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Merck

T3434

Tyrphostin AG 490

solid

Synonyme(s) :

2-Cyano-3-(3,4-dihydroxyphenyl)-N-(benzyl)-2-propenamide, 2-Cyano-3-(3,4-dihydroxyphenyl)-N-(phenylmethyl)-2-propenamide

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A propos de cet article

Formule empirique (notation de Hill) :
C17H14N2O3
Numéro CAS:
133550-30-8
Poids moléculaire :
294.30
NACRES:
NA.77
PubChem Substance ID:
24278732
UNSPSC Code:
12352200
MDL number:
MFCD00236452

Principaux documents

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Nom du produit

Tyrphostin AG 490, solid

InChI

1S/C17H14N2O3/c18-10-14(8-13-6-7-15(20)16(21)9-13)17(22)19-11-12-4-2-1-3-5-12/h1-9,20-21H,11H2,(H,19,22)/b14-8+

SMILES string

Oc1ccc(cc1O)\C=C(/C#N)C(=O)NCc2ccccc2

InChI key

TUCIOBMMDDOEMM-RIYZIHGNSA-N

biological source

synthetic (organic)

assay

≥98% (HPLC)

form

solid

color

yellow

solubility

DMSO: soluble 10 mg/ml, clear, yellow
ethanol: 5 mg/mL
H2O: insoluble

storage temp.

−20°C

Quality Level

200

Gene Information

human ... EGFR(1956), ERBB2(2064), IL2(3558), JAK2(3717)

Catégories apparentées

Preparation Note

Tyrphostin AG 490 is soluble in ethanol at 5 mg/ml and is insoluble in water. It is also soluble in DMSO at 10 mg/ml and yields a clear, yellow solution.

Application

Tyrphostin AG has been used to block IL-6 cytokine signaling to study its effects on glial cell reactivity5. AG 490 has also been used as a JAK2 inhibitor in human umbilical vein endothelial cells6.

Biochem/physiol Actions

Jak-2 protein tyrosine kinase (PTK) inhibitor. Inhibits interleukin 2 (IL-2) driven mitogenesis and triggers apoptosis of tumor cells in Sezary syndrome, a leukemic variant of cutaneous T cell lymphoma.

Disclaimer

Photosensitive

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 JAKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

wgk

WGK 3

Classe de stockage

11 - Combustible Solids

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Certificats d'analyse (COA)

Lot/Batch Number
SLCP3805
SLCP6656
SLCB7237
SLBX7052
SLBV2800

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J Abe et al.
The Journal of biological chemistry, 274(30), 21003-21010 (1999-07-20)
Reactive oxygen species (ROS) activate Ras and the extracellular signal-regulated kinase (ERK) cascade. Because JAK2 is a critical mediator for Ras/Raf/ERK activation by several hormones, we examined the role of JAK2 in ROS signal events. H(2)O(2) stimulated JAK2 activity in
Mengqi Jiang et al.
Oxidative medicine and cellular longevity, 2021, 7385160-7385160 (2021-08-31)
Obesity is considered as a risk factor of osteoarthritis (OA), but the precise relationship is still poorly understood. Leptin, one of the most relevant factors secreted by adipose tissues, plays an important role in the pathogenesis of OA. Our aim
Pei-Ju Sung et al.
Cancer research, 79(14), 3651-3661 (2019-05-16)
Netrin-1 is upregulated in a large fraction of human neoplasms. In multiple animal models, interference with netrin-1 is associated with inhibition of tumor growth and metastasis. Although netrin-1 upregulation was initially described in cancer cells, we report here that in
K W Eriksen et al.
Leukemia, 15(5), 787-793 (2001-05-23)
Interleukin-2 (IL-2) is a growth factor which upon binding to high-affinity receptors (IL-2Ralphabetagamma) triggers mitogenesis in T cells. IL-2Ralpha expression is restricted to T cells which have recently encountered antigen, and in healthy individuals the majority (>95%) of peripheral T
Wai Hoe Lau et al.
Oncotarget, 8(20), 32884-32904 (2017-04-22)
Activation of TLR3 stimulates cancer cell apoptosis and triggers secretion of inflammatory cytokines. PolyI:C, a TLR3 agonist, activates immune cells and regresses metastatic lung cancer in vivo. Although polyI:C reportedly kills lung carcinomas, the mechanism remains elusive. Here, we demonstrated
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