2-(2-吡啶基)-4-三氟甲基咪唑 | 33468-85-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-(2-吡啶基)-4-三氟甲基咪唑
• 中文别名: 二甘醇一丁醚；2-(2-吡啶基)-4(5)-三氟甲基咪唑；2-(4-三氟甲基-1H-咪唑-2-基)吡啶
• 英文名称: 2-(4-trifluoromethyl-1(3)H-imidazol-2-yl)-pyridine
• 英文别名: 2-(4-(Trifluoromethyl)-1H-imidazol-2-yl)pyridine；2-[5-(trifluoromethyl)-1H-imidazol-2-yl]pyridine
• CAS: 33468-85-8
• 化学式: C₉H₆F₃N₃
• 分子量: 213.162
• InChiKey: ACCRSQMCIQOKCB-UHFFFAOYSA-N

物化性质

• 熔点：
  160-161 °C
• 密度：
  1.393

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2-(2-吡啶基)-4-三氟甲基咪唑 在 air 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 0.25h， 生成 Ru^II(2,4-pentanedionato)₂(py-CF₃im)
  参考文献：
  名称：

  Independent Tuning of the pK_a or the E_1/2 in a Family of Ruthenium Pyridine–Imidazole Complexes

  摘要：

  DOI：

  10.1021/acs.inorgchem.3c01241
• 作为产物：
  描述：

  吡啶-2-甲醛 、 1,1-二溴-3,3,3-三氟丙酮 在 sodium acetate 、 ammonium hydroxide 作用下， 以 水 、 甲醇 为溶剂， 反应 12.5h， 生成 2-(2-吡啶基)-4-三氟甲基咪唑
  参考文献：
  名称：

  THERAPEUTIC COMPOUNDS AND USES THEREOF

  摘要：

  本发明涉及化合物的化学式（I）及其盐，其中R1-R4和A具有规范中定义的任何值，以及这些化合物的组合物和用途。这些化合物可用作组蛋白去甲基化酶的抑制剂，如KDM5。还包括包含本发明化合物的药用可接受组合物，以及使用这些组合物治疗各种疾病的方法。

  公开号：

  US20150065522A1

文献信息

• THERAPEUTIC COMPOUNDS AND USES THEREOF
  申请人：Genentech, Inc.

  公开号：US20150065522A1

  公开（公告）日：2015-03-05

  The present invention relates to compounds formula (I): and to salts thereof, wherein R 1 -R 4 and A have any of the values defined in the specification, and compositions and uses thereof. The compounds are useful as inhibitors of histone demethylases, such as KDM5. Also included are pharmaceutically acceptable compositions comprising the compounds of the present invention and methods of using said compositions in the treatment of various disorders.

  本发明涉及化合物的化学式（I）及其盐，其中R1-R4和A具有规范中定义的任何值，以及这些化合物的组合物和用途。这些化合物可用作组蛋白去甲基化酶的抑制剂，如KDM5。还包括包含本发明化合物的药用可接受组合物，以及使用这些组合物治疗各种疾病的方法。
• ANTIPROLIFERATIVE COMPOUNDS
  申请人：Genentech, Inc.

  公开号：EP3041474A1

  公开（公告）日：2016-07-13
• US9505767B2
  申请人：——

  公开号：US9505767B2

  公开（公告）日：2016-11-29
• [EN] ANTIPROLIFERATIVE COMPOUNDS<br/>[FR] COMPOSÉS ANTIPROLIFÉRATIFS
  申请人：GENENTECH INC

  公开号：WO2015035062A1

  公开（公告）日：2015-03-12

  The present invention relates to compounds formula (I) and to salts thereof, wherein R1-R4and A have any of the values defined in the specification, and compositions and uses thereof. The compounds are useful as inhibitors of histone demethylases, such as KDM5. Also included are pharmaceutically acceptable compositions comprising the compounds of the present invention and methods of using said compositions in the treatment of various disorders.
• Synthesis, Structure, and Neuroprotective Properties of Novel Imidazolyl Nitrones
  作者：Alain Dhainaut、André Tizot、Eric Raimbaud、Brian Lockhart、Pierre Lestage、Solo Goldstein

  DOI：10.1021/jm991154w

  日期：2000.6.1

  A new series of imidazolyl nitrones spin traps has been synthesized and evaluated pharmacologically. The salient structural feature of these molecules is the presence of an imidazole moiety substituted by aromatic or heteroaromatic cycles. This connectivity imparts to the nitrone superior neuroprotective properties in vivo and in parallel reduced side effects and toxicity. Thus compound 6a (a 2-phenylimidazolyl nitrone) administered intraperitoneally protects (80%) mice from lethality induced by an intracerebroventricular administration of tert-butyl hydroperoxide (t-BHP) an oxidant capable of inducing neurodegenerative processes. Administration of the archetypal nitrone phenyl-tert-butyl nitrone (PBN) at an equimolar dose also affords some protection (60%) in this test. However, this activity is accompanied by hypothermia, whereas no such effect is apparent for 6a. Moreover, previously prepared nonsubstituted or alkyl-substituted imidazolyl nitrones were shown to be extremely toxic to rats in contrast to the compounds prepared in this study. The observed activities in vivo correlate well with the calculated partition coefficients (ClogP) and HOMO energy level.