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P0040

Sigma-Aldrich

PP1

≥98% (HPLC)

Synonym(s):

4-Amino-5-(methylphenyl)-7-(t-butyl)pyrazolo-(3,4-d)pyrimidine

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About This Item

Empirical Formula (Hill Notation):
C16H19N5
CAS Number:
172889-26-8
Molecular Weight:
281.36
MDL number:
MFCD01076570
UNSPSC Code:
12352200
PubChem Substance ID:
329819992
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >20 mg/mL

storage temp.

room temp

SMILES string

Cc1ccc(cc1)-c2nn(c3ncnc(N)c23)C(C)(C)C

InChI

1S/C16H19N5/c1-10-5-7-11(8-6-10)13-12-14(17)18-9-19-15(12)21(20-13)16(2,3)4/h5-9H,1-4H3,(H2,17,18,19)

InChI key

ZVPDNRVYHLRXLX-UHFFFAOYSA-N

Application

PP1 has been used as:
  • an inhibitor of sarcoma (Src) family kinases (SFK) like hematopoietic cell kinase (hck) and fyn
  • a selective Src tyrosine kinase inhibitor in hippocampal neuronal cultures to test its effect on neurite growth
  • a Src-kinase blocker to test its effect on brimonidine (BMD)-induced phosphorylation in extracellular signal-activated kinases(ERK1/2)

Biochem/physiol Actions

PP1 is a pyrazolopyrimidine compound that acts as a competitive inhibitor of adenosine triphosphate (ATP) binding. It also inhibits protein tyrosine kinase (PTK6) and may be useful in the therapeutic management of PTK6 positive based breast cancer malignancy.
PP1 is a potent and selective Src family protein tyrosine kinase inhibitor.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chiyuki Ueshima et al.
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Carcinoembryonic antigen-related cell adhesion molecule 1 (CEACAM1) is expressed in a number of tumor cell types. The immunoreceptor tyrosine-based inhibitory motif (ITIM)-containing isoforms of this molecule which possess a long cytoplasmic tail (CEACAM1-L) generally play inhibitory roles in cell function
Shunyu Gao et al.
General and comparative endocrinology, 240, 46-60 (2016-10-23)
Neuropeptide Y (NPY) receptors and its ligands, NPY, peptide YY (PYY) and pancreatic polypeptide (PP), are suggested to regulate many physiological processes including food intake in birds. However, our knowledge regarding this avian NPY system remains rather limited. Here, we
Katyayni Vinnakota et al.
Journal of cellular physiology, 232(12), 3468-3480 (2017-01-18)
The inflammatory milieu plays an important role in colon cancer development and progression. Previously, we have shown that tumor-associated macrophages (TAMs), an important component of the tumor microenvironment, are enriched in tumors compared with normal tissue and confer a poorer
Qian Wang et al.
Environmental science and pollution research international, 26(21), 21774-21783 (2019-05-28)
Due to variable amino acid residues at positions 2 and 4, microcystins (MCs) had diversified variants with different toxicities. To evaluate the discrepant toxicity, the inhibition effects of five typical MC variants (with the changed amino acid residues at position
Kerstin Schott et al.
Nature communications, 9(1), 2227-2227 (2018-06-10)
SAMHD1 is a critical restriction factor for HIV-1 in non-cycling cells and its antiviral activity is regulated by T592 phosphorylation. Here, we show that SAMHD1 dephosphorylation at T592 is controlled during the cell cycle, occurring during M/G1 transition in proliferating
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