4-(furan-2-yl)-10-[3-(4-methoxyphenyl)propyl]-3,5,6,8,10,11-hexaazatricyclo[7.3.0.02,6]dodeca-1(9),2,4,7,11-pentaen-7-amine

• ChemBase ID: 129410
• Molecular Formular: C20H19N7O2
• Molecular Mass: 389.41056
• Monoisotopic Mass: 389.16002288
• SMILES: n1n2c(nc3c(c2nc1c1occc1)cnn3CCCc1ccc(OC)cc1)N
• Canonical SMILES: COc1ccc(cc1)CCCn1ncc2c1nc(N)n1c2nc(n1)c1ccco1
• InChI: InChI=1S/C20H19N7O2/c1-28-14-8-6-13(7-9-14)4-2-10-26-18-15(12-22-26)19-23-17(16-5-3-11-29-16)25-27(19)20(21)24-18/h3,5-9,11-12H,2,4,10H2,1H3,(H2,21,24)
• InChIKey: AEULVFLPCJOBCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(furan-2-yl)-10-[3-(4-methoxyphenyl)propyl]-3,5,6,8,10,11-hexaazatricyclo[7.3.0.0^2,^6]dodeca-1(9),2,4,7,11-pentaen-7-amine
• IUPAC Traditional name: 4-(furan-2-yl)-10-[3-(4-methoxyphenyl)propyl]-3,5,6,8,10,11-hexaazatricyclo[7.3.0.0^2,^6]dodeca-1(9),2,4,7,11-pentaen-7-amine
• Synonyms: SCH-442,416; SCH-442,416; 2-(2-Furanyl)-7-[3-(4-methoxyphenyl)propyl]-7H-pyrazolo [4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine; 5-amino-7-(3-(4-methoxyphenyl)propyl)-2-(2 furyl)pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine; 5-Amino-7-[3-(4-methoxy)phenylpropyl]-2-(2-furyl)-pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine; SCH-442416

Database IDs

• CAS Number: 316173-57-6
• MDL Number: MFCD08703126
• PubChem SID: 162223704
• PubChem CID: 10668061
• CHEMBL: 136689
• Chemspider ID: 8843413
• Wikipedia Title: SCH-442,416

CALCULATED PROPERTIES

• Acid pKa: 19.84746
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.436213
• LogD (pH = 7.4): 3.436227
• Log P: 3.4362273
• Molar Refractivity: 140.5389 cm^3
• Polarizability: 40.950054 Å^3
• Polar Surface Area: 109.29 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: light tan to tan powder

Safety Information

• Storage Condition: desiccated
• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H19N7O2

DETAILS

Sigma Aldrich - S6451

Biochem/physiol Actions
SCH-442416 potent and selective Adenosine A2a antagonist. SCH-442416 is >10,000-fold selective for A2a compared to other adensosine receptors.