1-(5-Chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea

Base Information

• Chemical Name: 1-(5-Chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea
• CAS No.: 501925-31-1
• Molecular Formula: C13H14ClN3O4
• Molecular Weight: 311.72
• Hs Code.: 2934999090
• NSC Number: 216666
• UNII: 9EZT3PTH2J
• DSSTox Substance ID: DTXSID10964528
• Nikkaji Number: J2.433.881I
• Wikipedia: PNU-120,596
• Wikidata: Q14664567
• Pharos Ligand ID: ARWXGNWAY5TR
• ChEMBL ID: CHEMBL257591
• Mol file: 501925-31-1.mol

Synonyms:1-(5-chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea;PNU 120596;PNU-120596;PNU120596

Chemical Property of 1-(5-Chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea

Chemical Property:

• Vapor Pressure: 3.94E-06mmHg at 25°C
• Refractive Index: 1.625
• Boiling Point: 385 °C at 760 mmHg
• Flash Point: 186.6 °C
• PSA: 85.62000
• Density: 1.403 g/cm³
• LogP: 3.44360
• Storage Temp.: Desiccate at +4°C
• Solubility.: DMSO: >10mg/mL
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 311.0672836
• Heavy Atom Count: 21
• Complexity: 360

Purity/Quality:

98%,99%, ^*data from raw suppliers

PNU 120596 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NO1)NC(=O)NC2=CC(=C(C=C2OC)OC)Cl
• Uses: PNU 120596 is a type II positive allosteric modulator.

Technology Process of 1-(5-Chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea

There total 3 articles about 1-(5-Chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea 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: 78.0%

5-methyl-isoxazole-3-carbonyl azide (61672-67-1) + 5-chloro-2,4-dimethoxyaniline (97-50-7) → 1-(5-chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea (501925-31-1)

Guidance literature:

In acetonitrile; for 16h; Heating / reflux;

Reference yield: 75.0%

→ 1-(5-chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea (501925-31-1)

Guidance literature:

Reference yield: 70.0%

5-methylisoxazole 3-carboxylic acid (3405-77-4) + 5-chloro-2,4-dimethoxyaniline (97-50-7) → 1-(5-chloro-2,4-dimethoxyphenyl)-3-(5-methylisoxazol-3-yl)urea (501925-31-1)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In toluene; at 100 ℃; for 0.0166667h; Microwave irradiation;

DOI:10.1021/acs.joc.6b02521

upstream raw materials:

5-methyl-isoxazole-3-carbonyl azide

5-chloro-2,4-dimethoxyaniline

5-methylisoxazole 3-carboxylic acid

Refernces

• 1、 -. "Positive allosteric modulators of the nicotinic acetylcholine receptor". Page 26. . Retrieved 2010/02/05.