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T7040

Sigma-Aldrich

Tyrphostin 1

≥98%

Synonyme(s) :

(4-Methoxybenzylidene)malononitrile

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About This Item

Formule linéaire :
CH3OC6H4CH=C(CN)2
Numéro CAS:
2826-26-8
Poids moléculaire :
184.19
Numéro MDL:
MFCD00019787
Code UNSPSC :
12352200
ID de substance PubChem :
24278751
Nomenclature NACRES :
NA.77

Niveau de qualité

200

Pureté

≥98%

Forme

solid

Puissance

>1250 μM IC50 (negative control)

Pf

113-116 °C (lit.)

Solubilité

chloroform: soluble 50 mg/mL, clear, light yellow
DMSO: soluble

Température de stockage

2-8°C

Chaîne SMILES 

COc1ccc(cc1)\C=C(/C#N)C#N

InChI

1S/C11H8N2O/c1-14-11-4-2-9(3-5-11)6-10(7-12)8-13/h2-6H,1H3

Clé InChI

UOHFCPXBKJPCAD-UHFFFAOYSA-N

Informations sur le gène

human ... EGFR(1956)

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Application

Tyrphostin 1 has been used to study its effect on the increase of transgene expression in HeLa and NIH3T3 cells.

Actions biochimiques/physiologiques

Tyrphostin 1 is a small molecule inhibitor of epidermal growth factor (EGF) receptor kinase function. This molecule associates with the substrate subsite of the protein tyrosine kinase (PTK) domain. Tyrphostin 1 is also known to block EGF-dependent receptor autophosphorylation,. Furthermore, studies have reported that tyrphostin 1 can block Ca2+ channels and inhibit growth in vascular smooth muscle cells,.
EGFR tyrosine kinase inhibitor.

Caractéristiques et avantages

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.

Notes préparatoires

Tyrphostin 1 dissolves in chloroform at 50 mg/ml to yield a clear, light yellow solution. It is also soluble in DMSO.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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P R Standley et al.
The American journal of physiology, 276(4 Pt 1), E697-E705 (1999-04-13)
Vascular smooth muscle cells (VSMC) subjected to acute or chronic stretch display enhanced growth rates in vitro and in vivo. Clinical examples of vascular hyperplasia (e.g., systolic hypertension and postinjury restenosis) suggest that local insulin-like growth factor I (IGF-I) expression
K Qing et al.
Nature medicine, 5(1), 71-77 (1999-01-12)
Adeno-associated virus 2 (AAV)-based vectors have gained attention as a potentially useful alternative to the more commonly used retroviral and adenoviral vectors for human gene therapy. Although AAV uses the ubiquitously expressed cell surface heparan sulfate proteoglycan (HSPG) as a
Tamer Nasr et al.
European journal of medicinal chemistry, 84, 491-504 (2014-07-23)
Development of new antimicrobial agents is a good solution to overcome drug-resistance problems. In this context, new functionalized thiophene, acrylamide, arylhydrazone, pyrazole and pyridone derivatives bearing sulfisoxazole moiety were designed, synthesized and evaluated for their in vitro antibacterial and antifungal
S Wijetunge et al.
Biochemical and biophysical research communications, 189(3), 1620-1623 (1992-12-30)
Selective inhibitors of tyrosine kinases, tyrphostin 23 and genistein, produced concentration-dependent inhibition of voltage-operated calcium channel currents in vascular smooth muscle cells isolated from rabbit ear artery. The potency of these two structurally dissimilar inhibitors was similar to that reported
P Yaish et al.
Science (New York, N.Y.), 242(4880), 933-935 (1988-11-11)
A systematic series of low molecular weight protein tyrosine kinase inhibitors were synthesized; they had progressively increasing affinity over a 2500-fold range toward the substrate site of epidermal growth factor (EGF) receptor kinase domain. These compounds inhibited EGF receptor kinase
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