794551-40-9Relevant academic research and scientific papers
Synthesis and biological evaluation of quinoline-quinazolinones for antimicrobial and antileishmanial potential
Tiwari, Shweta,Kirar, Seema,Banerjee, Uttam Chand,Babu, Neerupudi Kishore,Singh, Sushma,Singh, Inder Pal
, p. 1251 - 1258 (2020/12/04)
In an attempt to find a new class of antimicrobial and antileishmanial agents, a series of twenty-three quinoline-quinazolinones were prepared via reaction of 8-hydroxy/methoxyquinoline-2-carbaldehyde with various substituted aminobenzamides. These compounds were screened for their antimicrobial activity against Gram-positive bacteria (B. subtilis), Gram-negative bacteria (E. coli and P. putida) and fungus (C. viswanathii) and antileishmanial activity against promastigotes of L. donovani. Compound 28k exhibited highest activity against B. subtilis with an IC50 of 0.17±0.07 M while compound 28j exhibited highest activity against promastigotes of L. donovani with an IC50 of 6±0.0 M.
3-substituted quinazolinone-2-formamide derivative as well as preparation method and application thereof
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Paragraph 0032; 0033, (2019/12/02)
The invention provides a 3-substituted quinazolinone-2-formamide derivative as well as a preparation method and application thereof. The general formula of the 3-substituted quinazolinone-2-formamidederivative is shown in the specification, and furthermor
Copper-Catalyzed Intramolecular α-C-H Amination via Ring-Opening Cyclization Strategy to Quinazolin-4-ones: Development and Application in Rutaecarpine Synthesis
Biswal, Sonali,Chada, Harika,Patel, Srilaxmi M.,Sharada, Duddu S.,Sharma, Sonika
, p. 3160 - 3170 (2019/08/07)
A copper-catalyzed intramolecular α-C-H amination has been developed for the synthesis of quinazolin-4(3 H)-one derivatives from commercially available isatoic anhydride and primary and secondary benzylamines via ring-opening cyclization (ROC). This method shows good functional group tolerance and allows access to a range of 2-aryl, 2-alkyl, and spiroquinazolinone derivatives. However, 2-methylquinazolin-4(3 H)-one was synthesized from 2-amino- N -isopropylbenzamide by C-C bond cleavage, and N -benzyl-2-(methylamino)benzamide afforded 1-methyl-2-phenylquinazolin-4(1 H)-one along with 2-phenylquinazolin-4(3 H)-one by N-C bond cleavage for aromatization. It is the first general method to construct the potentially useful 2-methylquinazolin-4(3 H)-one by copper-catalyzed intramolecular C-H amination. Also this ROC strategy has been successfully applied to the synthesis of quinazolinone alkaloid rutaecarpine.
Copper-catalyzed synthesis of 2,3-disubstituted quinazolin-4(3H)-ones from benzyl-substituted anthranilamides
Foroumadi, Parham,Lotfi, Vahid,Mahdavi, Mohammad,Moghimi, Setareh,Soheilizad, Mehdi,Kianmehr, Ebrahim,Firoozpour, Loghman,Asadipour, Ali,Foroumadi, Alireza
, p. 267 - 271 (2018/10/15)
An efficient, practical approach to the copper-catalyzed synthesis of 2,3-disubstituted quinazolin-4(3H)-one derivatives is described. The preparation involves treatment of benzyl amines with benzyl anthranilamides in the presence of Cu(OAc)2 and tetra-n-butylammonium bromide (TBAB).
An efficient metal-free synthesis of 2-amino-substituted-4(3H)-quinazolinones
Mirza, Behrooz
, p. 146 - 147 (2015/12/23)
2-Amino-substituted-4(3H)-quinazolinones have been synthesized via an efficient metal-free reaction between 2-aminobenzamide derivatives and carbonimidic dibromides. The reaction proceeds in the presence of K2CO3 affording cyclized products in good to excellent yields.
CuBr/Et3N-Promoted Reactions of 2-Aminobenzamides and Isothiocyanates: Efficient Synthesis of Novel Quinazolin-4(3H)-ones
Mahdavi, Mohammad,Asadi, Mehdi,Khoshbakht, Mahsa,Saeedi, Mina,Bayat, Mohammad,Foroumadi, Alireza,Shafiee, Abbas
, p. 378 - 383 (2016/06/01)
A series of novel quinazolin-4(3H)-one derivatives were efficiently synthesized starting from isatoic anhydride. First, reaction of isatoic anhydride and amines in H2O at room temperature afforded 2-aminobenzamides. Then, CuBr/Et3N promoted reaction of 2-aminobenzamides and different aryl isothiocyanates in DMF at 80° afforded the title compounds in good yield.
Efficient multi-component synthesis of 1,4-benzodiazepine-3,5-diones: a Petasis-based approach
Noushini, Saeedeh,Mahdavi, Mohammad,Firoozpour, Loghman,Moghimi, Setareh,Shafiee, Abbas,Foroumadi, Alireza
, p. 6272 - 6275 (2015/08/03)
Abstract A new design for the synthesis of 1,2-dihydro-4H-benzo[e][1,4]diazepine-3,5-diones based on Petasis reaction followed by intramolecular amidation in one-pot manner is reported. By employing different primary aromatic and aliphatic amines along with boronic acid derivatives, the desired products have been obtained at ambient temperature in moderate to good yields.
Convenient and sequential one-pot route for synthesis of 2-thioxoquinazolinone and quinazolinobenzothiazinedione derivatives
Asadi, Mehdi,Masoomi, Shiva,Ebrahimi, Seyed Mostafa,Mahdavi, Mohammad,Saeedi, Mina,Shafiee, Abbas,Foroumadi, Alireza
, p. 497 - 504 (2014/03/21)
A new and efficient synthetic process has been developed for preparation of 2-thioxoquinazolinone and quinazolinobenzothiazinedione derivatives. The related products were synthesized through reaction of isatoic anhydride, amines/anthranilic acids, and carbon disulfide (CS2) in the presence of potassium hydroxide in ethanol at reflux. Graphical abstract: [Figure not available: see fulltext.]
Synthesis of novel benzo[6,7][1,4]oxazepino[4,5-a]quinazolinone derivatives via transition-metal-free intramolecular hydroamination
Mahdavi, Mohammad,Foroughi, Niloufar,Saeedi, Mina,Karimi, Maryam,Alinezhad, Heshmatollah,Foroumadi, Alireza,Shafiee, Abbas,Akbarzadeh, Tahmineh
, p. 385 - 388 (2014/03/21)
Novel benzo[6,7][1,4]oxazepino[4,5-a]quinazolinone derivatives were synthesized through an efficient 7-exo-dig hydroamination of 3-substituted-2-[2-(prop-2-yn-1-yloxy)phenyl]-2,3-dihydroquinazolin-4(1H)-ones in the presence of potassium tert-butoxide (KOt-Bu) in DMF at 130 °C. Georg Thieme Verlag Stuttgart. New York.
Reaction of isatoic anhydride, amine, and N,N′-dialkyl carbodiimides under solvent-free conditions: New and efficient synthesis of 3-alkyl-2-(alkylamino) quinazolin-4(3H)-ones
Asadi, Mehdi,Ebrahimi, Mostafa,Mahdavi, Mohammad,Saeedi, Mina,Ranjbar, Parviz Rashidi,Yazdani, Farshad,Shafiee, Abbas,Foroumadi, Alireza
supporting information, p. 2385 - 2392 (2013/07/26)
Heating a mixture of isatoic anhydride, amines, and N,N′-dialkyl carbodiimides under solvent-free conditions provided novel 3-alkyl-2- (alkylamino)quinazolin-4(3H)-one derivatives for the first time. The products were obtained in moderate to good yields without formation of any by-products. Copyright
