2-amino-4-methyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester | 50550-96-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-4-methyl-5-oxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester
• 英文别名: 2-Amino-4-methyl-1,4,5,6,7,8-hexahydro-5-oxoquinoline-3-carboxylic acid ethyl ester；ethyl 2-amino-4-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate
• CAS: 50550-96-4
• 化学式: C₁₃H₁₈N₂O₃
• 分子量: 250.298
• InChiKey: YLHBUUZXUPSWOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-环己二酮 、 乙醛 以25%的产率得到
  参考文献：
  名称：

  MEYER H.; BOSSERT F.; HORSTMANN H., J. LIEBIGS ANN. CHEM. , 1977, NO 11-12, 1895-1908

  摘要：

  DOI：

文献信息

• 2-Amino-1,4-dihydropyridine derivatives
  申请人：Bayer Aktiengesellschaft

  公开号：US03935223A1

  公开（公告）日：1976-01-27

  2-Amino-1,4-dihydropyridines bearing a carbonyl function in the 5-position and being optionally substituted by lower alkyl or phenyl in the 6-position, and the corresponding 2-amino-1,4,5,6,7,8-hexahydro-5-oxoquinolines, which derivatives are further substituted by a carbonyl group in the 3-position and optionally substituted in the 4-position by lower alkyl, phenyl, substituted phenyl or a heterocyclic group are anti-hypertensive agents and coronary vessel dilators. The compounds, of which 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3,5-diethyl ester is a representative embodiment, are prepared through condensation of an ylideneacetoacetic acid ester and an amidine.

  在5位带有羰基功能，6位可选择性地被低烷基或苯基取代的2-氨基-1,4-二氢吡啶和相应的2-氨基-1,4,5,6,7,8-六氢-5-氧代喹啉，其衍生物在3位进一步取代了羰基基团，4位可选择性地被低烷基、苯基、取代苯基或杂环基团取代，这些化合物是抗高血压药和冠状血管扩张剂。这些化合物通过酰乙酸乙酯和氨基嘧啶的缩合反应制备，其中2-氨基-6-甲基-4-(3-硝基苯基)-1,4-二氢吡啶-3,5-二羧酸二乙酯是代表性实施例。
• 2-Amino-4-pyrimidyl-1,4-dihydropyridine derivatives
  申请人：Bayer Aktiengesellschaft

  公开号：US04022898A1

  公开（公告）日：1977-05-10

  2-Amino-1,4-dihydropyridines bearing a carbonyl function in the 5-position and being optionally substituted by lower alkyl or phenyl in the 6-position, and the corresponding 2-amino-1,4,5,6,7,8-hexahydro-5-oxoquinolines, which derivatives are further substituted by a carbonyl group in the 3-position and optionally substituted in the 4-position by lower alkyl, phenyl, substituted phenyl or a heterocyclic group are antihypertensive agents and coronary vessel dilators. The compounds, of which 2-amino-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3,5-diethyl ester is a representative embodiment, are prepared through condensation of an ylideneacetoacetic acid ester and an amidine.

  在5位带有羰基功能并在6位可选择取代为较低烷基或苯基的2-氨基-1,4-二氢吡啶和相应的2-氨基-1,4,5,6,7,8-六氢-5-氧喹啉衍生物，其衍生物在3位进一步取代为羰基基团并在4位可选择取代为较低烷基、苯基、取代苯基或杂环基团，可作为降压剂和冠状血管扩张剂。这些化合物通过酰乙酰乙酸酯和肼的缩合反应制备，其中2-氨基-6-甲基-4-(3-硝基苯基)-1,4-二氢吡啶-3,5-二羧酸3,5-二乙酯是一个代表性的实施例。
• Dihydropyridine compounds for treating or preventing metabolic disorders
  申请人：Ono Mitsunori

  公开号：US20050203119A1

  公开（公告）日：2005-09-15

  This invention relates to dihydropyridine compounds of formula (I): or a pharmaceutically acceptable salt, solvate, clathrate, or prodrug thereof wherein A 2 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , and m are defined herein, and compositions comprising such compounds. The invention also relates to methods of preventing or treating metabolic disorders, such as diabetes mellitus, and conditions and complications associated with diabetes mellitus, comprising administering to a subject in need thereof a compound of formula (1) or a composition comprising such a compound. The invention further relates to kits comprising a compound of formula (I).

  本发明涉及式（I）的二氢吡啶化合物或其药学上可接受的盐、溶剂化合物、笼合物或前药，其中A2、R12、R13、R14、R15、R16、R17、R18、R19、R20、R21、R22和m如本文所定义，并且包括含有这种化合物的组合物。本发明还涉及预防或治疗代谢性疾病，如糖尿病以及与糖尿病相关的疾病和并发症的方法，包括向需要的受试者给予式（I）的化合物或包含这种化合物的组合物。本发明还涉及包含式（I）的化合物的试剂盒。
• DIHYDROPYRIDINE COMPOUNDS FOR TREATING OR PREVENTING METABOLIC DISORDERS
  申请人：Synta Pharmaceuticals Corporation

  公开号：EP1663227A2

  公开（公告）日：2006-06-07
• US3939171A
  申请人：——

  公开号：US3939171A

  公开（公告）日：1976-02-17