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

• ChemBase ID: 1579
• Molecular Formular: C16H19N5
• Molecular Mass: 281.35556
• Monoisotopic Mass: 281.16404563
• SMILES: n1(c2ncnc(c2c(n1)c1ccc(cc1)C)N)C(C)(C)C
• Canonical SMILES: Cc1ccc(cc1)c1nn(c2c1c(N)ncn2)C(C)(C)C
• InChI: InChI=1S/C16H19N5/c1-10-5-7-11(8-6-10)13-12-14(17)18-9-19-15(12)21(20-13)16(2,3)4/h5-9H,1-4H3,(H2,17,18,19)
• InChIKey: ZVPDNRVYHLRXLX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-tert-butyl-3-(4-methylphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
• IUPAC Traditional name: 1-tert-butyl-3-(4-methylphenyl)pyrazolo[3,4-d]pyrimidin-4-amine
• Synonyms: 1-(1,1-Dimethylethyl)-3-(4-methylphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; AGL 1872; PP1; 4-Amino-1-tert-butyl-3-(4-methylphenyl)pyrazolo[3,4-d]pyrimidine; PP1; 1-Ter-Butyl-3-P-Tolyl-1h-Pyrazolo[3,4-D]Pyrimidin-4-Ylamine; 4-Amino-5-(methylphenyl)-7-(t-butyl)pyrazolo-(3,4-d)pyrimidine; PP1

Database IDs

• CAS Number: 172889-26-8
• MDL Number: MFCD01076570
• PubChem SID: 46508473; 160965036
• PubChem CID: 1400

CALCULATED PROPERTIES

JChem

• Acid pKa: 19.693546
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.1727448
• LogD (pH = 7.4): 3.170406
• Log P: 3.2299237
• Molar Refractivity: 96.5309 cm^3
• Polarizability: 33.36805 Å^3
• Polar Surface Area: 69.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.06
• LOG S: -3.47
• Solubility (Water): 9.53e-02 g/l

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO: >20 mg/mL; Ethyl Acetate
• Apperance: Off-White to Grey Solid; white to off-white powder
• Melting Point: 205-207°C

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: room temp

Pharmacology Properties

• Target: Src

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C16H19N5

DETAILS

DrugBank - DB01809

Drug information: experimental

Sigma Aldrich - P0040

Biochem/physiol Actions
PP1 is a potent and selective Src family protein tyrosine kinase inhibitor.

Toronto Research Chemicals - A602980

A highly potent and uniquely specific tyrosine kinase inhibitor of a rationally engineered v-Src tyrosine kinase.

REFERENCES

• Alessi, D., et al.: J. Biol. Chem., 270, 27489 (1995)
• Regan, J., et al.: J. Med. Chem., 45, 2994 (1995)
• Bain, J., et al.: Biochem. J., 2003, 371, 199 (1995)
• Bhat, R., et al.: J. Biol. Chem., 278, 45937 (1995)
• Wilhelm, S., et al.: Cancer Res., 64, 7099