sodium 4-[3,7-dimethyl-2,6-dioxo-1-(prop-2-en-1-yl)-2,3,6,7-tetrahydro-1H-purin-8-yl]benzene-1-sulfonate

• ChemBase ID: 159686
• Molecular Formular: C16H15N4NaO5S
• Molecular Mass: 398.36887
• Monoisotopic Mass: 398.06608488
• SMILES: n1(c(=O)n(c2c(c1=O)n(c(n2)c1ccc(cc1)S(=O)(=O)[O-])C)C)CC=C.[Na+]
• Canonical SMILES: C=CCn1c(=O)n(C)c2c(c1=O)n(C)c(n2)c1ccc(cc1)S(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C16H16N4O5S.Na/c1-4-9-20-15(21)12-14(19(3)16(20)22)17-13(18(12)2)10-5-7-11(8-6-10)26(23,24)25;/h4-8H,1,9H2,2-3H3,(H,23,24,25);/q;+1/p-1
• InChIKey: ASPTVVDMLUIIBY-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 4-[3,7-dimethyl-2,6-dioxo-1-(prop-2-en-1-yl)-2,3,6,7-tetrahydro-1H-purin-8-yl]benzene-1-sulfonate
• IUPAC Traditional name: sodium 4-[3,7-dimethyl-2,6-dioxo-1-(prop-2-en-1-yl)purin-8-yl]benzenesulfonate
• Synonyms: 4-[2,3,6,7-Tetrahydro-3,7-dimethyl-2,6-dioxo-1-(2-propenyl)-1H-purin-8-yl]benzenesulfonic Acid; 1-Allyl-3,7-dimethyl-8-p-sulfophenylxanthine Sodium Salt

Database IDs

• CAS Number: 149981-25-9
• PubChem SID: 162253821
• PubChem CID: 5122876

CALCULATED PROPERTIES

• Acid pKa: -2.3726575
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.98511547
• LogD (pH = 7.4): -0.98511755
• Log P: -0.58539104
• Molar Refractivity: 103.5963 cm^3
• Polarizability: 36.04643 Å^3
• Polar Surface Area: 115.64 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A552650

A weak water soluble A2 adenosine receptor antagonist. UV lmax (log e, MeOH): 203 nm (4.45), 239 nm (4.34), 301 nm (4.26).

REFERENCES

• J. Med. Chem., 38, 2639 (1993)
• Biochem. Biophys. Res. Commun., 198, 626 (1994)