Methyl orotate

Basic Information

View in Editor

CAS Number

6153-44-2

Molecular Formula

C6H6N2O4

Molecular Weight

170.12 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

244 °C

Boiling Point

299.73°C (rough estimate)

Density

1.5523 (rough estimate)

Refractive Index

1.5100 (estimate)

SMILES

View in Editor

COC(=O)C1=CC(=O)NC(=O)N1

InChI

InChI=1S/C6H6N2O4/c1-12-5(10)3-2-4(9)8-6(11)7-3/h2H,1H3,(H2,7,8,9,11)

InChIKey

UUTDWTOZAWFKFW-UHFFFAOYSA-N

LogP

-1.1502000000000008

Topological Polar Surface Area

92.01999999999998 Å²

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

281

Synonyms & References

English

Methyl orotate
4-Pyrimidinecarboxylicacid, 1,2,3,6-tetrahydro-2,6-dioxo-, methyl ester
methyl 2,4-dioxo-1H-pyrimidine-6-carboxylate
Methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate
Orotic acid methyl ester
Methyl 1,2,3,6-tetrahydro-2,6-dioxopyrimidine-4-carboxylate
Methylorotate
NSC42009
4-Pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo-, methyl ester
6-Carbomethyoxyuracil
41C6IFG4MQ
methyl 2,6-dihydroxy-4-pyrimidinecarboxylate
UUTDWTOZAWFKFW-UHFFFAOYSA-N
Methyl orotate, 98%
methyl 2,6-dihydroxypyrimidine-4-carboxylate
zlchem 158
NCIStruc2_00005
NCIStruc2_000053
STL558338
ALBB-020353
Methyl 1,2,3,6-tetrahydro-2,6-dioxo-4-pyrimidinecarboxylate
DS-15188
NSC 42009
NCGC00096605-01
Methyl (1,2,3,6-tetrahydro-2,6-dioxopyrimidin-4-yl)carboxylate
CHEMBL1742079
NCGC00013491
EINECS 228-171-9
NCI60_003952
NSC-42009
STL488929

MDL Number

MFCD00010564

Customs Code

2933599090

FAQ

What are the physical and chemical properties of Methyl orotate (CAS: 6153-44-2)?

Methyl orotate (CAS: 6153-44-2) is a white crystalline powder with a molecular weight of approximately 112.12 g/mol. It is sparingly soluble in water and ethanol but poorly soluble in other organic solvents. Chemically, it is stable under normal conditions but can react with strong bases to form orotates. It is not flammable and has a low reactivity with common laboratory reagents.

How is methyl orotate (CAS: 6153-44-2) typically synthesized?

Methyl orotate (CAS: 6153-44-2) is typically synthesized by the reaction of orotate with methylamine in water. The process involves the use of a base to facilitate the reaction, resulting in a high yield of methyl orotate. The reaction is selective and can be carried out at room temperature, making it a straightforward method for preparing this compound.

What industries use methyl orotate (CAS: 6153-44-2)?

Methyl orotate (CAS: 6153-44-2) is primarily used in the pharmaceutical industry as an intermediate in the synthesis of certain drugs. It is also utilized in the production of various polymers and as a component in some sensor and semiconductor applications. Its use in these industries highlights its importance in chemical and materials science.

What precautions should be taken when handling methyl orotate (CAS: 6153-44-2)?

When handling methyl orotate (CAS: 6153-44-2), it is important to use appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. It should be stored in a cool, dry place away from heat and ignition sources. In case of a spill, use appropriate absorbents and avoid inhalation or contact with skin and eyes. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage instructions.