6-ethyl-7-methoxy-5-methylimidazo<1,2-a>pyrimidine-2-carboxaldehyde | 90808-80-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并[1，2-a]嘧啶
• 英文名称: 6-ethyl-7-methoxy-5-methylimidazo<1,2-a>pyrimidine-2-carboxaldehyde
• 英文别名: 6-ethyl-7-methoxy-5-methylimidazo[1,2-a]pyrimidine-2-carboxaldehyde；6-ethyl-7-methoxy-5-methylimidazo[1,2-a]pyrimidine-2-carbaldehyde
• CAS: 90808-80-3
• 化学式: C₁₁H₁₃N₃O₂
• 分子量: 219.243
• InChiKey: KFOMFWMWQGKESS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-ethyl-7-methoxy-5-methylimidazo<1,2-a>pyrimidine-2-carboxaldehyde 生成 (6-ethyl-7-methoxy-5-methylimidazo[1,2-a]pyrimidin-2-yl) (4-methoxyphenyl)methanol
  参考文献：
  名称：

  TULLY, W. R.

  摘要：

  DOI：
• 作为产物：
  描述：

  (6-ethyl-7-methoxy-5-methylimidazo<1,2-a>pyrimidin-2-yl)methanol 在 manganese dioxide 作用下， 以 氯仿 为溶剂， 反应 22.0h， 以to obtain 10.9 g (72% yield) of 6-ethyl-7-methoxy-5-methylimidazo[1,2-a]pyrimidine-2-carboxaldehyde as a white crystalline solid melting at 185°-186° C.的产率得到6-ethyl-7-methoxy-5-methylimidazo<1,2-a>pyrimidine-2-carboxaldehyde
  参考文献：
  名称：

  Imidazo(1,2-a)pyrimidines and their salts useful for treating anxiety

  摘要：

  该专利涉及一种具有抗焦虑活性的新型中间体和公式为##STR1##的新型咪唑并[1,2-a]嘧啶化合物，其中R选自1至8碳原子的烷基，2至8碳原子的烯基，3至7碳原子的环烷基，4至12碳原子的环烷基烷基，6至12碳原子的芳基，噻吩基和吡啶基等组中的每个，其中每个组都可以选择性地用1至5碳原子的卤素，烷基，1至5碳原子的烷氧基和烷硫基，三氟甲基，氨基，1至5碳原子的烷基氨基和烷基二烷基氨基进行取代，R1和R2分别选自1至8碳原子的烷基，2至5碳原子的烯基，3至7碳原子的环烷基，4至12碳原子的环烷基烷基，苄基和苯乙基，或一起形成3至5碳原子的烷基，其中每个组都可以选择性地用1至5碳原子的卤素，烷基，1至5碳原子的烷氧基和烷硫基，三氟甲基，氨基，1至5碳原子的烷基氨基和烷基二烷基氨基进行取代，X选自氧和硫，R3为1至5碳原子的烷基，以及它们的非毒性、药学上可接受的酸盐。

  公开号：

  US04532243A1

文献信息

• 2-(1,2,4-oxadiazol-5-yl) and
  申请人：Roussel Uclaf

  公开号：US04703049A1

  公开（公告）日：1987-10-27

  Novel compounds selected from the group consisting of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of 1,2,4-oxadiazol-5-yl and 1,3,4-thiadiazol-2-yl, both optionally substituted with alkyl of 1 to 3 carbon atoms or alkenyl of 2 to 5 carbon atoms and 1,2,4-oxadiazol-3-yl and 1,3,4-oxadiazol-2-yl, both optionally substituted with alkenyl of 2 to 5 carbon atoms, alkyl of 1 to 3 carbon atoms or alkyl of 1 to 3 carbon atoms substituted with at least one fluorine, R.sub.2 and R.sub.3 are individually selected from the group consisting of hydrogen, alkyl of 1 to 3 carbon atoms and alkenyl of 2 to 5 carbon atoms or together form alkylene of 3 to 5 carbon atoms, X is selected from the group consisting of --O-- and --S--, R.sub.4 is alkyl of 1 to 3 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having anxiolytic sedative and hypnotic activity and a novel process and novel intermediates therefor.

  从以下组中选择的新化合物，其化学式为##STR1##其中R.sub.1选自1,2,4-噁唑啉-5-基和1,3,4-噻二唑-2-基，两者均可用1至3个碳原子的烷基或2至5个碳原子的烯基取代，以及1,2,4-噁唑啉-3-基和1,3,4-噁唑啉-2-基，两者均可用2至5个碳原子的烯基，1至3个碳原子的烷基或至少一个氟取代的1至3个碳原子的烷基取代，R.sub.2和R.sub.3分别选自氢、1至3个碳原子的烷基和2至5个碳原子的烯基，或者一起形成3至5个碳原子的烷基，X选自--O--和--S--，R.sub.4为1至3个碳原子的烷基，以及其无毒、药学上可接受的酸盐，具有抗焦虑、镇静和催眠活性，以及用于其制备的新工艺和新中间体。
• Imidazo(1,2-a)pyrimidines and their salts useful for treating anxiety
  申请人：Roussel Uclaf

  公开号：US04532243A1

  公开（公告）日：1985-07-30

  Novel imidazo[1,2-a]pyrimidines of the formula ##STR1## wherein R is selected from the group consisting of alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 8 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, aryl of 6 to 12 carbon atoms, thienyl and pyridyl, each of said group being optionally substituted with at least one member of the group consisting of halogen, alkyl of 1 to 5 carbon atoms, alkoxy and alkylthio of 1 to 5 carbon atoms, trifluoromethyl, amino, alkylamino of 1 to 5 alkyl carbon atoms and dialkylamino with alkyl of 1 to 5 carbons atoms, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 5 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, benzyl and phenethyl, or taken together form alkylene of 3 to 5 carbon atoms, each of said groups being optionally substituted with at least one member of the group consisting of halogen, alkyl of 1 to 5 carbon atoms, alkoxy and alkylthio of 1 to 5 carbon atoms, trifluoromethyl, amino, alkylamino of 1 to 5 alkyl carbon atoms and dialkylamino with alkyls of 1 to 5 carbon atoms, X is selected from the group consisting of oxygen and sulfur and R.sub.3 is alkyl of 1 to 5 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts, having anxiolytic activity and novel intermediates.

  化合物的名称为新型咪唑并[1,2-a]嘧啶，其化学式为##STR1## 其中R选自以下组：1到8个碳原子的烷基，2到8个碳原子的烯基，3到7个碳原子的环烷基，4到12个碳原子的环烷基烷基，6到12个碳原子的芳基，噻吩基和吡啶基，每个该组都可以选择性地用以下至少一种成员取代：卤素，1到5个碳原子的烷基，1到5个碳原子的烷氧基和烷硫基，三氟甲基，氨基，1到5个烷基碳原子的烷基氨基和碳原子为1到5个的烷基的二烷基氨基，R.sub.1和R.sub.2分别选自以下组：氢，1到8个碳原子的烷基，2到5个碳原子的烯基，3到7个碳原子的环烷基，4到12个碳原子的环烷基烷基，苄基和苯乙基，或者一起形成3到5个碳原子的烷基，每个该组都可以选择性地用以下至少一种成员取代：卤素，1到5个碳原子的烷基，1到5个碳原子的烷氧基和烷硫基，三氟甲基，氨基，1到5个烷基碳原子的烷基氨基和碳原子为1到5个的烷基的二烷基氨基，X选自以下组：氧和硫，R.sub.3为1到5个碳原子的烷基，以及它们的无毒、药学上可接受的酸盐，具有抗焦虑活性和新型中间体。
• Anti-inflammatory imidazole compounds
  申请人：Roussel Uclaf

  公开号：US04810828A1

  公开（公告）日：1989-03-07

  A compound selected from the group consisting of a compound of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of ##STR2## and the remaining substituents are as defined hereinbelow and its non-toxic, pharmaceutically acceptable acid addition salts having anti-inflammatory activity and their preparation.

  从以下化合物组中选择一种化合物：##STR1## 其中R.sub.1选择自##STR2##以及其余取代基如下所定义，以及其非毒性、药学上可接受的酸加合物，具有抗炎活性，以及它们的制备方法。
• Imidazolo [1,2-a]pyrimidines and medical use thereof
  申请人：Roussel Ulcaf

  公开号：US05063229A1

  公开（公告）日：1991-11-05

  A compound selected from the group consisting of a compound of the formula ##STR1## and its non-toxic, pharmaceutically acceptable acid addition salts having anti-inflammatory activity and their preparation.

  一种从以下化合物组中选择的化合物，该化合物的公式为##STR1##及其非毒性、药学上可接受的酸加盐，具有抗炎活性并经过制备。
• Imidazo[1,2-a]pyrimidines
  申请人：Roussel Uclaf

  公开号：US04588720A1

  公开（公告）日：1986-05-13

  Novel imidazo[1,2-a]pyrimidines of the formula ##STR1## wherein R is selected from the group consisting of alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 8 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, aryl of 6 to 12 carbon atoms, thienyl and pyridyl, each of said group being optionally substituted with at least one member of the group consisting of halogen, alkyl of 1 to 5 carbon atoms, alkoxy and alkylthio of 1 to 5 carbon atoms, trifluoromethyl, amino, alkylamino of 1 to 5 alkyl carbon atoms and dialkylamino with alkyl of 1 to 5 carbon atoms, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 5 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, benzyl and phenethyl, or taken together form alkylene of 3 to 5 carbon atoms, each of said groups being optionally substituted with at least one member of the group consisting of halogen, alkyl of 1 to 5 carbon atoms, alkoxy and alkylthio of 1 to 5 carbon atoms, trifluoromethyl, amino, alkylamino of 1 to 5 alkyl carbon atoms and dialkylamino with alkyls of 1 to 5 carbon atoms, X is selected from the group consisting of oxygen and sulfur and R.sub.3 is alkyl of 1 to 5 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts, having anxiolytic activity and novel intermediates.

  该专利描述了一种新型的咪唑并[1,2-a]嘧啶类化合物，其化学式为##STR1##其中R选择自1到8个碳原子的烷基、2到8个碳原子的烯基、3到7个碳原子的环烷基、4到12个碳原子的环烷基烷基、6到12个碳原子的芳基、噻吩基和吡啶基，所述的每个基团都可以选择性地用卤素、1到5个碳原子的烷基、1到5个碳原子的烷氧基和烷硫基、三氟甲基、氨基、1到5个烷基碳原子的烷基氨基和带有1到5个碳原子烷基的二烷基氨基中的至少一种成员进行取代；R.sub.1和R.sub.2单独选择自1到8个碳原子的烷基、2到5个碳原子的烯基、3到7个碳原子的环烷基、4到12个碳原子的环烷基烷基、苄基和苯乙基，或者一起形成3到5个碳原子的烷基，所述的每个基团都可以选择性地用卤素、1到5个碳原子的烷基、1到5个碳原子的烷氧基和烷硫基、三氟甲基、氨基、1到5个烷基碳原子的烷基氨基和带有1到5个碳原子烷基的二烷基氨基中的至少一种成员进行取代；X选择自氧和硫，R.sub.3为1到5个碳原子的烷基，以及其无毒、药学上可接受的酸盐，具有抗焦虑活性和新型中间体。