31595-87-6

Basic information

• Product Name: 1,3-dimethyl-5,6-bis(methylamino)pyrimidine-2,4(1H,3H)-dione
• CAS NO: 31595-87-6
• Molecular Formula: C₈H₁₄N₄O₂
• Molecular Weight: 198.2224
• Mol File: 31595-87-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 278.5°C at 760 mmHg
• Flash Point: 122.3°C
• Density: 1.25g/cm³
• Vapor Pressure: 0.00424mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: 1,3-dimethyl-5,6-bis(methylamino)pyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dimethyl-5,6-bis(methylamino)pyrimidine-2,4(1H,3H)-dione(31595-87-6)
• EPA Substance Registry System: 1,3-dimethyl-5,6-bis(methylamino)pyrimidine-2,4(1H,3H)-dione(31595-87-6)

Safety Data

• Hazardous Substances Data: 31595-87-6(Hazardous Substances Data)

Usage

Molecular structure

A pyrimidine-based compound with two methyl groups at the 1st and 3rd positions, and two methylamino groups at the 5th and 6th positions. It also contains a 2,4-dione group.

Functional groups

Methyl groups, amino groups, and a 2,4-dione group.

Chemical classification

Anticancer and immunosuppressant drug

Mechanism of action

Inhibits the enzyme dihydrofolate reductase, disrupting the synthesis of DNA, RNA, and proteins.

Medical uses

Treatment of cancer, autoimmune diseases, and ectopic pregnancies.

Side effects

Nausea, vomiting, hair loss, and increased susceptibility to infections.

Precautions

Should be used under the supervision of a healthcare professional due to potential side effects.

Appearance

Typically a white or off-white crystalline powder.

Solubility

Soluble in water, slightly soluble in alcohol, and practically insoluble in nonpolar solvents like ether.

Stability

Stable under normal temperature and pressure, but sensitive to light and should be stored in airtight containers protected from light.

Dosage forms

Available in various forms such as tablets, injectable solutions, and oral solutions.

Route of administration

Oral, intravenous, subcutaneous, and intramuscular.

Metabolism

Primarily metabolized in the liver by folate-dependent enzymes.

Excretion

Eliminated mainly through the kidneys, with a small portion excreted in the feces.

Upstream product

• 5770-42-3 1,3-dimethyl-6-methylamino-1H-pyrimidine-2,4-dione 
• 6972-27-6 1,3-Dimethyl-6-chlorouracil 
• 769-42-6 1,3-dimethylbarbituric acid 
• 98333-72-3 1,3-dimethyl-5-bromo-6-methylaminopyrimidine-2,4-dione 
• 74-89-5 methylamine 

Downstream Products

• 110358-00-4 1,3-Dimethyl-4-methylamino-5-methylacetylamino-uracil 
• 2309-49-1 theacrine 
• 14321-01-8 1,3,4,6-tetramethyl-2-phenyl-1,2,3,4-tetrahydro-[1,3,2]diazaborolo[4,5-d]pyrimidine-5,7-dione 

Relevant articles and documents

A natural product four methyl uric acid fully synthetic method

The invention relates to a total synthesis method for a natural product tetramethyl uric acid. The method comprises the following steps: (1) using 1,3-dimethyl barbituric acid as a raw material for synthesis to obtain an intermediate 6-substitued-1,3-dimethyl pyrimidine-2,4-diketone; (2) synthesizing an intermediate 1,3-dimethyl-6-methylamino pyrimidine-2,4-diketone; (3) synthesizing an intermediate 1,3-dimethyl-5-substitued-6-methylamino pyrimidine-2,4-diketone; (4) synthesizing an intermediate 1,3-dimethyl-5,6-dimethylamino pyrimidine-2,4-diketone; (5) synthesizing a target compound 1,3,7,9-tetramethyl uric acid. The method is convenient for synthesis, has a higher yield, and can ease the demand on tetramethyl products to a certain degree.