36518-02-2

Basic information

• Product Name: diproqualone
• Synonyms: diproqualone;3-(2,3-Dihydroxypropyl)-2-methylquinazolin-4(3H)-one
• CAS NO: 36518-02-2
• Molecular Formula: C₁₂H₁₄N₂O₃
• Molecular Weight: 234.25
• EINECS: 253-081-1
• Mol File: 36518-02-2.mol

Chemical Properties

• Melting Point: 142-145 °C(Solv: ethanol (64-17-5))
• Boiling Point: 478.5°Cat760mmHg
• Flash Point: 243.2°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 5.79E-10mmHg at 25°C
• Refractive Index: 1.627
• PKA: 13.65±0.20(Predicted)
• CAS DataBase Reference: diproqualone(CAS DataBase Reference)
• NIST Chemistry Reference: diproqualone(36518-02-2)
• EPA Substance Registry System: diproqualone(36518-02-2)

Safety Data

• Hazardous Substances Data: 36518-02-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Diproqualone is used as a sedative for its calming effects on the central nervous system, helping to alleviate anxiety and promote relaxation.
Diproqualone is used as an anxiolytic to treat anxiety disorders and reduce feelings of panic and stress.
Diproqualone is used as an antihistamine to counteract the effects of histamine, which is responsible for allergic reactions, providing relief from symptoms such as itching, swelling, and redness.
Diproqualone is used as an analgesic to relieve pain by interacting with the pain receptors in the body, offering temporary pain relief for various conditions.

InChI:InChI=1/C12H14N2O3/c1-8-13-11-5-3-2-4-10(11)12(17)14(8)6-9(16)7-15/h2-5,9,15-16H,6-7H2,1H3

Upstream product

• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 497-04-1 2-chloro-propane-1,3-diol 
• 96-24-2 3-monochloro-1,2-propanediol 
• 65-85-0 benzoic acid 
• 2446-51-7 N-methoxybenzamide 
• 1013-74-7 3-methoxy-2-methylquinazolin-4(3H)-one 
• 1769-24-0 2-methyl-4-quinazolone 
• 556-52-5 oxiranyl-methanol 

Relevant articles and documents

Cp?CoIII-catalyzed formal [4+2] cycloaddition of benzamides to afford quinazolinone derivatives

A Cp?CoIII-catalyzed arene C-H bond amidation/annulation of benzamides was developed to afford quinazolinone derivatives in one-pot with high yields and broad substrate scope. This method could be applied to the synthesis of quinazolinone drugs and late-stage modification of natural products.

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

Simple, convenient, and green synthetic protocols have been developed for the one pot synthesis of 2,3-disubstituted quinazolin-4(3H)-ones and 2-styryl-3-substituted quinazolin-4(3H)-ones under catalyst and solvent free conditions. The multicomponent reaction (3-MCR) involving isatoic anhydride, an amine, and orthoester afforded the 2,3-disubstituted quinazolin-4(3H)-ones in excellent yields under classical heating at 120 °C for 5 h or under microwave irradiation at 140°C for 20-30 min. The use of ammonium acetate instead of the amine provides the 2-substituted quinazolin-4(3H)-ones. The reactions are compatible with various substituted isatoic anhydrides, aryl/heteroaryl/alkyl/cycloalkyl amines, and orthoesters. The strategies are extended to the one pot tandem condensation involving isatoic anhydride, an amine, orthoester, and aldehyde to afford highly functionalized (E)-3-aryl/heteroaryl-2-styrylquinazolin/(2-(heteroaryl)vinyl)quinazolin-4(3H)-ones. The applications of the methodologies are demonstrated through the synthesis of various drugs which act on the central nervous system such as methaqualone, mebroqualone, mecloqualone, piriquialone, and diproqualone.

QUINAZOLINONE AND FUSED PYRIMIDINONE COMPOUNDS AND THEIR USE IN TREATING SODIUM CHANNEL-MEDIATED DISEASES OR CONDITIONS

This invention is directed to compounds of formula (I): wherein (A), n, R1, R2 and R3 are as defined herein, as a stereoisomer, enantiomer, tautomer thereof or mixtures thereof; or a pharmaceutically acceptable salt, solvate or prodrug thereof, for the treatment and/or prevention of sodium channel-mediated diseases or conditions, such as pain.