2-[(2,1,3-benzoxadiazol-4-yl)methylene]-3-oxobutanoic acid, 1-methylethyl ester | 88123-82-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-[(2,1,3-benzoxadiazol-4-yl)methylene]-3-oxobutanoic acid, 1-methylethyl ester
• 英文别名: propan-2-yl 2-(2,1,3-benzoxadiazol-4-ylmethylidene)-3-oxobutanoate
• CAS: 88123-82-4
• 化学式: C₁₄H₁₄N₂O₄
• 分子量: 274.276
• InChiKey: RISPAWISMPAFPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(2,1,3-benzoxadiazol-4-yl)methylene]-3-oxobutanoic acid, 1-methylethyl ester 、 O-甲基异脲 半硫酸盐 在 碳酸氢钠 作用下， 以 N-甲基乙酰胺 为溶剂， 以24%的产率得到4-(2,1,3-benzoxadiazol-4-yl)-1,4-dihydro-2-methoxy-6-methyl-5-pyrimidinecarboxylic acid, 1-methylethyl ester
  参考文献：
  名称：

  1,2,3,4-Tetrahydro-6-substituted-4-aryl (or heterocyclo)-3-[(substituted amino)carbonyl]-2-thioxo (or oxo)-5-pyrimidinecarboxylic acids and esters

  摘要：

  公开号：

  EP0237347B1

文献信息

• 1,2,3,4-Tetrahydro-6-substituted-4-aryl(or heterocyclo)-3-((substituted
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04855301A1

  公开（公告）日：1989-08-08

  Cardiovascular activity is exhibited by compounds having the formula ##STR1## and pharmaceutically acceptable salts thereof wherein X is oxygen or sulfur; R is hydrogen, alkyl, cycloalkyl, aryl, or arylalkyl and R.sub.1 is hydrogen, alkyl, cycloalkyl, aryl, heterocyclo, ##STR2## or halo substituted alkyl, or R and R.sub.1 taken together with the nitrogen atom to which they are attached are 1-pyrrolidinyl, 1-piperidinyl, 1-azepinyl, 4-morpholinyl, 4-thiamorpholinyl, 1-piperazinyl, 4-alkyl-1-piperazinyl, 4-arylalkyl-1-piperazinyl, 4-diarylalkyl-1-piperazinyl or 1-pyrrolidinyl, 1-piperidinyl, or 1-azeipinyl substituted with alkyl, alkoxy, alkylthio, halo, trifluoromethyl or hydroxy; R.sub.2 is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, ##STR3## or halo substituted alkyl; R.sub.3 is hydrogen, alkyl, cycloalkyl, aryl, heterocyclo, ##STR4## or halo substituted alkyl; R.sub.4 is aryl or heterocyclo; R.sub.5 and R.sub.6 are each independently hydrogen, alkyl, --(CH.sub.2).sub.q --aryl or --(CH.sub.2).sub.q --cycloalkyl; Y.sub.1 is cycloalkyl, aryl, heterocyclo, hydroxyl, alkoxy, aryl--(CH.sub.2).sub.m --O--, mercapto, alkylthio, aryl--(CH.sub.2).sub.m --S--, amino, substituted amino, carbamoyl, ##STR5## Y.sub.3 is hydroxyl, alkoxy, aryl--(CH.sub.2).sub.m --O--, mercapto, alkylthio, aryl--(CH.sub.2).sub.m --S--, ##STR6## amino, or substituted amino; q is 0, 1, 2 or 3; m is 0 or an integer of 1 to 6; n is 0 or an integer of 1 to 5; and p is an integer of 1 to 5.

  具有以下式子及其药学可接受的盐的化合物表现出心血管活性，其中X为氧或硫；R为氢，烷基，环烷基，芳基或芳基烷基，R1为氢，烷基，环烷基，芳基，杂环烷基，或卤代烷基，或R和R1与它们所连接的氮原子一起取1-吡咯烷基，1-哌啶基，1-氮杂七环基，4-吗啉基，4-噻吗啉基，1-哌嗪基，4-烷基-1-哌嗪基，4-芳基烷基-1-哌嗪基，4-二芳基烷基-1-哌嗪基或1-吡咯烷基，1-哌啶基或1-氮杂七环基，用烷基，烷氧基，烷硫基，卤素，三氟甲基或羟基取代；R2为氢，烷基，烯基，炔基，环烷基，芳基，或卤代烷基；R3为氢，烷基，环烷基，芳基，杂环烷基，或卤代烷基；R4为芳基或杂环烷基；R5和R6各自独立地为氢，烷基，-(CH2)q-芳基或-( )q-环烷基；Y1为环烷基，芳基，杂环烷基，羟基，烷氧基，芳基-( )m-O-，巯基，烷硫基，芳基-( )m-S-，氨基，取代氨基，氨基甲酰基，-NH-CO-，或- - -NH-CO-；Y3为羟基，烷氧基，芳基-( )m-O-，巯基，烷硫基，芳基-( )m-S-，-NH-CO-，取代氨基或氨基；q为0，1，2或3；m为0或1到6的整数；n为0或1到5的整数；p为1到5的整数。