2-(3-chloro-phenyl)-4-trifluoromethyl-1(3)H-imidazole | 33469-14-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(3-chloro-phenyl)-4-trifluoromethyl-1(3)H-imidazole
• 英文别名: 2-(3-chlorophenyl)-5-trifluoromethylimidazole；2-(3-chlorophenyl)-5-(trifluoromethyl)-1H-imidazole
• CAS: 33469-14-6
• 化学式: C₁₀H₆ClF₃N₂
• 分子量: 246.619
• InChiKey: GNPPNXKKXXBXMB-UHFFFAOYSA-N

物化性质

• 熔点：
  189-191 °C
• 沸点：
  375.4±42.0 °C(Predicted)
• 密度：
  1.436±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-chloro-phenyl)-4-trifluoromethyl-1(3)H-imidazole 在 ammonium hydroxide 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 24.0h， 生成 2-(3-chlorophenyl)-1H-4-imidazolcarbaldehyde
  参考文献：
  名称：

  Synthesis, Structure, and Neuroprotective Properties of Novel Imidazolyl Nitrones

  摘要：

  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.

  DOI：

  10.1021/jm991154w
• 作为产物：
  描述：

  1,1-二溴-3,3,3-三氟丙酮 、 3-氯苯甲醛 在 ammonium hydroxide 、 sodium acetate 作用下， 以 甲醇 、 水 为溶剂， 生成 2-(3-chloro-phenyl)-4-trifluoromethyl-1(3)H-imidazole
  参考文献：
  名称：

  Herbicidal substituted imidazoles

  摘要：

  本发明涉及以下式子的新型取代咪唑：##STR1## 其中R.sup.1是三氟甲基基团、卤素原子、未取代芳基基团、取代芳基基团、杂芳基基团或取代杂芳基基团；R.sup.2和R.sup.3选择自氢原子、卤素原子和三氟甲基基团，但R.sup.2和R.sup.3不能同时是卤素；M是氢原子、碱金属或碱土金属原子、取代的羰基基团或其他水解易裂基团。这些化合物和含有它们的组合物表现出除草活性。本发明化合物的杀菌活性也得到了展示。

  公开号：

  US04314844A1

文献信息

• [EN] BENZENESULFONAMIDE DERIVATIVES AS TRAP1 MODULATORS AND USES THEREOF<br/>[FR] DÉRIVÉS DE BENZÈNESULFONAMIDE EN TANT QUE MODULATEURS TRAP1 ET UTILISATIONS ASSOCIÉES
  申请人：AMATHUS THERAPEUTICS INC

  公开号：WO2021188880A1

  公开（公告）日：2021-09-23

  The present disclosure provides compounds of Formula (I): and pharmaceutically acceptable salts, solvates, hydrates, polymorphs, co-crystals, tautomers, stereoisomers, isotopically labeled compounds, and prodrugs thereof. The provided compounds may be tumor necrosis factor ("TNF") receptor associated protein 1 ("TRAP1") modulators (e.g., TRAP1 activators). The provided compounds may also rescue the activity in PTEN-induced kinase 1 ("PINK1") loss of function contexts. The provided compounds may also improve mitochondrial health, function, quality, quantity, and/or activity, and/or reduce the production of reactive oxygen species. The provided compounds may also refold or solubilize aggregated or misfolded proteins such as α-synuclein. The present disclosure also provides pharmaceutical compositions comprising the provided compounds; kits comprising the provided compounds or pharmaceutical compositions; and methods of using the provided compounds and pharmaceutical compositions (e.g., for treating a disease in a subject in need thereof).

  本公开提供了Formula (I)的化合物及其药用盐、溶剂化合物、水合物、多晶形态、共晶体、互变异构体、立体异构体、同位素标记化合物和其前药。所提供的化合物可能是肿瘤坏死因子（"TNF"）受体相关蛋白1（"TRAP1"）调节剂（例如，TRAP1激活剂）。所提供的化合物还可能在PTEN诱导激酶1（"PINK1"）功能丧失的情况下恢复活性。所提供的化合物还可能改善线粒体的健康、功能、质量、数量和/或活性，并/或减少活性氧自由基的产生。所提供的化合物还可能对α-突触核蛋白等聚集或错误折叠的蛋白进行重新折叠或溶解。本公开还提供了包含所提供化合物的药物组合物；包含所提供化合物或药物组合物的试剂盒；以及使用所提供化合物和药物组合物的方法（例如，用于治疗需要的受试者的疾病）。
• Discovery of novel 2-aryl-4-bis-amide imidazoles (ABAI) as anti-inflammatory agents for the treatment of inflammatory bowel diseases (IBD)
  作者：Ling Li、Sijie Yuan、Lin Lin、Fang Yang、Ting Liu、Chenglong Xu、Huiting Zhao、Jingxuan Chen、Peihua Kuang、Ting Chen、Wenzhen Liao、Jianjun Chen

  DOI：10.1016/j.bioorg.2022.105619

  日期：2022.3
• SWITHENBANK, C.;FUJIMOTO, T. T.
  作者：SWITHENBANK, C.、FUJIMOTO, T. T.

  DOI：——

  日期：——
• US4314844A
  申请人：——

  公开号：US4314844A

  公开（公告）日：1982-02-09