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AG 490

Product Name
AG 490
CAS No.
133550-30-8
Chemical Name
AG 490
Synonyms
AG 49;CS-316;AG 490;Zinc02557947;AG490,AG-490;zinc0255794);AG 490, >=98%;TYRPHOSTIN B42;TYRPHOSTIN AG 490;TYROPHOSTIN AG490
CBNumber
CB4779212
Molecular Formula
C17H14N2O3
Formula Weight
294.3
MOL File
133550-30-8.mol
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AG 490 Property

Melting point:
215°C(lit.)
Boiling point:
615.2±55.0 °C(Predicted)
Density 
1.337
storage temp. 
-20°C
solubility 
ethanol: 5 mg/mL
form 
solid
pka
8.75±0.10(Predicted)
color 
yellow
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO, DMF, or ethanol may be stored at -20°C for up to 1 month.
InChIKey
TUCIOBMMDDOEMM-ZSOIEALJSA-N
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Safety

Hazard Codes 
Xi,N,T
Risk Statements 
36/37/38-50-25
Safety Statements 
26-36-61-45
RIDADR 
UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all
WGK Germany 
1
RTECS 
UC6316197
HazardClass 
6.1
PackingGroup 
III
HS Code 
29269090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T3434
Product name
Tyrphostin AG 490
Purity
solid
Packaging
5mg
Price
$96.1
Updated
2024/03/01
Sigma-Aldrich
Product number
658401
Product name
AG 490
Packaging
5mg
Price
$71.1
Updated
2024/03/01
TCI Chemical
Product number
T2962
Product name
Tyrphostin AG 490
Purity
>98.0%(HPLC)(T)
Packaging
20mg
Price
$38
Updated
2024/03/01
TCI Chemical
Product number
T2962
Product name
Tyrphostin AG 490
Purity
>98.0%(HPLC)(T)
Packaging
100mg
Price
$114
Updated
2024/03/01
Cayman Chemical
Product number
10010311
Product name
AG 490
Purity
≥98%
Packaging
5mg
Price
$32
Updated
2024/03/01
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AG 490 Chemical Properties,Usage,Production

Description

AG-490 (133550-30-8) is a potent inhibitor of the JAK2 tyrosine kinase. In acute lymphoblastic leukemia (ALL) cells, which abundantly express JAK-2, AG-490 dose-dependently blocked cell growth, induced apoptosis and inhibited DNA synthesis. Blocks the growth of all pre-B ALL cells with no effect on normal B or T cells. Does not significantly inhibit other kinases such as Lck, Lyn, Btk, Syk and Src. Reduces liver injury in LPS-induced shock.3 AG-490 is a useful tool for exploring the role of JAK2/STAT3 pathway in physiologic processes.4

Uses

AG 490 is a potent epidermal growth factor receptor kinase autophosphorylation inhibitor with an IC50 of 100 nM and 56.8 μM for EGFR and JAK, respectively.

Uses

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.

Definition

ChEBI: 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 an EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor, an antioxidant, a STAT3 inhibitor, an anti-inflammatory agent, an apoptosis inducer and a geroprotector. It is an enamide, a monocarboxylic acid amide, a nitrile, a member of catechols and a secondary carboxamide.

Biological Activity

Selective inhibitor of EGF receptor tyrosine kinase (IC 50 values are 2 and 13.5 μ M for EGFR and ErbB2 respectively). Inhibitor of JAK2, JAK3/STAT, JAK3/AP-1 and JAK3/MAPK pathways and potently inhibits cytokine-independent cell growth in vitro and tumor cell invasion in vivo .

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.

storage

Room temperature

References

References/Citations 1) Wang et al. (1999), JAK3, STAT, and MAPK signaling pathways as novel molecular targets for the tyrphostin AG-490 regulation of IL-2-mediated T cell response; J. Immunol. 162 3897 2) Meydan et al. (1996), Inhibition of acute lymphoblastic leukaemia by Jak-2 inhibitor; Nature, 379 645 3) Gyurkovska and Ivanovaska (2015), Tyrosine kinase inhibitor tyrphostin AG490 reduces liver injury in LPS-induced shock; Eur. J. Pharmacol., 751 118 4) Wu et al. (2015), ROS generated during early reperfusion contribute to intermittent hypobaric hypoxia-afforded cardioprotection against postischemia-induced Ca(+2) overload and contractile dysfunction via the JAK2/STAT3 pathway; J. Mol. Cell. Cardiol., 81 150

AG 490 Preparation Products And Raw materials

Raw materials

Preparation Products

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AG 490 Suppliers

Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58
Carbosynth
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
Advantage
58
Tocris Bioscience
Tel
--
Fax
--
Email
customerservice@tocris.co.uk
Country
United Kingdom
ProdList
5726
Advantage
77
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View Lastest Price from AG 490 manufacturers

Hebei Mojin Biotechnology Co., Ltd
Product
Tyrphostin AG 490 133550-30-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-10-07
Career Henan Chemical Co
Product
AG 490 133550-30-8
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-24

133550-30-8, AG 490Related Search:


  • AG 490;TYRPHOSTIN AG 490;AG490;ZINC02557947;AG-490 (TYRPHOSTIN B42)
  • CS-316
  • AG 490 - CAS 133550-30-8 - Calbiochem
  • 2-CYANO-3-[3,4-DIHYDROXYPHENYL]-N-[PHENYLMETHYL]-2-PROPENAMIDE
  • N-BENZYL-3,4-DIHYDROXY-ALPHA-CYANOCINNAMIDE
  • N-BENZYL-3,4-DIHYDROXY-BENZYLIDENECYANOACETAMIDE
  • TYROPHOSTIN AG490
  • TYRPHOSTIN AG 490
  • TYRPHOSTIN B42
  • 2-cyano-3-(3,4-dihydroxyphenyl)-n-(benzyl)-2-propenamide
  • bis-tyrphostin B42
  • AG 490 (Tyrphostin AG 490)
  • N-Benzyl-2-cyano-3-(3,4-dihydroxy-phenyl)-acrylamide
  • (E)-N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)acrylamide
  • (2E)-2-Cyano-3-(3,4-dihydroxyphenyl)-N-(phenylmethyl)-2-propenamide
  • AG 490(Tyrphostin AG 490,Tyrphostin B42)
  • 2-PropenaMide, 2-cyano-3-(3,4-dihydroxyphenyl)-N-(phenylMethyl)-, (2E)-
  • (E)-2-CYANO-3-(3,4-DIHYDROPHENYL)-N-(PHENYLMETHYL)-2-PROPENAMIDE
  • A-CYANO-(3,4-DIHYDROXY)-N-BENZYLCINNAMAMIDE
  • A-CYANO-(3,4-DIHYDROXY)-N-BENZYLCINNAMIDE
  • AG 490
  • ALPHA-CYANO-(3,4-DIHYDROXY)-N-BENZYLCINNAMIDE
  • Zinc02557947
  • AG-490 (Tyrphostin B42)
  • (2E)-2-Cyano-3-(3,4-dihydroxyphenyl)-N-(phenylmethyl)-2-propenamide AG-490(Tyrphostin B42)
  • Tyrphostin AG 490 AG 490
  • AG 490, >=98%
  • (E)-N-benzyl-2-cyano-3-(3,4-dihydroxyphenyl)prop-2-enamide
  • AG490,AG-490
  • AG-490, 99%, an inhibitor of EGFR
  • 0 Tyrphostin AG 490
  • AG490(Tyrphostin )
  • zinc0255794)
  • TIANFU-CHEM AG 490
  • Tyrphostin B42 (AG-490)
  • Tyrphostin AG490 AG-490 JAK-2 specific inhibitor
  • Epidermal growth factor receptor,Inhibitor,Tyrphostin AG490,Tyrphostin B-42,ErbB-1,STAT,Janus kinase,AG490,Autophagy,Tyrphostin B 42,EGFR,HER1,inhibit,Tyrphostin AG-490,JAK
  • AG 49
  • 133550-30-8
  • Cell Signaling and Neuroscience
  • Cell Biology
  • BioChemical
  • Non-Receptor Tyrosine Kinase Inhibitors
  • Kinase/Phosphatase Biology
  • Janus Kinase (JAK)
  • Intracellular Signaling
  • Inhibitors
  • Inhibitor
  • Protein Kinase