oxametacin (CHEBI:76255)

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ChEBI Name	oxametacin

ChEBI ID	CHEBI:76255

Definition	A hydroxamic acid obtained by formal condensation of the carboxy group of indometacin with the amino group of hydroxylamine.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C19H17ClN2O4

Net Charge

Average Mass

372.810

Monoisotopic Mass

372.08768

InChI

InChI=1S/C19H17ClN2O4/c1-11-15(10-18(23)21-25)16-9-14(26-2)7-8-17(16)22(11)19(24)12-3-5-13(20)6-4-12/h3-9,25H,10H2,1-2H3,(H,21,23)

InChIKey

AJRNYCDWNITGHF-UHFFFAOYSA-N

SMILES

COC1=CC=C2N(C(=O)C3=CC=C(Cl)C=C3)C(C)=C(CC(=O)NO)C2=C1

Roles Classification
Biological Role(s):	EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes. non-narcotic analgesic A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.

Application(s):	non-steroidal anti-inflammatory drug An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. non-narcotic analgesic A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.

ChEBI Ontology
Outgoing	oxametacin (CHEBI:76255) has functional parent indometacin (CHEBI:49662) oxametacin (CHEBI:76255) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544) oxametacin (CHEBI:76255) has role non-narcotic analgesic (CHEBI:35481) oxametacin (CHEBI:76255) has role non-steroidal anti-inflammatory drug (CHEBI:35475) oxametacin (CHEBI:76255) is a N-acylindole (CHEBI:75884) oxametacin (CHEBI:76255) is a aromatic ether (CHEBI:35618) oxametacin (CHEBI:76255) is a hydroxamic acid (CHEBI:24650) oxametacin (CHEBI:76255) is a organochlorine compound (CHEBI:36683)

IUPAC Name

2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-N-hydroxyacetamide

Synonyms	Sources
1-(4-Chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-1H-indole-3-acetamide	ChemIDplus
1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetohydroxamic acid	ChemIDplus
1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetohydroxamic acid	ChemIDplus
Indoxamic acid	ChemIDplus

Last Modified

22 October 2020