4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine

ChemicalBook > CAS DataBase List > 4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine

4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine

Product Name: 4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine
CAS No.: 956025-83-5
Chemical Name: 4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine
Synonyms: VGG;3-MB-PP1;3MB-PP1, 10 mM in DMSO;3MB-PP1, tyrosine kinase inhibitor;PP1 Analog III, 3-MB-PP1 - CAS 956025-83-5 - Calbiochem;4-Amino-1-tert-butyl-(3-methylbenzyl)pyrazolo[3,4-D]pyrimidine;4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine;1-tert-butyl-3-(3-Methylbenzyl)-1H-pyrazolo[3,4-d]pyriMidin-4-aMine;1-tert-butyl-3-[(3-methylphenyl)methyl]pyrazolo[3,4-d]pyrimidin-4-amine;1-(tert-Butyl)-3-(3-methylbenzyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine , 3MB-PP1
CBNumber: CB81564769
Molecular Formula: C17H21N5
Formula Weight: 295.38
MOL File: 956025-83-5.mol

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4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine Property

Melting point:: 136-1380C
Boiling point:: 475.5±40.0 °C(Predicted)
Density: 1.20±0.1 g/cm3(Predicted)
storage temp.: -20°C Freezer
solubility: Chloroform (Slightly), Methanol (Slightly)
form: White solid
pka: 4.52±0.30(Predicted)
color: White

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 529582
Product name: PP1 Analog III, 3-MB-PP1 - CAS 956025-83-5 - Calbiochem
Packaging: 5mg
Price: $159
Updated: 2024/03/01

Cayman Chemical

Product number: 17860
Product name: 3MB-PP1
Purity: ≥98%
Packaging: 1mg
Price: $37
Updated: 2024/03/01

Cayman Chemical

Product number: 17860
Product name: 3MB-PP1
Purity: ≥98%
Packaging: 5mg
Price: $116
Updated: 2024/03/01

Cayman Chemical

Product number: 17860
Product name: 3MB-PP1
Purity: ≥98%
Packaging: 10mg
Price: $213
Updated: 2024/03/01

TRC

Product number: A602960
Product name: 4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine
Packaging: 2mg
Price: $100
Updated: 2021/12/16

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4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

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

General Description

A cell-permeable C₃-enlarged PP1 (Cat. No. 567809) analog that is shown to act as a potent, ATP-competitive, and highly ASKA- (analog-sensitive kinase alleles) selective inhibitor against polo-like kinase 1^{C67V L130G} (75% and 94% inhibition in cell-free kinase assays at 0.1 and 1 μM, respectively), ZAP-70^{C405V M414A}/ZAP-70^M414A (complete prevention and elimination, respectively, of αTCR-stimulated [Ca²⁺] elevation in ASKA transfectants when applied before or after αTCR stimulation at 6 μM), and Syk^{M442A S505A} (56% inhibition of phagocytosis of Ab-opsonized SRBC by ASKA macrophages at 6 μM), while exhibiting little or no activity toward the wild-type or other off-target cellular enzymes. Functional analog-sensitive allele mutants are valuable tools in pharmacological validation of drug development and in elucidating enzyme signalings and functions both in cultures in vitro and in animals in vivo when specific inhibitors against naturally occurring target enzymes are unavailable and/or generations of knockout animals/cells lacking the target enzymes appear to be difficult, infeasible, or simply impossible.

Biological Activity

3mb-pp1 is a cell-permeable, potent, atp-competitive, and highly selective inhibitor of polo-like kinase.human polo-like kinase 1 (plk1) plays dominant role in mitosis and the maintenance of genomic stability. plk1 is overexpressed in human tumours and exihibits prognostic potential in cancer, indicating its involvement in carcinogenesis and its potential as a therapeutic target [2].

in vitro

3mb-pp1 treatment significantly changed the dna state. in tbplkas cells, after treatment with 3mb-pp1 for 9 h, cells at all cell cycle stages showed an increase in detached new flagella when compared with vehicle control-treated samples [1]. the ic50 value of 3mb-pp1 against ptoas kinase activity was 120 nm. 3mb-pp1 was not able to significantly inhibit pti1 and mpk2. 3mb-pp1 significantly potentiated the interactions of ptoas with avrpto and avrptob1–387[3].

References

[1] lozano-núez a, ikeda k n, sauer t, et al. an analogue-sensitive approach identifies basal body rotation and flagellum attachment zone elongation as key functions of plk in trypanosoma brucei[j]. molecular biology of the cell, 2013, 24(9): 1321-1333.
[2] strebhardt k, ullrich a. targeting polo-like kinase 1 for cancer therapy[j]. nature reviews cancer, 2006, 6(4): 321-330.
[3] salomon d, bonshtien a, mayrose m, et al. bypassing kinase activity of the tomato pto resistance protein with small molecule ligands[j]. journal of biological chemistry, 2009, 284(22): 15289-15298.

4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine Preparation Products And Raw materials

Raw materials

Preparation Products

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956025-83-5, 4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidineRelated Search:

1-(1,1-Dimethylethyl)-3-[(3-methylphenyl)methyl]-1H-Pyrazolo[3,4-d]pyrimidin-4- amine

3-MB-PP1

4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine

1-tert-butyl-3-(3-Methylbenzyl)-1H-pyrazolo[3,4-d]pyriMidin-4-aMine

4-Amino-1-tert-butyl-(3-methylbenzyl)pyrazolo[3,4-D]pyrimidine

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

PP1 Analog III, 3-MB-PP1 - CAS 956025-83-5 - Calbiochem

1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 1-(1,1-dimethylethyl)-3-[(3-methylphenyl)methyl]-

DAPK,Inhibitor,Polo-like Kinase (PLK),Cdk8,Leu93-ZIPK,Plk1,Ssn3,3MBPP1,inhibit,CDK,3MB PP1,3MB-PP1,Death associated protein kinase,cell division arise,Cyclin dependent kinase,Candida albicans

VGG

1-(tert-Butyl)-3-(3-methylbenzyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine , 3MB-PP1

3MB-PP1, tyrosine kinase inhibitor

3MB-PP1, 10 mM in DMSO

956025-83-5

Heterocyclic Compounds

Bases & Related Reagent

Heterocycles

Nucleotides

Protein Kinase Inhibitors and Activators