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221244-14-0

221244-14-0 Structure

221244-14-0 Structure
IdentificationBack Directory
[Name]

1 NM-PP1
[CAS]

221244-14-0
[Synonyms]

1 NM-PP1
Chebi:52309
PP1 ANALOG II
PP1 Analog II, 1NM-PP1
MUTANT KINASES INHIBITOR II
4-AMINO-1-TERT-BUYTL-3-(1-NAPHTHYLMETHYL)PYRAZOLO[3,4-D]PYRIMIDINE
4-AMINO-1-TERT-BUTYL-3-(1'-NAPHTHYLMETHYL)PYRAZOLO[3,4-D]PYRIMIDINE
1-tert-Butyl-3-(naphthalen-1-ylmethyl)-1H-pyrazolo[3,4-D]pyrimidin-4-amine
1-(1,1-Dimethylethyl)-3-(1-naphthalenylmethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
[Molecular Formula]

C20H21N5
[MDL Number]

MFCD03425470
[MOL File]

221244-14-0.mol
[Molecular Weight]

331.41
Chemical PropertiesBack Directory
[Appearance]

White Cyrstalline Solid
[Melting point ]

175-176°C
[Boiling point ]

545.7±45.0 °C(Predicted)
[density ]

1.25±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer
[solubility ]

Chloroform (Slightly), Methanol (Slightly, Heated)
[form ]

White solid
[pka]

4.50±0.30(Predicted)
[color ]

White to Beige
[InChI]

1S/C20H21N5/c1-20(2,3)25-19-17(18(21)22-12-23-19)16(24-25)11-14-9-6-8-13-7-4-5-10-15(13)14/h4-10,12H,11H2,1-3H3,(H2,21,22,23)
[InChIKey]

GDQXJQSQYMMKRA-UHFFFAOYSA-N
[SMILES]

[n]1(nc(c4c1ncnc4N)Cc2c3c(ccc2)cccc3)C(C)(C)C
Hazard InformationBack Directory
[Chemical Properties]

White Cyrstalline Solid
[Uses]

A highly potent (IC50=4.3 nM) and uniquely specific tyrosine kinase inhibitor of a rationally engineered v-Src tyrosine kinase
[Description]

1-NM-PP1 is a cell permeable inhibitor of kinases that have been mutated, by a single base substitution, to become ‘analog sensitive’ (as), as compared to the wild-type kinase. 1-NM-PP1 was first developed to optimally inhibit v-Src-as1, with an I338G substitution, preferentially over v-Src (IC50 = 4.2 nM versus 28 μM, respectively). The homologous mutation in other kinases generated similar analog sensitivity (e.g., IC50 = 3.2 nM for c-Fyn-as1 versus 1.0 μM for c-Fyn; 5.0 nM for Cdk2-as1 versus 29 μM for Cdk2; 8.0 nM for CAMKII-as1 versus 24 μM for CAMKII). This approach has been used to elucidate functions of several kinases in both mammalian and yeast systems.
[Definition]

ChEBI: 1-NM-PP1 is a pyrazolopyrimidine. It has a role as a tyrosine kinase inhibitor.
[References]

[1] bishop ac1, ubersax ja, petsch dt, matheos dp, gray ns, blethrow j, shimizu e, tsien jz, schultz pg, rose md, wood jl, morgan do, shokat km. a chemical switch for inhibitor-sensitive alleles of any protein kinase. nature. 2000 sep 21; 407 (6802): 395-401.
Safety DataBack Directory
[WGK Germany ]

WGK 1
[Storage Class]

10 - Combustible liquids
Spectrum DetailBack Directory
[Spectrum Detail]

1 NM-PP1(221244-14-0)1HNMR
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