENTS
  申请人：BRISTOL-MYERS COMPANY

  公开号：WO1988002627A1

  公开（公告）日：1988-04-21

  (EN) New naphthyridine- and quinoline-carboxylic acids having a 1-tertiary-alkyl substituent, compositions containing them, and their use in treating bacterial infections in warm-blooded animals. Also disclosed are novel amines and intermediates used in the preparation of the naphthyridine- and quinoline-carboxylic acids.(FR) Nouveaux acides naphthyridine-quinoléine carboxyliques possédant un substituant alkyle tertiaire en position 1, compositions contenant de tels acides, et leur utilisation dans le traitement des infections bactériennes chez les animaux à sang chaud. De nouvelles amines sont également décrites, ainsi que des produits intermédiaires utilisés dans la préparation des acides naphthydrine et quinoléine carboxyliques.