dimethyl 2,6-dimethyl-4-(tetrazolo[1,5-a]quinolin-4-yl)-1,4-dihydropyridine-3,5-dicarboxylate | 121497-11-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: dimethyl 2,6-dimethyl-4-(tetrazolo[1,5-a]quinolin-4-yl)-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 121497-11-8
• 化学式: C₂₀H₁₉N₅O₄
• 分子量: 393.402
• InChiKey: LFNNCMOAGMVWQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  四唑并[1,5-a]喹啉-4-甲醛 、 3-氨基巴豆酸甲酯 以 乙二醇 为溶剂， 反应 24.0h， 以62%的产率得到dimethyl 2,6-dimethyl-4-(tetrazolo[1,5-a]quinolin-4-yl)-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  Syntheses and bioevaluation of substituted dihydropyridines for pregnancy-interceptive activity in hamsters

  摘要：

  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.

  DOI：

  10.1021/jm00130a012

文献信息

• Microwave assisted synthesis of novel Hantzsch 1,4-dihydropyridines, acridine-1,8-diones and polyhydroquinolines bearing the tetrazolo[1,5-a]quinoline moiety and their antimicrobial activity assess
  作者：Niraj K. Ladani、Divyesh C. Mungra、Manish P. Patel、Ranjan G. Patel

  DOI：10.1016/j.cclet.2011.07.009

  日期：2011.12

  Microwave assisted efficient Hantzsch reaction via four-component coupling reactions of tetrazolo[1,5-a]quinoline-4-carbaldehyde, dimedone/cyclohexane-1,3-dione, ethyl/methyl acetoacetate and ammonium acetate was described as the preparation of tetrazolo[1,5-a]quinoline based 1,4-dihydropyridines, acridine-1,8-diones and polyhydroquinolines. The process presented here is simple, rapid, environmentally welcoming and high yielding. All the derivatives were subjected to an in vitro antimicrobial screening against a representative panel of bacteria and fungi and results worth further investigations. (C) 2011 Divyesh C. Mungra. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• 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：——
• 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.