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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

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

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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)
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Westwood MT, et al.
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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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