Oxamic acid

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Oxamic acid
File:Oxamic acid.svg
File:Ball And Stick Model Of Oxamic Acid.png
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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
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EC Number
  • 207-443-0
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KEGG
UNII
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  • InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6)
    Key: SOWBFZRMHSNYGE-UHFFFAOYSA-N
  • C(=O)(C(=O)O)N
Properties
NH2C(O)COOH
Molar mass 89.050 g·mol−1
Appearance White solid
Melting point 209 °C[2]
Soluble
Hazards
GHS labelling:[1]
GHS07: Exclamation mark
Warning
H315, H319, H335
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).

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]

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]

See also

[edit | edit source]
  • Oxamate, the conjugate base of oxamic acid

References

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