N-(1-carbamoyl-(p-toluyl)-methyl)butyramide

• 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: N-(1-carbamoyl-(p-toluyl)-methyl)butyramide
• 英文别名: N-(1-carbamoyl-p-tolylmethyl)butyramide；N-[2-amino-1-(4-methylphenyl)-2-oxoethyl]butanamide
• 化学式: C₁₃H₁₈N₂O₂
• 分子量: 234.298
• InChiKey: AKTXVXLDZFKZQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  72.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-methylphenylglycinamide 、 丁酰氯 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以90%的产率得到N-(1-carbamoyl-(p-toluyl)-methyl)butyramide
  参考文献：
  名称：

  FATTY ACID DERIVATIVES FOR ORAL ADMINISTRATION ENDOWED WITH HIGH PALATABILITY

  摘要：

  本发明涉及一种新型的短链脂肪酸衍生物，特别是丁酸衍生物，适用于后者的所有已知临床应用，具有适合易于口服的物理化学特性，不具有表征丁酸的不愉快的感官特性。新的化合物是酰胺衍生物，可以通过相应的脂肪酸卤化物与天然存在的氨基酸苯丙氨酸或其适当衍生物反应合成，并且以不易吸湿，易于称重的形式存在，对酸和碱稳定，并且能够在时间上以恒定的方式释放酸到小肠和大肠水平。它们没有不愉快的气味，几乎没有味道，因此可以制备适合于口服治疗慢性疾病和儿科领域的制剂。

  公开号：

  US20110098319A1

文献信息

• [EN] FATTY ACID DERIVATIVES FOR ORAL ADMINISTRATION ENDOWED WITH HIGH PALATABILITY<br/>[FR] DÉRIVÉS D'ACIDE GRAS DOTÉS D'UNE PALATABILITÉ ÉLEVÉE POUR ADMINISTRATION ORALE
  申请人：BERNI CANANI ROBERTO

  公开号：WO2009130735A8

  公开（公告）日：2011-03-10
• FATTY ACID DERIVATIVES FOR ORAL ADMINISTRATION ENDOWED WITH HIGH PAIA- TABILITY
  申请人：Berni Canani, Roberto

  公开号：EP2268605A1

  公开（公告）日：2011-01-05
• US9255062B2
  申请人：——

  公开号：US9255062B2

  公开（公告）日：2016-02-09
• [EN] FATTY ACID DERIVATIVES FOR ORAL ADMINISTRATION ENDOWED WITH HIGH PAIA- TABILITY<br/>[FR] DÉRIVÉS D'ACIDE GRAS DOTÉS D'UNE PALATABILITÉ ÉLEVÉE POUR ADMINISTRATION ORALE
  申请人：BERNI CANANI ROBERTO

  公开号：WO2009130735A1

  公开（公告）日：2009-10-29

  The invention relates to novel derivatives of short-chain fatty acids, in particular derivatives of butyric acid, useful for all the known clinical applications of the latter, which show physicochemical characteristics suitable for an easy oral administration, being devoid of the unpleasant organoleptic properties that characterise butyrate. The new compounds are amide derivatives which can be synthesised by reaction of the corresponding fatty acid halide with a naturally occurring amino acid, phenylalanine or a suitable derivative thereof, and which are in a poorly hygroscopic, easily weighable form, stable to acids and alkalis and able to release the acid at the small and large bowel level in a constant manner over time. They do not have disagreeable odours and are practically tasteless, thus allowing the manufacture of preparations for oral administration also suitable for the therapy of chronic diseases and in the paediatric field.
• FATTY ACID DERIVATIVES FOR ORAL ADMINISTRATION ENDOWED WITH HIGH PALATABILITY
  申请人：Berni Canani Roberto

  公开号：US20110098319A1

  公开（公告）日：2011-04-28

  The invention relates to novel derivatives of short-chain fatty acids, in particular derivatives of butyric acid, useful for all the known clinical applications of the latter, which show physicochemical characteristics suitable for an easy oral administration, being devoid of the unpleasant organoleptic properties that characterize butyrate. The new compounds are amide derivatives which can be synthesized by reaction of the corresponding fatty acid halide with a naturally occurring amino acid, phenylalanine or a suitable derivative thereof, and which are in a poorly hygroscopic, easily weighable form, stable to acids and alkalis and able to release the acid at the small and large bowel level in a constant manner over time. They do not have disagreeable odors and are practically tasteless, thus allowing the manufacture of preparations for oral administration also suitable for the therapy of chronic diseases and in the pediatric field.

  本发明涉及一种新型的短链脂肪酸衍生物，特别是丁酸衍生物，适用于后者的所有已知临床应用，具有适合易于口服的物理化学特性，不具有表征丁酸的不愉快的感官特性。新的化合物是酰胺衍生物，可以通过相应的脂肪酸卤化物与天然存在的氨基酸苯丙氨酸或其适当衍生物反应合成，并且以不易吸湿，易于称重的形式存在，对酸和碱稳定，并且能够在时间上以恒定的方式释放酸到小肠和大肠水平。它们没有不愉快的气味，几乎没有味道，因此可以制备适合于口服治疗慢性疾病和儿科领域的制剂。