2-methylbutyric acid N-ethoxyamide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-methylbutyric acid N-ethoxyamide
• 英文别名: N-ethoxy-2-methylbutanamide
• 化学式: C₇H₁₅NO₂
• 分子量: 145.202
• InChiKey: QKDOBKUZDINIRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methylbutyric acid N-ethoxyamide 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 15.0h， 以10%的产率得到2-methylbutyric acid N-ethoxyimidoyl chloride
  参考文献：
  名称：

  Ketenimine-nitrile rearrangements of N-alkoxyketenimines under their generation conditions

  摘要：

  C,C-Substituted N-ethoxyketenimines are extremely unstable even under their generation conditions (dehydrochlorination of N-ethoxyimidoyl chlorides, dehalogenation of alpha-bromo-N-ethoxyimidoyl halides, the reaction of methylmethoxycarbonylketene with N-ethoxytriphenylphosphinimine) undergo two types of rearrangements: synchronous ring decomposition down to acetaldehyde and the corresponding CH-nitrile and 1,3-migration of the EtO group with formation of alpha-ethoxynitriles. We suggest that the instability of N-alkoxyketenimines is mainly due to weakening of the NO bond as a result of pi(CC)-sigma(NO)* hyperconjugation.

  DOI：

  10.1007/bf00863370
• 作为产物：
  描述：

  2-甲基丁酰氯 、 O-乙基羟胺 在 三乙胺 作用下， 以 苯 为溶剂， 反应 12.0h， 以92.3%的产率得到2-methylbutyric acid N-ethoxyamide
  参考文献：
  名称：

  Ketenimine-nitrile rearrangements of N-alkoxyketenimines under their generation conditions

  摘要：

  C,C-Substituted N-ethoxyketenimines are extremely unstable even under their generation conditions (dehydrochlorination of N-ethoxyimidoyl chlorides, dehalogenation of alpha-bromo-N-ethoxyimidoyl halides, the reaction of methylmethoxycarbonylketene with N-ethoxytriphenylphosphinimine) undergo two types of rearrangements: synchronous ring decomposition down to acetaldehyde and the corresponding CH-nitrile and 1,3-migration of the EtO group with formation of alpha-ethoxynitriles. We suggest that the instability of N-alkoxyketenimines is mainly due to weakening of the NO bond as a result of pi(CC)-sigma(NO)* hyperconjugation.

  DOI：

  10.1007/bf00863370

文献信息

• [EN] BENZIMIDAZOLE DERIVATIVES AND USES THEREOF<br/>[FR] DÉRIVÉS DE BENZIMIDAZOLE ET LEURS UTILISATIONS
  申请人：PELOTON THERAPEUTICS INC

  公开号：WO2015175845A1

  公开（公告）日：2015-11-19

  Benzimidazole derivatives of Formula I, that modulate the activity of ACSS2 are disclosed for therapeutic use. The fused imidazole ring of the compounds disclosed has a diarylmethyl or diarylmethanol moiety attached at the 2-position and the compounds have at least one other substituent at the 5 or 6 position of the benzimidazole. Also disclosed are methods of using the benzimidazole compounds for the treatment of diseases or disorders, such as cancer.

  公开了公式I的苯并咪唑衍生物，其调节ACSS2的活性，用于治疗。所公开的化合物的融合咪唑环在2位上连接有二芳基甲基或二芳基甲醇基团，并且这些化合物在苯并咪唑的5位或6位至少有另一个取代基。还公开了使用苯并咪唑化合物治疗疾病或疾病的方法，如癌症。