N-(4-methyl-3-nitrophenyl)-3-fluoro-5-morpholinobenzamide | 250681-77-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-methyl-3-nitrophenyl)-3-fluoro-5-morpholinobenzamide
• 英文别名: N-(-4-methyl-3-nitrophenyl)-3-morpholino-5-fluorobenzamide；3-fluoro-N-(4-methyl-3-nitrophenyl)-5-morpholin-4-ylbenzamide
• CAS: 250681-77-7
• 化学式: C₁₈H₁₈FN₃O₄
• 分子量: 359.357
• InChiKey: GHBLWLLMRMBDRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  87.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(4-methyl-3-nitrophenyl)-3-fluoro-5-morpholinobenzamide 在 palladium 10% on activated carbon 氢气 作用下， 生成 N-(3-amino-4-methylphenyl)-3-fluoro-5-morpholinobenzamide
  参考文献：
  名称：

  [EN] PYRROLO-TRIAZINE ANILINE COMPOUNDS USEFUL AS KINASE INHIBITORS
  [FR] COMPOSES PYRROLO-TRIAZINE ANILINE UTILES EN TANT QU'INHIBITEURS DE KINASE

  摘要：

  具有化学式（I）的化合物，以及其药学上可接受的盐、前药和溶剂化物，可用作激酶抑制剂，其中R1、R2、R3、R4、R5、R6、X和Z如规范中所述。

  公开号：

  WO2003090912A1
• 作为产物：
  描述：

  3-fluoro-5-(4-morpholinyl)benzoic acid 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(4-methyl-3-nitrophenyl)-3-fluoro-5-morpholinobenzamide
  参考文献：
  名称：

  A novel series of p38 MAP kinase inhibitors for the potential treatment of rheumatoid arthritis

  摘要：

  A novel p38 MAP kinase inhibitor structural class was discovered through selectivity screening. The rational analogue design, synthesis and structure-activity relationship of this series of bisamide inhibitors is reported. The inhibition in vitro of human p38alpha enzyme activity and lipopolysaccharide-induced tumour necrosis factor-alpha release is described for the series. The activity in vivo and pharmacokinetic properties are exemplified for the more potent analogues. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.006

文献信息

• [EN] PYRROLO-TRIAZINE ANILINE COMPOUNDS USEFUL AS KINASE INHIBITORS<br/>[FR] COMPOSES PYRROLO-TRIAZINE ANILINE UTILES EN TANT QU'INHIBITEURS DE KINASE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2003090912A1

  公开（公告）日：2003-11-06

  Compounds having the formula (I), and pharmaceutically acceptable salts, prodrugs, and solvates thereof, are useful as kinase inhibitors, wherein R1, R2, R3, R4, R5, R6, X and Z are as described in the specification.

  具有化学式（I）的化合物，以及其药学上可接受的盐、前药和溶剂化物，可用作激酶抑制剂，其中R1、R2、R3、R4、R5、R6、X和Z如规范中所述。
• Amide derivatives
  申请人：Brown S. Dearg

  公开号：US20050245551A1

  公开（公告）日：2005-11-03

  The invention concerns amide derivatives of Formula (Ia) wherein X is —NHCO— or —CONH—; m is 0-3; R 1 is a group such as hydroxy, halogeno, trifluoromethyl, cyano, mercapto, nitro, amino, carboxy and carbamoyl; n is 0-2; R 2 is a group such as hydroxy, halogeno, trifluoromethyl, cyano, mercapto, nitro, amino and carboxy; R 3 is hydrogen, halogeno, (1-6C)alkyl or (1-6C)alkoxy; q is 0-4; and Q is a group such as aryl, aryloxy, aryl-(1-6C)alkoxy, arylamino and N -(1-6C)alkyl-arylamino; or pharmaceutically-acceptable salts or in-vivo-cleavable esters thereof; processes for their preparation, pharmaceutical compositions containing them and their use in the treatment of diseases or medical conditions mediated by cytokines.

  本发明涉及式(Ia)的酰胺衍生物，其中X为—NHCO—或—CONH—；m为0-3；R1为羟基、卤代、三氟甲基、氰基、巯基、硝基、氨基、羧基和氨基甲酰基等基团；n为0-2；R2为羟基、卤代、三氟甲基、氰基、巯基、硝基、氨基和羧基等基团；R3为氢、卤代、(1-6C)烷基或(1-6C)烷氧基；q为0-4；Q为芳基、芳氧基、芳基-(1-6C)烷氧基、芳基氨基和N-(1-6C)烷基-芳基氨基等基团；或其药学上可接受的盐或体内可降解的酯；制备它们的方法、含有它们的制药组合物以及它们在治疗细胞因子介导的疾病或医疗状况中的用途。
• Benzamide derivatives for the treatment of diseases mediated by cytokines
  申请人：ASTRAZENECA AB

  公开号：US20030212068A1

  公开（公告）日：2003-11-13

  1 The invention concerns amide derivatives of Formula (I), wherein R 3 is (1-6C)alkyl or halogeno; m is 1-3 and R 1 is selected from substituents such as: (A) hydroxy, halogeno, (1-6C)alkyl, (1-6C)alkoxy, aryl, heteroaryl and heterocyclyl; and (B) di-[(1-6C)alkyl]amino-(1-6C)alkyl, (1-6C)alkoxy-(2-6C)alkoxy, di-[(1-6C)alkyl]amino-(2-6C)alkoxy, aryloxy, heteroaryloxy, heteroaryl-(1-6C)alkoxy, heterocyclyloxy and heterocyclyl-(1-6C)alkoxy; p is 0-2 and R 2 is a substituent such as hydroxy and halogeno; q is 0-4; and R 4 is aryl or cycloalkyl which bears 1-3 substituents such as: (C) hydrogen, hydroxy, halogeno and heterocyclyl; and (D) heteroaryl-(1-6C)alkoxy and heterocyclyl-(1-6C)alkoxy, provided that a substituent on R 4 is selected from paragraph (C) only if at least one R 1 group is selected from paragraph (B); processes for their preparation, pharmaceutical compositions containing them and their use in the treatment of diseases or medical conditions mediated by cytokines.

  该发明涉及式(I)的酰胺衍生物，其中R3是(1-6C)烷基或卤素；m为1-3，R1被选择为以下取代基之一：(A)羟基、卤素、(1-6C)烷基、(1-6C)烷氧基、芳基、杂芳基和杂环基；和(B)二-[(1-6C)烷基]氨基-(1-6C)烷基、(1-6C)烷氧基-(2-6C)烷氧基、二-[(1-6C)烷基]氨基-(2-6C)烷氧基、芳氧基、杂芳氧基、杂芳基-(1-6C)烷氧基、杂环氧基和杂环基-(1-6C)烷氧基；p为0-2，R2是羟基和卤素等取代基；q为0-4；R4是芳基或环烷基，其带有1-3个取代基，例如：(C)氢、羟基、卤素和杂环基；和(D)杂芳基-(1-6C)烷氧基和杂环基-(1-6C)烷氧基，但仅当至少一个R1基团选择自段(B)时，才从段(C)中选择R4上的取代基；制备它们的方法，含有它们的制药组合物，以及它们在治疗由细胞因子介导的疾病或医疗状况中的应用。
• Amide derivatives useful as inhibitors of the production of cytokines
  申请人：ASTRAZENECA AB

  公开号：US20030105142A1

  公开（公告）日：2003-06-05

  The invention concerns amide derivatives of formula (I) wherein R 3 is (1-6C)alkyl or halogeno; Q 1 is heteroaryl which is optionally substituted with 1, 2, 3, or 4 substituents such as hydroxy, halogeno, trifluoromethyl, (1-6C)alkyl, (1-6C)alkoxy, hydroxy-(1-6C)alkyl, (1-6C)alkoxy-(1-6C)alkyl, hydroxy-(2-6C)alkoxy, amino-(2-6C)alkylamino, N-(1-6C)alkyl-(1-6C)alkylamino-(2-6C)alkylamino, aryl, heteroaryl and heterocyclyl; p is 0-2 and R 2 is a substituent such as hydroxy and halogeno; q is 0-4; and Q 2 includes optionally substituted aryl, cycloalkyl, heteroaryl and heterocyclyl; or pharmaceutically-acceptable salts or in vivo-cleavable esters thereof; processes for their preparation, pharmaceutical compositions containing them and their use in the treatment of diseases or medical conditions mediated by cytokines.

  本发明涉及式（I）的酰胺衍生物，其中R3是（1-6C）烷基或卤素基；Q1是杂环芳基，可以用1、2、3或4个取代基，例如羟基、卤素基、三氟甲基、（1-6C）烷基、（1-6C）烷氧基、羟基-（1-6C）烷基、（1-6C）烷氧基-（1-6C）烷基、羟基-（2-6C）烷氧基、氨基-（2-6C）烷基氨基、N-（1-6C）烷基-（1-6C）烷基氨基-（2-6C）烷基氨基、芳基、杂环芳基和杂环烷基；p为0-2，R2是羟基和卤素基等取代基；q为0-4；Q2包括可选取代的芳基、环烷基、杂环芳基和杂环烷基；或其药学上可接受的盐或体内可水解的酯；其制备方法、包含它们的制药组合物以及它们在治疗细胞因子介导的疾病或医学状况中的用途。
• Pyrrolo-triazine compounds useful as kinase inhibitors
  申请人：Bristol-Myers Squibb Company

  公开号：EP2289894A2

  公开（公告）日：2011-03-02

  Compounds having the formula (I), and pharmaceutically acceptable salts, prodrugs, and solvates thereof, are useful as kinase inhibitors, wherein R1, R2, R3, R4, R5, R6, X and Z are as described in the specification.

  具有式（I）的化合物及其药学上可接受的盐、原药和溶液可用作激酶抑制剂，其中 R1、R2、R3、R4、R5、R6、X 和 Z 如说明书所述。