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About This Item
Empirical Formula (Hill Notation):
C23H25NO · xHCl
CAS Number:
Molecular Weight:
331.45 (free base basis)
UNSPSC Code:
12352200
Assay:
≥99% (HPLC)
Form:
crystalline solid
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light
Quality Segment
assay
≥99% (HPLC)
form
crystalline solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, desiccated (hygroscopic), protect from light
color
white
solubility
DMSO: 36 mg/mL
shipped in
wet ice
storage temp.
−20°C
InChI
1S/C23H25NO.ClH/c1-18(2)24(17-19-8-4-3-5-9-19)15-14-23(25)22-13-12-20-10-6-7-11-21(20)16-22;/h3-13,16,18H,14-15,17H2,1-2H3;1H
InChI key
NJTUORMLOPXPBY-UHFFFAOYSA-N
General description
A (β-aminoethyl)ketone that acts as a potent and selective ATP-competitive inhibitor of Janus tyrosine kinase-3 (JAK3; pIC50 = 7.1). A weak inhibitor of other tyrosine kinases (pIC50 = 5.6 for EGF-R; 4.4 for JAK1). It undergoes a retro-Michael breakdown (t1/2 = 36 min at 25°C, pH 7.43) to another active 2-naphthylvinyl ketone analog (JAK Inhibitor V; Cat. No. 420122) [pIC50 = 6.8 for JAK3; 5.0 for EGF-R; 4.7 for JAK1].
A potent, selective, and ATP-competitive inhibitor of Janus tyrosine kinase-3 (JAK3) (pIC50 = 7.1). Weakly inhibits JAK1 (pIC50 = 4.4) and EGF-R (pIC50 = 5.6). Undergoes a retro-Michael breakdown to another active analog, 2-naphthylvinyl ketone (JAK3 Inhibitor V, Cat. No. 420122) (t½ = 36 min. at 25°C, pH 7.43).
Biochem/physiol Actions
Cell permeable: no
Primary Target
JAK-3
JAK-3
Product competes with ATP.
Reversible: no
pIC50 = 7.1 against JAK3
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
Other Notes
Brown, G.R., et al. 2000. Bioorg. Med. Chem. Lett.10, 575.
Legal Information
Sold under license of PCT Application W098/22,103.
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
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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