4-(2,4-二氯-5-甲氧基苯胺基)-6-甲氧基-7-[(1-甲基哌啶-4-基)甲氧基]喹啉-3-腈 | 622368-91-6

• 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-(2,4-二氯-5-甲氧基苯胺基)-6-甲氧基-7-[(1-甲基哌啶-4-基)甲氧基]喹啉-3-腈
• 英文名称: 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]-3-quinolinecarbonitrile
• 英文别名: 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[2-(1-methyl-4-piperidinyl)methoxy]-3-quinolinecarbonitrile；4-(2,4-Dichloro-5-methoxyanilino)-6-methoxy-7-[(1-methylpiperidin-4-yl)methoxy]quinoline-3-carbonitrile
• CAS: 622368-91-6
• 化学式: C₂₅H₂₆Cl₂N₄O₃
• 分子量: 501.412
• InChiKey: TXAYKQMEBQBGLR-UHFFFAOYSA-N

物化性质

• 沸点：
  603.6±55.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  79.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  香草酸甲酯 在 palladium on activated charcoal 正丁基锂 、 甲酸 、 氢气 、 硝酸 、 sodium hydride 、 potassium carbonate 、 三氟乙酸 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 4-(2,4-二氯-5-甲氧基苯胺基)-6-甲氧基-7-[(1-甲基哌啶-4-基)甲氧基]喹啉-3-腈
  参考文献：
  名称：

  Investigation of the effect of varying the 4-anilino and 7-alkoxy groups of 3-quinolinecarbonitriles on the inhibition of Src kinase activity

  摘要：

  Several 7-alkoxy-4-anilino-3-quinolinecarbonitriles were synthesized and evaluated for Src kinase inhibitory activity. Optimal inhibition of both Src enzymatic and cellular activity was seen with analogues having a 2,4-dichloro-5-methoxyaniline group at C-4. Compound 18, which has a 1-methylpiperidinemethoxy group at C-7, showed in vivo activity in a xenograft model. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.07.001

文献信息

• [EN] 4-ANILINO-3-QUINOLINECARBONITRILES FOR THE TREATMENT OF CHRONIC MYELOGENOUS LEUKEMIA (CML)<br/>[FR] 4-ANILINO-3-QUINOLINECARBONITRILES DESTINES AU TRAITEMENT DE LEUCEMIE MYELOGENE CHRONIQUE (CML)
  申请人：WYETH CORP

  公开号：WO2005047259A1

  公开（公告）日：2005-05-26

  Compounds of the formula (I): wherein: n is an integer from 0-3; X is N, CH; R is alkyl of 1 to 3 carbon atoms; R' is 2,4-diCl, 5-OMe in para, ortho, or meta position; 2,4-diCl in para position; 3,4,5­tri-OMe in para position; 2-Cl, 5-OMe in para position; 2-Me, 5-OMe in para position; 2,4-di-Me in para position; 2,4-diMe-5-OMe in para position; 2,4-diCl, 5-OEt in para position; and R2 is alkyl of 1 to 3 carbon atoms, and pharmaceutically acceptable salts thereof.

  式(I)的化合物：其中：n是0-3之间的整数；X是N，CH；R是1至3个碳原子的烷基；R'是对位、邻位或间位的2,4-二氯，5-甲氧基；对位的2,4-二氯；对位的3,4,5-三甲氧基；对位的2-氯，5-甲氧基；对位的2-甲基，5-甲氧基；对位的2,4-二甲基；对位的2,4-二甲基-5-甲氧基；对位的2,4-二氯，5-乙氧基；以及R2是1至3个碳原子的烷基，及其药用可接受的盐。
• Process for the preparation of 7-substituted-3 quinolinecarbonitriles
  申请人：Wyeth Holdings Corporation

  公开号：US20030212276A1

  公开（公告）日：2003-11-13

  There is provided a process for the preparation of 7-substituted-3-quinolinecarbonitriles and intermediates useful in a process to prepare 7-substituted-3-quinolinecarbonitriles and pharmaceutically acceptable salts is described. Where 7-fluoro-4-oxo-1,4-dihydro-3-quinolinecarbonitrile is converted in three steps to 7-substituted-3-quinolinecarbonitriles which inhibit the action of certain protein kinases and are useful in the treatment of cancer.

  提供了一种制备7-取代-3-喹啉羰基腈和中间体的方法，该中间体在制备7-取代-3-喹啉羰基腈和药用可接受盐的过程中有用。将7-氟-4-氧代-1,4-二氢-3-喹啉羰基腈转化为7-取代-3-喹啉羰基腈，经过三个步骤，这些化合物抑制某些蛋白激酶的作用，并在癌症治疗中有用。
• 4-anilino-3-quinolinecarbonitriles for the treatment of chronic myelogenous leukemia (CML)
  申请人：Boschelli Frank

  公开号：US20050101780A1

  公开（公告）日：2005-05-12

  Compounds of the formula: wherein: n is an integer from 1-3; X is N, CH, provided that when X is N, n is 2 or 3; R is alkyl of 1 to 3 carbon atoms; R 1 is 2,4-diCl, 5-OMe; 2,4-diCl; 3,4,5-tri-OMe; 2-Cl, 5-OMe; 2-Me, 5-OMe; 2,4-di-Me; 2,4-diMe-5-OMe, 2,4-diCl, 5-OEt; R 2 is alkyl of 1 to 2 carbon atoms, and pharmaceutically acceptable salts thereof.

  化合物的公式为：其中：n为1-3的整数；X为N，CH，当X为N时，n为2或3；R为1至3个碳原子的烷基；R1为2,4-二氯，5-甲氧基；2,4-二氯；3,4,5-三甲氧基；2-氯，5-甲氧基；2-甲基，5-甲氧基；2,4-二甲基；2,4-二甲基-5-甲氧基，2,4-二氯，5-乙氧基；R2为1至2个碳原子的烷基，以及其药学上可接受的盐。
• TREATMENT OF IMATINIB RESISTANT LEUKEMIA
  申请人：Hewes Becker

  公开号：US20080318971A1

  公开（公告）日：2008-12-25

  The present invention provides 4-anilino-3-quinolinecarbonitriles compounds useful for treating a subject having an BcrAbl positive leukemia that is resistant to imatinib.

  本发明提供了4-苯胺基-3-喹啉羧腈化合物，用于治疗对伊马替尼具有抗性的BcrAbl阳性白血病患者。
• [EN] 4-[(2,4-DICHLORO-5-METHOXYPHENYL)AMINO]-6-ALKOXY-3-QUINOLINECARBONITRILES FOR THE TREATMENT OF ISCHEMIC INJURY<br/>[FR] 4-[(2,4-DICHLORO-5-METHOXYPHENYL)AMINO]-6-ALCOXY-3-QUINOLINECARBONITRILES POUR LE TRAITEMENT DES LESIONS ISCHEMIQUES
  申请人：WYETH CORP

  公开号：WO2004075898A1

  公开（公告）日：2004-09-10

  Compounds of the Formula (I), wherein X is N, CH n is an integer from 1-3; and R' and R are independently, alkyl of 1 to 3 carbon atoms, and pharmaceutically acceptable salts thereof, with the proviso that when n is 1, X is not N; are useful for inhibiting vascular permeability caused by disease, injury, or other trauma.

  公式（I）的化合物，其中X为N，CHn为1-3的整数；R'和R分别独立地表示1到3个碳原子的烷基，以及其药学上可接受的盐，但当n为1时，X不是N。这些化合物可用于抑制疾病、损伤或其他创伤引起的血管通透性。