1-tert-butyl-3-(naphthalen-1-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

• ChemBase ID: 159894
• Molecular Formular: C19H19N5
• Molecular Mass: 317.38766
• Monoisotopic Mass: 317.16404563
• SMILES: c1nc(c2c(n1)n(nc2c1cccc2c1cccc2)C(C)(C)C)N
• Canonical SMILES: Nc1ncnc2c1c(nn2C(C)(C)C)c1cccc2c1cccc2
• InChI: InChI=1S/C19H19N5/c1-19(2,3)24-18-15(17(20)21-11-22-18)16(23-24)14-10-6-8-12-7-4-5-9-13(12)14/h4-11H,1-3H3,(H2,20,21,22)
• InChIKey: XSHQBIXMLULFEV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-tert-butyl-3-(naphthalen-1-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
• IUPAC Traditional name: 1-tert-butyl-3-(naphthalen-1-yl)pyrazolo[3,4-d]pyrimidin-4-amine
• Synonyms: 1-(1,1-Dimethylethyl)-3-(1-naphthalenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; 1-NA-PP1; 4-Amino-1-tert-butyl-3-(1'-naphthyl)pyrazolo[3,4-d]pyrimidine

Database IDs

• CAS Number: 221243-82-9
• PubChem SID: 162254029
• PubChem CID: 4877

CALCULATED PROPERTIES

• Acid pKa: 19.6873
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.6555226
• LogD (pH = 7.4): 3.6475103
• Log P: 3.705979
• Molar Refractivity: 107.9399 cm^3
• Polarizability: 39.202324 Å^3
• Polar Surface Area: 69.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 219-222°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A603004

A highly potent (IC50=1.5nM) and uniquely specific tyrosine kinase inhibitor of a rationally engineered v-Src tyrosine kinase.

REFERENCES

• Bishop, A.C., et al.: J. Am. Chem. Soc., 121, 627 (1999)
• Davies, S., et al.: Biochem. J., 351, 95 (1999)
• Regan, J., et al.: J. Med. Chem., 45, 2994 (1999)
• Bain, J., et al.: Biochem. J., 371, 199 (1999)
• Kuma, Y., et al.: J. Biol. Chem., 280, 19472 (200