39860-69-0Relevant academic research and scientific papers
Aromatic heterocyclic substituted quinazolinone derivative as well as synthesis method and application thereof
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, (2020/08/22)
The invention discloses an aromatic heterocyclic substituted quinazolinone derivative as well as a synthesis method and application thereof, and belongs to the technical field of organic compound preparation. The structural formula of the compound is represented by a formula (I), wherein in the formula (I), X is CH2, CH=CH or CH2CH2; R1 is at least one of H, halogen, hydroxyl, C1-C4 alkoxy and C1-C4 halogenated alkyl; R2 is H, a C4-C7 heterocyclic ring or heterocycloalkyl group containing one to four oxygen or nitrogen, and a substituted or unsubstituted aryl group or aralkyl group. Accordingto the product disclosed by the invention, the defects of low carboxyl bioavailability and poor selectivity of hydantoin to ALR2 can be fundamentally improved; the antioxidant activity of the compoundcan also be improved, a multifunctional multi-target aldose reductase inhibitor is developed, the oxidative stress reaction caused by continuous hyperglycemia is relieved while ALR2 is inhibited, andthe drug effect is improved from the pharmacokinetic level.
The development of carbon-carbon bond forming reactions of aminal radicals
Schiedler, David A.,Vellucci, Jessica K.,Lu, Yi,Beaudry, Christopher M.
, p. 1448 - 1465 (2015/02/19)
Aminal radicals were generated and used in synthetic reactions for the first time. Aminal radicals are formed from aminals by radical translocation using AIBN and a stoichiometric hydrogen atom donor, or by SmI2 reduction of N-acyl amidines or amidinium ions in the presence of a proton source. Aminal radicals were found to participate in inter- and intramolecular C-C bond forming reactions with electron deficient alkenes. Chemical yields were as high as 99%.
Photophysical properties of 2,3-dihydroquinazolin-4(1H)-one derivatives
Cabrera-Rivera, Fanny A.,Escalante, Jaime,Morales-Rojas, Hugo,Zigler, David F.,Schmidt, Robert D.,Jarocha, Lauren E.,Forbes, Malcolm D.E.
, p. 31 - 37 (2014/10/15)
2,3-Dihydroquinazolin-4(1H)-one (DHQ) derivatives were synthesized by treatment of isatoic anhydride with amines and subsequent cyclocondensation with aldehydes or ketones. The derivatives were characterized by 1H and 13C NMR, elemental analysis and HRMS. Absorption and emission spectra of DHQ derivatives were recorded in different solvents (hexadecane, benzene, chloroform, methanol and acetonitrile). Both the absorption and the emission maxima are solvent-dependent and red-shifted. Molar extinction coefficients were determined to be 2364-4820 M-1 cm-1. The Stokes shifts of the compounds are large and increase with solvent polarity. This feature and the bathochromic effect shown for the absorption and emission processes indicate that the dipole moment of these fluorescent molecules is higher in the excited state than in the ground state. The fluorescence quantum yield and lifetime were obtained in different solvents for DHQ 4.
Photophysical properties of 2,3-dihydroquinazolin-4(1H)-one derivatives
Cabrera-Rivera, Fanny A.,Escalante, Jaime,Morales-Rojas, Hugo,Zigler, David F.,Schmidt, Robert D.,Jarocha, Lauren E.,Forbes, Malcolm D.E.
, p. 31 - 37 (2015/02/19)
2,3-Dihydroquinazolin-4(1H)-one (DHQ) derivatives were synthesized by treatment of isatoic anhydride with amines and subsequent cyclocondensation with aldehydes or ketones. The derivatives were characterized by 1H and 13C NMR, elemental analysis and HRMS. Absorption and emission spectra of DHQ derivatives were recorded in different solvents (hexadecane, benzene, chloroform, methanol and acetonitrile). Both the absorption and the emission maxima are solvent-dependent and red-shifted. Molar extinction coefficients were determined to be 2364-4820 M-1 cm-1. The Stokes shifts of the compounds are large and increase with solvent polarity. This feature and the bathochromic effect shown for the absorption and emission processes indicate that the dipole moment of these fluorescent molecules is higher in the excited state than in the ground state. The fluorescence quantum yield and lifetime were obtained in different solvents for DHQ 4.
Reductive synthesis of aminal radicals for carbon-carbon bond formation
Schiedler, David A.,Lu, Yi,Beaudry, Christopher M.
supporting information, p. 1160 - 1163 (2014/03/21)
Aminal radicals were generated by reduction of the corresponding amidine or amidinium ion. The intermediate radicals participate in C-C bond-forming reactions to produce fully substituted aminal stereocenters. No toxic additives or reagents are required. More than 30 substrate combinations are reported, and chemical yields are as high as 99%.
Direct halogenation reactions in 2,3-dihydro-4(1H)-quinazolinones
Cabrera-Rivera, Fanny A.,Ortiz-Nava, Claudia,Roman-Bravo, Perla,Escalante, Jaime,Leyva, Marco A.
, p. 2173 - 2195,23 (2020/08/31)
Reaction of 2,3-dihydro-4(1H)-quinazolinones with NBS, Br 2/Et3N and NCS yields 6,8-Br/Cl-2,3-dihydro-4(1H)- quinazolinones with moderate to good yield. The method does not require a catalyst and offers extremely short reaction time.
