OXAMIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H3NO3
Molecular Weight	89.0501
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=O)C(O)=O

InChI

InChIKey=SOWBFZRMHSNYGE-UHFFFAOYSA-N

InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Synthesis of new oxamide-based ligand and its coordination behavior towards copper(II) ion: spectral and electrochemical studies.	2008-04	17690008
In vitro PAI-1 inhibitory activity of oxalamide derivatives.	2008-04	17664030
Cyclic stretch of human lung cells induces an acidification and promotes bacterial growth.	2008-03	17921360
Structure and mechanism of HpcH: a metal ion dependent class II aldolase from the homoprotocatechuate degradation pathway of Escherichia coli.	2007-11-02	17881002
Modulating Electronic Coupling Using O- and S-donor Linkers.	2007-09-17	17705370
Lactate dehydrogenase undergoes a substantial structural change to bind its substrate.	2007-09-01	17483169
Design, synthesis, and biological evaluation of Plasmodium falciparum lactate dehydrogenase inhibitors.	2007-08-09	17636950
Negligible direct lactate oxidation in subsarcolemmal and intermyofibrillar mitochondria obtained from red and white rat skeletal muscle.	2007-08-01	17556391
Aerobically derived lactate stimulates revascularization and tissue repair via redox mechanisms.	2007-08	17567242
Lactate, not pyruvate, is neuronal aerobic glycolysis end product: an in vitro electrophysiological study.	2007-07-13	17560727
Solid-phase synthesis of carboxylic and oxamic acids via OsO4/NaIO4/HMTA-mediated oxidative cleavage of acetylenic peptides.	2007-06-21	17518476
Molecular-programmed self-assembly of homo- and heterometallic penta- and hexanuclear coordination compounds: synthesis, crystal structures, and magnetic properties of ladder-type CuII2MIIx (M=Cu, Ni; x=3, 4) oxamato complexes with CuII2 metallacyclophane cores.	2007-05-28	17477522
In vitro and in vivo trypanocidal activity of the ethyl esters of N-allyl and N-propyl oxamates using different Trypanosoma cruzi strains.	2007-04	17518350
Mechanisms of copper ion mediated Huntington's disease progression.	2007-03-28	17396163
L-lactate metabolism in potato tuber mitochondria.	2007-03	17489101
Generation of oxamic acid libraries: antimalarials and inhibitors of Plasmodium falciparum lactate dehydrogenase.	2007-02-24	17316052
Heteronuclear complexes of macrocyclic oxamide with co-ligands: syntheses, crystal structures, and magnetic properties.	2007-02-19	17243761
Brain glucose metabolism controls the hepatic secretion of triglyceride-rich lipoproteins.	2007-02	17273170
One-pot solid-phase glycoblotting and probing by transoximization for high-throughput glycomics and glycoproteomics.	2007	17225232
Ligand design for heterobimetallic single-chain magnets: synthesis, crystal structures, and magnetic properties of MIICuII (M=Mn, Co) chains with sterically hindered methyl-substituted phenyloxamate bridging ligands.	2007	17146827
Design of new heteroscorpionate ligands and their coordinative ability toward Group 4 transition metals; an efficient synthetic route to obtain enantiopure ligands.	2006-09-28	16967120
Secondary bacterial keratitis associated with shield ulcer caused by vernal conjunctivitis.	2006-09	17102679
Cisplatin-induced toxicity is associated with platinum deposition in mouse kidney mitochondria in vivo and with selective inactivation of the alpha-ketoglutarate dehydrogenase complex in LLC-PK1 cells.	2006-07-25	16846239
Organometallic chemistry of amidate complexes. accelerating effect of bidentate ligands on the reductive elimination of N-aryl amidates from palladium(II).	2006-07-19	16834372
Chemical hybridizing agents for chickpea (Cicer arietinum L.): leads from QSAR analysis of ethyl oxanilates and pyridones.	2006-03-08	16506846
Development of EPA method 535 for the determination of chloroacetanilide and other acetamide herbicide degradates in drinking water by solid-phase extraction and liquid chromatography/tandem mass spectrometry.	2006-03-04	16512249
A clinicopathological analysis of the efficacy of lodoxamide 0.1% eye drops on the conjunctiva of patients with vernal keratoconjunctivitis seen at Guinness Eye Centre, Lagos University Teaching Hospital.	2006-03	16633377
Enantiomeric separation of metolachlor and its metabolites using LC-MS and CZE.	2006-03	16081137
Expression of transketolase TKTL1 predicts colon and urothelial cancer patient survival: Warburg effect reinterpreted.	2006-02-27	16465194
Chloroacetaldehyde: mode of antitumor action of the ifosfamide metabolite.	2006-02	16133533
The development of cement and concrete additive: based on xylonic acid derived via bioconversion of xylose.	2006	16915676
3-(5-Chloro-2,4-dihydroxyphenyl)-pyrazole-4-carboxamides as inhibitors of the Hsp90 molecular chaperone.	2005-12-01	16213716
Synthesis and evaluation of thiazole carboxamides as vanilloid receptor 1 (TRPV1) antagonists.	2005-12-01	16203144
Massive insulin secretion in response to anaerobic exercise in exercise-induced hyperinsulinism.	2005-11	16308838
Acrosome reaction in bovine spermatozoa: role of reactive oxygen species and lactate dehydrogenase C4.	2005-10-30	16112812
Are neutral chloroacetamide herbicide degradates of potential environmental concern? Analysis and occurrence in the upper Chesapeake Bay.	2005-09-01	16190213
Identification of N-phenyl-N'-(2,2,6,6-tetramethyl-piperidin-4-yl)-oxalamides as a new class of HIV-1 entry inhibitors that prevent gp120 binding to CD4.	2005-09-01	15996703
The approach to the Michaelis complex in lactate dehydrogenase: the substrate binding pathway.	2005-09	15980172
Synthesis of bis-(methyl 3,4,6-tri-O-acetyl-D-glucopyranosid-2-yl)-oxamides.	2005-07-04	15922314
Determination of lactate dehydrogenase (LDH) activity in milk by a fluorometric assay.	2005-05	15909687
Trypanocidal activity of N-isopropyl oxamate on cultured epimastigotes and murine trypanosomiasis using different Trypanosoma cruzi strains.	2005-04	15968824
Stereoselective allyl amine synthesis through enantioselective addition of diethylzinc and [1,3]-chirality transfer: synthesis of lentiginosine and polyoxamic acid derivative.	2005-03-04	15672433
Differential sensitivity to 2-deoxy-D-glucose between two pancreatic cell lines correlates with GLUT-1 expression.	2005-03	15714127
NAD(H) enhances the Cu(II)-mediated inactivation of lactate dehydrogenase by increasing the accessibility of sulfhydryl groups.	2005-01	15875809
Urea lesion formation in DNA as a consequence of 7,8-dihydro-8-oxoguanine oxidation and hydrolysis provides a potent source of point mutations.	2005-01	15651843
Trypanosoma cruzi: inhibition of alpha-hydroxyacid dehydrogenase isozyme II by N-allyl and N-propyl oxamates and their effects on intact epimastigotes.	2004-12	15761599
Degradation of metolachlor in bare and vegetated soils and in simulated water-sediment systems.	2004-11	15559277
[Monomers for oligonucleotide synthesis with linkers carrying reactive residues: II. Synthesis of phosphoamidites based of uridine and cytosine and containing a linker with methoxyoxalamide groups in position 2'].	2004-09-04	15344656
[Monomers for oligonucleotide synthesis with linkers carrying reactive residues: I. Synthesis of deoxynucleoside derivatives with methoxyoxalamide groups in heterocyclic bases].	2004-09-04	15344655
96-well plate assay for sublethal metabolic activity.	2004-08	15357916

Patents

Name

Type

Language

NSC-47001

Preferred Name

English

OXAMIC ACID

Systematic Name

English

FORMIC ACID, (AMINOCARBONYL)-

Common Name

English

OXAMIC ACID [MI]

Common Name

English

NSC-53102

Code

English

OXALIC ACID MONOAMIDE

Systematic Name

English

NSC-49416

Code

English

GLYCINE, 2-OXO-

Systematic Name

English

ACETIC ACID, AMINOOXO-

Common Name

English

AMINOOXOACETIC ACID

Systematic Name

English

OXALAMIC ACID

Systematic Name

English

Code System Code Type Description

EPA CompTox

DTXSID6060052