(4R)-3-(2-acetamidoethyl) oxycarbonyl1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl) pyridine-5-carboxylic acid | 155472-70-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (4R)-3-(2-acetamidoethyl) oxycarbonyl1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl) pyridine-5-carboxylic acid
• 英文别名: (4R)-3-(2-acetamidoethyl)oxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-5-carboxylic acid；(4R)-5-(2-acetamidoethoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid
• CAS: 155472-70-1
• 化学式: C₁₉H₂₁N₃O₇
• 分子量: 403.392
• InChiKey: ZLIDQTKZPAILCU-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  151
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (4R)-1,4-dihydro-2,6-dimethyl-3-(2-aminoethyl)oxycarbonyl-4-(3-nitrophenyl) pyridine-5-carboxylic acid 在 乙酸酐 作用下， 以 甲醇 、 水 为溶剂， 生成 (4R)-3-(2-acetamidoethyl) oxycarbonyl1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl) pyridine-5-carboxylic acid
  参考文献：
  名称：

  1,4-dihydropyridine derivatives

  摘要：

  本发明涉及一种由一般式（I）表示的1,4-二氢吡啶衍生物及其盐，以及由微生物或酶催化反应得到的光学活性一般式（II）表示的1,4-二氢吡啶衍生物及其盐，可用作缺血性心脏病和高血压的预防和治疗剂。 ##STR1##（其中x和Y为H，NO.sub.2，CN，卤素; R.sup.1和R.sup.2为H，CHO，取代基烷基羰基，丙烯酰基，肉桂酰基，烷氧羰基，芳基氧羰基，苄氧羰基，羧基苯甲酰基，或R.sup.1和R.sup.2共同表示邻苯二甲酰基; n为1至3的整数)。

  公开号：

  US05760238A1

文献信息

• Optically active 1,4-dihydropyridine compounds and the microbial process
  申请人：Mercian Corporation

  公开号：US05635395A1

  公开（公告）日：1997-06-03

  (4R)-3-(Substituted aminoalkyl)oxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(nitrophenyl)pyridine-5- carboxylic acids can be prepared efficiently, by reacting bis(substituted aminoalkyl) 1,4-dihydro-2,6-dimethyl-4-(nitrophenyl)pyridine-3,5-dicarboxylates with a microorganism capable of asymmetric hydrolysis and belonging to the genus Streptomyces, the genus Paecilomyces, the genus Botryodioplodia, the genus Alternaria or the genus Helminthosporium, or a treated product thereof. The compounds are extremely useful as important intermediates for preparation of pharmaceuticals useful for the prevention and treatment of angina pectoris, hypertension, etc.

  通过将双(取代氨基烷基)1,4-二氢-2,6-二甲基-4-(硝基苯基)吡啶-3,5-二羧酸酯与一种能够不对称水解并属于链霉菌属、青霉菌属、葡萄孢属、交替孢属或镰刀菌属的微生物或其处理产物反应，可以高效制备(4R)-3-(取代氨基烷基)氧羰基-1,4-二氢-2,6-二甲基-4-(硝基苯基)吡啶-5-羧酸。这些化合物极为有用，是制备用于预防和治疗心绞痛、高血压等疾病的药物的重要中间体。
• Optically active 1,4-dihydropyridine derivatives and process for preparing the same
  申请人：MERCIAN CORPORATION

  公开号：EP0636611A2

  公开（公告）日：1995-02-01

  [CONSTITUTION] Optically active 1,4-dihydropyridine derivatives represented by general formula (I), process for preparing compounds (Ic) (in general formula (I), R¹ is a lower alkyl group), process for preparing compounds represented by general formula (II) by hydrolyzing the compounds (Ic) under acidic conditions, process for preparing compounds represented by general formula (II) by solvolysis, under basic conditions, of compounds represented by general formula (III); wherein R¹ is H, a lower alkyl group, a cyanoethyl group, a lower alkanoylaminoethyl group, or a lower dialkylaminoethyl group; R² is a 2-tetrahydropyranyl group or a lower alkyloxymethyl group; R³ is a cyano group, a lower dialkylamino group or a lower alkanoylamino group; and R⁴ is a lower alkyl group. [ADVANTAGE] The compounds of general formula (I) and (II) are intermediate compounds for preparing optically active 1,4-dihydropyridine derivatives which are useful as medicines for circulatory organs. The compounds can be produced efficiently by the process of the present invention.

  [组织结构] 通式(I)代表的具有光学活性的1,4-二氢吡啶衍生物、化合物(Ic)的制备工艺（通式(I)中，R¹为低级烷基）、在酸性条件下通过水解通式(Ic)代表的化合物制备通式(II)代表的化合物的工艺、在碱性条件下通过溶解通式(III)代表的化合物制备通式(II)代表的化合物的工艺； 其中 R¹ 是 H、低级烷基、氰乙基、低级烷酰氨基乙基或低级二烷基氨基乙基；R² 是 2-四氢吡喃基或低级烷氧基甲基；R³ 是氰基、低级二烷基氨基或低级烷酰氨基；R⁴ 是低级烷基。 优点 通式(I)和(II)的化合物是制备具有光学活性的 1,4-二氢吡啶衍生物的中间化合物，这些衍生物可用作循环器官的药物。通过本发明的工艺可以高效地生产这些化合物。
• OPTICALLY ACTIVE 1,4-DIHYDROPYRIDINE COMPOUND AND PROCESS FOR PRODUCING THE SAME
  申请人：MERCIAN CORPORATION

  公开号：EP0657429A1

  公开（公告）日：1995-06-14

  A (4R)-3-(substituted aminoalkyl)oxycarbonyl-1,4-dihydro-2,6-dimethyl-4-(nitrophenyl)pyridine-5-carboxylic acid can be produced efficiently by the reaction of a bis(substituted aminoalkyl) 1,4-dihydro-2,6-dimethyl-4-(nitrophenyl)pyridine-3,5-dicarboxylate with a microorganism, or a product of treatment thereof, which can induce asymmetric hydrolysis and belongs to the genus Streptomyces, Paecilomyces, Botryodioplodia, Alternaria or Helminthosporium. This compound is extremely useful as an important intermediate for producing medicines useful for preventing or treating angina pectoris, hypertension and so forth.

  一种(4R)-3-(取代的氨基烷基)氧羰基-1,4-二氢-2,6-二甲基-4-(硝基苯基)吡啶-5-羧酸可通过双(取代的氨基烷基)1,4-二氢-2,6-二甲基-4-(硝基苯基)吡啶-3-羧酸与微生物或其处理产物的反应而高效制得、5-二羧酸盐与微生物或其处理产物反应，可诱导不对称水解，属于链霉菌属（Streptomyces）、白僵菌属（Paecilomyces）、霉菌属（Botryodioplodia）、交替孢属（Alternaria）或螺旋孢属（Helminthosporium）。这种化合物非常有用，是生产预防或治疗心绞痛、高血压等药物的重要中间体。
• 1,4-DIHYDROPYRIDINE DERIVATIVE
  申请人：MERCIAN CORPORATION

  公开号：EP0779277A1

  公开（公告）日：1997-06-18

  Disclosed are 1,4-dihydropyridine derivatives represented by the general formula (I) and salts thereof, as well as optical active 1,4-dihydropyridine derivatives represented by the general formula (II) and salts thereof which are obtained from the derivative by biochemical reactions using microorganisms or enzymes and useful as preventive and therapeutic agents for ischemic heart diseases and hypertension. (wherein X and Y are H, NO2, CN, halogen; R1 and R2 are H, CHO, substituted alkylcarbonyl, crotonyl, cinnamoyl, alkoxycarbonyl, aryloxycarbonyl, benzyloxycarbonyl, carboxybenzoyl, or R1 and R2 taken together represent phthaloyl; n is an integer of 1 to 3).

  本发明公开了通式(I)代表的1,4-二氢吡啶衍生物及其盐，以及通式(II)代表的具有光学活性的1,4-二氢吡啶衍生物及其盐，它们是利用微生物或酶通过生化反应从衍生物中获得的，可作为缺血性心脏病和高血压的预防和治疗药物。 (其中X和Y是H、NO2、CN、卤素；R1和R2是H、CHO、取代的烷基羰基、巴豆基、肉桂酰基、烷氧基羰基、芳氧基羰基、苄氧基羰基、羧基苯甲酰基，或R1和R2合起来代表邻苯二甲酰；n是1至3的整数）。
• PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE 1,4-DIHYDROPYRIDINE COMPOUNDS
  申请人：MERCIAN CORPORATION

  公开号：EP0657429B1

  公开（公告）日：2001-04-11