2-methyl-1-phenethyl-1H-benzoimidazole | 333746-90-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-methyl-1-phenethyl-1H-benzoimidazole
• 英文别名: 1-phenethyl-2-methylbenzo[d]imidazole；2-methyl-1-phenethyl-1H-benzoimidazole；2-methyl-1-phenethyl-1H-benzo[d]imidazole；2-Methyl-1-phenethyl-1 H-benzimidazole；2-Methyl-1-<2-phenyl-ethyl>-benzimidazol；2-Methyl-1-(2-phenylethyl)benzimidazole
• CAS: 333746-90-0
• 化学式: C₁₆H₁₆N₂
• mdl: MFCD02578605
• 分子量: 236.316
• InChiKey: HUOSRLKHQQNGGL-UHFFFAOYSA-N

物化性质

• 熔点：
  66-68 °C
• 沸点：
  422.7±24.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)
• 溶解度：
  30.1 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-(2-nitrophenyl)-N-(2-phenylethyl)acetamide 在 铁粉 、 溶剂黄146 作用下， 反应 0.5h， 生成 2-methyl-1-phenethyl-1H-benzoimidazole
  参考文献：
  名称：

  N-取代苯并咪唑和咪唑并吡啶的直接、区域选择性钯催化合成

  摘要：

  不对称的、N-取代的苯并咪唑和咪唑并吡啶可以直接从 2-卤代硝基芳烃和酰胺通过 Pd(TFA) 2 /(R)-BINAP 催化的交叉偶联和随后的还原性氨基环化来制备。该序列可以通过一锅法进行。该方法用途广泛，可以直接、区域选择性地制备这些重要的氮杂环。

  DOI：

  10.1002/ejoc.201001423

文献信息

• A regioselective palladium catalyzed synthesis of benzimidazoles and azabenzimidazoles
  申请人：sanofi-aventis

  公开号：EP1878724A1

  公开（公告）日：2008-01-16

  The present invention relates to a process for the regioselective synthesis of compounds of the formula I, wherein R0; R1; R2; R3; R4; R5; A1; A2; A3; A4, Q and J have the meanings indicated in the claims. The present invention provides a direct palladium catalyzed, regioselective process to a wide variety of unsymmetrical, multifunctional N-substituted benzimidazoles or azabenzimidazoles of formula I starting from 2-halo-nitroarenes and N-substituted amides useful for the production of pharmaceuticals, diagnostic agents, liquid crystals, polymers, herbicides, fungicidals, nematicidals, parasiticides, insecticides, acaricitdes and arthropodicides.

  本发明涉及一种用于合成式I化合物的区域选择性合成过程，其中R0；R1；R2；R3；R4；R5；A1；A2；A3；A4，Q和J的含义如权利要求中所示。本发明提供了一种直接钯催化的、区域选择性的过程，可从2-卤代硝基芳烃和N-取代酰胺出发，合成多种非对称的、多功能的N-取代苯并咪唑或氮代苯并咪唑的式I化合物，用于生产药物、诊断试剂、液晶、聚合物、除草剂、杀菌剂、线虫杀灭剂、杀虫剂、螨虫剂和节肢动物杀虫剂。
• [EN] BENZIMIDAZOLE DERIVATIVES AND THEIR USE AS COOLING AGENTS<br/>[FR] DÉRIVÉS DE BENZIMIDAZOLE ET LEUR UTILISATION COMME AGENTS DE REFROIDISSEMENT
  申请人：GIVAUDAN SA

  公开号：WO2009089641A1

  公开（公告）日：2009-07-23

  The present invention refers to compounds with cooling properties, the compound are of formula (I), wherein R1 is selected from the list consisting of C1 - C3 alkyl, - SCH3, and - NH2, and - CHR'OR'' wherein R' and R'' are independently selected from hydrogen, methyl and ethyl; R2 is selected from the list consisting of hydrogen, C1 - C3 alkyl, and a halide; and I) A is formula (II) wherein R is selected from hydrogen, -OR11 wherein R11 is selected from hydrogen, and C1-C3 alkyl; halide; -NO2; -CN; -C(O)NH2; and -C(O)OR12 wherein R12 is selected from hydrogen, and C1-C3 alkyl; and X is selected from the list consisting of -CH2-, -C(O) -, and -C(O)NHCH2-; or II) A is formula (III) wherein n is 0 or 1.

  本发明涉及具有冷却性能的化合物，该化合物的化学式为(I)，其中R1从以下列表中选择：C1 - C3烷基，-SCH3，-NH2，和-CHR'OR''，其中R'和R''分别独立地选择自氢，甲基和乙基；R2从以下列表中选择：氢，C1 - C3烷基，和卤素；以及I）A为化学式(II)，其中R从氢，-OR11（其中R11从氢和C1-C3烷基中选择），卤素，-NO2，-CN，-C(O)NH2，和-C(O)OR12（其中R12从氢和C1-C3烷基中选择）中选择；X从以下列表中选择：-CH2-，-C(O)-，和-C(O)NHCH2-；或II）A为化学式(III)，其中n为0或1。
• Benzimidazole Derivatives And Their Use As Cooling Agents
  申请人：Furrer Stefan Michael

  公开号：US20100297038A1

  公开（公告）日：2010-11-25

  The present invention refers to compounds with cooling properties, the compound are of formula (I), wherein R 1 is selected from the list consisting of C 1 -C 3 alkyl, —SCH 3 , and —NH 2 , and —CHR′OR″ wherein R′ and R″ are independently selected from hydrogen, methyl and ethyl; R 2 is selected from the list consisting of hydrogen, C 1 -C 3 alkyl, and a halide; and I) A is wherein R is selected from hydrogen, —OR 11 wherein R 11 is selected from hydrogen, and C 1 -C 3 alkyl; halide; —NO 2 ; —CN; —C(O)NH 2 ; and —C(O)OR 12 wherein R 12 is selected from hydrogen, and C 1 -C 3 alkyl; and X is selected from the list consisting of —CH 2 —, —C(O)—, and —C(O)NHCH 2 —; or II) A is wherein n is 0 or 1.

  本发明涉及具有冷却特性的化合物，该化合物的化学式为（I），其中R1从以下列表中选择，该列表包括C1-C3烷基，—SCH3和—NH2，以及—CHR′OR″，其中R′和R″独立地选择自氢，甲基和乙基；R2从以下列表中选择，该列表包括氢，C1-C3烷基和卤化物；以及I) A，其中R从氢，—OR11中选择，其中R11从氢和C1-C3烷基中选择；卤化物；—NO2；—CN；—C（O）NH2；和—C（O）OR12，其中R12从氢和C1-C3烷基中选择；和X从以下列表中选择，该列表包括—CH2—，—C（O）—和—C（O）NHCH2—；或II）A为其中n为0或1。
• Regioselective palladium catalyzed synthesis of benzimidazoles and azabenzimidazoles
  申请人：ALONSO Jorge

  公开号：US20090203912A1

  公开（公告）日：2009-08-13

  The present invention relates to a process for the regioselective synthesis of compounds of the formula I, wherein R0; R1; R2; R3; R4; R5; A1; A2; A3; A4, Q and J have the meanings indicated in the claims. The present invention provides a direct palladium catalyzed, regioselective process to a wide variety of unsymmetrical, multifunctional N-substituted benzimidazoles or azabenzimidazoles of formula I starting from 2-halo-nitroarenes and N-substituted amides useful for the production of pharmaceuticals, diagnostic agents, liquid crystals, polymers, herbicides, fungicidals, nematicidals, parasiticides, insecticides, acaricides and arthropodicides.

  本发明涉及一种合成式I化合物的区域选择性合成方法，其中R0; R1; R2; R3; R4; R5; A1; A2; A3; A4，Q和J具有所述权利要求中指示的含义。本发明提供了一种直接钯催化的、区域选择性的过程，从2-卤代硝基芳烃和N-取代酰胺出发，合成了广泛的非对称、多功能的N-取代苯并咪唑或氮杂苯并咪唑式I化合物，用于制药、诊断试剂、液晶、聚合物、除草剂、杀菌剂、线虫杀灭剂、寄生虫杀灭剂、杀虫剂、螨虫杀灭剂和节肢动物杀灭剂的生产。
• Compounds that enhance Atoh-1 expression
  申请人：MASSACHUSETTS EYE & EAR INFIRMARY

  公开号：EP2732819A2

  公开（公告）日：2014-05-21

  This invention generally provides compounds, pharmaceutical compositions, and methods for their use, which include methods that result in increased expression in an Atoh1 gene (e.g., Hath1) in a biological cell. More specifically, the invention relates to the treatment of diseases and/or disorders that would benefit from increased Atoh1 expression, e.g. a hearing impairment or imbalance disorder associated with a loss of auditory hair cells, or a disorder associated with abnormal cellular proliferation.

  本发明一般提供化合物、药物组合物及其使用方法，其中包括导致生物细胞中 Atoh1 基因（如 Hath1）表达增加的方法。更具体地说，本发明涉及可从 Atoh1 表达增加中获益的疾病和/或失调症的治疗，例如与听觉毛细胞丧失有关的听力损伤或失调症，或与细胞异常增殖有关的失调症。