Oxfenicine
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Oxfenicine
structure -
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CAS No:
32462-30-9
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Formula:
C8H9NO3
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Chemical Name:
Oxfenicine
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Synonyms:
Benzeneacetic acid,α-amino-4-hydroxy-,(αS)-;Benzeneacetic acid,α-amino-4-hydroxy-,(S)-;Glycine,2-(p-hydroxyphenyl)-,L-;(αS)-α-Amino-4-hydroxybenzeneacetic acid;L-(+)-2-(4-Hydroxyphenyl)glycine;L-(p-Hydroxyphenyl)glycine;L-(+)-(p-Hydroxyphenyl)glycine;L-α-Amino-p-hydroxyphenylacetic acid;p-Hydroxy-L-phenylglycine;Oxfenicine;UK 25842;L-(4-Hydroxyphenyl)glycine;L-2-(p-Hydroxyphenyl)glycine;(S)-(4-Hydroxyphenyl)glycine;L-(+)-4-Hydroxyphenylglycine;(S)-2-(4-Hydroxyphenyl)glycine;(S)-2-Amino-2-(4-hydroxyphenyl)acetic acid;(2S)-2-Amino-2-(4-hydroxyphenyl)acetic acid
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CAS No:
Description
White crystalline
L-4-hydroxyphenylglycine is the L-enantiomer of 4-hydroxyphenylglycine. It is an enantiomer of a D-4-hydroxyphenylglycine.|Oxfenicine in an inhibitor of myocardial metabolism of nonesterified fatty acids (NEFA).|Oxfenicine is a carnitine palmitoyltransferase I (CPT-1) inhibitor involved in fatty acid metabolism in the heart. In animal studies oxfenicine acts as a cardioprotective agent during ischemia.
Safety Information
NONH for all modes of transport
3
22-36/37/38
26-36
Xn
P261-P305 + P351 + P338
H302-H315-H319-H335
|Warning|H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 40 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)
(R,S)-3HPG
Oxfenicine Use and Manufacturing
General procedure: The methyl-esterification reaction of L-phenylalanine.To a suspension of L-phenylalanine (1 g, 6.05 mmol, 1.0 equiv) inmethanol (25 mL) cooled to 0 C was added thionyl chloride(475 mL, 6.66 mmol, 1.5 equiv) slowly. After 10 min, the reactionmixture was heated to 75 C to reflux for 2 h. After completion(monitored by TLC), the solvent was removed in vacuo, and at thistime, a white solid was formed methyl L-phenylalaninate hydrochloride(1.23 g, quantitative yield).
Vasodilator.
Benzeneacetic acid, .alpha.-amino-4-hydroxy-, (.alpha.S)-: INACTIVE
Computed Properties
Molecular Weight:167.16
XLogP3:-2.1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:167.058243149
Monoisotopic Mass:167.058243149
Topological Polar Surface Area:83.6
Heavy Atom Count:12
Complexity:164
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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