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T4182

Tyrphostin AG 1478

Name: Tyrphostin AG 1478
Brand: SIGMA

≥98%, EGFR tyrosine kinase inhibitor, solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₄ClN₃O₂

CAS Number:

175178-82-2

Molecular Weight:

315.75

UNSPSC Code:

51111800

PubChem Substance ID:

24278735

NACRES:

NA.77

MDL number:

MFCD00270914

Assay:

≥98%

Form:

solid

Quality level:

100

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Properties

Product Name

Tyrphostin AG 1478, ≥98%

Quality Level

100

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

SMILES string

COc1cc2ncnc(Nc3cccc(Cl)c3)c2cc1OC

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)

InChI key

GFNNBHLJANVSQV-UHFFFAOYSA-N

Gene Information

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

Description

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

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

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Storage Class

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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Tyrphostin AG 1478 preferentially inhibits human glioma cells expressing truncated rather than wild-type epidermal growth factor receptors.

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

Tyrphostin AG 1478 preferentially inhibits human glioma cells expressing truncated rather than wild-type epidermal growth factor receptors

Han Y, et al.

Cancer Research, 56, 3859-3861 (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)

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