2-(4-cyanophenyl)methylimidazole | 793682-51-6

• 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: 2-(4-cyanophenyl)methylimidazole
• 英文别名: 4-[1-(imidazolyl)methyl]benzonitrile；4-(1-Imidazolylmethyl)benzonitrile；4-(1H-imidazol-2-ylmethyl)benzonitrile
• CAS: 793682-51-6
• 化学式: C₁₁H₉N₃
• 分子量: 183.213
• InChiKey: ICGOVDHTTBNXJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  52.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-cyanophenyl)methylimidazole 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 水 、 环己酮 为溶剂， 生成 4-[1-hydroxycyclohex-1-yl-1-(imidazolyl)methyl]benzonitrile
  参考文献：
  名称：

  Cycloalkylene azoles and pharmaceutical preparations obtained therefrom

  摘要：

  该公开涉及一般式I的环烷基氮唑化合物 ##STR1##其中##STR2## 是一个碳环或碳多环基团，可选择地携带至少一个烷基取代基，X是基团##STR3##一个氧或硫原子，Y和Z彼此独立，是##STR4##或一个氮原子，以及它们与酸的药用兼容盐的生产方法。这些化合物具有强烈的芳香化酶抑制活性，并适用于制备药用剂。还提供了使用这些化合物治疗雌激素诱导或刺激的肿瘤、男性不育和即将发生心肌梗死的方法，以及抑制女性生育的方法。

  公开号：

  US05135937A1
• 作为产物：
  描述：

  2-(4-cyanophenyl)methylimidazoline 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.83h， 以66%的产率得到2-(4-cyanophenyl)methylimidazole
  参考文献：
  名称：

  A novel synthetic method for 2-arylmethyl substituted imidazolines and imidazoles from 2-aryl-1,1-dibromoethenes

  摘要：

  Various 2-arylmethylimidazolines were prepared by treating readily available 2-aryl-1, 1-dibromoethenes with ethylenediamine under mild conditions and further converted into the corresponding imidazoles smoothly with Swern oxidation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.035

文献信息

• [EN] USE OF AN AROMATASE INHIBITOR FOR THE TREATMENT OF HYPOGONADISM AND RELATED DISEASES<br/>[FR] UTILISATION D'UN INHIBITEUR D'AROMATASE POUR LE TRAITEMENT DE L'HYPOGONADISME ET DE MALADIES APPARENTÉES
  申请人：NOVARTIS AG

  公开号：WO2013036562A1

  公开（公告）日：2013-03-14

  This invention relates to a method of increasing testosterone levels and treating hypogonadism and related diseases with the aromatase inhibitor 4,4'-[fluoro-(1-H-1,2,4-triazol-1-yl)methylene]bisbenzonitrile. The present invention further relates to a method of increasing testosterone levels and treating hypogonadism and related diseases with the aromatase inhibitor 4,4'-[fluoro-(1-H-1,2,4-triazol-1-yl)methylene]bisbenzonitrile in a particular dosing regimen. The invention also relates to pharmaceutical compositions comprising said aromatase inhibitor 4,4'-[fluoro-(1-H-1,2,4-triazol-1-yl)methylene]bisbenzonitrile, optionally in combination with other active ingredients. Furthermore, the present invention relates to kits comprising said pharmaceutical compositions together with instructions how to administer them.

  本发明涉及一种使用芳香酶抑制剂4,4'-[氟-(1-H-1,2,4-三唑-1-基)亚甲基]双苯腈来提高睾酮水平并治疗低睾酮血症及相关疾病的方法。本发明进一步涉及在特定的剂量方案下，使用芳香酶抑制剂4,4'-[氟-(1-H-1,2,4-三唑-1-基)亚甲基]双苯腈来提高睾酮水平并治疗低睾酮血症及相关疾病的方法。本发明还涉及包含所述芳香酶抑制剂4,4'-[氟-(1-H-1,2,4-三唑-1-基)亚甲基]双苯腈的药物组合物，可选地与其他活性成分结合使用。此外，本发明还涉及包含所述药物组合物以及使用说明的试剂盒。
• Process for producing 4-(1H-1,2,4-triazol-1-ylmethyl)benzonitrile
  申请人：Wadhwa Kumar Lalit

  公开号：US20050209294A1

  公开（公告）日：2005-09-22

  The invention discloses an improved process for producing 4-(1H-1,2,4-triazol-1-ylmethyl)benzonitrile of Formula (Structure 2), an intermediate used in the manufacture of 4,4′-[1H-1,2,4-triazol-1-ylmethylene] bisbenzonitrile (Letrozole), the process comprising of reacting salt of 1,2,4-triazole of Formula (Structure 4) with α-halo substituted tolunitrile of Formula (Structure 3) in presence of dimethylformamide, wherein the X represents alkali metals selected from a group of Li, Na, or K, preferably Na and Y represents a halogen group selected from Cl, Br or I, preferably Br.

  本发明公开了一种改进的4-(1H-1,2,4-三唑-1-基甲基)苯腈（结构式2）的制备过程，该中间体用于生产4,4′-[1H-1,2,4-三唑-1-亚甲基]双苯腈（来曲唑），该过程包括将1,2,4-三唑的盐（结构式4）与α-卤代取代的托卢腈（结构式3）在N,N-二甲基甲酰胺的存在下反应，其中X代表选自Li、Na或K的碱金属，优选Na，Y代表选自Cl、Br或I的卤素族，优选Br。
• Cycloalkylene azoles, and their use as aromatase inhibitors
  申请人：Schering Aktiengesellschaft

  公开号：US05411982A1

  公开（公告）日：1995-05-02

  The disclosure relates to cycloalkylene azoles of general Formula I ##STR1## wherein ##STR2## is a carbocyclic or carbopolycyclic group optionally carrying at least on a alkyl substituent, X is a grouping ##STR3## an oxygen or sulfur atom, and Y and Z, independently of each other, are ##STR4## or a nitrogen atom, as well as their pharmaceutically compatible addition salts with acids as well as processes for production thereof. The compounds possess strongly aromatase-inhibiting activity and are suitable for the preparation of medicinal agents. Methods for treating estrogen induced or stimulated tumors, male infertility, and impending cardiac infarction with these compounds are also provided as well as methods for inhibiting female fertility.

  本发明涉及通式I的环烷基唑类化合物：##STR1## 其中，##STR2##是一个碳环或碳多环基团，可选地携带至少一个烷基取代基；X是一个基团##STR3##、一个氧原子或硫原子；Y和Z独立地是##STR4##或一个氮原子。此外，本发明还涉及它们与酸的药物相容性加成盐的制备方法。这些化合物具有强烈的芳香族酶抑制活性，并适用于制备药物。本发明还提供了使用这些化合物治疗雌激素诱导或刺激的肿瘤、男性不育症和即将发生心肌梗死的方法，以及抑制女性生育能力的方法。
• Alpha-heterocyclc substituted tolunitriles
  申请人：Ciba-Geigy Corporation

  公开号：US04978672A1

  公开（公告）日：1990-12-18

  The invention is concerned with aromatase inhibiting compounds of formula I ##STR1## wherein R and Ro represent hydrogen or lower alkyl; or R and Ro located on adjacent carbon atoms and together when combined with the benzene ring to which they are attached form a naphthalene or tetrahydronaphthalene ring; R.sub.1 and R.sub.2 independently represent hydrogen, lower alkyl, (lower alkyl, aryl or aryl-lower alkyl)-thio, lower alkenyl, aryl, aryl-lower alkyl, C.sub.3 -C.sub.6 -cycloalkyl, or C.sub.3 -C.sub.6 -cycloalkyl-lower alkyl; or R.sub.1 and R.sub.2 combined represent lower alkylidene, mono- or di-aryl-lower alkylidene; R.sub.1 and R.sub.2 combined also represent C.sub.4 -C.sub.6 -straight chain alkylene, lower alkyl-substituted straight chain alkylene or ortho-phenylene bridged-C.sub.2 -C.sub.4 -straight chain alkylene, each forming with the carbon atom attached thereto a corresponding optionally substituted or benzo-fused 5, 6 or 7-membered ring; W represents 1-imidazolyl, 1-(1,2,4- or 1,3,4)-triazolyl or 3-pyridyl; or W represents 1-imidazolyl, 1-(1,2,4 or 1,3,4)-triazolyl or 3-pyridyl substituted by lower alkyl; and pharmaceutically acceptable salts thereof.

  本发明涉及式I的芳香烃酮酶抑制剂化合物： ##STR1## 其中，R和Ro代表氢或低碳基；或R和Ro位于相邻的碳原子上，并且当与它们连接的苯环结合时形成萘或四氢萘环；R1和R2独立地表示氢、低碳基、（低碳基、芳基或芳基-低碳基）硫、低烯基、芳基、芳基-低碳基、C3-C6-环烷基或C3-C6-环烷基-低碳基；或R1和R2组合表示低碳基亚甲基、单芳基-低碳基亚甲基或双芳基-低碳基亚甲基；R1和R2也可以组合表示C4-C6-直链烷基、低碳基取代的直链烷基或邻苯二甲基桥联的C2-C4-直链烷基，每个都与连接的碳原子形成相应的可选择取代或苯并的5、6或7-成员环；W表示1-咪唑基、1-(1,2,4-或1,3,4)-三唑基或3-吡啶基；或W表示被低碳基取代的1-咪唑基、1-(1,2,4或1,3,4)-三唑基或3-吡啶基；以及其药学上可接受的盐。
• Cycloalkylene azoles and their use as aromatase inhibitors
  申请人：Schering Aktiengesellschaft

  公开号：US05280035A1

  公开（公告）日：1994-01-18

  The disclosure relates to cycloalkylene azoles of general Formula I ##STR1## wherein ##STR2## is a carbocyclic or carbopolycyclic group optionally carrying at least one alkyl substituent, is the grouping ##STR3## an oxygen or sulfur atom, and Y and Z, independently of each other, are ##STR4## or a nitrogen atom, as well as their pharmaceutically compatible addition salts with acids as well as processes for production thereof. The compounds possess strongly aromatase-inhibiting activity and are suitable for the preparation of medicinal agents. Methods for treating estrogen induced or stimulated tumors, male infertility, and impending cardiac infarction with these compounds are also provided as well as methods for inhbiiting female fertility.

  本发明涉及一般式I的环烷基唑类化合物，其中##STR2##是一个碳环或碳多环基团，可选地带有至少一个烷基取代基，是基团##STR3##的氧或硫原子，而Y和Z相互独立地是##STR4##或氮原子，以及它们与酸的药物相容的加合物的制备方法。这些化合物具有强烈的芳香烃酮酶抑制活性，适用于制备药物。本发明还提供了使用这些化合物治疗雌激素诱导或刺激的肿瘤、男性不育症和即将发生的心肌梗死的方法，以及抑制女性生育能力的方法。