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PP2

Product Name
PP2
CAS No.
172889-27-9
Chemical Name
PP2
Synonyms
PP2;CS-717;AG 1879;AGL 1879;PP2(AG 1879);PP2(AGL 1879);AG 1879,AGL 1879;PP2;AGL 1879;PP 2;PP-2;PP 2 (enzyme inhibitor);Src kinase inhibitor PP2
CBNumber
CB1406580
Molecular Formula
C15H16ClN5
Formula Weight
301.77
MOL File
172889-27-9.mol
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PP2 Property

Boiling point:
493.5±40.0 °C(Predicted)
Density 
1.35±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 3 mg/ml with warming).
form 
Off-white solid
pka
3.96±0.30(Predicted)
color 
Off-white
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 2811 6.1 / PGIII
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
529573
Product name
PP2
Packaging
1mg
Price
$159
Updated
2024/03/01
Sigma-Aldrich
Product number
P0042
Product name
PP2
Purity
≥98% (HPLC)
Packaging
5MG
Price
$201
Updated
2024/03/01
Sigma-Aldrich
Product number
529573
Product name
PP2
Packaging
5mg
Price
$303
Updated
2024/03/01
Cayman Chemical
Product number
13198
Product name
PP2
Purity
≥95%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
13198
Product name
PP2
Purity
≥95%
Packaging
5mg
Price
$70
Updated
2024/03/01
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PP2 Chemical Properties,Usage,Production

Description

The Src family of non-receptor tyrosine kinases regulate cell adhesion, growth, and differentiation through activation of multiple intracellular signaling pathways. Normally inactive, Src kinases are transiently activated during mitosis and constitutively activated by abnormal mutations. PP2 is a potent, reversible, ATP-competitive, and selective inhibitor of the Src family of protein tyrosine kinases. It inhibits p56lck (IC50 = 4 nM), p59fynT (IC50 = 5 nM), Hck (IC50 = 5 nM), and Src (IC50 = 100 nM). PP2 does not significantly affect the activity of EGFR kinase (IC50 = 480 nM), JAK2 (IC50 > 50 μM), or ZAP-70 (IC50 > 100 μM). PP2 inhibits the activation of focal adhesion kinase as well as its phosphorylation at Tyr577. PP2 also inhibits anti-CD3-stimulated tyrosine phosphorylation of human T-cells with an IC50 value of 600 nM.

Uses

PP2 has been used:

  • to analyze the effects of Src/focal adhesion kinase (FAK) signaling on IQ domain GTPase-activating protein 1 (IQGAP1)-mediated anoikis resistance
  • for Src inhibition to study its effect on epidermal growth factor receptor (EGFR) and nuclear factor erythroid 2-related factor 2 (Nrf2) phosphorylation in non-small cell lung cancer (NSCLC) cells
  • for pharmacological inhibition of SRC in MDA-MB-231 breast cancer cells

Definition

ChEBI: PP2 is a member of the class of pyrazolopyrimidine that is pyrazolo[3,4-d]pyrimidin-4-amine bearing additional tert-butyl and 4-chlorophenyl substituents at positions 1 and 3 respectively. It is a potent ATP-competitive inhibitor of the Src family of protein tyrosine kinases. It has a role as an EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor, a beta-adrenergic antagonist and a geroprotector. It is a pyrazolopyrimidine, an aromatic amine and a member of monochlorobenzenes.

Biological Activity

Selective inhibitor of Src-family tyrosine kinases. Inhibits p56 lck and p59 fynT (IC 50 values are 4 and 5 nM respectively). Displays > 10000-fold selectivity over ZAP-70 and JAK2. Moderately inhibits CSK (IC 50 = 0.73 μ M).

Biochem/physiol Actions

PP2 is a selective inhibitor of Src-family tyrosine kinases of non-receptor tyrosine kinases (nRTK). It shows >10,000-fold selectivity over Zeta-chain-associated protein kinase 70 (ZAP-70) and Janus kinase 2 (JAK2). PP2 effectively reduces cervical cancer proliferation in vitro and in vivo.

Enzyme inhibitor

This cell-permeable and photosensitive ATP site-directed pyrazolepyrimidine (FW = 301.78 g/mol), also known as 4-amino-5-(4- chlorophenyl)-7-(t-butyl)pyrazolo[3,4-d]pyrimidine and tyrphostin AG 1879, potently inhibits Lck and Fyn protein kinases, with IC50 values of 4 nM and 5 nM. PP2 is ~100x less potent toward EGFR and is inactive for ZAP-70, JAK2 and PKA. PP2 prevented serum-independent growth of RET/PTC1-transformed NIH3T3 fibroblasts and of TPC1 and FB2, two human papillary thyroid carcinoma cell lines that carry spontaneous RET/PTC1 rearrangements. PP2 activates the E-cadherin-mediated cell adhesion system, suppressing metastasis in cancer cells. In cervical cancer cells (HeLa and SiHa), 10 μM PP2 down-regulates pSrc-Y416, pEGFR-Y845, and pEGFR-Y1173 expression levels, while downregulatING pSrc-Y416 and pEGFR-Y845, but not pEGFR-Y1173. PP2 is also a potential neuroprotective agent in cerebral ischemia-reperfusion. Target(s): casein kinase 1d, IC50 = 1.3 μM; Csk protein-tyrosine kinase; focal adhesion kinase; lymphocyte kinase, IC50 = 0.06 μM; p56lck, IC50 = 4 nM; p59fynT, IC50 = 5 nM; receptor proteintyrosine kinase; src protein-tyrosine kinase, IC50 = 0.7 μM (5,11,12- 23); stress-activated protein kinase 2a/p38, IC50 = 1.4 μM; and Yes kinase.

storage

+4°C (desiccate)

References

1) Hanke et al. (1996), Discovery of a novel, potent and Src family-selective kinase inhibitor. Study of Lck-and FynT-dependent T cell activation; J. Biol. Chem., 271 695 2) Yoshizume et al. (2000), Src and Cas mediate JNK activation but not ERK1/2 and p38 kinases by reactive oxygen species; J. Biol. Chem., 275 11706

PP2 Preparation Products And Raw materials

Raw materials

Preparation Products

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PP2 Suppliers

China 93 Germany 3 India 2 Japan 1 Switzerland 1 United Kingdom 5 United States 22 Global 127
Absin Bioscience Inc.
Tel
021-38015121 15000105423
Email
chenjw@absin.cn
Country
China
ProdList
24734
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6011
Advantage
61
Ascent Scientific
Tel
4401179829988
Fax
4402030 700 369
Email
customerservice@ascentscientific.co.uk
Country
United Kingdom
ProdList
279
Advantage
60
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4648
Advantage
58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7553
Advantage
61
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
18521735133 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25015
Advantage
65
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4863
Advantage
58
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66

172889-27-9, PP2Related Search:

IGF-1R Inhibitor II, N-(5-Chloro-2-methoxyphenyl)-Nμ-(2-methylquinolin-4-yl)urea PPQ-102 PQR-309(PI3K-IN-2) PP1 PP PP511 PP211 PP3 PP2B PP 148 PP-360 PP (31-36) PP2A CR 4F 4PP OXALATE PP2A PP1 ANALOG II,1 NM-PP1 PP2 MURINE CMV PP 89 (168-176),MURINE CYTOMEGALOVIRUS PP 89 (168-176)

  • [1-tert-butyl-3-(4-chlorophenyl)pyrazolo[3,4-d]pyrimidin-4-yl]amine
  • 1-tert-butyl-3-(4-chlorophenyl)pyrazolo[3,4-d]pyrimidin-4-amine
  • PP2(AG 1879)
  • AGL 1879
  • PP 2 (enzyme inhibitor)
  • Src kinase inhibitor PP2
  • 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 3-(4-chlorophenyl)-1-(1,1-dimethylethyl)-
  • AG 1879,AGL 1879
  • 3-(4-Chlorophenyl)-1-(1,1-dimethylethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine AGL 1879
  • 4-Amino-3-(4-chlorophenyl)-1-(t-butyl)-1H-pyrazolo[3,4-d]pyrimidine
  • PP2;AGL 1879;PP 2;PP-2
  • PP 2;AG1879;AG 1879;AGL 1879
  • PP2(AGL 1879)
  • CS-717
  • 7-tert-butyl-5-(4-chlorophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • 1-(TERT-BUTYL)-3-(4-CHLOROPHENYL)-1H-PYRAZOLO[3,4-D]PYRIMIDIN-4-AMINE
  • 1-(TERT-BUTYL)-3-(4-CHLOROPHENYL)-1H-PYRAZOLO[3,4-D]PYRIMIDIN-4-YLAMINE
  • 3-(4-CHLOROPHENYL) 1-(1,1-DIMETHYLETHYL)-1H-PYRAZOLO[3,4-D]PYRIMIDIN-4-AMINE
  • 4-AMINO-5-(4-CHLOROPHENYL)-7-(T-BUTYL)PYRAZOLO[3,4-D]PYRIMIDINE
  • 4-AMINO-5-(4-CHLOROPHENYL)-7-(TERT-BUTYL)PYRAZOLO[3,4-D]PYRIMIDINE
  • AG 1879
  • PP2
  • 3-(4-Chlorophenyl)-1-(1,1-dimethylethyl)-(1H)-pyrazolo[3.4-d]pyrimidine-4-amine
  • Src family kinase inhibitor PP2
  • 172889-27-9
  • C15H16ClN5
  • Inhibitors
  • Protein Kinase
  • Signalling