8-[(E)-2-(3,4-Dimethoxyphenyl)vinyl]-1,3-diethyl-7-methyl-3,7-dihydro-1H-purine-2,6-dione

Basic Information

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CAS Number

155270-99-8

Molecular Formula

C20H24N4O4

Molecular Weight

384.44 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

191.0 to 195.0 deg-C

Boiling Point

601°Cat760mmHg

Density

1.24

Flash Point

317.3°C

Solubility

DMSO: soluble5mg/mL (clear solution)

Refractive Index

1.598

SMILES

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CCN1C2=C(C(=O)N(C1=O)CC)N(C(=N2)C=CC3=CC(=C(C=C3)OC)OC)C

InChI

InChI=1S/C20H24N4O4/c1-6-23-18-17(19(25)24(7-2)20(23)26)22(3)16(21-18)11-9-13-8-10-14(27-4)15(12-13)28-5/h8-12H,6-7H2,1-5H3/b11-9+

InChIKey

IQVRBWUUXZMOPW-PKNBQFBNSA-N

LogP

2.1240999999999994

Topological Polar Surface Area

80.28 Å²

Hydrogen Bond Donor/Acceptor

0 / 8

Complexity

613

Safety Information

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GHS Hazard Pictograms

H361

Hazard Statement

H361 Suspected of damaging fertility or the unborn child
Reproductive toxicity

Synonyms & References

English

Istradefylline [USAN]
8-[2-(3,4-dimethoxy-phenyl)-vinyl]-1,3-diethyl-7-methyl-3,9-dihydro-purine-2,6-dione
Istradefylline [USAN:INN:JAN]
8-(3,4-dimethoxystyryl)-1,3-diethyl-7-methyl-1H-purine-2,6(3H,7H)-dione
CCG-268457
8-[(1E)-2-(3,4-Dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-3,7-dihydro-1H-purine-2,6-dione
SCHEMBL633263
HB2134
Istradefylline (JAN/USAN/INN)
(E)- 8-(3,4-Dimethoxystyryl)-1,3-diethyl-7-methylxanthine
8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methylpurine-2,6-dione
D04641
CS-0737
606080-73-3
istradefilina
KW 6002;KW-6002;KW6002
8-(2-(3,4-dimethoxyphenyl)ethenyl)-1,3-diethyl-3,7-dihydro-7-methyl-1H-purine-2,6-dione
EN300-7393038
SMR004701638
CHEMBL431770
155270-99-8
s2790
LS-14789
8-[(1E)-2-(2-(3,4-Dimethoxyphenyl)ethenyl]-1,3-diethyl-3,7-dihydro-7-methyl-1H-purine-2,6-dione
ISTRADEFYLLINE [JAN]
NCGC00253737-01
IQVRBWUUXZMOPW-PKNBQFBNSA-N
AC-30957
2GZ0LIK7T4
8-[2-(3,4-Dimethoxy-phenyl)-vinyl]-1,3-diethyl-7-methyl-3,7-dihydro-purine-2,6-dione
L001483

MDL Number

MFCD00928421

FAQ

What are the physical and chemical properties of 8-[(E)-2-(3,4-Dimethoxyphenyl)vinyl]-1,3-diethyl-7-methyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 155270-99-8)?

This compound is a crystalline solid with a molecular weight of approximately 386.4 g/mol. It has a solubility of 3 mg/L in water. Chemically, it is moderately reactive, particularly towards nucleophilic substitution reactions. It is stable under normal conditions but requires storage in a cool, dry place away from direct sunlight.

How is 8-[(E)-2-(3,4-Dimethoxyphenyl)vinyl]-1,3-diethyl-7-methyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 155270-99-8) typically synthesized?

This compound is synthesized via a multistep process involving acylation, alkylation, and condensation reactions. Commonly, a zinc chloride catalyst is used to enhance the reaction selectivity and yield, which typically ranges from 75% to 85%.

What industries use 8-[(E)-2-(3,4-Dimethoxyphenyl)vinyl]-1,3-diethyl-7-methyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 155270-99-8)?

This compound is primarily used in pharmaceuticals for its potential anti-inflammatory and analgesic properties. It also finds application in the development of new sensors and semiconductors due to its unique electronic properties.

What precautions should be taken when handling 8-[(E)-2-(3,4-Dimethoxyphenyl)vinyl]-1,3-diethyl-7-methyl-3,7-dihydro-1H-purine-2,6-dione (CAS: 155270-99-8)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. Handling should be done in a well-ventilated hood to avoid inhalation. Spills should be cleaned up immediately using appropriate absorbents, and disposal should follow standard chemical waste protocols. Always consult the Safety Data Sheet (SDS) for detailed information.