4-(4-fluorophenyl)-6-hydroxy-2-methylpyrimidine | 178430-09-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(4-fluorophenyl)-6-hydroxy-2-methylpyrimidine
• 英文别名: 6-(4-fluorphenyl)-2-methyl-4-pyridinol；4-(4-Fluorophenyl)-6-hydroxy-2-methylpyrimidine；4-(4-fluorophenyl)-2-methyl-1H-pyrimidin-6-one
• CAS: 178430-09-6
• 化学式: C₁₁H₉FN₂O
• 分子量: 204.204
• InChiKey: YACHMEHMACAROB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-fluorophenyl)-6-hydroxy-2-methylpyrimidine 生成 4-chloro-6-(4-fluorophenyl)-2-methylpyrimidine
  参考文献：
  名称：

  Heterocyclic derivative and medicine

  摘要：

  一种药物组合物，包括以下通式［I］或其盐的化合物。其中R1代表芳基或杂芳基基团。R2代表氢、烷基、烯基、环烷基、环烷基烷基、羟基烷基、卤代烷基、烷氧基、烷硫基、氨基、单烷基氨基、双烷基氨基或苯基。R3和R4独立地代表氢或烷基，或R3和R4与相邻的N原子结合形成5-至7-成员的环氨基团。A代表单键的C2-10烷基。W代表O、S或（CH2）n（其中CH可以被烷基取代；n是1或2的整数）。X、Y和Z可以相同或不同，每个代表CH（可以被烷基取代）或N。然而，不包括X、Y和Z同时代表CH的情况。该发明的化合物具有出色的神经元死亡抑制活性，并可用作治疗脑血管疾病的治疗药物。

  公开号：

  US06191149B1
• 作为产物：
  描述：

  4-氟苯甲酰乙酸乙酯 、 盐酸乙脒 在 potassium carbonate 甲醇 、 水 作用下， 以 甲醇 为溶剂， 反应 9.0h， 以to give 7.4 kg of the title compound as white crystals的产率得到4-(4-fluorophenyl)-6-hydroxy-2-methylpyrimidine
  参考文献：
  名称：

  Method for preventing or treating neurologic damage after spinal cord injury

  摘要：

  本发明提供了一种预防和/或治疗哺乳动物，包括需要的人类，在脊髓损伤后神经损伤的方法，其包括给予一定量的一般式[I]的化合物或其盐、溶剂化物的有效量，以及其用途。

  公开号：

  US20070021451A1

文献信息

• Derivatives of pyrimidine for treating acute cerebrovascular disorders
  申请人：Nippon Shinyaku Co., Ltd.

  公开号：US05945426A1

  公开（公告）日：1999-08-31

  A pharmaceutical composition comprising a compound of the following general formula \x9bI! or its salt. ##STR1## wherein R.sup.1 represents aryl or a heteroaromatic group. R.sup.2 represents hydrogen, alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, hydroxyalkyl, haloalkyl, alkoxy, alkylthio, amino, monoalkylamino, dialkylamino, or phenyl. R.sup.3 and R.sup.4 independently represent hydrogen or alkyl or R.sup.3 and R.sup.4 taken together with the adjacent N atom represent a 5- through 7-membered cyclic amino group. A represents C.sub.2-10 alkylene. W represents O, S, or (CH).sub.n (where CH may be substituted by alkyl; n is an integer of 1 or 2). X, Y, and Z may be the same or different and each represents CH (which may be substituted by alkyl), or N. Provided, however, that the case in which X, Y, and Z concurrently represent CH is excluded. The compound of the invention has excellent neuronal death inhibitory activity and is useful as a therapeutic drug for cerebrovascular diseases.

  一种药物组合物，包含以下通式I所示的化合物或其盐： ##STR1## 其中，R1代表芳基或杂芳香族基团；R2代表氢、烷基、烯基、环烷基、环烷基烷基、羟烷基、卤代烷基、烷氧基、烷硫基、氨基、单烷基氨基、二烷基氨基或苯基；R3和R4独立地代表氢或烷基，或者R3和R4与相邻的N原子一起代表5至7元环状氨基基团；A代表C2-10亚烷基；W代表O、S或(CH)n（其中CH可被烷基取代；n为1或2的整数）；X、Y和Z可以相同或不同，各自代表CH（可被烷基取代）或N。但X、Y和Z同时代表CH的情况除外。本发明的化合物具有优异的神经元死亡抑制活性，可作为治疗脑血管疾病的药物。
• Pyrimidine linked pyrrolo[2,1-c][1,4]benzodiazepines as potential antitumour agents
  申请人：Council of Scientific and Industrial Research

  公开号：US06683073B1

  公开（公告）日：2004-01-27

  The present invention relates to a process for the preparation of novel pyrrolo [2,1-c][1,4]benzodiazepines useful as potential antitumour agents. This invention also relates to a process for the preparation of new pyrrolo[2,1-c][1,4]benzodiazepines as potential antitumour agents. More particularly, it provides a process for the preparation of 7-methoxy-8-[6′-(4″-fluorophenyl)-2′-methylpyrimidine-4′-yloxy]alkoxy-(11aS)-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1,c][1,4]benzodiazepin-5-one with aliphatic chain length variations for the compounds and it also describes the anticancer (antitumour) activity. The structural formula of novel pyrrolo[2,1-c][1,4]benzodiazepine is as follows.

  本发明涉及一种制备新型吡咯并［2,1-c］［1,4］苯二氮平类化合物的方法，该化合物可作为潜在的抗肿瘤药物。本发明还涉及一种制备新型吡咯并［2,1-c］［1,4］苯二氮平类化合物的方法，该化合物也可作为潜在的抗肿瘤药物。更具体地说，本发明提供了一种制备7-甲氧基-8-［6′-(4″-氟苯基)-2′-甲基嘧啶-4′-氧基］烷氧基-(11aS)-1,2,3,11a-四氢-5H-吡咯并［2,1-c］［1,4］苯二氮平-5-酮的方法，其中化合物的脂肪链长度有所变化，并描述了其抗癌（抗肿瘤）活性。新型吡咯并［2,1-c］［1,4］苯二氮平的结构式如下。
• [EN] NEW PYRIMIDINE LINKED PYRROLO[2,1-c][1,4]BENZODIAZEPINES AS POTENTIAL ANTITUMOUR AGENTS<br/>[FR] NOUVELLES PYRROLO[2,1-C][1,4]BENZODIAZEPINES A LIAISON PYRIMIDINE UTILISEES COMME AGENTS ANTITUMORAUX POTENTIELS
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2004087712A1

  公开（公告）日：2004-10-14

  The present invention relates to a process for the preparation of novel pyrrolo [2,1­c][1,4]benzodiazepines useful as potential antitumour agents. This invention also relates to a process for the preparation of new pyrrolo[2,1-c][1,4]benzodiazepines as potential antitumour agents. More particularly, it provides a process for the preparation of 7-methoxy-8-[6'-(4'-fluorophenyl)-2'-methylpyrimidine-4'-yloxy] alkoxy-(l 1aS)-1,2,3,11 a-tetrahydro-5H­-pyrrolo[2,1,c][1,4]benzodiazepin-5-one with aliphatic chain length variations for the compounds and it also describes the anticancer (antitumour) activity. The structural formula (I) of novel pyrrolo[2,1-c] [ 1,4]benzodiazepine is as follows.

  本发明涉及一种制备新型吡咯并[2,1-c][1,4]苯二氮平类化合物的方法，该化合物可作为潜在的抗肿瘤剂。该发明还涉及一种制备新型吡咯并[2,1-c][1,4]苯二氮平类化合物的方法，该化合物也可作为潜在的抗肿瘤剂。更具体地说，本发明提供了一种制备7-甲氧基-8-[6'-(4'-氟苯基)-2'-甲基嘧啶-4'-氧基]烷氧基-(l 1aS)-1,2,3,11 a-四氢-5H-吡咯并[2,1,c][1,4]苯二氮平-5-酮的方法，该方法具有不同碳链长度的化合物，并且还描述了该化合物的抗癌（抗肿瘤）活性。新型吡咯并[2,1-c][1,4]苯二氮平类化合物的结构式（I）如下：
• Process for producing pyrimidine derivative and intermediate thereof
  申请人：Nippon Shinyaku Co., LTD

  公开号：US07091206B2

  公开（公告）日：2006-08-15

  The present invention relates to a method for producing a pyrimidine derivate useful as a neurocyte neurocyte necrosis inhibitor and an intermediate thereof. Disclosed is a method for producing an acid salt of 4-(4-fluorophenyl)-2-methyl-6-(5-piperidinopentyloxy) pyrimidine. The method comprises reacting 4-chloro-6-(4-fluorophenyl)-2-methylpyrimidine with 5-piperidino-1-pentanol, hydrating the thus obtained 4-(4-fluorophenyl)-2-mehtyl-6-(5-piperidinopentylox) pyrimidine and then converting the resultant the hydrate into an acid salt. The hydrate as a describe above; and a method for producing the hydrate is part of this invention. According to the present invention, a highly pure acid salt of 4-(4-fluorophenyl)-2-methyl-6-(5-piperidinopentyloxy) pyrimidine can be readily and efficiently produced without using a column chromatography. Thus, this method is suitable for the production thereof on a industrial scale.

  本发明涉及一种用作神经元坏死抑制剂的嘧啶衍生物及其中间体的制备方法。公开了一种制备4-(4-氟苯基)-2-甲基-6-(5-哌啶基戊氧基)嘧啶酸盐的方法。该方法包括将4-氯-6-(4-氟苯基)-2-甲基嘧啶与5-哌啶基-1-戊醇反应，水化所得的4-(4-氟苯基)-2-甲基-6-(5-哌啶基戊氧基)嘧啶，然后将所得的水合物转化为酸盐。上述水合物及其制备方法是本发明的一部分。根据本发明，可以在不使用柱层析的情况下，轻松高效地制备高纯度的4-(4-氟苯基)-2-甲基-6-(5-哌啶基戊氧基)嘧啶酸盐。因此，该方法适用于工业规模的生产。
• HETEROCYCLIC DERIVATIVE AND MEDICINE
  申请人：NIPPON SHINYAKU COMPANY, LIMITED

  公开号：EP0781766A1

  公开（公告）日：1997-07-02

  A pharmaceutical composition comprising a compound of the following general formula [I] or its salt. wherein R1 represents aryl or a heteroaromatic group. R2 represents hydrogen, alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, hydroxyalkyl, haloalkyl, alkoxy, alkylthio, amino, monoalkylamino, dialkylamino, or phenyl. R3 and R4 independently represent hydrogen or alkyl or R3 and R4 taken together with the adjacent N atom represent a 5- through 7-membered cyclic amino group. A represents C2-10 alkylene. W represents O, S, or (CH)n (where CH may be substituted by alkyl; n is an integer of 0, 1 or 2). X, Y, and Z may be the same or different and each represents CH (which may be substituted by alkyl), or N. Provided, however, that the case in which X, Y, and Z concurrently represent CH is excluded. The compound of the invention has excellent neuronal death inhibitory activity and is useful as a therapeutic drug for cerebrovascular diseases.

  一种药物组合物，包含下式通式[I]的化合物或其盐。 其中 R1 代表芳基或杂芳基。 R2 代表氢、烷基、烯基、环烷基、环烷基烷基、羟基烷基、卤代烷基、烷氧基、烷硫基、氨基、单烷基氨基、二烷基氨基或苯基。R3 和 R4 独立地代表氢或烷基，或 R3 和 R4 与相邻的 N 原子一起代表 5 至 7 元环状氨基。A 代表 C2-10 亚烷基。W 代表 O、S 或 (CH)n（其中 CH 可被烷基取代；n 为 0、1 或 2 的整数）。X、Y 和 Z 可以相同或不同，各自代表 CH（可被烷基取代）或 N，但不包括 X、Y 和 Z 同时代表 CH 的情况。 本发明化合物具有优异的神经元死亡抑制活性，可作为脑血管疾病的治疗药物。