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

• ChemBase ID: 153723
• Molecular Formular: C24H28N6O2
• Molecular Mass: 432.51812
• Monoisotopic Mass: 432.22737417
• SMILES: CC(C)n1cnc2c1nc(nc2NCc1ccc(cc1)OC)NCc1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)CNc1nc(NCc2ccc(cc2)OC)c2c(n1)n(cn2)C(C)C
• InChI: InChI=1S/C24H28N6O2/c1-16(2)30-15-27-21-22(25-13-17-5-9-19(31-3)10-6-17)28-24(29-23(21)30)26-14-18-7-11-20(32-4)12-8-18/h5-12,15-16H,13-14H2,1-4H3,(H2,25,26,28,29)
• InChIKey: IDCOTQWQVPRTNK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-N,6-N-bis[(4-methoxyphenyl)methyl]-9-(propan-2-yl)-9H-purine-2,6-diamine
• IUPAC Traditional name: 9-isopropyl-2-N,6-N-bis[(4-methoxyphenyl)methyl]purine-2,6-diamine
• Synonyms: 9-Isoproyl-N2,N6-bis-(4-methoxybenxyl)-9H-purine-2,6-diamine; Myoseverin

Database IDs

• CAS Number: 267402-71-1
• MDL Number: MFCD02683596
• PubChem SID: 162247862; 24724537
• PubChem CID: 4273

CALCULATED PROPERTIES

• Acid pKa: 14.792617
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 4.0260143
• LogD (pH = 7.4): 4.052569
• Log P: 4.0529184
• Molar Refractivity: 128.4482 cm^3
• Polarizability: 47.8161 Å^3
• Polar Surface Area: 86.12 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: chloroform: soluble50 mg/mL
• Apperance: off-white solid

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): C24H28N6O2

DETAILS

Sigma Aldrich - M3191

Biochem/physiol Actions
Myoseverin, a 2,6,9 trisubstituted purine, is a microtuble-binding molecule and reversible inhibitor of tubulin polymerization. It arrests cell cycle in the G2/M phase and causes mature, terminally differentiated mouse myotubes to disassemble into mononucleated fragments capable of responding to growth and differentiation conditions.