705-36-2

Usage

Chemical compound

1-Methylorotic acid is a chemical compound that belongs to the orotic acid family.

Precursor

It is a precursor in the biosynthesis of pyrimidine nucleotides, which are essential for the synthesis of DNA and RNA.

Derivative

1-Methylorotic acid is a derivative of orotic acid, which is an important compound in the synthesis of DNA and RNA.

Biochemical marker

It has potential use as a biochemical marker for conditions such as cancer and metabolic disorders.

Therapeutic role

1-Methylorotic acid has been studied for its potential therapeutic role in the treatment of certain diseases.

Chemical structure

Its chemical structure allows it to be utilized in pharmaceutical and medical research as a reference standard for analytical purposes.

InChI:InChI=1/C6H6N2O4/c1-8-4(9)2-3(5(10)11)7-6(8)12/h2H,1H3,(H,7,12)(H,10,11)

Upstream product

• 712-92-5 (1-methyl-2,5-dioxo-imidazolidin-4-ylidene)-acetic acid ethyl ester 
• 598-50-5 N-Methylurea 
• 108-56-5 diethyl oxaloacetate 
• 65-86-1 orotic acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 608-34-4 3-methyluracil 
• 1254836-28-6 N-(2,4-dichlorobenzyl)-1-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxamide 

Relevant academic research and scientific papers

New Polynuclear Manganese(II) Complexes with Orotic Acid and some of its Derivatives: Crystal Structures, Spectroscopic and Magnetic Studies

Three polynuclear manganese(II) complexes containing orotic acid (2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid, H3L1) or one of its substituted derivatives 2L2) or 5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid (H3L1)> have been synthesized and characterized by X-ray crystallography.UV/VIS and magnetic susceptibility measurements.Complex 1 consists of neutral 1)2(H2O)6> units, which form polymer chains along the z axis with a Mn(1)...Mn(2) distance in the unit cell of 5.628(1) Angstroem while the Mn(2)...Mn(2) distance in the chain is 4.715(1) Angstroem.Each unit cell of complex 2 contains one neutral centrosymmetric dimer 2)2(H2O)6> containing a short Mn...Mn distance and an antiferromagnetic exchange interaction is present.The experimental data were fitted to the susceptibility equations resulting from the Hamiltonian H = -2JS1S2 to give exchange parameter J = -1.3 cm-1 and g = 1.95.From EPR spectra of 2, the hyperfine interaction parameter A = -0.27 GHz and the zero-field splitting parameter D = +/-2.93 GHz have been calculated.Each unit cell of complex 3 consists of one dinuclear anion 3)2(H2O)4Cl2>2- and of one cation 2+.The Mn(1) and Mn(2) atoms and the water molecule of the cation 2+ are situated at inversion sites.The dinuclear anions are associated to form chains but the shortest Mn...Mn distance of 5.642(3) Angstroem is observed within the 3)2(H2O)4Cl2>2- unit between Mn(1) and Mn(2).

Tautomerism of Orotic Acid Dianion. Effect of Calcium and Magnesium Cations on the Tautomeric Constant and on Tautomerization Dynamics

Orotic acid dianion (HL2-) exists in basic aqueous solutions as a mixture of two isomeric structures (KT = / = 0.4 +/- 0.08, ΔHT = -0.3 +/- 0.05 kcal, ΔST = -2 +/- 0.4 eu).Its tautomeric interconversion as investigated by T-jump relaxation is fast (τ never exceeds 30 μs in D2O) and is catalyzed by OD- OD- = (3.3 +/- 0.2) 108 M-1 s-1>, by D2O acting as an acid D2O = (3 +/- 0.3) 104 s-1> and by orotate monoanion H2L- = (4 +/- 0.7) 106 M-1 s-1>.The orientation of orotic acid methylation is discussed in terms of the change in tautomer populations caused by temperature.The tautomeric equilibrium constant is markedly affected by alkaline earth cations (Ca2+ and Mg2+) owing to a specific complexation of the N(3)H form.Estimates of the complex formation constants, Kcomp, are (1.7 +/- 0.2) 102 and (5 +/- 0.5) 102 M-1 for Ca2+ and Mg2+, respectively.The relaxation time for the complexation process is shorter than 1 μs for Ca2+, whereas it is in the millisecond range for Mg2+ with a second order rate constant equal to (5.5 +/- 0.6) 105 M-1 s-1.