dimethyl 4-(4-(methoxycarbonyl)phenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate | 121497-05-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dimethyl 4-(4-(methoxycarbonyl)phenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• 英文别名: 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-4-(4-(methoxycarbonyl)phenyl)-2,6-dimethyl-, dimethyl ester；dimethyl 4-(4-methoxycarbonylphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 121497-05-0
• 化学式: C₁₉H₂₁NO₆
• 分子量: 359.379
• InChiKey: QFQGWFBVXYYUPD-UHFFFAOYSA-N

物化性质

• 熔点：
  238-240 °C
• 沸点：
  487.4±45.0 °C(Predicted)
• 密度：
  1.204±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 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：
  90.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  对醛基苯甲酸 在 4-二甲氨基吡啶 、 sodium methylate 、 N,N'-二环己基碳二亚胺 作用下， 以 乙腈 为溶剂， 反应 42.17h， 生成 dimethyl 4-(4-(methoxycarbonyl)phenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  离子液相技术支持微波介电加热下Hantzsch 1,4-二氢吡啶和Biginelli 3,4-dihydropyrimidin-2（1 H）-ones的三组分合成

  摘要：

  描述了一种微波介电加热辅助液相合成1,4-二氢吡啶，3,4-二氢嘧啶-2（1 H）-酮，吡啶和多氢喹啉的方法，该方法使用任务特定的离子液体作为可溶性载体。离子液相有机合成（IoLiPOS）方法的效率通过使用一锅三组分缩合法得到证明。通过光谱分析常规验证每个步骤中的中间体的结构，并且在裂解后以高收率和高纯度获得目标化合物。

  DOI：

  10.1016/j.tet.2005.09.118

文献信息

• The Hantzsch reaction for nitrogen-13 PET: preparation of [¹³N]nifedipine and derivatives
  作者：Julia E. Blower、Michelle T. Ma、Fahad A. I. Al-Salemee、Antony D. Gee

  DOI：10.1039/d1cc00495f

  日期：——

  half-life (t1/2 = 9.97 min) imposes synthetic challenges, but we have expanded the hitherto limited pool of 13N labelling strategies and tracers by adapting the multicomponent Hantzsch condensation reaction to prepare a library of 13N-labelled 1,4-dihydropyridines from [13N]ammonia, including the widely-used drug nifedipine. This represents a key advance in 13N PET radiochemistry, and will serve to underpin

  Nitrogen-13 是一种颇具吸引力但未得到充分利用的 PET 放射性核素，用于标记生物和制药领域的分子，是对其他 PET 放射性核素的补充。它的半衰期短（ t 1/2 = 9.97 分钟）带来了合成挑战，但我们通过采用多组分 Hantzsch 缩合反应来制备13 N 标记的 1 文库，扩大了迄今为止有限的13 N 标记策略和示踪剂库。来自[ 13 N]氨的,4-二氢吡啶，包括广泛使用的药物硝苯地平。这代表了13 N PET 放射化学的重大进展，并将有助于巩固人们对短寿命 PET 示踪剂所提供的临床机会的新兴趣。
• Syntheses and bioevaluation of substituted dihydropyridines for pregnancy-interceptive activity in hamsters
  作者：Anita Mukherjee、Mohammad S. Akhtar、Vishnu L. Sharma、Manju Seth、Amiya P. Bhaduri、Anila Agnihotri、Purshottam K. Mehrotra、Ved Prakash Kamboj

  DOI：10.1021/jm00130a012

  日期：1989.10

  A number of 2,6-dimethyl-3,5-bis(methoxycarbonyl)-4-substituted-1,4- dihydropyridines were synthesized and evaluated for pregnancy-interceptive activity in mated hamsters. Out of 24 compounds, 12, 15, 21, 22, 28, and 34 caused a marked reduction in the number of implantations when administered on days 3-8 postcoitum. In an in vitro competition assay, none of the compounds exhibited noticeable binding affinity for uterine progesterone receptors. The results reported here have helped to identify new leads for developing pregnancy-interceptive agents and the active compounds do not seem to elicit their interceptive effect through receptor-mediated inhibition of progesterone action in hamster uterus.
• MUKHERJEE, ANITA;AKHTAR, MOHAMMAD S.;SHARMA, VISHNU L.;SETH, MANJU;BHADUR+, J. MED. CHEM., 32,(1989) N0, C. 2297-2300
  作者：MUKHERJEE, ANITA、AKHTAR, MOHAMMAD S.、SHARMA, VISHNU L.、SETH, MANJU、BHADUR+

  DOI：——

  日期：——
• [EN] METHOD OF STIMULATING IMMUNE CELL MIGRATION<br/>[FR] PROCÉDÉ DE STIMULATION DE LA MIGRATION DE CELLULES IMMUNITAIRES
  申请人：CELTAXSYS INC

  公开号：WO2014159343A1

  公开（公告）日：2014-10-02

  The present invention provides methods of stimulating the migration of an immune cell, methods of stimulating an immune response and methods of increasing immune cell deformability comprising administering an effective amount of a compound having the Formula (I).
• Ionic liquid phase technology supported the three component synthesis of Hantzsch 1,4-dihydropyridines and Biginelli 3,4-dihydropyrimidin-2(1H)-ones under microwave dielectric heating
  作者：Jean-Christophe Legeay、Jean Jacques Vanden Eynde、Jean Pierre Bazureau

  DOI：10.1016/j.tet.2005.09.118

  日期：2005.12

  A microwave dielectric heating assisted liquid phase synthesis of 1,4-dihydropyridines, 3,4-dihydropyrimidin-2(1H)-ones, pyridines and polyhydroquinolines using task-specific ionic liquid as a soluble support was described. The efficiency of the ionic liquid phase organic synthesis (IoLiPOS) methodology was demonstrated by using a one-pot three component condensation. The structure of the intermediates

  描述了一种微波介电加热辅助液相合成1,4-二氢吡啶，3,4-二氢嘧啶-2（1 H）-酮，吡啶和多氢喹啉的方法，该方法使用任务特定的离子液体作为可溶性载体。离子液相有机合成（IoLiPOS）方法的效率通过使用一锅三组分缩合法得到证明。通过光谱分析常规验证每个步骤中的中间体的结构，并且在裂解后以高收率和高纯度获得目标化合物。