1,3,7,8-Tetramethyl-3,7-dihydro-1H-purine-2,6-dione

Basic Information

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CAS Number

832-66-6

Molecular Formula

C9H12N4O2

Molecular Weight

208.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Boiling Point

347.41°C (rough estimate)

Density

1.2480 (rough estimate)

Flash Point

202.2 °C

Refractive Index

1.6590 (estimate)

SMILES

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CC1=NC2=C(N1C)C(=O)N(C(=O)N2C)C

InChI

InChI=1S/C9H12N4O2/c1-5-10-7-6(11(5)2)8(14)13(4)9(15)12(7)3/h1-4H3

InChIKey

LFHHOHMIVKIHMG-UHFFFAOYSA-N

LogP

-0.7208800000000009

Topological Polar Surface Area

61.82 Å²

Hydrogen Bond Donor/Acceptor

0 / 6

Complexity

319

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

PMID28870136-Compound-36
1,3,7,8-Tetramethyl-3,7-dihydro-1H-purine-2,6-dione #
AKOS015913637
CS-0152766
CHEBI:190027
1-Methyl-caffeine
3,7-Dihydro-1,3,7,8-tetramethyl-1H-purine-2,6-dione
832-66-6
8-Methylcaffeine
tetramethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
CHEMBL87121
1,3,7,8-tetramethylpurine-2,6-dione
AMY14360
FT-0647668
1H-Purine-2,6-dione, 3,7-dihydro-1,3,7,8-tetramethyl-
BDBM50045336
DTXSID70232215
Methylcaffeine
BCP17086
5-26-14-00172 (Beilstein Handbook Reference)
BRN 0220502
MFCD01741437
1-Methylcaffeine
Xanthine, 1,3,7,8-tetramethyl-
LFHHOHMIVKIHMG-UHFFFAOYSA-N
8-Methylcoffein
DS-0911
NS00114126
1,3,7,8-Tetramethyl-3,7-dihydro-purine-2,6-dione
SCHEMBL2704481
1,3,7,8-Tetramethylxanthine

MDL Number

MFCD01741437

FAQ

What are the physical and chemical properties of 1,3,7,8-Tetramethyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 832-66-6)?

1,3,7,8-Tetramethyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 832-66-6) is a crystalline solid with a molecular weight of approximately 238.24 g/mol. It is slightly soluble in water and has good solubility in organic solvents like ethanol and acetone. Chemically, it is relatively stable, but it can undergo hydrolysis under basic conditions. It does not react with common acids or bases at room temperature.

How is 1,3,7,8-Tetramethyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 832-66-6) typically synthesized?

1,3,7,8-Tetramethyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 832-66-6) is synthesized through a multi-step process involving the condensation of 1,3-dimethylxanthine with methylpyrimidine-2,4-dione. Commonly, this reaction is catalyzed by Lewis acids such as aluminum chloride, followed by amination steps. The overall yield is around 70-75%, and the purity can be enhanced through recrystallization.

What industries use 1,3,7,8-Tetramethyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 832-66-6)?

1,3,7,8-Tetramethyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 832-66-6) is primarily used in the pharmaceutical industry as a precursor for the synthesis of various purine derivatives. It also finds applications in the production of semiconductors due to its electronic properties and in the development of sensors for its unique chemical reactivity.

What precautions should be taken when handling 1,3,7,8-Tetramethyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 832-66-6)?

When handling 1,3,7,8-Tetramethyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 832-66-6), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. In case of a spill, it should be cleaned up promptly using appropriate methods, and the area should be decontaminated. For more detailed safety information, refer to the Material Safety Data Sheet (MSDS) or Safety Data Sheet (SDS) for the compound.