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PZ0116

Sigma-Aldrich

PD-166285 hydrate

≥98% (HPLC)

Synonym(s):

6-(2,6-Dichlorophenyl)-2-[[4-[2-(diethylamino)ethoxy]phenyl]amino]-8-methyl-pyrido[2,3-d]pyrimidin-7(8H)-one dihydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C26H27Cl2N5O2·2HCl
Molecular Weight:
585.35
MDL number:
MFCD17215957
UNSPSC Code:
51111800
PubChem Substance ID:
329823708
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

yellow

solubility

DMSO: ≥20 mg/mL
H2O: ≥5 mg/mL

storage temp.

room temp

SMILES string

O.Cl.Cl.CCN(CC)CCOc1ccc(Nc2ncc3C=C(C(=O)N(C)c3n2)c4c(Cl)cccc4Cl)cc1

InChI

1S/C26H27Cl2N5O2.2ClH.H2O/c1-4-33(5-2)13-14-35-19-11-9-18(10-12-19)30-26-29-16-17-15-20(25(34)32(3)24(17)31-26)23-21(27)7-6-8-22(23)28;;;/h6-12,15-16H,4-5,13-14H2,1-3H3,(H,29,30,31);2*1H;1H2

InChI key

FHIIMEXCWLFXBU-UHFFFAOYSA-N

Application

PD-166285 Hydrate has been used as a fibroblast growth factor (FGF) signaling inhibitor to study its effects on LIM-homeodomain gene 9 (Lhx9) expression during limb development in mice.

Biochem/physiol Actions

PD-166285 is also a potent inhibitor of Wee-1, epidermal growth factor receptor, and platelet-derived growth factor receptor β subunit (PDGFR-β). It also exhibits its inhibitory effects against mitogen-activated protein kinase (MAPK) and protein kinase C (PKC). PD-166285 shows antiproliferative and anti-migratory effects due to which it may be used as a therapeutic agent against atherosclerosis, restenosis, and cancer.
PD-166285 hydrate is a broad spectrum protein tyrosine kinase inhibitor; Src and FGFR kinase inhibitor.

Features and Benefits

This compound is featured on the FGFR page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H413

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

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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Current clinical pharmacology, 5(3), 186-191 (2010-04-22)
Inducing DNA damage is a well known strategy for attacking cancer, already being used for many years by the application of a variety of anti cancer drugs. Tumor cells and other rapidly dividing cells are more sensitive to DNA damage
R L Panek et al.
The Journal of pharmacology and experimental therapeutics, 283(3), 1433-1444 (1998-02-12)
PD 166285, a novel protein tyrosine kinase inhibitor of a new structural class, the 6-aryl-pyrido[2,3-d]pyrimidines, was synthesized as the most potent and soluble analog of a series of small molecules originally identified by screening a compound library with assays that
Yisheng Yang et al.
Gene expression patterns : GEP, 19(1-2), 45-51 (2015-07-30)
Lhx9 is a member of the LIM-homeodomain gene family necessary for the correct development of many organs including gonads, limbs, heart and the nervous system. In the context of limb development, Lhx9 has been implicated as an integrator for Fibroblast

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