3-(4-Chlorophenyl)-1-(1,1-dimethylethyl)-1H-pyrazolo(3,4-d)pyrimidin-4-amine
PP2 · CS-717 · AG 1879 · AGL 1879 · PP2(AG 1879) · PP2(AGL 1879) · AG 1879,AGL 1879 · PP2, 10 mM in DMSO
식별자 및 물리적 특성
| CAS No. | 172889-27-9 |
|---|---|
| 분자식 | C15H16ClN5 |
| 평균 분자량 | 301.77 g/mol |
| 단동위원소 질량 | 301.1094232 g/mol |
| SMILES | CC(C)(C)n1nc(-c2ccc(Cl)cc2)c2c(N)ncnc21 |
| InChIKey | PBBRWFOVCUAONR-UHFFFAOYSA-N |
| PubChem CID | 4878 |
| ChEMBL | CHEMBL406845 |
| ChEBI | CHEBI:78331 |
| EC No. | 878-892-3 |
| DTXSID | DTXSID60274447 |
화학 및 물리적 성질
| XLogP | 3 |
|---|---|
| 극성 표면적 | 69.6 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 21 |
| 형식 전하 | 0 |
| 복잡도 | 364 |
| 끓는 점 | 493.5±40.0 °C(Predicted) |
| 밀도 | 1.35±0.1 g/cm3(Predicted) |
| 저장 조건 | 2-8°C |
| 용해도 | DMSO(최대 25mg/ml) 또는 에탄올(가온 시 최대 3mg/ml)에 용해됩니다. |
| 물리적 상태 | 회백색 고체 |
| pKa(산도 계수) | 3.96±0.30(Predicted) |
| 색상 | 회백색 |
| 안정성 | 제공된 대로 구매일로부터 2년 동안 안정적입니다. DMSO 또는 에탄올 용액은 -20°에서 최대 1개월 동안 보관할 수 있습니다. |
| InChI | InChI=1S/C15H16ClN5/c1-15(2,3)21-14-11(13(17)18-8-19-14)12(20-21)9-4-6-10(16)7-5-9/h4-8H,1-3H3,(H2,17,18,19) |
| InChIKey | PBBRWFOVCUAONR-UHFFFAOYSA-N |
| SMILES | C1=NC(N)=C2C(C3=CC=C(Cl)C=C3)=NN(C(C)(C)C)C2=N1 |
안전 및 규제
| GHS 분류 | DangerH301 (50%): Toxic if swallowed [Danger Acute toxicity, oral]H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H413 (50%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]P264, P264+P265, P270, P273, P280, P301+P316, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 3 (50%)Skin Irrit. 2 (50%)Eye Irrit. 2 (50%)Aquatic Chronic 4 (50%) |
| 운송 번호(UN) | UN 2811 6.1 / PGIII |
| 위험 문구(R) | 25 |
| 위험 표시 | T |
| 안전 문구(S) | 45 |
| 위험 등급 | Acute Tox. 3 Oral |
| 저장 분류 | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
용도
개요
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.
용도
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 resistancefor 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) cellsfor pharmacological inhibition of SRC in MDA-MB-231 breast cancer cells