3,7-dimethyl-8-phenyl-1-(prop-2-en-1-yl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase ID: 105627
• Molecular Formular: C16H16N4O2
• Molecular Mass: 296.32384
• Monoisotopic Mass: 296.12732577
• SMILES: Cn1c(=O)n(CC=C)c(=O)c2c1nc(n2C)c1ccccc1
• Canonical SMILES: C=CCn1c(=O)n(C)c2c(c1=O)n(C)c(n2)c1ccccc1
• InChI: InChI=1S/C16H16N4O2/c1-4-10-20-15(21)12-14(19(3)16(20)22)17-13(18(12)2)11-8-6-5-7-9-11/h4-9H,1,10H2,2-3H3
• InChIKey: DKISSNPEWQAXRA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,7-dimethyl-8-phenyl-1-(prop-2-en-1-yl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC Traditional name: 3,7-dimethyl-8-phenyl-1-(prop-2-en-1-yl)purine-2,6-dione
• Synonyms: 1-Allyl-3,7-dimethyl-8-phenylxanthine; 1-ALLYL-3,7-DIMETHYL-8-PHENYLXANTHINE; 3,7-Dihydro-3,7-dimethyl-8-phenyl-1-(2-propen-1-yl)-1H-purine-2,6-dione

Database IDs

• CAS Number: 149981-23-7
• MDL Number: MFCD00083166
• PubChem SID: 162092370
• PubChem CID: 5053422

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.2103744
• LogD (pH = 7.4): 2.2103746
• Log P: 2.2103746
• Molar Refractivity: 94.0955 cm^3
• Polarizability: 31.450844 Å^3
• Polar Surface Area: 58.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: soluble; H2O: insoluble; methanol: insoluble
• Apperance: white solid; White Solid
• Melting Point: 173-174°C; 173-174°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

MP Biomedicals - 02193577

An A₁ Adenosine receptor antagonist.

Sigma Aldrich - A144

Biochem/physiol Actions
A1 adenosine receptor antagonist.

Toronto Research Chemicals - A552500

A1 adenosine receptor antagonist.

REFERENCES

• Jacobson, et al., J. Med. Chem. , 38(18) : 2639, (1993).
• Jacobson, K., et al.: J. Med. Chem., 36, 2639 (1993)
• Kim, S., et al.: J. Med. Chem., 45, 2131 (1993)