6-Bromo-1,3-dimethyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one | 234771-64-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 6-Bromo-1,3-dimethyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
• 英文别名: 6-bromo-1,3-dimethyl-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-one；6-bromo-1,3-dimethyl-1,3-dihydroimidazo[4,5-b]pyridin-2-one；6-Bromo-1,3-dimethyl-1h-imidazo[4,5-b]pyridin-2(3h)-one；6-bromo-1,3-dimethylimidazo[4,5-b]pyridin-2-one
• CAS: 234771-64-3
• 化学式: C₈H₈BrN₃O
• 分子量: 242.075
• InChiKey: AZVVIPSHNZHTHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  36.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Bromo-1,3-dimethyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one 在 溴 、 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 以87%的产率得到5,6-Dibromo-1,3-dimethyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
  参考文献：
  名称：

  Halogenation of Imidazo[4,5-b]pyridin-2-one Derivatives

  摘要：

  在醋酸中，以90–95°C对2,3-二氢-1H-咪唑[4,5-b]吡啶-2-酮及其N-甲基取代衍生物进行氯化和溴化，会形成相应的5,6-二氯（或二溴）-2,3-二氢-1H-咪唑[4,5-b]吡啶-2-酮。在类似条件下，使用ICl对相同底物进行碘化会生成6-碘衍生物。对6-碘-1,3-二甲基-2,3-二氢-1H-咪唑[4,5-b]吡啶-2-酮进行氯化时，碘原子被氯取代，生成5,6-二氯-1,3-二甲基-2,3-二氢-1H-咪唑[4,5-b]吡啶-2-酮。对6-溴和6-氯-2,3-二氢-1H-咪唑[4,5-b]吡啶-2-酮进行溴化分别得到5,6-二溴-和5-溴-6-氯-2,3-二氢-1H-咪唑[4,5-b]吡啶-2-酮。

  DOI：

  10.1007/s11178-005-0206-y
• 作为产物：
  描述：

  1,3-dimethyl-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-one 、 N-溴代丁二酰亚胺(NBS) 生成 6-Bromo-1,3-dimethyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
  参考文献：
  名称：

  SPADA, ALFRED P.;CAMPBELI, HENRY F.;KUHLA, DONALD E.;STUDI, WILLIAM L.;FA+

  摘要：

  DOI：
• 作为试剂：
  描述：

  8-bromo-1-(1,3-dimethyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydroimidazo[4,5-c]quinolin-2-one 、 5-溴-2-甲氧基-3-硝基砒啶 在 6-Bromo-1,3-dimethyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one 作用下， 生成 6-Bromo-1,3-dimethyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one
  参考文献：
  名称：

  1H-imidazo[4,5-c]quinolinone derivatives

  摘要：

  本发明涉及使用1H-咪唑[4,5-c]喹啉酮衍生物及其盐治疗蛋白质和/或脂质激酶依赖性疾病，以及用于制造治疗该等疾病的药物制剂；1H-咪唑[4,5-c]喹啉酮衍生物用于治疗蛋白质和/或脂质激酶依赖性疾病；一种治疗上述疾病的方法，包括向温血动物，特别是人类，给予1H-咪唑[4,5-c]喹啉酮衍生物；包含1H-咪唑[4,5-c]喹啉酮衍生物的药物制剂，特别用于治疗蛋白质和/或脂质激酶依赖性疾病；新颖的1H-咪唑[4,5-c]喹啉酮衍生物；以及制备新颖的1H-咪唑[4,5-c]喹啉酮衍生物的方法。

  公开号：

  US08476294B2

文献信息

• 1H-IMIDAZO[4,5-C]QUINOLINONE DERIVATIVES
  申请人：Furet Pascal

  公开号：US20140005163A1

  公开（公告）日：2014-01-02

  The invention relates to the use of 1H-imidazo[4,5-c]quinolinone derivatives and salts thereof in the treatment of protein and/or lipid kinase dependent diseases and for the manufacture of pharmaceutical preparations for the treatment of said diseases; 1H-imidazo[4,5-c]quinolinone derivatives for use in the treatment of protein and/or lipid kinase dependent diseases; a method of treatment against said diseases, comprising administering the 1H-imidazo[4,5-c]quinolinone derivatives to a warm-blooded animal, especially a human; pharmaceutical preparations comprising an 1H-imidazo[4,5-c]quinolinone derivative, especially for the treatment of a protein and/or lipid kinase dependent disease; novel 1H-imidazo[4,5-c]quinolinone derivatives; and a process for the preparation of the novel 1H-imidazo[4,5-c]quinolinone derivatives.

  本发明涉及使用1H-咪唑[4,5-c]喹啉酮衍生物及其盐治疗蛋白质和/或脂质激酶依赖性疾病，并用于制备治疗该类疾病的药物制剂；使用1H-咪唑[4,5-c]喹啉酮衍生物治疗蛋白质和/或脂质激酶依赖性疾病；一种治疗该类疾病的方法，包括向温血动物，特别是人类，给予1H-咪唑[4,5-c]喹啉酮衍生物；包含1H-咪唑[4,5-c]喹啉酮衍生物的药物制剂，特别用于治疗蛋白质和/或脂质激酶依赖性疾病；新型1H-咪唑[4,5-c]喹啉酮衍生物；以及制备新型1H-咪唑[4,5-c]喹啉酮衍生物的方法。
• 1H-IMIDAZO[4,5-c]QUINOLINONE DERIVATIVES
  申请人：FURET Pascal

  公开号：US20100317657A1

  公开（公告）日：2010-12-16

  The invention relates to the use of 1H-imidazo[4,5-c]quinolinone derivatives and salts thereof in the treatment of protein and/or lipid kinase dependent diseases and for the manufacture of pharmaceutical preparations for the treatment of said diseases; 1H-imidazo[4,5-c]quinolinone derivatives for use in the treatment of protein and/or lipid kinase dependent diseases; a method of treatment against said diseases, comprising administering the 1H-imidazo[4,5-c]quinolinone derivatives to a warm-blooded animal, especially a human; pharmaceutical preparations comprising an 1H-imidazo[4,5-c]quinolinone derivative, especially for the treatment of a protein and/or lipid kinase dependent disease; novel 1H-imidazo[4,5-c]quinolinone derivatives; and a process for the preparation of the novel 1H-imidazo[4,5-c]quinolinone derivatives.

  本发明涉及使用1H-咪唑[4,5-c]喹啉酮衍生物及其盐在治疗蛋白质和/或脂质激酶依赖性疾病和制造治疗该类疾病的药物制剂；1H-咪唑[4,5-c]喹啉酮衍生物用于治疗蛋白质和/或脂质激酶依赖性疾病；一种治疗上述疾病的方法，包括向温血动物，特别是人类，给予1H-咪唑[4,5-c]喹啉酮衍生物；包括1H-咪唑[4,5-c]喹啉酮衍生物的药物制剂，特别用于治疗蛋白质和/或脂质激酶依赖性疾病；新型1H-咪唑[4,5-c]喹啉酮衍生物；以及制备新型1H-咪唑[4,5-c]喹啉酮衍生物的方法。
• Nitration of 1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one derivatives
  作者：N. N. Smolyar、Kh. Ya. Lopatinskaya、A. B. Vasilechko、D. A. Lomov、Yu. M. Yutilov

  DOI：10.1134/s1070428007030153

  日期：2007.3

  Nitration of 1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one and its N-methyl derivatives at 0-5 degrees C and 60 degrees C gives 5-nitro- and 5,6-dinitro-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones, respectively. The latter can also be obtained by nitration of 5-mononitro derivatives under similar conditions. The nitration of 6-chloro- and 6-bromo-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones and their N-methyl-substituted analogs leads to the formation of the corresponding 6-chloro(bromo)-5 -nitro compounds. The same products are formed in the nitration of 5,6-dichloro- and 5,6-dibromo-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones. In this case, the process involves replacement of the halogen atom in position 5 of the pyridine fragment by nitro group. The nitration of 6-bromo-5-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one is accompanied by oxidation of the 5-methyl group to carboxy.
• SPADA, ALFRED P.;CAMPBELI, HENRY F.;KUHLA, DONALD E.;STUDI, WILLIAM L.;FA+
  作者：SPADA, ALFRED P.、CAMPBELI, HENRY F.、KUHLA, DONALD E.、STUDI, WILLIAM L.、FA+

  DOI：——

  日期：——
• Yutilov; Malyutina; Lopatinskaya, Russian Journal of Organic Chemistry, 1998, vol. 34, # 9, p. 1363 - 1364
  作者：Yutilov、Malyutina、Lopatinskaya、Svertilova

  DOI：——

  日期：——