4-(二甲基氨基)-3-氟苄腈 | 160658-69-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(二甲基氨基)-3-氟苄腈
• 中文别名: 4-(二甲基氨基)-3-氟苯甲腈
• 英文名称: 4-dimethylamino-3-fluoro-benzonitrile
• 英文别名: 3-fluoro-4-dimethylaminobenzonitrile；4-(Dimethylamino)-3-fluorobenzonitrile
• CAS: 160658-69-5
• 化学式: C₉H₉FN₂
• mdl: MFCD12110121
• 分子量: 164.182
• InChiKey: UOHZUGYMWIKXBN-UHFFFAOYSA-N

物化性质

• 沸点：
  304.0±27.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(二甲基氨基)-3-氟苄腈 在 三甲基铝 、 碳酸氢钠 、 对甲苯磺酸 作用下， 以 异丙醇 、 甲苯 为溶剂， 反应 112.5h， 生成 2-fluoro-N,N-dimethyl-4-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazol-2-yl]benzeneamine
  参考文献：
  名称：

  1,2-Diarylimidazoles as Potent, Cyclooxygenase-2 Selective, and Orally Active Antiinflammatory Agents

  摘要：

  Series of 1,2-diarylimidazoles has been synthesized and found to contain highly potent and selective inhibitors of the human COX-2 enzyme. The paper describes a short synthesis of the target 1,2-diarylimidazoles starting with aryl nitriles. Different portions of the diarylimidazole (I) were modified to establish SAR. Systematic variations of the substituents in the aryl ring B have yielded very potent (IC50 = 10-100 nm) and selective (1000-12500) inhibitors of the COX-2 enzyme. The study on the influence of substituents in the imidazole ring established that a CF3 group at position 4 gives the optimum oral activity. A number of the diarylimidazoles showed excellent inhibition in the adjuvant induced arthritis model (e.g., ED50 = 0.02 mph for 22 and 34). The diarylimidazoles are also potent inhibitors of carrageenan-induced edema (ED50 = 9-30 mph) sind hyperalgesia (ED50 = 11-40 mpk). Several orally active diarylimidazoles show no GI toxicity in the rat and mouse up to 200 mpk.

  DOI：

  10.1021/jm9700225
• 作为产物：
  描述：

  3-氟-4-氨基苯腈 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 4-(二甲基氨基)-3-氟苄腈
  参考文献：
  名称：

  [EN] 2-ARYL- AND 2-HETEROARYLTHIAZOLYL COMPOUNDS, METHODS FOR THEIR PREPARATION AND USE THEREOF
  [FR] COMPOSÉS DE 2-ARYL- ET DE 2-HÉTÉROARYL-THIAZOLYLE, LEURS PROCÉDÉS DE PRÉPARATION ET D'UTILISATION

  摘要：

  本发明揭示了融合的双环2-芳基或2-杂环芳基噻唑基化合物及其药用盐和酯，这些化合物对抑制癌细胞的生长、特别是抑制人类乳腺癌肿瘤的生长以及治疗与分泌蛋白相关的疾病或紊乱，包括高水平的分泌蛋白水平具有用处。

  公开号：

  WO2009120826A1

文献信息

• N-(3-Fluorobenzyl)heterocyclic derivatives and their use as pesticides
  申请人：SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V.

  公开号：EP0623601A1

  公开（公告）日：1994-11-09

  Compound of general formula: in which n is 1, 2 or 3; R¹, R², R³ and R⁴ independently represent a hydrogen atom or an alkyl group; X represents and oxygen atom or a group >CR⁵R⁶, >NR⁷, >NCOR⁸ or >S(O)p, where R⁵, R⁶, R⁷ and R⁸ independently represent a hydrogen atom or an alkyl group and p is 0, 1 or 2; A represents an optionally substituted 3-fluorobenzyl group; and Y represents a group =CH or =N- are disclosed. The compounds are pesticidal.

  通式为：其中n为1、2或3；R¹、R²、R³和R⁴独立表示氢原子或烷基基团；X表示氧原子或基团>CR⁵R⁶，>NR⁷，>NCOR⁸或>S(O)p，其中R⁵、R⁶、R⁷和R⁸独立表示氢原子或烷基基团，p为0、1或2；A表示一个可选择取代的3-氟苄基团；Y表示一个基团=CH或=N-。这些化合物具有杀虫作用。
• 2-Aryl- and 2-Heteroarylthiazolyl Compounds, Methods for Their Preparation and Use Thereof
  申请人：Zhang Nan

  公开号：US20090270363A1

  公开（公告）日：2009-10-29

  The present invention discloses fused bicyclic 2-aryl- or 2-heteroarylthiazolyl compounds and their pharmaceutically acceptable salts and esters thereof, which are useful for inhibiting the growth of cancerous cells, inhibiting human breast carcinoma tumor growth in particular and to treat diseases or disorders associated with securin, including elevated securin levels.

  本发明公开了融合的双环2-芳基-或2-杂环基硫唑基化合物及其药学上可接受的盐和酯，其对抑制癌细胞生长、特别是对抑制人类乳腺癌肿瘤生长以及治疗与分离素有关的疾病或疾病相关障碍，包括升高的分离素水平具有用处。
• [EN] CARDIAC SARCOMERE INHIBITORS<br/>[FR] INHIBITEURS DE SARCOMES CARDIAQUES
  申请人：CYTOKINETICS INC

  公开号：WO2020047447A1

  公开（公告）日：2020-03-05

  Provided are compounds of Formula (I), or a pharmaceutically acceptable salt thereof, wherein R1, R2A, R2B, R3, R4, and R5 are as defined herein. Also provided is a pharmaceutically acceptable composition comprising a compound of Formula (I), or a pharmaceutically acceptable salt thereof. Also provided are methods of using a compound of Formula (I), or a pharmaceutically acceptable salt thereof.
• 1,2-Diarylimidazoles as Potent, Cyclooxygenase-2 Selective, and Orally Active Antiinflammatory Agents
  作者：Ish K. Khanna、Richard M. Weier、Yi Yu、Xiang D. Xu、Francis J. Koszyk、Paul W. Collins、Carol M. Koboldt、Amy W. Veenhuizen、William E. Perkins、Jacquelen J. Casler、Jaime L. Masferrer、Yan Y. Zhang、Susan A. Gregory、Karen Seibert、Peter C. Isakson

  DOI：10.1021/jm9700225

  日期：1997.5.1

  Series of 1,2-diarylimidazoles has been synthesized and found to contain highly potent and selective inhibitors of the human COX-2 enzyme. The paper describes a short synthesis of the target 1,2-diarylimidazoles starting with aryl nitriles. Different portions of the diarylimidazole (I) were modified to establish SAR. Systematic variations of the substituents in the aryl ring B have yielded very potent (IC50 = 10-100 nm) and selective (1000-12500) inhibitors of the COX-2 enzyme. The study on the influence of substituents in the imidazole ring established that a CF3 group at position 4 gives the optimum oral activity. A number of the diarylimidazoles showed excellent inhibition in the adjuvant induced arthritis model (e.g., ED50 = 0.02 mph for 22 and 34). The diarylimidazoles are also potent inhibitors of carrageenan-induced edema (ED50 = 9-30 mph) sind hyperalgesia (ED50 = 11-40 mpk). Several orally active diarylimidazoles show no GI toxicity in the rat and mouse up to 200 mpk.
• [EN] 2-ARYL- AND 2-HETEROARYLTHIAZOLYL COMPOUNDS, METHODS FOR THEIR PREPARATION AND USE THEREOF<br/>[FR] COMPOSÉS DE 2-ARYL- ET DE 2-HÉTÉROARYL-THIAZOLYLE, LEURS PROCÉDÉS DE PRÉPARATION ET D'UTILISATION
  申请人：WYETH CORP

  公开号：WO2009120826A1

  公开（公告）日：2009-10-01

  The present invention discloses fused bicyclic 2-aryl- or 2-heteroarylthiazolyl compounds and their pharmaceutically acceptable salts and esters thereof, which are useful for inhibiting the growth of cancerous cells, inhibiting human breast carcinoma tumor growth in particular and to treat diseases or disorders associated with securin, including elevated securin levels.

  本发明揭示了融合的双环2-芳基或2-杂环芳基噻唑基化合物及其药用盐和酯，这些化合物对抑制癌细胞的生长、特别是抑制人类乳腺癌肿瘤的生长以及治疗与分泌蛋白相关的疾病或紊乱，包括高水平的分泌蛋白水平具有用处。