4452-06-6

Basic information

• Product Name: ZM 449829
• Synonyms: ZM 449829;2-NAPHTHYLVINYL KETONE;1-(2-NAPHTHALENYL)-2-PROPEN-1-ONE;JAK3 INHIBITOR V;2-Propen-1-one, 1-(2-naphthalenyl)-;1-Naphthalen-2-yl-propenone;1-(2-Naphthyl)-2-propen-1-one;2'-Acrylonaphthone
• CAS NO: 4452-06-6
• Molecular Formula: C₁₃H₁₀O
• Molecular Weight: 182.22
• Product Categories: Intracellular Signaling
• Mol File: 4452-06-6.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 319.3°C at 760 mmHg
• Flash Point: 137.5°C
• Appearance: /
• Density: 1.093g/cm³
• Vapor Pressure: 0.000342mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: Desiccate at -20°C
• CAS DataBase Reference: ZM 449829(CAS DataBase Reference)
• NIST Chemistry Reference: ZM 449829(4452-06-6)
• EPA Substance Registry System: ZM 449829(4452-06-6)

Safety Data

• Hazardous Substances Data: 4452-06-6(Hazardous Substances Data)

Usage

Description

ZM 449829 is a potent and selective inhibitor of Janus tyrosine kinase 3 (JAK3), which plays a crucial role in various cellular processes, including immune response and cell proliferation. It competitively binds to the JAK3 ATP site, thereby inhibiting its activity. Additionally, ZM 449829 also inhibits STAT-5 phosphorylation and T-cell proliferation, making it a valuable compound for research and therapeutic applications.

Uses

Used in Pharmaceutical Industry:
ZM 449829 is used as a research compound for studying the role of JAK3 in various cellular processes and diseases. Its ability to inhibit JAK3 activity makes it a potential therapeutic agent for conditions involving abnormal immune response or cell proliferation, such as autoimmune disorders and certain types of cancer.
Used in Immunology Research:
ZM 449829 is used as a research tool in immunology to investigate the role of JAK3 in immune cell signaling and function. By inhibiting JAK3, researchers can gain insights into the underlying mechanisms of immune response and identify potential targets for therapeutic intervention.
Used in Cancer Research:
ZM 449829 is used as a research compound in cancer research to explore its potential as an anticancer agent. Its ability to inhibit JAK3, STAT-5 phosphorylation, and T-cell proliferation suggests that it may have therapeutic applications in the treatment of certain types of cancer, particularly those involving abnormal JAK3 activity.
Used in Drug Development:
ZM 449829 serves as a lead compound in the development of new drugs targeting JAK3 and related pathways. Its potent and selective inhibition of JAK3 makes it a valuable starting point for the design and synthesis of novel therapeutic agents with improved efficacy and selectivity.

InChI:InChI=1/C13H10O/c1-2-13(14)12-8-7-10-5-3-4-6-11(10)9-12/h2-9H,1H2

Upstream product

• 76635-88-6 vinyl-2-naphthylcarbinol 
• 1826-67-1 vinyl magnesium bromide 
• 66-99-9 β-naphthaldehyde 
• 127-19-5 N,N-dimethyl acetamide 
• 93-08-3 methyl 2-naphthyl ketone 
• 50-00-0 formaldehyd 
• 893-33-4 4,4,4-trifluoro-1-(2-naphthyl)-1,3-butanedione 
• 2243-83-6 2-naphthaloyl chloride 
• 113443-62-2 N-methoxy-N-methylnaphthalene-2-carboxamide 
• 1590-22-3 4-(2-naphthyl)-4-oxobutyric acid 
• 22422-70-4 3-chloro-1-(naphthalen-2-yl)propan-1-one 
• 67-68-5 dimethyl sulfoxide 
• 67-56-1 methanol 

Downstream Products

• 1450761-08-6 C₂₇H₂₃NO₂ 
• 1447138-08-0 N-benzyloxycarbonyl-(E)-4-(2-aminophenyl)-1-(naphthalen-2-yl)-2-en-1-one 
• 1218988-68-1 (R)-1-(3-(naphthalen-2-yl)-3-oxopropyl)-2-oxocyclohexanecarbonitrile 

Relevant articles and documents

Silver oxide(I) promoted Conia-ene/radical cyclization for a straightforward access to furan derivatives

A novel access to fused furan cores using silver oxide(I) has been developed. Mechanistic investigations indicate the involvement of a Conia-ene reaction/radical cyclization for an expedient path to complex furan derivatives. The reaction is broad in scop

Enantioselective Copper-Catalyzed Electrophilic Sulfenylation of Cyclic Imino Esters

Herein we report an enantioselective sulfenylation of cyclic imino esters with the efficient and versatile sulfenylation reagent S-alkyl 4-methylbenzenesulfonothioates. By utilizing the Cu/tBu-Phosferrox catalytic system, we can assemble diverse S-alkyl groups into the cyclic imino esters under mild conditions in good yields and with excellent enantioselectivities. Remarkably, this method demonstrates a high tolerance of diverse functional groups and proves to be applicable in the late-stage functionalization of pharmaceuticals.

Nickel-Catalyzed C(sp3)-H Functionalization of Benzyl Nitriles: Direct Michael Addition to Terminal Vinyl Ketones

An efficient nickel(0)-catalyzed addition of benzyl nitriles to terminal vinyl ketones via C(sp3)-H functionalization has been developed. The reaction provides a novel and efficient protocol for the synthesis of α-functionalized benzyl nitriles with a wide range of structural diversity under mild reaction conditions while obviating the use of a strong base. The work might be potentially useful toward the development of an enantioselective variant using chiral nitrogen ligands.