3-(4-Chlorophenyl)-1-(1,1-dimethylethyl)-1H-pyrazolo(3,4-d)pyrimidin-4-amine

HCID 4878CAS 172889-27-9
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)(C)n1nc(-c2ccc(Cl)cc2)c2c(N)ncnc21
InChIKey
PBBRWFOVCUAONR-UHFFFAOYSA-N
Molecular formula
C15H16ClN5
Average molar mass
301.77 g/mol
Monoisotopic mass
301.1094232

Names & identifiers

Preferred name
3-(4-Chlorophenyl)-1-(1,1-dimethylethyl)-1H-pyrazolo(3,4-d)pyrimidin-4-amine
IUPAC
1-tert-butyl-3-(4-chlorophenyl)pyrazolo[3,4-d]pyrimidin-4-amine
English name
PP2
Molecular formula
C15H16ClN5
Molecular weight
301.77

Names & synonyms

DTXSID602744473-(4-Chlorophenyl)-1-(1,1-dimethylethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine3-(4-chlorophenyl)-1-(1,1-dimethylethyl)-1h-pyrazolo(3,4-d)pyrimidin-4-amine3-CDPPA cpdRefChem:888895DTXCID30225926172889-27-9pp21-(tert-butyl)-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-aminePP 2Src kinase inhibitor PP21-tert-butyl-3-(4-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Show more names
CS-717AGL 1879PP2(AG 1879)PP2(AGL 1879)AG 1879,AGL 1879PP2, 10 mM in DMSOAGL 1879PP 2 (enzyme inhibitor)
AG 18791-tert-butyl-3-(4-chlorophenyl)pyrazolo[3,4-d]pyrimidin-4-amine4fewMFCD01568210PP-24-Amino-5-(4-chlorophenyl)-7-(t-butyl)pyrazolo[3,4-d]pyrimidine2zv9PP2 (enzyme inhibitor)

Database identifiers

CAS
172889-27-9
PubChem CID
4878
DTXSID
DTXSID60274447
ChEMBL
CHEMBL406845
ChEBI
CHEBI:78331
UNII
PK8JPC58XB
EC Number
878-892-3
Nikkaji
J704.782G

Properties

Computed structural properties

XLogP
3
Topological polar surface area
69.6 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
2
Heavy atoms
21

Physicochemical properties

Boiling point
493.5 · 493.5±40.0 °C(Predicted)
Density
1.35 · 1.35±0.1 g/cm3(Predicted)
storage temp.
2 · 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 · 3.96±0.30(Predicted)

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H301 (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 information

Hazard Classes and CategoriesAcute Tox. 3 (50%)；Skin Irrit. 2 (50%)；Eye Irrit. 2 (50%)；Aquatic Chronic 4 (50%)

Safety data

ridadr
UN 2811 6.1 / PGIII
risk_code
25
Signal word
Danger
Symbol(GHS)
GHS06
hazard_code
T
safety_code
45

Chemistry & industry

Applications · 2 items

DescriptionThe 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.

UsesPP2 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

Suppliers50 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
Additional notes · 1 item

DefinitionChEBI: 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.

Related reactions

2 records
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Linked notes

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