31164-96-2

Basic information

• Product Name: 6,7-dimethoxy-2-phenyl-4H-benzo[d][1,3]oxazin-4-one
• Synonyms: 6,7-dimethoxy-2-phenyl-4H-benzo[d][1,3]oxazin-4-one
• CAS NO: 31164-96-2
• Molecular Weight: 283.284
• Mol File: 31164-96-2.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 6,7-dimethoxy-2-phenyl-4H-benzo[d][1,3]oxazin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-dimethoxy-2-phenyl-4H-benzo[d][1,3]oxazin-4-one(31164-96-2)
• EPA Substance Registry System: 6,7-dimethoxy-2-phenyl-4H-benzo[d][1,3]oxazin-4-one(31164-96-2)

Safety Data

• Hazardous Substances Data: 31164-96-2(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 31164-95-1 2-benzoylamino-4,5-dimethoxy-benzoic acid 
• 4101-30-8 2-amino-4,5-dimethoxyacetophenone 
• 22608-87-3 2-amino-4,5-dimethoxybenzaldehyde 
• 100-52-7 benzaldehyde 
• 5653-40-7 2-Amino-4,5-dimethoxybenzoic acid 
• 61203-48-3 2-iodo-4,5-dimethoxybenzoic acid 
• 100-47-0 benzonitrile 
• 98-86-2 acetophenone 
• 63756-98-9 3,4-dimethoxyphenyl hydrazine 
• 62663-26-7 5,6-dimethoxy-2-phenyl-1H-indole 
• 1431098-27-9 C₁₆H₁₄INO₄ 
• 108-24-7 acetic anhydride 

Downstream Products

• 1242241-49-1 2-benzamido-N-heptyl-4,5-dimethoxybenzamide 
• 371945-74-3 6,7-dimethoxy-2-phenylquinazolin-4(3Η)-one 

Relevant articles and documents

From Methaqualone and Beyond: Structure - Activity Relationship of 6-, 7-, and 8-Substituted 2,3-Diphenyl-quinazolin-4(3H)-ones and in Silico Prediction of Putative Binding Modes of Quinazolin-4(3H)-ones as Positive Allosteric Modulators of GABAA

Methaqualone (2-methyl-3-(o-tolyl)-quinazolin-4(3H)-one, MTQ) is a moderately potent positive allosteric modulator (PAM) of GABAA receptors (GABAARs). In a previous structure-activity relationship (SAR) study probing the importance of 2- and 3-substituent

Design, Synthesis, and Pharmacological Characterization of N-(4-(2 (6,7-Dimethoxy-3,4-dihydroisoquinolin-2(1H)yl)ethyl)phenyl)quinazolin-4-amine Derivatives: Novel Inhibitors Reversing P-Glycoprotein-Mediated Multidrug Resistance

P-glycoprotein (P-gp)-mediated multidrug resistance (MDR) is a principal obstacle for successful cancer chemotherapy. A novel P-gp inhibitor with a quinazoline scaffold, 12k, was considered to be the most promising for in-depth study. 12k possessed high potency (EC50 = 57.9 ± 3.5 nM), low cytotoxicity, and long duration of activity in reversing doxorubicin (DOX) resistance in K562/A02 cells. 12k also boosted the potency of other MDR-related cytotoxic agents with different structures, increased accumulation of DOX, blocked P-gp-mediated Rh123 efflux, and suppressed P-gp ATPase activity in K562/A02 MDR cells. However, 12k did not have any effects on CYP3A4 activity or P-gp expression. In particular, 12k had a good half-life and oral bioavailability and displayed no influence on DOX metabolism to obviate the side effects closely related to increased plasma concentrations of cytotoxic agents in vivo.

TBHP/CoCl2-mediated intramolecular oxidative cyclization of N-(2-formylphenyl)amides: An approach to the construction of 4H-3,1-benzoxazin-4-ones

The intramolecular oxidative cyclization of N-(2-formylphenyl)amides has been realized through an oxidative C(sp2)-O(sp2) bond-forming reaction between an aldehyde carbon and amide oxygen. This new strategy, which uses tert-butyl hydroperoxide (TBHP) as an oxidant and CoCl2 as the catalyst, allows for the efficient Co-catalyzed synthesis of useful benzoxazin-4-one derivatives and features readily available starting materials and mild reaction conditions. The intramolecular cyclization of N-(2-formylphenyl)amides has been realized through an oxidative C(sp2)-O(sp2) bond-forming reaction between an aldehyde carbon and amide oxygen. This new strategy, which uses tert-butyl hydroperoxide (TBHP) as the oxidant and CoCl2 as the catalyst, allows for the efficient Co-catalyzed synthesis of useful benzoxazin-4-one derivatives.