| Identification | Back Directory | [Name]
4-AMINO-1-TERT-BUTYL-3-(1'-NAPHTHYL)PYRAZOLO[3,4-D]PYRIMIDINE | [CAS]
221243-82-9 | [Synonyms]
1-NA-PP1
1-Naphthyl PP1
4-AMINO-1-TERT-BUTYL-3-(1'-NAPHTHYL)PYRAZOLO[3,4-D]PYRIMIDINE
1-tert-butyl-3-(naphthalen-1-yl)-1H-pyrazolo[3,4-d]pyriMidin-4-aMine
1-(1,1-Dimethylethyl)-3-(1-naphthalenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine | [Molecular Formula]
C19H19N5 | [MDL Number]
MFCD03425471 | [MOL File]
221243-82-9.mol | [Molecular Weight]
317.39 |
| Chemical Properties | Back Directory | [Appearance]
White Cyrstalline Solid | [Melting point ]
219-222°C | [storage temp. ]
Store at +4°C | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White to Off-White |
| Hazard Information | Back Directory | [Chemical Properties]
White Cyrstalline Solid | [Uses]
A highly potent (IC50=1.5nM) and uniquely specific tyrosine kinase inhibitor of a rationally engineered v-Src tyrosine kinase | [Biological Activity]
Selective inhibitor of src family kinases v-Src and c-Fyn as well as the tyrosine kinase c-Abl. (IC 50 values are 1.0, 0.6, 0.6, 18 and 22 μ M for v-Src, c-Fyn, c-Abl, CDK2 and CAMK II respectively). Preferentially inhibits mutant over wild-type kinases (IC 50 values are 1.5 vs 1000 nM for I338G v-src and v-src respectively). | [Definition]
ChEBI: 1-NA-PP1 is a pyrazolopyrimidine. It has a role as a tyrosine kinase inhibitor. | [Synthesis]
Add 3-iodo-1-tert-butyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine into a 250mL three-necked flask, dissolve in 300ml 10% Na2CO3, add 150ml dioxane, After cooling to 0 °C, Fmoc boronate was dissolved in 225 ml of acetone and added dropwise to the system. Stir at room temperature for 3h, pour into 1000ml of water, extract twice with ether, cool and adjust pH to about 2 with concentrated hydrochloric acid, extract with ethyl acetate (3×100ml), dry over MgSO4, evaporate the solvent, and rotate under reduced pressure. The crude product is subjected to silica gel column chromatography (V methanol: V dichloromethane=1:35) to give 4-amino-1-tert-butyl-3-(1'-naphthyl)pyrazolo[3,4-D] pyrimidine as a white crystal-like solid . | [storage]
+4°C |
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