Oxamic acid

Oxamic acid is an organic compound with the formula NH₂C(O)COOH. It is a white, water-soluble solid. It is the monoamide of oxalic acid.^[3] Oxamic acid inhibits lactate dehydrogenase A.^[4] The active site of lactate dehydrogenase (LDH) is closed off once oxamic acid attaches to the LDH-NADH complex, effectively inhibiting it.^[5]

Quick facts Names, Identifiers ...

Oxamic acid

Ball and stick model of oxamic acid
Names
Preferred IUPAC name Oxamic acid[1]
Other names Amino(oxo)acetic acid[1] 2-Amino-2-oxoacetic acid 2-oxoglycine Aminooxoacetic acid Oxalamic acid Oxamidic acid 2-Amino-2-oxoethanoic acid
Identifiers
CAS Number	471-47-6 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:18058
ChEMBL	ChEMBL15976
ChemSpider	949
DrugBank	DB03940
ECHA InfoCard	100.006.768
EC Number	207-443-0
KEGG	C01444
PubChem CID	974
UNII	QU60N5OPLG Y
CompTox Dashboard (EPA)	DTXSID6060052
InChI InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6) Key: SOWBFZRMHSNYGE-UHFFFAOYSA-N
SMILES C(=O)(C(=O)O)N
Properties
Chemical formula	NH2C(O)COOH
Molar mass	89.050 g·mol−1
Appearance	White solid
Melting point	209 °C[2]
Solubility in water	Soluble
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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Oxamic acid also has applications in polymer chemistry. It increases the water solubility of certain polymers, including polyester, epoxide, and acrylic upon binding with them.^[6]