2,6-Dimethyl-5-(2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yl)-4-(2-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid allyl ester | 102098-40-8

• 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: 2,6-Dimethyl-5-(2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yl)-4-(2-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid allyl ester
• 英文别名: Prop-2-enyl 2,6-dimethyl-5-(2-oxo-1,3,2lambda5-dioxaphosphinan-2-yl)-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate；prop-2-enyl 2,6-dimethyl-5-(2-oxo-1,3,2λ5-dioxaphosphinan-2-yl)-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate
• CAS: 102098-40-8
• 化学式: C₂₁H₂₃F₃NO₅P
• 分子量: 457.386
• InChiKey: XUEPQJYGICSJFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-acetonyl-2-oxo-1,3,2-dioxaphosphorinane 生成 2,6-Dimethyl-5-(2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yl)-4-(2-trifluoromethyl-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid allyl ester
  参考文献：
  名称：

  KIMURA, KIESI;MORITA, IVAO

  摘要：

  DOI：

文献信息

• Synthesis and antihypertensive activities of 1,4-dihydropyridine-5-phosphonate derivatives. II.
  作者：IWAO MORITA、KATSUTOSHI KUNIMOTO、MASAMI TSUDA、SHIN-ICHI TADA、MASAHIRO KISE、KIYOSHI KIMURA

  DOI：10.1248/cpb.35.4144

  日期：——

  A series of 1, 4-dihydropyridine-5-cyclic phosphonate derivatives, designed as analogues of 1, 4- dihydropyridine-3, 5-dicarboxylate calcium antagonists, was synthesized and examined for antihypertensive activity. Several compounds were proved to have activities superior or comparable to that of nifedipine in lowering blood pressure in normotensive and spontaneously hypertensive rats (SHR). Among these compounds, methyl 2, 6-dimethyl-5- (2-oxo-1, 3, 2-dioxaphosphorinan-2-yl) -4- (2-nitrophenyl) -1, 4-dihydropyridine-3-carboxylate (31, DHP-218) was approximately 7 times more active than nifedipine in SHR and was selected for further development and clinical evaluation. The structure-activity relationships are discussed.

  合成了一系列1,4-二氢吡啶-5-环状磷酸酯衍生物，作为1,4-二氢吡啶-3,5-二羧酸钙拮抗剂的类似物，并对其抗高血压活性进行了检查。几种化合物在降低正常血压和自发性高血压大鼠（SHR）的血压方面被证明具有优于或可比于硝苯地平的活性。在这些化合物中，甲基2,6-二甲基-5-(2-氧-1,3,2-二氧磷烷-2-基)-4-(2-硝基苯基)-1,4-二氢吡啶-3-羧酸酯（31，DHP-218）在SHR中的活性约为硝苯地平的7倍，并被选为进一步开发和临床评估的候选化合物。讨论了结构-活性关系。
• KIMURA, KIESI;MORITA, IVAO
  作者：KIMURA, KIESI、MORITA, IVAO

  DOI：——

  日期：——
• MORITA, IWAO;KUNIMOTO, KATSUTOSHI;TSUDA, MASAMI;TADA, SHIN-ICHI;KISE, MAS+, CHEM. AND PHARM. BULL., 35,(1987) N 10, 4144-4154
  作者：MORITA, IWAO、KUNIMOTO, KATSUTOSHI、TSUDA, MASAMI、TADA, SHIN-ICHI、KISE, MAS+

  DOI：——

  日期：——
• Pyridine derivatives and production thereof
  申请人：NIPPON SHINYAKU COMPANY, LIMITED

  公开号：EP0159040B1

  公开（公告）日：1992-12-09
• US5036059A
  申请人：——

  公开号：US5036059A

  公开（公告）日：1991-07-30