4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)benzene-1-sulfonic acid

• ChemBase ID: 103944
• Molecular Formular: C17H20N4O5S
• Molecular Mass: 392.4295
• Monoisotopic Mass: 392.11544076
• SMILES: CCCn1c(=O)n(CCC)c2c([nH]c(n2)c2ccc(cc2)S(=O)(=O)O)c1=O
• Canonical SMILES: CCCn1c2nc([nH]c2c(=O)n(c1=O)CCC)c1ccc(cc1)S(=O)(=O)O
• InChI: InChI=1S/C17H20N4O5S/c1-3-9-20-15-13(16(22)21(10-4-2)17(20)23)18-14(19-15)11-5-7-12(8-6-11)27(24,25)26/h5-8H,3-4,9-10H2,1-2H3,(H,18,19)(H,24,25,26)
• InChIKey: IWALGNIFYOBRKC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)benzene-1-sulfonic acid
• IUPAC Traditional name: 4-(2,6-dioxo-1,3-dipropyl-7H-purin-8-yl)benzenesulfonic acid
• Synonyms: 1,3-Dipropyl-8-(p-sulfophenyl)xanthine; 4-(2,3,6,7-Tetrahydro-2,6-dioxo-1,3-dipropyl-1H-purin-8-yl)-benzenesulfonic acid; 1,3-DIPROPYL-8-p-SULFOPHENYLXANTHINE

Database IDs

• CAS Number: 89073-57-4
• MDL Number: MFCD00055080
• PubChem SID: 24277726; 162090892
• PubChem CID: 1330

CALCULATED PROPERTIES

• Acid pKa: -2.420283
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.19045864
• LogD (pH = 7.4): -0.55476516
• Log P: 0.16641924
• Molar Refractivity: 109.2038 cm^3
• Polarizability: 38.294147 Å^3
• Polar Surface Area: 123.67 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble5 mg/mL, clear
• Apperance: white powder
• Melting Point: > 300°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

Pharmacology Properties

• Gene Information: human ... ADORA1(134), ADORA2B(136), ADORA3(140)rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

DETAILS

Sigma Aldrich - A022

Biochem/physiol Actions
Water soluble adenosine receptor antagonist with slight selectivity for A1 receptors.