2-[2]furyl-4,6-dioxo-cyclohexanecarboxylic acid ethyl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[2]furyl-4,6-dioxo-cyclohexanecarboxylic acid ethyl ester
• 英文别名: 2-[2]Furyl-4,6-dioxo-cyclohexancarbonsaeure-aethylester；Ethyl 2,4-dioxo-6-(2-furyl)-cyclohexanecarboxylate；ethyl 2-(furan-2-yl)-4,6-dioxocyclohexane-1-carboxylate
• 化学式: C₁₃H₁₄O₅
• 分子量: 250.251
• InChiKey: YNLQURMLYFGCDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(2-呋喃基)-3-丁烯-2-酮 、 sodium diethylmalonate 生成 2-[2]furyl-4,6-dioxo-cyclohexanecarboxylic acid ethyl ester
  参考文献：
  名称：

  Vorlaender, Justus Liebigs Annalen der Chemie, 1897, vol. 294, p. 298

  摘要：

  DOI：

文献信息

• Keto-esters
  申请人：B.D.H. Pharmaceuticals Ltd.

  公开号：US03997590A1

  公开（公告）日：1976-12-14

  Cyclohexenone esters of the general formula I ##STR1## or pharmaceutically acceptable acid addition salts thereof, wherein, X is oxygen or sulphur, R.sub.1 is 1. alkyl, 2. cycloalkyl, 3. alkenyl, 4. alkynyl, 5. aralkyl, 6. aryl, 7. pyridyl, 8. ##STR2## or 9. - (CH.sub.2).sub.m Y in which Y is perhalogenoalkyl, hydroxy, hydroxyalkoxy, hydroxyalkoxyalkoxy, alkoxy, alkoxyalkoxy, acyloxy or alkoxycarbonyl, or Y is -S(CH.sub.2).sub.n OZ, in which Z is acyl, m and n each represent integers of 1 to 3 R.sub.2 is 1. hydrogen, 2. alkyl, optionally substituted by alkoxy or alkoxycarbonyl, 3. alkoxycarbonyl, 4. cycloalkyl, 5. cycloalkenyl, 6. aryl, aralkyl, or aralkenyl in which the aryl portion may be substituted by alkyl, alkoxy, alkoxyalkyl, methylenedioxy, alkoxycarbonyl, perhalogenoalkyl, nitro, halogen, nitrile, aryl, dialkylaminocarbonyl, amino, alkylamino, dialkyamino or aralkoxy, 7. a saturated or unsaturated heterocyclic ring containing one or more heteroatoms and which ring may be substituted by alkyl, 8. ##STR3## OR 9. ##STR4## R.sub.3 is 1. HYDROGEN, 2. alkyl, which may be substituted with alkoxycarbonyl, carboxyl, amino, alkylamino, dialkylamino, or heterocyclic, 3. alkenyl which may be substituted with alkylcarbonyl or alkoxycarbonyl, 4. alkynyl, or 5. aralkyl, R.sub.4 is 1. alkyl, 2. alkoxyalkyl, 3. alkenyl, or 4. aralkyl, R.sub.5 is Hydrogen, alkyl, aryl or alkoxycarbonyl, and R.sub.6 is Hydrogen, alkyl or aryl; With the proviso that when R.sub.1 and R.sub.4 are ethyl, and R.sub.3, R.sub.5 and R.sub.6 are hydrogen then R.sub.2 may not be a methyl. These compounds have biological activity, particularly as anaesthetics.

  通式I的环己烯酮酯或药学上可接受的酸盐，其中X为氧或硫，R1为1.烷基，2.环烷基，3.烯基，4.炔基，5.芳基烷基，6.芳基，7.吡啶基，8.或9.-(CH2)mY，其中Y为全卤代烷基，羟基，羟基烷氧基，羟基烷氧基烷氧基，烷氧基，烷氧基烷氧基，酰氧基或烷氧羰基，或Y为-S( )nOZ，其中Z为酰基，m和n分别表示1到3的整数，R2为1.氢，2.烷基，可选地被烷氧基或烷氧羰基取代，3.烷氧羰基，4.环烷基，5.环烯基，6.芳基，芳基烷基或芳基烯基，其中芳基部分可被烷基，烷氧基，烷氧基烷基，亚甲二氧基，烷氧羰基，全卤代烷基，硝基，卤素，腈，芳基，二烷基氨基羰基，氨基，烷基氨基，二烷基氨基或芳基氧基取代，7.含有一个或多个杂原子的饱和或不饱和杂环，该环可能被烷基取代，8.或9.，其中R3为1.氢，2.烷基，可被烷氧羰基，羧基，氨基，烷基氨基，二烷基氨基或杂环基取代，3.烯基，可被烷基羰基或烷氧羰基取代，4.炔基或5.芳基烷基，R4为1.烷基，2.烷氧基烷基，3.烯基或4.芳基烷基，R5为氢，烷基，芳基或烷氧羰基，R6为氢，烷基或芳基；条件是当R1和R4为乙基，而R3，R5和R6为氢时，R2不能为甲基。这些化合物具有生物活性，尤其是作为麻醉剂。