6-methoxy-4,4-dimethyl-3,5-dihydro-2H-pyridine | 165385-55-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 甲亚胺酸及其衍生物
• 英文名称: 6-methoxy-4,4-dimethyl-3,5-dihydro-2H-pyridine
• 英文别名: 2,3,4,5-tetrahydro-4,4-dimethyl-6-methoxypyridine；6-Methoxy-4,4-dimethyl-2,3,4,5-tetrahydropyridine
• CAS: 165385-55-7
• 化学式: C₈H₁₅NO
• 分子量: 141.213
• InChiKey: VKYNVFGIWMMQRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-methoxy-4,4-dimethyl-3,5-dihydro-2H-pyridine 在 氯化铵 作用下， 以 甲醇 为溶剂， 反应 3.5h， 以86%的产率得到4,4-dimethylpiperidin-2-imine, monohydrochloride
  参考文献：
  名称：

  Substituted 2-Iminopiperidines as Inhibitors of Human Nitric Oxide Synthase Isoforms

  摘要：

  A series of analogues of 2-iminopiperidine have been prepared and shown to be potent inhibitors of the human nitric oxide synthase (NOS) isoforms. Methyl substitutions on the 4-position (3) or 4- and 6-positions (8) afforded the most potent analogues. These compounds exibited IC50 values of 0.1 and 0.08 mu M, respectively, for hiNOS inhibition. Substitution with cyclohexylmethyl at the 6-position (13) afforded an inhibitor that showed the best selectivity for hiNOS versus heNOS (heNOS IC50/hiNOS IC50 = 64). Following oral administration, inhibitors were found to decrease serum nitrite/nitrate levels in an in vivo rat endotoxin assay. This series of 2-iminopiperidines were prepared via the described synthetic methodologies. The effect of ring substitutions on potency and selectivity for this class of cyclic amidines as NOS inhibitors is described.

  DOI：

  10.1021/jm9705059
• 作为产物：
  描述：

  3,3-二甲基戊二酸酐 在 palladium/alumina ammonium hydroxide 、 氢气 作用下， 以 二氯甲烷 为溶剂， 250.0 ℃ 、11.03 MPa 条件下， 反应 3.0h， 生成 6-methoxy-4,4-dimethyl-3,5-dihydro-2H-pyridine
  参考文献：
  名称：

  Substituted 2-Iminopiperidines as Inhibitors of Human Nitric Oxide Synthase Isoforms

  摘要：

  A series of analogues of 2-iminopiperidine have been prepared and shown to be potent inhibitors of the human nitric oxide synthase (NOS) isoforms. Methyl substitutions on the 4-position (3) or 4- and 6-positions (8) afforded the most potent analogues. These compounds exibited IC50 values of 0.1 and 0.08 mu M, respectively, for hiNOS inhibition. Substitution with cyclohexylmethyl at the 6-position (13) afforded an inhibitor that showed the best selectivity for hiNOS versus heNOS (heNOS IC50/hiNOS IC50 = 64). Following oral administration, inhibitors were found to decrease serum nitrite/nitrate levels in an in vivo rat endotoxin assay. This series of 2-iminopiperidines were prepared via the described synthetic methodologies. The effect of ring substitutions on potency and selectivity for this class of cyclic amidines as NOS inhibitors is described.

  DOI：

  10.1021/jm9705059

文献信息

• Amidino dervatives useful as nitric oxide synthase inhibitors
  申请人：G. D. Searle & Co.

  公开号：US05854234A1

  公开（公告）日：1998-12-29

  The current invention discloses useful pharmaceutical compositions containing azepine derivatives useful as nitric oxide synthase inhibitors.

  本发明公开了含有用作一氧化氮合酶抑制剂的氮杂环衍生物的有用药物组合物。
• Amidino derivatives useful as nitric oxide synthase inhibitors
  申请人：G.D. Searle & Co.

  公开号：US06046211A1

  公开（公告）日：2000-04-04

  The current invention discloses useful pharmaceutical compositions containing amidino derivative useful as nitric oxide synthase inhibitors.

  本发明公开了含有作为一氧化氮合酶抑制剂的有用酰胺基衍生物的有用药物组合物。
• FUSED BICYCLIC HETEROCYCLE DERIVATIVES AS PESTICIDES
  申请人：Bayer CropScience Aktiengesellschaft

  公开号：US20190313643A1

  公开（公告）日：2019-10-17

  The invention relates to novel compounds of the formula (I) in which Aa, Ab, Ac, Ad, R 1 , Q and n have the definitions given above, to their use as acaricides and/or insecticides for controlling animal pests and to processes and intermediates for their preparation.

  本发明涉及公式（I）的新化合物，其中Aa，Ab，Ac，Ad，R1，Q和n具有上述给定的定义，其用作杀虫剂和/或杀虫剂，用于控制动物害虫，以及用于其制备的过程和中间体。
• Imino pyrrolidine derivatives useful as nitric oxide synthase inhibitors
  申请人：G.D. Searle & Co.

  公开号：US06448286B1

  公开（公告）日：2002-09-10

  The current invention discloses useful pharmaceutical compositions containing amidino derivative useful as nitric oxide synthase inhibitors.

  当前发明揭示了有用的药物组合物，其中包含作为一氧化氮合酶抑制剂有用的氨基甲酰衍生物。
• Compounds for Treating Disorders Mediated by Metabotropic Glutamate Receptor 5, and Methods of Use Thereof
  申请人：Hardy Larry Wendell

  公开号：US20110319380A1

  公开（公告）日：2011-12-29

  Provided herein are compounds and methods of synthesis thereof. The compounds set forth herein are useful for the treatment, prevention, and/or management of various disorders, such as neurological disorders, neurodegenerative disorders, neuropsychiatric disorders, disorders of cognition, learning or memory, gastrointestinal disorders, lower urinary tract disorder, and cancer. Compounds set forth herein modulate the activity of metabotropic glutamate receptor 5 (mGluR5) in the central nervous system or the periphery. Pharmaceutical formulations containing the compounds and their methods of use are also provided herein.

  本文提供了化合物及其合成方法。本文中提供的化合物可用于治疗、预防和/或管理各种疾病，如神经系统疾病、神经退行性疾病、神经精神疾病、认知、学习或记忆障碍、胃肠道疾病、下尿路障碍和癌症。本文提供的化合物在中枢神经系统或外周调节代谢性谷氨酸受体5(mGluR5)的活性。本文还提供了含有这些化合物的药物制剂及其使用方法。