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Merck

T4182

Tyrphostin AG 1478

≥98%, EGFR tyrosine kinase inhibitor, solid

Synonyme(s) :

N-(3-Chlorophenyl)-6,7-dimethoxy-4-quinazolinamine

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A propos de cet article

Formule empirique (notation de Hill) :
C16H14ClN3O2
Numéro CAS:
175178-82-2
Poids moléculaire :
315.75
UNSPSC Code:
51111800
PubChem Substance ID:
24278735
NACRES:
NA.77
MDL number:
MFCD00270914

Principaux documents

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Nom du produit

Tyrphostin AG 1478, ≥98%

SMILES string

COc1cc2ncnc(Nc3cccc(Cl)c3)c2cc1OC

InChI key

GFNNBHLJANVSQV-UHFFFAOYSA-N

InChI

1S/C16H14ClN3O2/c1-21-14-7-12-13(8-15(14)22-2)18-9-19-16(12)20-11-5-3-4-10(17)6-11/h3-9H,1-2H3,(H,18,19,20)

assay

≥98%

form

solid

solubility

0.1 M HCl: soluble <0.4 mg/mL, DMSO:methanol (1:1): soluble 10 mg/mL, clear, colorless, ethanol: soluble 10 mg/mL, methylene chloride: soluble 10 mg/mL, 0.1 M NaOH: insoluble, 2-hydroxypropyl-β-cyclodextrin: insoluble, H2O: insoluble

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... EGFR(1956)
mouse ... Egfr(13649)

Catégories apparentées

Application

Tyrphostin AG 1478 has been used as epidermal growth factor receptor (EGFR) tyrosine kinase inhibitor to study its effect on desmoid cell mobility in boyden chamber motility assays. It has also been used to inhibit phosphorylation of c-Met by exogenous transforming growth factor α in epidermoid carcinoma cell line A431.

Biochem/physiol Actions

Selective inhibitor of epidermal growth factor receptor protein
Tyrphostin AG 1478 is an epidermal growth factor receptor (EGFR) tyrosine kinase inhibitor. It contributes to the development of hypomagnesemia and cardiac dysfunction in rats. Tyrphostin AG 1478 acts as a potential therapeutic agent for breast cancer.

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

Preparation Note

Tyrphostin AG 1478 dissolves in DMSO:MeOH (1:1) at 10 mg/ml to yield a clear, colorless solution. It is also soluble in methylene chloride (10 mg/ml), ethanol (10 mg/ml) and 0.1 N HCl (less than 0.4 mg/ml). However, it is insoluble in water, 2-hydroxypropyl-β-cyclodextrin, and 0.1 N NaOH.

Other Notes

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Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
MKCT0827
MKCS5715
MKCN2395
MKCK4407
MKCH6415

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Consulter la Bibliothèque de documents

Y Han et al.
Cancer research, 56(17), 3859-3861 (1996-09-01)
The effects of a new epidermal growth factor receptor (EGFR) tyrosine kinase inhibitor, tyrphostin AG 1478, were tested on three related human glioma cell lines: U87MG, which expressed endogenous wild-type (wt) EGFR, and two retrovirally infected U87MG cell populations which
Desmoid cell motility is induced in vitro by rhEGF
Joyner DE, et al.
Journal of Orthopaedic Research : Official Publication of the Orthopaedic Research Society, 27(9), 1258-1262 (2009)
The EGFR tyrosine kinase inhibitor tyrphostin AG-1478 causes hypomagnesemia and cardiac dysfunction
Weglicki WB, et al.
Canadian Journal of Physiology and Pharmacology, 56, 8-8 (2019)
Tyrphostin AG1478 suppresses proliferation and invasion of human breast cancer cells.
Zhang YG, et al.
International Journal of Oncology, 33(3), 595-602 (2008)
N Osherov et al.
European journal of biochemistry, 225(3), 1047-1053 (1994-11-01)
The precise role of src-type kinases as signal transducers has been under intensive investigation but only in a few instances has their role been revealed in any detail. Thus, src, fyn and yes are activated upon stimulation by platelet-derived growth
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