ZM 449829

Base Information

• Chemical Name: ZM 449829
• CAS No.: 4452-06-6
• Molecular Formula: C13H10O
• Molecular Weight: 182.222
• Hs Code.: 2914399090
• Mol file: 4452-06-6.mol

Synonyms:1-b-Naphthylpiperazine;3-naphthyl piperazine;vinyl phenyl ketone;

Chemical Property of ZM 449829

Chemical Property:

• Vapor Pressure: 0.000342mmHg at 25°C
• Boiling Point: 319.3oC at 760 mmHg
• Flash Point: 137.5oC
• PSA: 17.07000
• Density: 1.093g/cm3
• LogP: 3.20850
• Storage Temp.: Desiccate at -20°C

Purity/Quality:

98%Min ^*data from raw suppliers

ZM449829 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: ZM 449829, is a potent, selective inhibitor of JAK3 (Janus tyrosine kinase 3) which binds competitively to the JAK3 ATP site. Also inhibits STAT-5 phosphorylation and T-cell proliferation.

Technology Process of ZM 449829

There total 13 articles about ZM 449829 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + methyl 2-naphthyl ketone (93-08-3) → 1-(naphthalen-2-yl)prop-2-en-1-one (4452-06-6)

Guidance literature:

With trifluoroacetic acid; diisopropylamine 2,2,2-trifluoroacetic acid salt; In tetrahydrofuran; for 2h; Reflux;

DOI:10.1016/j.tetlet.2014.10.019

Reference yield: 92.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + methyl 2-naphthyl ketone (93-08-3) → 1-(naphthalen-2-yl)prop-2-en-1-one (4452-06-6)

Guidance literature:

With dipotassium peroxodisulfate; iron(III) chloride hexahydrate; at 110 ℃; for 4h; Sealed tube;

DOI:10.1002/ejoc.201500189

Reference yield: 90.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + methyl 2-naphthyl ketone (93-08-3) → 1-(naphthalen-2-yl)prop-2-en-1-one (4452-06-6)

Guidance literature:

With dipotassium peroxodisulfate; sodium acetate; at 120 ℃; for 9h; Schlenk technique;

DOI:10.1021/acs.joc.7b00619

upstream raw materials:

3-chloro-1-(naphthalen-2-yl)propan-1-one

4-(2-naphthyl)-4-oxobutyric acid

vinyl magnesium bromide

N-methoxy-N-methylnaphthalene-2-carboxamide

Downstream raw materials:

3-(benzyl(isopropyl)amino)-1-(naphthalen-2-yl)propan-1-one

(R)-1-(3-(naphthalen-2-yl)-3-oxopropyl)-2-oxocyclohexanecarbonitrile

C₂₇H₂₃NO₂

Refernces

• 1、 Zhang, Ninghui,Zhang, Chunli,Hu, Xiaoping,Xie, Xin,Liu, Yuanhong. "Nickel-Catalyzed C(sp3)-H Functionalization of Benzyl Nitriles: Direct Michael Addition to Terminal Vinyl Ketones". supporting information. p. 6004 - 6009. Retrieved 2021/07/31.
• 2、 Beltran-Hortelano, Iván,Atherton, Richard L.,Rubio-Hernández, Mercedes,Sanz-Serrano, Julen,Alcolea, Verónica,Kelly, John M.,Pérez-Silanes, Silvia,Olmo, Francisco. "Design and synthesis of Mannich base-type derivatives containing imidazole and benzimidazole as lead compounds for drug discovery in Chagas Disease". . . Retrieved 2021/07/14.