DMOG

DMOG (Dimethyloxallyl Glycine) is a cell-permeable and competitive inhibitor of HIF-1α prolyl hydroxylase (HIF-PH).

Dimethyloxalylglycine is a glycine derivative that is the diester obtained by formal condensation of the carboxy groups of N-oxalylglycine with two molecules of methanol. It has a role as a neuroprotective agent and an EC 1.14.11.29 (hypoxia-inducible factor-proline dioxygenase) inhibitor. It is a glycine derivative, a methyl ester and a secondary carboxamide. It derives from a N-oxalylglycine.

1) N-Methoxycarbonylmethyloxamic acid methyl ester N-Methoxycarbonylmethyloxamic acid methyl ester (19.86 g, quantitative) was obtained as an oily product according to the method of E. Menta, et al., (J. Heterocyclic Chem., 1995, 32, 1693), using glycine methyl ester hydrochloride (12.59 g), dimethyl oxalate (23.65 g), triethylamine (14.0 mL) and methanol (110 mL).

DMOG is a cell permeable prolyl-4-hydroxylase inhibitor which upregulates HIF activity. HIF activation stimulates angiogenesis in several different models (1nM).DMOG also inhibits FIH (factor inhibiting HIF), an asparaginyl hydroxylase, which enhances the HIF response.It is active in vivo and attenuates myocardial injury in a rabbit ischemia reperfusion model (20mg/Kg).

Molecular Weight:175.14
XLogP3:-0.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:175.04807239
Monoisotopic Mass:175.04807239
Topological Polar Surface Area:81.7
Heavy Atom Count:12
Complexity:200
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes