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Key Documents

O3750

Sigma-Aldrich

Oxamic acid

≥98%

Synonym(s):

Aminooxoacetic acid, Oxalic acid monoamide

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About This Item

Linear Formula:
NH2COCO2H
CAS Number:
Molecular Weight:
89.05
Beilstein:
1743294
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98%

form

powder

mp

207-210 °C (dec.) (lit.)

SMILES string

NC(=O)C(O)=O

InChI

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

InChI key

SOWBFZRMHSNYGE-UHFFFAOYSA-N

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Application

Oxamic acid (OA) can be used as a reactant to prepare 6-phenanthridinecarboxamide by direct C-H carbamoylation reaction using ammonium persulfate in DMSO. It can also be used as an organic ligand to prepare functionalized metal oxide nanoparticles for various biological applications. OA along with p-aminobenzoic acid is used to functionalize Au nanoparticles for the development of a sensor to detect Fe3+ ions by the calorimetric method.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chrysi Xintaropoulou et al.
BMC cancer, 18(1), 636-636 (2018-06-06)
Novel therapeutic approaches are required to treat ovarian cancer and dependency on glycolysis may provide new targets for treatment. This study sought to investigate the variation of expression of molecular components (GLUT1, HKII, PKM2, LDHA) of the glycolytic pathway in
Adam D Moorhouse et al.
Chemical communications (Cambridge, England), 47(1), 230-232 (2010-08-03)
hLDH-5 has emerged as a promising target for anti-glycolytic cancer chemotherapy. Here we report a first generation of bifunctional inhibitors, which show promising activity against hLDH-5.
Richard A Ward et al.
Journal of medicinal chemistry, 55(7), 3285-3306 (2012-03-16)
Lactate dehydrogenase A (LDHA) catalyzes the conversion of pyruvate to lactate, utilizing NADH as a cofactor. It has been identified as a potential therapeutic target in the area of cancer metabolism. In this manuscript we report our progress using fragment-based
Metal-, Photocatalyst-, and Light-Free Direct C-H Acylation and Carbamoylation of Heterocycles
Westwood MT, et al.
Organic Letters, 21(17), 7119-7123 (2019)
Xuguang Yang et al.
Cancer immunology research, 8(11), 1440-1451 (2020-09-13)
The mechanisms responsible for radioresistance in pancreatic cancer have yet to be elucidated, and the suppressive tumor immune microenvironment must be considered. We investigated whether the radiotherapy-augmented Warburg effect helped myeloid cells acquire an immunosuppressive phenotype, resulting in limited treatment

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