9-cyclohexyl-2-N,6-N-bis[(4-methoxyphenyl)methyl]-9H-purine-2,6-diamine

• ChemBase ID: 153973
• Molecular Formular: C27H32N6O2
• Molecular Mass: 472.58198
• Monoisotopic Mass: 472.25867429
• SMILES: COc1ccc(cc1)CNc1c2c(nc(n1)NCc1ccc(cc1)OC)n(cn2)C1CCCCC1
• Canonical SMILES: COc1ccc(cc1)CNc1nc(NCc2ccc(cc2)OC)c2c(n1)n(cn2)C1CCCCC1
• InChI: InChI=1S/C27H32N6O2/c1-34-22-12-8-19(9-13-22)16-28-25-24-26(33(18-30-24)21-6-4-3-5-7-21)32-27(31-25)29-17-20-10-14-23(35-2)15-11-20/h8-15,18,21H,3-7,16-17H2,1-2H3,(H2,28,29,31,32)
• InChIKey: ZUZXYJOSNSTJMU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-cyclohexyl-2-N,6-N-bis[(4-methoxyphenyl)methyl]-9H-purine-2,6-diamine
• IUPAC Traditional name: 9-cyclohexyl-2-N,6-N-bis[(4-methoxyphenyl)methyl]purine-2,6-diamine
• Synonyms: 2,6-Bis(4-methoxybenzylamino)-9-cyclohexylpurine; Myoseverin B

Database IDs

• CAS Number: 361431-27-8
• MDL Number: MFCD08276922
• PubChem SID: 162248112; 24724538
• PubChem CID: 9912689

CALCULATED PROPERTIES

• Acid pKa: 14.79216
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 5.0521646
• LogD (pH = 7.4): 5.0784597
• Log P: 5.078806
• Molar Refractivity: 140.295 cm^3
• Polarizability: 52.61342 Å^3
• Polar Surface Area: 86.12 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; H2O: insoluble

Safety Information

• 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: ≥97% (HPLC)
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C27H32N6O2

DETAILS

Sigma Aldrich - M3316

Biochem/physiol Actions
Myoseverin, a new microtubule-binding molecule, acts reversibly on myoblast proliferation without the cytotoxic effects displayed by nonpurine-based microtubule-disrupting molecules, like taxol, vinblastine, nocodazole. Myoseverin can be effectively used for the inhibition of new vessel growth by inhibiting endothelial cell function and differentiation of progenitor cells.