6-N-[(4-nitrophenyl)methyl]-2-N-{[3-(trifluoromethyl)phenyl]methyl}-9H-purine-2,6-diamine

• ChemBase ID: 153219
• Molecular Formular: C20H16F3N7O2
• Molecular Mass: 443.3819496
• Monoisotopic Mass: 443.13175745
• SMILES: c1cc(cc(c1)C(F)(F)F)CNc1nc2c(c(n1)NCc1ccc(cc1)[N+](=O)[O-])nc[nH]2
• Canonical SMILES: [O-][N+](=O)c1ccc(cc1)CNc1nc(NCc2cccc(c2)C(F)(F)F)nc2c1nc[nH]2
• InChI: InChI=1S/C20H16F3N7O2/c21-20(22,23)14-3-1-2-13(8-14)10-25-19-28-17(16-18(29-19)27-11-26-16)24-9-12-4-6-15(7-5-12)30(31)32/h1-8,11H,9-10H2,(H3,24,25,26,27,28,29)
• InChIKey: DDSBPUYZPWNNGH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-N-[(4-nitrophenyl)methyl]-2-N-{[3-(trifluoromethyl)phenyl]methyl}-9H-purine-2,6-diamine
• IUPAC Traditional name: 6-N-[(4-nitrophenyl)methyl]-2-N-{[3-(trifluoromethyl)phenyl]methyl}-9H-purine-2,6-diamine
• Synonyms: N2-(m-Trifluorobenzyl), N6-(p-nitrobenzyl)purine; N6-[(4-nitrophenyl)methyl]-N2-[[3-(trifluoromethyl)phenyl]methyl]-9H-Purine-2,6-diamine; N6-[(4-nitrophenyl)methyl]-N2-[[3-(trifluoromethyl)phenyl]methyl]-1H-Purine-2,6-diamine; TNP

Database IDs

• CAS Number: 519178-28-0
• MDL Number: MFCD16875436
• PubChem SID: 162247358
• PubChem CID: 16760513

CALCULATED PROPERTIES

• Acid pKa: 9.724594
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 4.1884212
• LogD (pH = 7.4): 4.187173
• Log P: 4.1890345
• Molar Refractivity: 114.7561 cm^3
• Polarizability: 40.336735 Å^3
• Polar Surface Area: 124.34 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: yellow powder

Safety Information

• Storage Condition: protect from light
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-36
• Safety Statements: 26-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H319
• GHS Precautionary statements: P264-P301 + P310-P305 + P351 + P338
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C20H16F3N7O2

DETAILS

Sigma Aldrich - T3955

Biochem/physiol Actions
TNP is a potent and selective IP6K inhibitor; less selective inhibitor of IP3K. Discovery of TNP as an inositol trisphosphate (IP3) kinase inhibitor was first reported in 2002, However, a recent reference shows that TNP is more potent as an IP6K inhibitor, making it valuable for study of inositol pyrophosphates.