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T5443

Sigma-Aldrich

Tyrphostin AG 825

≥92.5%

Synonym(s):

5-[(Benzothiazol-2-yl)thiomethyl]-4-hydroxy-3-methoxybenzylidenecyanoacetamide, Tyrphostin C15

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About This Item

Empirical Formula (Hill Notation):
C19H15N3O3S2
CAS Number:
149092-50-2
Molecular Weight:
397.47
MDL number:
MFCD01074971
UNSPSC Code:
12352200
PubChem Substance ID:
329826823
NACRES:
NA.77

Quality Level

200

Assay

≥92.5%

form

powder

solubility

DMSO: soluble
methanol: soluble

storage temp.

−20°C

SMILES string

COc1cc(cc(CSc2nc3ccccc3s2)c1O)\C=C(/C#N)C(N)=O

InChI

1S/C19H15N3O3S2/c1-25-15-8-11(6-12(9-20)18(21)24)7-13(17(15)23)10-26-19-22-14-4-2-3-5-16(14)27-19/h2-8,23H,10H2,1H3,(H2,21,24)/b12-6+

InChI key

KXDONFLNGBQLTN-WUXMJOGZSA-N

Application

Tyrphostin AG 825 has been used to study its effects on iodide uptake in EMT6 cells1.

Biochem/physiol Actions

Tyrphostin AG 825 has been used in combination with hypericin-mediated photodynamic therapy (HY-PDT) for evaluating its therapeutic effects in HER2 overexpressing human breast cancer cells. This study reported that AG 825 combination increased the induction of cell death, HER2 degradation and inhibited colony formation in cancer cells2.
EGF receptor tyrosine kinase inhibitor, inactive against IGF-1 Receptor.

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.

Preparation Note

Tyrphostin AG 825 is soluble in DMSO and methanol.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Florian C Gaertner et al.
International journal of cancer, 125(12), 2783-2791 (2009-07-02)
The sodium iodide symporter (NIS) mediates iodide uptake into the thyroid. Because of this mechanism, differentiated thyroid cancer is susceptible for radioiodine therapy. Functional NIS expression in extrathyroidal tumors has been reported mainly in breast cancer. We screened colorectal tumors
Ján Koval et al.
Photochemistry and photobiology, 86(1), 200-205 (2009-11-17)
Current treatment of breast cancer is often affected by resistance to therapeutics, for which the human epidermal growth factor receptor 2 (HER2) may be responsible. Here, we report for the first time the use of hypericin-mediated photodynamic therapy (HY-PDT) in

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