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O3750

Sigma-Aldrich

Oxamic acid

≥98%

Synonym(s):
Oxalic acid monoamide, Aminooxoacetic acid
Linear Formula:
NH2COCO2H
CAS Number:
Molecular Weight:
89.05
Beilstein:
1743294
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98%

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.

Packaging

25 g in poly bottle

Storage Class Code

13 - Non 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

Certificate of Analysis

Certificate of Origin

Metal-, Photocatalyst-, and Light-Free Direct C-H Acylation and Carbamoylation of Heterocycles
Westwood MT, et al.
Organic Letters, 21(17), 7119-7123 (2019)
Carboxylic acid-stabilised iron oxide nanoparticles for use in magnetic hyperthermia
Thomas, Luanne A, et al.
Journal of Materials Chemistry, 19(36), 6529-6535 (2009)
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...
Camille Vandenberghe et al.
Frontiers in nutrition, 7, 3-3 (2020-02-23)
Ketones provide an alternative brain fuel and may be neuroprotective in older people. Little is known of how to optimize the ketogenic effect of C8:0-C10:0 medium chain triglyceride supplement (kMCT). Metabolic switching (MS) from glucose to ketones as a fuel...
Xiao-Wen Li et al.
European journal of medicinal chemistry, 46(9), 3851-3857 (2011-06-15)
A novel dissymmetrical N,N'-bis(substituted)oxamide ligand, N-(2-aminopropyl)-N'-(2-oxido- phenyl)oxamide (H(3)apopoxd) (L), and its three bicopper(II) complexes, [Cu(2)(apopoxd)(bpy)]- (ClO(4))·H(2)O (1), [Cu(2)(apopoxd)(dabt)](ClO(4))·2H(2)O (2), and [Cu(2)(apopoxd)(phen)(2)](ClO(4)) (3) (bpy = 2,2'-bipyridine; dabt = 2,2'-diamino-4,4'-bithiazole; phen = 1,10-phenanthroline) have been synthesized and characterized. The crystal structures of...

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