PP2

ChemicalBook > CAS DataBase List > 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 p56^lck(IC₅₀ = 4 nM), p59^fynT (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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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