92175-56-9

Usage

Uses

Used in Pharmaceutical Applications:
(3-(N-hydroxy)carboxamido-2-benzylpropanoyl)glycine is used as a pharmaceutical compound for its potential therapeutic properties. The presence of the benzylpropanoyl group may provide specific chemical properties and reactivity, which could be beneficial for the development of new drugs or drug candidates.
Used in Biochemical Research:
In the field of biochemistry, (3-(N-hydroxy)carboxamido-2-benzylpropanoyl)glycine may be utilized as a research tool to study the interactions and functions of various biomolecules. Its unique structure could provide insights into the mechanisms of biological processes and contribute to the advancement of biochemical knowledge.
Used in Chemical Synthesis:
(3-(N-hydroxy)carboxamido-2-benzylpropanoyl)glycine may also be employed as a building block or intermediate in the synthesis of more complex organic compounds. Its functional groups could be exploited to create a variety of chemical products, potentially leading to new applications in different industries.
Used in Drug Delivery Systems:
Similar to gallotannin, (3-(N-hydroxy)carboxamido-2-benzylpropanoyl)glycine could be explored for its potential in enhancing drug delivery systems. Its unique structure and functional groups might allow for the development of novel carriers or enhancers for drug molecules, improving their delivery, bioavailability, and therapeutic outcomes.

InChI:InChI=1/C13H16N2O5/c16-11(15-20)7-10(13(19)14-8-12(17)18)6-9-4-2-1-3-5-9/h1-5,10,20H,6-8H2,(H,14,19)(H,15,16)(H,17,18)

Upstream product

• 87439-01-8 N-<3-(ethoxycarbonyl)-2-benzylidene-1-oxopropyl>glycine tert-butyl ester 
• 96866-20-5 N-<3-<<(benzyloxy)amino>carbonyl>-2-benzylidene-1-oxopropyl>glycine tert-butyl ester 
• 87439-02-9 N-(3-carboxy-2-benzylidene-1-oxopropyl)glycine tert-butyl ester 
• 87439-00-7 3-(ethoxycarbonyl)-2-benzylidenepropanoic acid 
• 87438-57-1 N-<3-<<(benzyloxy)amino>carbonyl>-2-benzylidene-1-oxopropyl>glycine 

Relevant academic research and scientific papers

Amino acid derivative

Derivatives having the general formula: STR1 in which the various radicals A,B,X,R1, R2, R3 and n have indicated definitions. These compounds have in particular enkephalinase-inhibiting, antalgic, antidepressive, antidiarrhea and hypotensive activities.

New bidentates as full inhibitors of enkephalin-degrading enzymes: Synthesis and analgesic properties

New compounds were designed to fully inhibit the in vitro metabolism of enkephalins, ensured by three different metallopeptidases. For this purpose, bidentate ligands as hydroxamate and N-hydroxy-N-formylamino groups were selected as highly potent metal coordinating agents and introduced on Phe-Gly and Phe-Ala related structures. Compounds corresponding to the general formula HC(O)N(OH)CH2CH(CH2Ph)CONHCH2COOH (compound 7) and HN(OH)C(O)CH2CH(CH2Ph)CONHCH(R)COOH (compound 11, R = H; compound 13, R = CH3) behave as full inhibitors of the three enzymes, with IC50's in the nanomolar range for enkephalinase, from 0.3 μM to 1 nM for dipeptidylaminopeptidase, and in the micromolar range for a biologically relevant aminopeptidase. Two diastereoisomers of the most active inhibitor 13 were separated by HPLC and their stereochemistry was assigned by 1H NMR spectroscopy. Both isomers were efficient as enkephalinase blockers, but only the RS isomer, designated kelatorphan, was able to strongly inhibit aminopeptidase and dipeptidylaminopeptidase. Intracerebroventricular injection in mice of these mixed inhibitors, especially kelatorphan, led to naloxone reversible analgesic responses (hot-plate test) that were slightly better than those produced by a mixture of thiorphan and bestatin, two potent inhibitors of enkephalinase and aminopeptidase, respectively. Kelatorphan was also more efficient in potentiating the analgesia induced by a subanalgesic dose of Met-enkephalin. All these results support a physiological role in pain transmission for enkephalinase and a probably synaptic aminopeptidase M.