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Merck

420121

JAK3 Inhibitor IV

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:
Molecular Weight:
331.45 (free base basis)
UNSPSC Code:
12352200

Product Name

JAK3 Inhibitor IV, 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.

InChI key

NJTUORMLOPXPBY-UHFFFAOYSA-N

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

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

Quality Level

Biochem/physiol Actions

Primary Target
JAK-3
Product competes with ATP.
Reversible: no
pIC50 = 7.1 against JAK3
Cell permeable: no

Disclaimer

Toxicity: Standard Handling (A)

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).

Legal Information

Sold under license of PCT Application W098/22,103.
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Other Notes

Brown, G.R., et al. 2000. Bioorg. Med. Chem. Lett.10, 575.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Related Content

The Janus kinase (JAK)/signal transducers and activators of transcription (STAT) signaling pathway plays an important role in cell proliferation, cell differentiation, cell migration, and cell death. It is the principal signaling mechanism for a variety of cytokines and growth factors. Constitutive activation or dysregulation of JAK/STAT signaling can result in inflammatory disease, erythrocytosis, gigantism, and leukemia.

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