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AG490

CAT: 0804-HY-12000-05Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-12000-05Size:100 mg
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Description
AG490 (Tyrphostin AG490) is a tyrosine kinase inhibitor that inhibits EGFR, Stat-3 and JAK2/3.
CAS Number
133550-30-8
Product Name Alternative
Tyrphostin AG490; Tyrphostin B42
UNSPSC
12352005
Hazard Statement
H301, H400
Target
Autophagy; EGFR; JAK; STAT
Type
Reference compound
Related Pathways
Autophagy; Epigenetics; JAK/STAT Signaling; Protein Tyrosine Kinase/RTK; Stem Cell/Wnt
Applications
Cancer-Kinase/protease
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/AG-490.html
Purity
99.86
Solubility
DMSO : ≥ 50 mg/mL
Smiles
O=C(NCC1=CC=CC=C1)/C(C#N)=C/C2=CC=C(O)C(O)=C2
Molecular Formula
C17H14N2O3
Molecular Weight
294.30
Precautions
H301, H400
References & Citations
[1]Dowlati A, et al. Combined inhibition of epidermal growth factor receptor and JAK/STAT pathways results in greater growth inhibition in vitro than single agent therapy. Mol Cancer Ther. 2004 Apr;3 (4) :459-63|[2]Wang LH, et al. JAK3, STAT, and MAPK signaling pathways as novel molecular targets for the tyrphostin AG-490 regulation ofIL-2-mediated T cell response. J Immunol. 1999 Apr 1;162 (7) :3897-904.|[3]Davoodi-Semiromi A, et al. The tyrphostin agent AG490 prevents and reverses type 1 diabetes in NOD mice. PLoS One. 2012;7 (5) :e36079.|[4]Cheppudira BP, et al. Anti-hyperalgesic effects of AG490, a Janus kinase inhibitor, in a rat model of inflammatory pain. Biomed Rep. 2015 Sep;3 (5) :703-706.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
EGFR/ErbB1/HER1; STAT3

Chemical Information

AG-490

Tyrphostin B42 is a monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2E)-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enoic acid with the amino group of benzylamine. It has a role as a geroprotector, an antioxidant, an anti-inflammatory agent, an apoptosis inducer, an EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor and a STAT3 inhibitor. It is a secondary carboxamide, a nitrile, a monocarboxylic acid amide, a member of catechols and an enamide.

CAS Number133550-30-8
PubChem CID5328779
IUPAC Name(E)-N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide
Molecular FormulaC17H14N2O3
Molecular Weight294.30
XLogP2.4
Topological Polar Surface Area93.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count22
Formal Charge0
Complexity460
SMILES
C1=CC=C(C=C1)CNC(=O)/C(=C/C2=CC(=C(C=C2)O)O)/C#N
InChI
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+
InChIKey
TUCIOBMMDDOEMM-RIYZIHGNSA-N
Chemical Structure
2D Structure
2D structure of AG-490
CAS: 133550-30-8
CID: 5328779
Formula: C17H14N2O3
MW: 294.30
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight294.30
XLogP32.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass294.10044231
Monoisotopic Mass294.10044231
Topological Polar Surface Area93.4 Ų
Heavy Atom Count22
Formal Charge0
Complexity460
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
T2600-01AG490
T60624(E/Z) -AG490
MBS5803348(E/Z)-AG490

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