Diproqualone

Base Information

• Chemical Name: Diproqualone
• CAS No.: 36518-02-2
• Molecular Formula: C₁₂H₁₄N₂O₃
• Molecular Weight: 234.255
• European Community (EC) Number: 253-081-1
• UNII: QY7HLH8V4L,52GGM7X5IG,L2Y2CV3EW7
• DSSTox Substance ID: DTXSID30865821
• Nikkaji Number: J19.818H
• Wikipedia: Diproqualone
• Wikidata: Q5280078
• NCI Thesaurus Code: C65433
• Metabolomics Workbench ID: 155808
• ChEMBL ID: CHEMBL2106200
• Mol file: 36518-02-2.mol

Synonyms:Diproqualone;36518-02-2;Diprocualona;Diproqualonum;3-(2,3-dihydroxypropyl)-2-methylquinazolin-4-one;Diproqualone, (+)-;Diproqualone [INN:DCF];UNII-QY7HLH8V4L;QY7HLH8V4L;Diproqualonum [INN-Latin];Diprocualona [INN-Spanish];L2Y2CV3EW7;3-(2,3-dihydroxypropyl)-2-methylquinazolin-4(3h)-one;EINECS 253-081-1;3-(2,3-Dihydroxypropyl)-2-methyl-3,4-dihydroquinazolin-4-one;3-(2,3-Dihydroxypropyl)-2-methyl-4(3H)-quinazolinone;4(3H)-Quinazolinone, 3-(2,3-dihydroxypropyl)-2-methyl-;4(3H)-Quinazolinone, 3-(2,3-dihydroxypropyl)-2-methyl-, (+)-;46800-89-9;Diproqualone [DCF:INN];Diproqualon;DIPROQUALONE [INN];UNII-L2Y2CV3EW7;52GGM7X5IG;DIPROQUALONE [MART.];DIPROQUALONE [WHO-DD];DIPROQUALONE, (-)-;SCHEMBL1266290;CHEMBL2106200;DTXSID30865821;A901521;Q5280078;4(3H)-QUINAZOLINONE, 3-(2,3-DIHYDROXYPROPYL)-2-METHYL-, (-)-

Chemical Property of Diproqualone

Chemical Property:

• Vapor Pressure: 5.79E-10mmHg at 25°C
• Melting Point: 142-145 °C(Solv: ethanol (64-17-5))
• Boiling Point: 478.5°Cat760mmHg
• PKA: 13.65±0.20(Predicted)
• Flash Point: 243.2°C
• PSA: 75.35000
• Density: 1.33g/cm³
• LogP: 0.05810
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 234.10044231
• Heavy Atom Count: 17
• Complexity: 330

Purity/Quality:

99% ^*data from raw suppliers

Diproqualone ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C(=O)N1CC(CO)O
• Uses: Diproqualone is a derivative of quinazolinone (491-36-1) which shows properties of sedation, anxiolytic, antihistamine and analgesic activity.

Technology Process of Diproqualone

There total 8 articles about Diproqualone 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: 95.0%

2-methyl-4-quinazolone (1769-24-0) + oxiranyl-methanol (556-52-5) → 3-(2,3-dihydroxypropyl)-2-methylquinazolin-4(3H)-one (36518-02-2,46800-89-9)

Guidance literature:

With zinc perchlorate; In neat (no solvent); at 20 ℃; for 0.5h;

DOI:10.1039/c9cc07173c

Reference yield: 30.0%

→ 3-(2,3-dihydroxypropyl)-2-methylquinazolin-4(3H)-one (36518-02-2,46800-89-9)

Guidance literature:

Reference yield:

benzoic acid (65-85-0,8013-63-6) → 3-(2,3-dihydroxypropyl)-2-methylquinazolin-4(3H)-one (36518-02-2,46800-89-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 20 °C

2: carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; silver(I) triflimide; zinc diacetate / 1,2-dichloro-ethane / 120 °C

3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 20 °C

4: zinc perchlorate / neat (no solvent) / 0.5 h / 20 °C

With zinc perchlorate; carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; palladium 10% on activated carbon; zinc diacetate; hydrogen; 1,1'-carbonyldiimidazole; silver(I) triflimide; In tetrahydrofuran; methanol; 1,2-dichloro-ethane;

DOI:10.1039/c9cc07173c

upstream raw materials:

2-methyl-4-oxo-3,1-benzoxazine

2-chloro-propane-1,3-diol

3-monochloro-1,2-propanediol

2-methyl-4-quinazolone

Refernces

• 1、 Kumar, Dinesh,Jadhavar, Pradeep S.,Nautiyal, Manesh,Sharma, Himanshu,Meena, Prahlad K.,Adane, Legesse,Pancholia, Sahaj,Chakraborti, Asit K.. "Convenient synthesis of 2,3-disubstituted quinazolin-4(3H)-ones and 2-styryl-3-substituted quinazolin-4(3H)-ones: Applications towards the synthesis of drugs". . p. 30819 - 30825. Retrieved 2015/04/22.