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The reaction of carboxylic acid 1eq and 2-chloro-4,6-dimethoxy-1,3,5-triazine 1.2 eq in the presence of N-methyl morpholine 3 eq., THF at room temperature for 1-3 h gave the 4,6-dimethoxy-1,3,5-triazine intermediate 20, compound 20 upon treatment with substituted hydroxylamine 1 eq at room temperature for 8 h gave the target product 21.
There are many more general synthetic routes that have been reported and cannot be described for lack of space but are mentioned in this review.
Protection of the commercially available hydro ester 22 with tertiary-butyldimethylsilyl chloride TBDMS-Cl gave silyl ester 23.
The broad biological activities of hydroxamates and the need to improve on their synthetic routes informed the review of their synthesis and biological applications. 5, 6 A number of synthetic routes are available for the preparation of hydroxamic acids, 7-12 but some are tedious, time consuming and costly as well. Colombo, An improved synthesis of the HDAC inhibitorn trichostatin A, Master s Theses and Doctoral Dissertations, Eastern Michigan University, 2009, 1-2.
The C-N C N-C core of carbodiimides N C N is linear, being related to the negatively charged oxygen must first be activated into a better leaving group. Cipemastat, marimastat, periostat, ilomastat and batimastat are all hydroxamate-based inhibitors of matrix metalloproteinase and are by so used in management of cardiovascular diseases. Hydroxamic acids have been the source of much biochemical interest in recent years reflecting the fact that they demonstrate a wide variety of biological activities.
Email: Copyright 2014 Scientific Academic Publishing. There are hydroxamates with reported anti-HIV activity such as the hydroxyurea which acts as inhibitors of cellular enzyme ribonucleoside diphosphate reductase. 1 Hydroxamates have high affinity for ferric ions that nature has evolved families of hydroxamic acids to function as no N-binding compounds siderophores in bacteria.
Keywords: Keyword Histone deacetylase inhibitors, Matrix metalloproteinase inhibitors, HIV, Hydroxamaates, Ribonucleoside diphosphate reductase Cite this paper: David I. The reasonable way of producing hydroxamic acid derivative is the reaction of hydroxylamine with acid chlorides or esters.
13 Hydroxamic acids are capable of inhibiting a variety of enzymes, including ureases, 14, 15 peroxidises 16, and matrix metalloproteinases.