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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;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-(1,1-Dimethylethyl)-3-[(3-methylphenyl)methyl]-1H-Pyrazolo[3,4-d]pyrimidin-4- amine;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
CBNumber:
CB81564769
Molecular Formula:
C17H21N5
Molecular Weight:
295.38
MDL Number:
MFCD11655904
MOL File:
956025-83-5.mol
Last updated:2023-09-04 15:51:00

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

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
FDA UNII LP62329LQ7

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
NFPA 704
0
2 0

4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 529582 PP1 Analog III, 3-MB-PP1 - CAS 956025-83-5 - Calbiochem 956025-83-5 5mg $159 2024-03-01 Buy
Cayman Chemical 17860 3MB-PP1 ≥98% 956025-83-5 1mg $37 2024-03-01 Buy
Cayman Chemical 17860 3MB-PP1 ≥98% 956025-83-5 5mg $116 2024-03-01 Buy
Cayman Chemical 17860 3MB-PP1 ≥98% 956025-83-5 10mg $213 2024-03-01 Buy
TRC A602960 4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine 956025-83-5 2mg $100 2021-12-16 Buy
Product number Packaging Price Buy
529582 5mg $159 Buy
17860 1mg $37 Buy
17860 5mg $116 Buy
17860 10mg $213 Buy
A602960 2mg $100 Buy

4-Amino-1-tert-butyl-3-(3-methylbenzyl)pyrazolo[3,4-d]pyrimidine Chemical Properties,Uses,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 1C67V L130G (75% and 94% inhibition in cell-free kinase assays at 0.1 and 1 μM, respectively), ZAP-70C405V M414A/ZAP-70M414A (complete prevention and elimination, respectively, of αTCR-stimulated [Ca2+] elevation in ASKA transfectants when applied before or after αTCR stimulation at 6 μM), and SykM442A 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

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

Global( 47)Suppliers
Supplier Tel Email Country ProdList Advantage
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32344 50
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 14059 65
Shanghai T&W Pharmaceutical Co., Ltd. +86 21 61551611 China 9901 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9709 58

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

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 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 1-(1,1-dimethylethyl)-3-[(3-methylphenyl)methyl]- PP1 Analog III, 3-MB-PP1 - CAS 956025-83-5 - Calbiochem 1-tert-butyl-3-[(3-methylphenyl)methyl]pyrazolo[3,4-d]pyrimidin-4-amine 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 956025-83-5 Heterocyclic Compounds Bases & Related Reagent Heterocycles Nucleotides Protein Kinase Inhibitors and Activators