disodium hydrate 3-{8-[2-(3-methoxyphenyl)ethenyl]-7-methyl-2,6-dioxo-1-(prop-2-yn-1-yl)-2,3,6,7-tetrahydro-1H-purin-3-yl}propyl phosphate

• ChemBase ID: 155014
• Molecular Formular: C21H23N4Na2O8P
• Molecular Mass: 536.382621
• Monoisotopic Mass: 536.10488891
• SMILES: Cn1c(nc2c1c(=O)n(c(=O)n2CCCOP(=O)([O-])[O-])CC#C)/C=C/c1cccc(c1)OC.O.[Na+].[Na+]
• Canonical SMILES: C#CCn1c(=O)n(CCCOP(=O)([O-])[O-])c2c(c1=O)n(C)c(n2)/C=C/c1cccc(c1)OC.O.[Na+].[Na+]
• InChI: InChI=1S/C21H23N4O7P.2Na.H2O/c1-4-11-25-20(26)18-19(24(21(25)27)12-6-13-32-33(28,29)30)22-17(23(18)2)10-9-15-7-5-8-16(14-15)31-3;;;/h1,5,7-10,14H,6,11-13H2,2-3H3,(H2,28,29,30);;;1H2/q;2*+1;/p-2
• InChIKey: FANGYFUIIWHEAQ-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrate 3-{8-[2-(3-methoxyphenyl)ethenyl]-7-methyl-2,6-dioxo-1-(prop-2-yn-1-yl)-2,3,6,7-tetrahydro-1H-purin-3-yl}propyl phosphate
• IUPAC Traditional name: disodium hydrate 3-{8-[2-(3-methoxyphenyl)ethenyl]-7-methyl-2,6-dioxo-1-(prop-2-yn-1-yl)purin-3-yl}propyl phosphate
• Synonyms: 3,7-Dihydro-8-[(1E)-2-(3-Methoxyphenyl)ethenyl]-7-methyl-3-[3-(phosphonooxy)propyl-1-(2-propynyl)-1H-purine-2,6-dione disodium salt hydrate; MSX-3 hydrate

Database IDs

• CAS Number: 261717-23-1(anhydrous)
• MDL Number: MFCD11046008
• PubChem SID: 162249152
• PubChem CID: 71312052

CALCULATED PROPERTIES

• Acid pKa: 1.7639525
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): -1.0434448
• LogD (pH = 7.4): -1.7403044
• Log P: 1.3362546
• Molar Refractivity: 118.5187 cm^3
• Polarizability: 44.542084 Å^3
• Polar Surface Area: 140.09 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble >5 mg/mL at 60 °C (Soluble with gradual warming to temperature for 10 minutes. Solution might appear slightly unclear when it is freshly made.)
• Apperance: pale yellow solid

Safety Information

• Storage Condition: protect from light
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H21N4O7PNa2 · xH2O

DETAILS

Sigma Aldrich - M3568

Biochem/physiol Actions
Selective A2A adenosine receptor antagonist prodrug.
Caution
Photosensitive and air sensitive