Preparation of n-acylcarnosine

Abstract

PURPOSE: To obtain the titled compound useful as a drug, etc. in high yield, by reacting a 3-acylaminopropionic acid with a proper reagent activating carboxylic acids to give a reactive derivative of a 3-acylaminopropionic acid, reacting it with histidine under basic conditions. CONSTITUTION: Histidine is reacted with a reactive derivative of a 3-acylaminopropionic acid (with the proviso that 3-acylaminopropionic acid chloride is omitted){especially preferably a compund shown by the formula[R is alkyl, aryl, or aralkyl; X is reactive derivative group of carboxylic acid such as -OSO - 3 Y (Y is tertiary amine cation or alkali metal cation), -OPOCl 2 , etc.}in an aqueous medium under a basic conditions at about 9.0W12.0pH at ≤30°C, to give an N- acylcarnosine. USE: Having powerful inhibitory action on cerebral limbic system and useful as a drug. Its aluminum salt having improved antiulcer properties. COPYRIGHT: (C)1983,JPO&Japio

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Patent Citations (2)

    Publication numberPublication dateAssigneeTitle
    JP-S52111572-ASeptember 19, 1977Santen Pharma Co LtdNn*mercapto substituted acyl**hystidine
    JP-S57108072-AJuly 05, 1982Ajinomoto Co IncPreparation of n-acylcarnosine

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Cited By (3)

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    CN-105153038-ADecember 16, 2015上海予利化学科技有限公司一种n-乙酰肌肽的合成方法
    CN-105461632-AApril 06, 2016湖北泓肽生物科技有限公司Preparing method for N-acetyl-L-carnosine
    US-5503776-AApril 02, 1996National Food Research Institute Ministry Of Agriculture, Forestry And Fisheries, Cci CorporationN-acylcarnosines and their use as antioxidants