CAS 961-45-5|8-PHENYLTHEOPHYLLINE|1,3-Dimethyl-8-phenylxanthine|8-phenyltheophylline|1,3-dimethyl-8-phenyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione|1,3-dimethyl-8-phenyl-2,3,6,9-tetrahydro-1H-purine-2...

General Information

Structure

Molecular Formula

C₁₃H₁₂N₄O₂

Molecular Mass

256.25998

Exact Mass

256.09602564

Charge

InChI

InChI=1S/C13H12N4O2/c1-16-11-9(12(18)17(2)13(16)19)14-10(15-11)8-6-4-3-5-7-8/h3-7H,1-2H3,(H,14,15)

InChIKey

PJFMAVHETLRJHJ-UHFFFAOYSA-N

Canonic Smiles

Cn1c2nc([nH]c2c(=O)n(c1=O)C)c1ccccc1

Isomeric Smiles

Cn1c(=O)n(C)c2c([nH]c(n2)c2ccccc2)c1=O

Calculated Properties

JChem

Acid pKa

7.1814876

H Acceptors

H Donor

LogD (pH = 5.5)

1.2476053

LogD (pH = 7.4)

0.911705

Log P

1.2554486

Molar Refractivity

80.0361

Polarizability

26.261997

Polar Surface Area

69.3

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

8-PHENYLTHEOPHYLLINE1,3-Dimethyl-8-phenylxanthine8-Phenyltheophylline1,3-Dimethyl-8-phenylxanthine8-Phenyltheophylline

IUPAC Traditional name

8-phenyltheophylline 1,3-dimethyl-8-phenyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

IUPAC name

1,3-dimethyl-8-phenyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione 1,3-dimethyl-8-phenyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

Names and Identifiers

Registration numbers

CAS Number

Chemspider ID

Wikipedia Title

PubChem CID

CHEMBL

PubChem SID

1620904522427862624853617

Beilstein Number

261704

MDL Number

MFCD00005582

Registration numbers

Properties

Safety Information

Product Information

Download link

C13H12N4O2

98%

86 nM Ki for A1 receptors

Pharmacology Properties

human ... ADORA2B(136)rat ... Adora1(29290), Adora2a(25369), Adora2b(29316)

human ... ADORA1(134), ADORA2B(136), ADORA3(140)rat ... Adora1(29290), Adora2a(25369), Adora2b(29316)

Antagonist of cyclic-AMP accumulation

Purine-antagonist

Physical Property

>300 °C(lit.)

aqueous base: moderately soluble (Solutions should be stored at 4 °C.)

H2O: slightly soluble

ethanol: moderately soluble (Solutions should be stored at 4 °C.)

off-white to light yellow crystalline

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02151846

Crystalline
A potent antagonist of adenosine-mediated accumulation of cAMP in a human fibroblast cell line.

Wikipedia

8-Phenyltheophylline

Sigma Aldrich

227161

Packaging
100 mg in glass bottle

P2278

Biochem/physiol Actions
Selective A1 adenosine receptor antagonist.
Packaging
1 g in glass bottle
100 mg in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Life Sci., 24: 2475 (1979).

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 712A, (ir)

• Goldner, H. et al., Annalen, 1966, 691, 142, (derivs)

• Bergmann, F. et al., J.C.S., 1961, 4468, (synth)

• Smellie, F.W. et al., Life Sci., 1979, 24, 2475, (pharmacol)

• Traube, W. et al., Ber., 1906, 39, 227, (derivs)

• Oh, C.-H. et al., Arch. Pharm. (Weinheim, Ger.), 2001, 334, 345-350, (synth, pmr)

• Taylor, E.C. et al., J.A.C.S., 1964, 86, 4721, (derivs)

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

8-PHENYLTHEOPHYLLINE1,3-Dimethyl-8-phenylxanthine8-Phenyltheophylline1,3-Dimethyl-8-phenylxanthine8-Phenyltheophylline

IUPAC Traditional name

8-phenyltheophylline 1,3-dimethyl-8-phenyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

IUPAC name

1,3-dimethyl-8-phenyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione 1,3-dimethyl-8-phenyl-2,3,6,9-tetrahydro-1H-purine-2,6-dione

Registration numbers

CAS Number

Chemspider ID

Wikipedia Title

PubChem CID

CHEMBL

PubChem SID

1620904522427862624853617

Beilstein Number

MDL Number

Molecule Details

Crystalline
A potent antagonist of adenosine-mediated accumulation of cAMP in a human fibroblast cell line.

Wikipedia

8-Phenyltheophylline

Sigma Aldrich

227161

Packaging
100 mg in glass bottle

P2278

Biochem/physiol Actions
Selective A1 adenosine receptor antagonist.
Packaging
1 g in glass bottle
100 mg in glass bottle

References

PubChem Literature

From Data Sources

• Life Sci., 24: 2475 (1979).

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 712A, (ir)

• Goldner, H. et al., Annalen, 1966, 691, 142, (derivs)

• Bergmann, F. et al., J.C.S., 1961, 4468, (synth)

• Smellie, F.W. et al., Life Sci., 1979, 24, 2475, (pharmacol)

• Traube, W. et al., Ber., 1906, 39, 227, (derivs)

• Oh, C.-H. et al., Arch. Pharm. (Weinheim, Ger.), 2001, 334, 345-350, (synth, pmr)

• Taylor, E.C. et al., J.A.C.S., 1964, 86, 4721, (derivs)

Bioactivity

PubChem BioAssay

Properties

Safety Information

Product Information

Download link

C13H12N4O2

98%

86 nM Ki for A1 receptors

Pharmacology Properties

human ... ADORA2B(136)rat ... Adora1(29290), Adora2a(25369), Adora2b(29316)

human ... ADORA1(134), ADORA2B(136), ADORA3(140)rat ... Adora1(29290), Adora2a(25369), Adora2b(29316)

Antagonist of cyclic-AMP accumulation

Purine-antagonist

Physical Property

>300 °C(lit.)

aqueous base: moderately soluble (Solutions should be stored at 4 °C.)

H2O: slightly soluble

ethanol: moderately soluble (Solutions should be stored at 4 °C.)

off-white to light yellow crystalline

Molecule

ID:103456