Sodium oxamate

Names

[ CAS No. ]:
565-73-1

[ Name ]:
Sodium oxamate

[Synonym ]:
Sodium oxamate
MFCD00044553
sodium,oxamate
Acetic acid, 2-amino-2-oxo-, sodium salt (1:1)
Sodium amino(oxo)acetate
Oxalic acid monoamide sodium salt
Acetic acid, aminooxo-, monosodium salt
EINECS 209-290-5
OXAMIC ACID SODIUM SALT

Biological Activity

[Description]:

Oxamic acid (oxamate) sodium salt is a lactate dehydrogenase-A (LDH-A) inhibitor. Oxamic acid sodium salt shows anti-tumor activity, and anti-proliferative activity against cancer cells, and can induce apoptosis[1][2][3].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Signaling Pathways >> Metabolic Enzyme/Protease >> Lactate Dehydrogenase

[In Vitro]

Oxamic acid suppresses the proliferation, migration and invasion of both A2780 and SKOV3 cells[1]. Oxamic acid (10 μM; 24-72 h) inhibits cell proliferation in a dose- and time-dependent manner in both NPC cancer cells[2]. Oxamic acid (0-100 mM; 24 h) induces cell cycle arrest in the G2/M phase in CNE-1 and CNE-2 cells[2]. Oxamic acid (0-100 mM; 48 h) induces apoptosis via caspase-3 activation and the mitochondrial pathway in NPC cells[2]. Oxamic acid (0-100 mM; 24 h) increases ROS levels in NPC cells[2]. Cell Proliferation Assay[2] Cell Line: CNE-1 and CNE-2 cells Concentration: 10 μM Incubation Time: 24-72 hours Result: Showed IC50s of 74.6, 32.4 and 17.8 mM and 62.3, 44.5, 31.6 mM at 24, 48 and 72 h in the CNE-1 and CNE-2 cancer cells, respectively. Apoptosis Analysis[2] Cell Line: 0, 20, 50 and 100 mM Concentration: 10 μM Incubation Time: 48 hours Result: Showed the increasement of early and late apoptotic cells in a dose-dependent manner. Increased the expression of pro-apoptotic Bax and cleaved-caspase-3, while reduced the anti-apoptotic signals of Bcl-2 and pro-caspase-3. Cell Cycle Analysis[2] Cell Line: 0, 20, 50 and 100 mM Concentration: 10 μM Incubation Time: 24 hours Result: Showed a dose-dependent increase in the numbers of CNE-1 and CNE-2 cells in the G2/M phase.

[In Vivo]

Oxamic acid (intraperitoneal injection; 750 mg/kg; once daily; 3 w) treatment improves the efficacy of tumor inhibition in vivo when combined with irradiation treatment[2]. Animal Model: Female Balb/c nude mice injected with CNE-1 cells[2] Dosage: 750 mg/kg Administration: Intraperitoneal injection; 750 mg/kg; once daily; 3 weeks Result: Inhibited the tumor growth when compared to either oxamate alone or irradiation alone.

Chemical & Physical Properties

[ Boiling Point ]:
306.3ºC at 760 mmHg

[ Melting Point ]:
300 °C

[ Molecular Formula ]:
C₂H₂NNaO₃

[ Molecular Weight ]:
111.032

[ Flash Point ]:
139ºC

[ Exact Mass ]:
110.993240

[ PSA ]:
83.22000

[ Storage condition ]:
Store at RT.

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
F: Flammable;

[ Risk Phrases ]:
R22;R24/25

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2924199090

Customs

[ HS Code ]: 2924199090

[ Summary ]:
2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Targeting metabolic flexibility by simultaneously inhibiting respiratory complex I and lactate generation retards melanoma progression.

Oncotarget 6 , 37281-99, (2015)

Melanoma is a largely incurable skin malignancy owing to the underlying molecular and metabolic heterogeneity confounded by the development of resistance. Cancer cells have metabolic flexibility in ch...

Chemical genetics reveals a complex functional ground state of neural stem cells.

Nat. Chem. Biol. 3(5) , 268-273, (2007)

The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain canc...

Different effects of LDH-A inhibition by oxamate in non-small cell lung cancer cells.

Oncotarget 5(23) , 11886-96, (2015)

Higher rate of glycolysis has been long observed in cancer cells, as a vital enzyme in glycolysis, lactate dehydrogenase A (LDH-A) has been shown with great potential as an anti-cancer target. Accumul...