4-(furan-2-yl)-10-(2-{4-[4-(2-methoxyethoxy)phenyl]piperazin-1-yl}ethyl)-3,5,6,8,10,11-hexaazatricyclo[7.3.0.02,6]dodeca-1(9),2,4,7,11-pentaen-7-amine

• ChemBase ID: 129100
• Molecular Formular: C25H29N9O3
• Molecular Mass: 503.55626
• Monoisotopic Mass: 503.23933583
• SMILES: COCCOc1ccc(cc1)N1CCN(CC1)CCn1c2nc(N)n3c(c2cn1)nc(n3)c1occc1
• Canonical SMILES: COCCOc1ccc(cc1)N1CCN(CC1)CCn1ncc2c1nc(N)n1c2nc(n1)c1ccco1
• InChI: InChI=1S/C25H29N9O3/c1-35-15-16-36-19-6-4-18(5-7-19)32-11-8-31(9-12-32)10-13-33-23-20(17-27-33)24-28-22(21-3-2-14-37-21)30-34(24)25(26)29-23/h2-7,14,17H,8-13,15-16H2,1H3,(H2,26,29)
• InChIKey: DTYWJKSSUANMHD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(furan-2-yl)-10-(2-{4-[4-(2-methoxyethoxy)phenyl]piperazin-1-yl}ethyl)-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: preladenant
• Synonyms: Preladenant; 2-(2-Furanyl)-7-[2-[4-[4-(2-methoxyethoxy)phenyl]-1-piperazinyl]ethyl]-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine; Sch 420814

Database IDs

• CAS Number: 377727-87-2
• MDL Number: MFCD17167N/A56
• PubChem SID: 162223399
• PubChem CID: 10117987
• Unique Ingredient Identifier: 950O97NUPO
• Wikipedia Title: Preladenant

CALCULATED PROPERTIES

• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 0.29470438
• LogD (pH = 7.4): 2.062035
• Log P: 2.7212553
• Molar Refractivity: 172.1815 cm^3
• Polarizability: 52.877335 Å^3
• Polar Surface Area: 125.0 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Investigational

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - P712600

A potent and selective antagonist at the adenosine A2A receptor. It is being researched as a potential treatment for Parkinson's disease.

REFERENCES

• Hodgson, R., et al.: J. Pharmacol. Exp. Ther., 330, 294 (2009)
• Hauser, R., et al.: Lancet. Neurol., 10, 221 (2009)
• Silverman, L., et al.: Bioorg. Med. Chem. Lett., 17, 1659 (2009)
• Andrei, Z., et al.: J. Med. Chem., 54, 4312 (2009)
• Kim, B., et al.: Bul