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Key Documents

COA/COQ

420121

JAK3 Inhibitor IV

Name: JAK3 Inhibitor IV
Brand: MM

The JAK3 Inhibitor IV, also referenced under CAS 58753-54-1, controls the biological activity of JAK3. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

Synonym(s):

JAK3 Inhibitor IV, 2-Naphthyl-(N-isopropyl,N-benzyl)-β-aminoethylketone, HCI, ZM 39923

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About This Item

Empirical Formula (Hill Notation):

C₂₃H₂₅NO · xHCl

CAS Number:

58753-54-1

Molecular Weight:

331.45 (free base basis)

UNSPSC Code:

12352200

Quality Level

100

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 (t_1/2 = 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) (t_½ = 36 min. at 25°C, pH 7.43).

Biochem/physiol Actions

Cell permeable: no

Primary Target
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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)