1-(4-cyanobenzyl)imidazole-5-carboxylic acid | 198649-67-1

• 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: 1-(4-cyanobenzyl)imidazole-5-carboxylic acid
• 英文别名: 3-[(4-cyanophenyl)methyl]imidazole-4-carboxylic acid
• CAS: 198649-67-1
• 化学式: C₁₂H₉N₃O₂
• 分子量: 227.222
• InChiKey: IUQYUDRDHBHUGV-UHFFFAOYSA-N

物化性质

• 沸点：
  534.2±35.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  78.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3-氯苯基)哌嗪 、 1-(4-cyanobenzyl)imidazole-5-carboxylic acid 在 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 生成 4-{5-[4-(3-Chloro-phenyl)-piperazine-1-carbonyl]-imidazol-1-ylmethyl}-benzonitrile
  参考文献：
  名称：

  Oxo-piperazine Derivatives of N-Arylpiperazinones as Inhibitors of Farnesyltransferase

  摘要：

  The evaluation of SAR associated with the insertion of carbonyl groups at various positions of N-arylpiperazinone farnesyltransferase inhibitors is described herein. 1-Aryl-2,3-diketopiperazine derivatives exhibited the best balance of potency and pharmacokinetic profile relative to the parent 1-aryl-2-piperazinones. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00710-1
• 作为产物：
  描述：

  4-(5-甲酰基-1-咪唑甲基)苯甲腈 在 sodium chlorite 作用下， 生成 1-(4-cyanobenzyl)imidazole-5-carboxylic acid
  参考文献：
  名称：

  Oxo-piperazine Derivatives of N-Arylpiperazinones as Inhibitors of Farnesyltransferase

  摘要：

  The evaluation of SAR associated with the insertion of carbonyl groups at various positions of N-arylpiperazinone farnesyltransferase inhibitors is described herein. 1-Aryl-2,3-diketopiperazine derivatives exhibited the best balance of potency and pharmacokinetic profile relative to the parent 1-aryl-2-piperazinones. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00710-1

文献信息

• Inhibitors of farnesyl-protein transferase
  申请人：Merck & Co., Inc.

  公开号：US05891889A1

  公开（公告）日：1999-04-06

  The present invention is directed to compounds which inhibit farnesyl-protein transferase (FTase) and the farnesylation of the oncogene protein Ras. The invention is further directed to chemotherapeutic compositions containing the compounds of this invention and methods for inhibiting farnesyl-protein transferase and the farnesylation of the oncogene protein Ras.

  本发明涉及抑制法尼基-蛋白转移酶（FTase）和致癌基因蛋白Ras法尼酰化的化合物。该发明还涉及含有本发明化合物的化疗组合物以及抑制法尼基-蛋白转移酶和致癌基因蛋白Ras法尼酰化的方法。
• Novel aminophenyl piperazine or aminophenyl piperidine derivatives inhibiting prenyl transferase proteins and method for preparing same
  申请人：——

  公开号：US20040092524A1

  公开（公告）日：2004-05-13

  The invention concerns compounds corresponding to general formula (I), wherein, in particular: W represents hydrogen, COR 6 , CSR 6 , SO 2 R 6 , CO(CH 2 ) n R 6 , (CH 2 ) n R 7 ; X represents CH or N; Y represents (CH 2 ) n , CO, CH 2 CO, CH═CHCO, CH 2 CH 2 CO; Z represents a heterocycle. When Z=pyridine, then Y is other than CO. R 1 represents hydrogen, C 1 -C 6 alkyl, halogen OCH 3 , CF 3 ; R 2 and R 3 , identical or different, represent hydrogen, C 1 -C 6 alkyl; R 4 represents a) hydrogen, b) C 1 -C 6 alkyl, c) an aryl, d) a heterocycle; R 5 represents hydrogen, COR 7 R 8 , SO 2 R 7 , CO(CH 2 ) n SR 7 , CO(CH 2 ) n OR 7 , CONR 7 R 8 , CO(CH 2 ) m COR 7 ; R 6 represents a) a phenyl or a naphthyl, b) a C 1 -C 6 alkyl, a cycloalkyl, c) a heterocycle, d) NR 7 R 8 ; R 7 and R 8 , identical or different, represent a) hydrogen, C 1 -C 15 alkyl, b) a heterocycle, c) an aryl; n represents 0 to 10; m represents 2 to 10; provided that when Z represents a quinozaline or benzimidazole group, then R 5 is other than CH 2 Ph or methyl and n is other than zero. 1

  该发明涉及与一般式（I）相对应的化合物，其中，特别是：W代表氢，COR6，CSR6，SO2R6，CO（CH2）nR6，（CH2）nR7；X代表CH或N；Y代表（CH2）n，CO，CH2CO，CH═CHCO，CH2CH2CO；Z代表杂环。当Z=吡啶时，Y不是CO。R1代表氢，C1-C6烷基，卤素OCH3，CF3；R2和R3，相同或不同，代表氢，C1-C6烷基；R4代表a）氢，b）C1-C6烷基，c）芳基，d）杂环；R5代表氢，COR7R8，SO2R7，CO（CH2）nSR7，CO（CH2）nOR7，CONR7R8，CO（CH2）mCOR7；R6代表a）苯基或萘基，b）C1-C6烷基，环烷基，c）杂环，d）NR7R8；R7和R8，相同或不同，代表a）氢，C1-C15烷基，b）杂环，c）芳基；n表示0到10；m表示2到10；前提是当Z代表喹唑啉或苯并咪唑基团时，R5不是CH2Ph或甲基，n不是零。
• INHIBITORS OF FARNESYL-PROTEIN TRANSFERASE
  申请人：MERCK & CO., INC.

  公开号：EP0944388A2

  公开（公告）日：1999-09-29
• EP0944388A4
  申请人：——

  公开号：EP0944388A4

  公开（公告）日：2001-08-16
• DERIVES D'AMINOPHENYLE PIPERAZINE OU D'AMINO PHENYLE PIPERIDINE INHIBITEURS DE PROTEINES PRENYL TRANSFERASE
  申请人：PIERRE FABRE MEDICAMENT

  公开号：EP1324999A1

  公开（公告）日：2003-07-09