4,5-二氯-2,8-二甲基喹啉 | 21629-52-7

• 物质功能分类: 医药中间体 - 杂环化合物 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 4,5-二氯-2,8-二甲基喹啉
• 英文名称: 4,5-dichloro-2,8-dimethyl-quinoline
• 英文别名: 4,5-Dichloro-2,8-dimethylquinoline
• CAS: 21629-52-7
• 化学式: C₁₁H₉Cl₂N
• 分子量: 226.105
• InChiKey: CPOIUXDRGLGBNU-UHFFFAOYSA-N

物化性质

• 沸点：
  319.1±37.0 °C(Predicted)
• 密度：
  1.305±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  4,5-二氯-2,8-二甲基喹啉 在 一水合肼 作用下， 生成 5-氯-4-肼基-2,8-二甲基喹啉
  参考文献：
  名称：

  N 1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors

  摘要：

  A series of N (1)-{4-[(10S)-dihydroartemisinin-10-oxyl]}phenylmethylene-N (2)-(2-methylquinoline-4-yl) hydrazine derivatives 9a-9n possessing 4-quinolylhydrazone and artemisinin cores were herein synthesized and evaluated for their activities against cysteine protease falcipain-2 of Plasmodium falciparum. The structures were clearly confirmed by elemental analysis, H-1 NMR, and mass spectra. The pharmacological results indicated that all compounds showed excellent activity against recombinant falcipain-2 (IC50 = 0.15-2.28 mu M). The best one of this series was compound 9d (IC50 = 0.15 mu M). The molecular docking results showed that the compound 9d made close contact with the key active site of cysteine protease falcipain-2.

  DOI：

  10.1007/s00044-011-9854-3
• 作为产物：
  描述：

  5-氯邻甲苯胺 在 三氯氧磷 作用下， 以 甲醇 、 二苯醚 为溶剂， 反应 10.5h， 生成 4,5-二氯-2,8-二甲基喹啉
  参考文献：
  名称：

  N 1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors

  摘要：

  A series of N (1)-{4-[(10S)-dihydroartemisinin-10-oxyl]}phenylmethylene-N (2)-(2-methylquinoline-4-yl) hydrazine derivatives 9a-9n possessing 4-quinolylhydrazone and artemisinin cores were herein synthesized and evaluated for their activities against cysteine protease falcipain-2 of Plasmodium falciparum. The structures were clearly confirmed by elemental analysis, H-1 NMR, and mass spectra. The pharmacological results indicated that all compounds showed excellent activity against recombinant falcipain-2 (IC50 = 0.15-2.28 mu M). The best one of this series was compound 9d (IC50 = 0.15 mu M). The molecular docking results showed that the compound 9d made close contact with the key active site of cysteine protease falcipain-2.

  DOI：

  10.1007/s00044-011-9854-3

文献信息

• Triazolyl quinoline derivatives
  申请人：Alkaloida Vegyeszeti Gyar

  公开号：US05104884A1

  公开（公告）日：1992-04-14

  The invention relates to new triazolyl quinoline derivatives and acid addition salts thereof wherein R.sup.1 stands for hydrogen, methyl, trihalogenomethyl or carboxy; R.sup.2 is hydrogen, halogen, C.sub.1-4 alkyl, hydroxy, C.sub.1-4 alkoxy, phenoxy, amino, acetamino, C.sub.1-4 dialkylamino, acetyl, benzoyl, methylthio, carboxy, cyano, ethoxycarbonyl, nitro or trihalogenomethyl; R.sup.3 represents hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy; R.sup.4 stands for hydrogen, methyl or ethyl and X stands for a valency bond or --S--. The new compounds of the general Formula (I) ##STR1## possess valuable analgesic, antiphlogistic and fungicidal effect and can be used both in therapy and agriculture.

  该发明涉及新的三唑基喹啉衍生物及其酸盐，其中R.sup.1代表氢、甲基、三卤甲基或羧基；R.sup.2为氢、卤素、C.sub.1-4烷基、羟基、C.sub.1-4烷氧基、苯氧基、氨基、乙酰氨基、C.sub.1-4二烷基氨基、乙酰基、苯甲酰基、甲硫基、羧基、氰基、乙氧基羰基、硝基或三卤甲基；R.sup.3代表氢、C.sub.1-4烷基或C.sub.1-4烷氧基；R.sup.4代表氢、甲基或乙基，X代表一个价键或--S--。一般式(I)的新化合物如下：##STR1## 具有宝贵的镇痛、抗炎和杀真菌作用，可用于治疗和农业。
• Mehta,V.K. et al., Journal of the Indian Chemical Society, 1968, vol. 45, p. 633 - 639
  作者：Mehta,V.K. et al.

  DOI：——

  日期：——
• TRIAZOLYL QUINOLINE DERIVATIVES
  申请人：ALKALOIDA VEGYéSZETI GYáR

  公开号：EP0221947A1

  公开（公告）日：1987-05-20
• US5104884A
  申请人：——

  公开号：US5104884A

  公开（公告）日：1992-04-14
• [EN] TRIAZOLYL QUINOLINE DERIVATIVES
  申请人：ALKALOIDA VEGYÉSZETI GYÁR

  公开号：WO1986006721A1

  公开（公告）日：1986-11-20

  (EN) New triazolyl quinoline derivatives and acid addition salts thereof (wherein R1 stands for hydrogen, methyl, trihalogenomethyl or carboxy; R2 is hydrogen, halogen, C1-4 alkyl, hydroxy, C1-4 alkoxy, phenoxy, amino, acetamino, C1-4 dialkylamino, acetyl, benzoyl, methylthio, carboxy, cyano, ethoxycarbonyl, nitro or trihalogenomethyl; R3 represents hydrogen, C1-4 alkyl or C1-4 alkoxy; R4 stands for hydrogen, methyl or ethyl and X stands for a valency bond or -S-). The new compounds of general formula (I) possess valuable analgesic, antiphlogistic and fungicidal effect and can be used both in therapy and agriculture.(FR) Nouveaux dérivés de triazolyl-quinoline et leurs sels d'addition d'acides (où R1 représente de l'hydrogène, du méthyle, du trihalogénométhyle ou du carboxy; R2 est hydrogène, halogène, C1-4 alkyle, hydroxy, C1-4 alkoxy, phénoxy, amino, acétamino, C1-4 dialkylamino, acétyle, benzoyle, méthylthio, carboxy, cyano, éthoxycarbonyle, nitro ou trihalogénométhyle; R3 représente de l'hydrogène, C1-4 alkyle ou C1-4 alkoxy; R4 est hydrogène, méthyle, ou éthyle et X représente une liaison de valence ou -S-). Les nouvaux composés de formule générale (I) possèdent un effet analgésique, anti-inflammatoire, et fongicide appréciable et peuvent être utilisés à la fois en thérapeutique et en agriculture.