2-(Chloromethyl)-8-(trifluoromethyl)-4H-3,1-benzoxazin-4-one | 80777-46-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 2-(Chloromethyl)-8-(trifluoromethyl)-4H-3,1-benzoxazin-4-one
• 英文别名: 2-(1-chloromethyl)-8-trifluoromethyl-4H-3,1-benzoxazine-4-one；2-(chloromethyl)-8-(trifluoromethyl)-3,1-benzoxazin-4-one
• CAS: 80777-46-4
• 化学式: C₁₀H₅ClF₃NO₂
• 分子量: 263.603
• InChiKey: XGMKOEOCXQVWHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(Chloromethyl)-8-(trifluoromethyl)-4H-3,1-benzoxazin-4-one 在 4-二甲氨基吡啶 、 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.58h， 生成 2-(Chloromethyl)-4-hydroxy-N-(2-thiazolyl)-8-(trifluoromethyl)-3-quinolinecarboxamide
  参考文献：
  名称：

  Clemence, Francois; Martret, Odile Le; Collard, Jeannine, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1345 - 1353

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-3-(三氟甲基)苯甲酸 、 氯乙酰氯 以94%的产率得到2-(Chloromethyl)-8-(trifluoromethyl)-4H-3,1-benzoxazin-4-one
  参考文献：
  名称：

  Clemence, Francois; Martret, Odile Le; Collard, Jeannine, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1345 - 1353

  摘要：

  DOI：

文献信息

• Certain 1,3-dihydro-1-[heterocyclic)imino]-furo-[3,4-b]quinoline 9-ol
  申请人：Roussel Uclaf

  公开号：US04736033A1

  公开（公告）日：1988-04-05

  A 4-hydroxy-3-quinoline-carboxamides of the formula ##STR1## wherein X is in the 5,6,7 or 8-position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, --CH.sub.3, --OCF.sub.3 or --SCF.sub.3, R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 is selected from the group consisting of a heterocycle connected to the nitrogen by a carbon atom selected from thiazolyl, 4,5-dihydro-thiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidinyl or tetrazolyl, all optionally substituted with alkyl of 1 to 4 carbon atoms or phenyl optionally substituted with at least one member of the group consisting of --OH, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, --CH.sub.3, --NO.sub.2 or halogen, R.sub.3 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms or aryl, R.sub.4 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms or aryl, and their non-toxic, pharmaceutically acceptable acid addition salts and salts with non-toxic, pharmaceutically acceptable bases having very good analgesis activity and a non-negligible anti-inflammatory activity and novel intermediates.

  公式为##STR1##的4-羟基-3-喹啉羧酰胺，其中X位于第5、6、7或8位，选自氢、卤素、1至5个碳原子的烷基、1至4个碳原子的烷氧基、--CH.sub.3、--OCF.sub.3或--SCF.sub.3，R.sub.1选自氢和1至4个碳原子的烷基，R.sub.2选自杂环，通过碳原子与氮相连，选择自噻唑基、4,5-二氢噻唑基、吡啶基、噁唑基、异噁唑基、咪唑基、嘧啶基或四唑基，均可选用1至4个碳原子的烷基或苯基，苯基可选择至少来自--OH、1至4个碳原子的烷基、1至4个碳原子的烷氧基、--CH.sub.3、--NO.sub.2或卤素中的一个，R.sub.3选自氢、1至4个碳原子的烷基或芳基，R.sub.4选自氢、1至4个碳原子的烷基或芳基，以及其非毒性、药学上可接受的酸盐和与非毒性、药学上可接受的碱盐具有非常好的镇痛活性和不可忽视的抗炎活性和新型中间体。
• 4-Hydroxy-3-quinoline-carboxylic acid derivatives
  申请人：Roussel Uclaf

  公开号：US04486438A1

  公开（公告）日：1984-12-04

  Novel 4-hydroxy-3-quinoline-carboxamides of the formula ##STR1## wherein X is in the 5,6,7 or 8-position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, --CF.sub.3, --OCF.sub.3 and --SCF.sub.3, R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 is selected from the group consisting of thiazolyl, 4,5-dihydro-thiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidinyl and tetrazolyl, all optionally substituted with alkyl of 1 to 4 carbon atoms and phenyl optionally substituted with at least one member of the group consisting of --OH, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, --CF.sub.3, --NO.sub.2 and halogen R.sub.3 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and aryl, R.sub.4 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and aryl, R.sub.5 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and ##STR2## R.sub.5 ' is selected from the group consisting of alkyl of 1 to 4 carbon atoms and aryl and their non-toxic, pharmaceutically acceptable acid addition salts and salts with non-toxic, pharmaceutically acceptable bases having very good analgesic activity and a non-negligible anti-inflammatory activity and novel intermediates.

  公式为##STR1##的新型4-羟基-3-喹啉羧酰胺化合物，其中X在5、6、7或8位，选择自氢、卤素、1-5碳原子的烷基、1-4碳原子的烷氧基、--CF.sub.3、--OCF.sub.3和--SCF.sub.3的群组中，R.sub.1选择自氢和1-4碳原子的烷基，R.sub.2选择自噻唑基、4,5-二氢噻唑基、吡啶基、噁唑基、异噁唑基、咪唑基、嘧啶基和四唑基，均可选择自1-4碳原子的烷基和苯基，后者可选择自--OH、1-4碳原子的烷基、1-4碳原子的烷氧基、--CF.sub.3、--NO.sub.2和卤素的群组中的至少一种成员取代，R.sub.3选择自氢、1-4碳原子的烷基和芳基，R.sub.4选择自氢、1-4碳原子的烷基和芳基，R.sub.5选择自氢、1-4碳原子的烷基和##STR2##，R.sub.5'选择自1-4碳原子的烷基和芳基，以及它们的非毒性、药学上可接受的酸加合物和与非毒性、药学上可接受的碱盐，具有非常好的镇痛活性和不可忽略的抗炎活性以及新型中间体。
• Preparation of amides of 4-hydroxy-3-quinoline-carboxylic acid
  申请人：Roussel Uclaf

  公开号：US04596875A1

  公开（公告）日：1986-06-24

  Novel 4-hydroxy-3-quinoline-carboxamides of the formula ##STR1## wherein X is in the 5,6,7 or 8-position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, --CF.sub.3, --OCF.sub.3 and --SCF.sub.3, R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 is selected from the group consisting of thiazolyl, 4,5-dihydro-thiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidinyl and tetrazolyl, all optionally substituted with alkyl of 1 to 4 carbon atoms and phenyl optionally substituted with at least one member of the group consisting of --OH, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, --CF.sub.3, --NO.sub.2 and halogen, R.sub.3 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and aryl, R.sub.4 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and aryl, R.sub.5 is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms and ##STR2## R.sub.5 ' is selected from the group consisting of alkyl of 1 to 4 carbon atoms and aryl and their non-toxic, pharmaceutically acceptable acid addition salts and salts with non-toxic, pharmaceutically acceptable bases having very good analgesic activity and a non-negligible anti-inflammatory activity and novel intermediates.

  化合物的名称为4-羟基-3-喹啉甲酰胺，化学式如下：##STR1## 其中X位于5、6、7或8位，选自氢、卤素、1至5个碳原子的烷基、1至4个碳原子的烷氧基、--CF.sub.3、--OCF.sub.3和--SCF.sub.3的群组，R.sub.1选自氢和1至4个碳原子的烷基，R.sub.2选自噻唑基、4,5-二氢噻唑基、吡啶基、噁唑基、异噁唑基、咪唑基、嘧啶基和四唑基，均可选用1至4个碳原子的烷基和苯基，后者可选择至少一种取代基，所述取代基选自--OH、1至4个碳原子的烷基、1至4个碳原子的烷氧基、--CF.sub.3、--NO.sub.2和卤素的群组，R.sub.3选自氢、1至4个碳原子的烷基和芳基，R.sub.4选自氢、1至4个碳原子的烷基和芳基，R.sub.5选自氢、1至4个碳原子的烷基和##STR2##，R.sub.5'选自1至4个碳原子的烷基和芳基。该化合物及其中间体具有很好的镇痛活性和非常重要的抗炎活性，以及其非毒性、药学上可接受的酸盐和非毒性、药学上可接受的碱盐。
• CLEMENCE, F.;LE, MARTRET, O.;COLLARD, J., J. HETEROCYCL. CHEM., 1984, 21, N 5, 1345-1353
  作者：CLEMENCE, F.、LE, MARTRET, O.、COLLARD, J.

  DOI：——

  日期：——
• US4486438A
  申请人：——

  公开号：US4486438A

  公开（公告）日：1984-12-04