Pharmacological potential of some novel quinazolin-4(3H)-ones

J.E. Mathew, V. Dinakaran, N. Kaur, K.K. Srinivasan

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

In present study some novel derivatives of 2-(N-substituted amino) methyl-3-(4-chlorophenyl)-quinazolin-4(3H)-ones have been synthesized by the condensation of respective 6, 8-disubstituted-2-chloromethyl-3-(4-chlorophenyl)-quinazolin-4-(3H) ones with different primary amines in equi molar concentrations. The structures of these compounds have been established on the basis of their spectral data. These compounds were tested for anti-inflammatory and antimicrobial potentials by carrageenan-induced rat paw oedema model and cup-plate method respectively, Compound 3-(4-chlorophenyl)-2-[(3-hydroxy phenyl amino)-methyl]-3h-quinazolin-4-one (QN03) showed comparable anti-inflammatory activity with the standard drug used and also showed good antibacterial activity. Other compounds exhibited mild to moderate antibacterial activity.
Original languageEnglish
Pages (from-to)618-623
Number of pages6
JournalPharmacologyonline
Volume2
Publication statusPublished - 2008

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Pharmacology
Anti-Inflammatory Agents
Carrageenan
Amines
Edema
Pharmaceutical Preparations
4-hydroxyquinazoline

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Mathew, J. E., Dinakaran, V., Kaur, N., & Srinivasan, K. K. (2008). Pharmacological potential of some novel quinazolin-4(3H)-ones. Pharmacologyonline, 2, 618-623.
Mathew, J.E. ; Dinakaran, V. ; Kaur, N. ; Srinivasan, K.K. / Pharmacological potential of some novel quinazolin-4(3H)-ones. In: Pharmacologyonline. 2008 ; Vol. 2. pp. 618-623.
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title = "Pharmacological potential of some novel quinazolin-4(3H)-ones",
abstract = "In present study some novel derivatives of 2-(N-substituted amino) methyl-3-(4-chlorophenyl)-quinazolin-4(3H)-ones have been synthesized by the condensation of respective 6, 8-disubstituted-2-chloromethyl-3-(4-chlorophenyl)-quinazolin-4-(3H) ones with different primary amines in equi molar concentrations. The structures of these compounds have been established on the basis of their spectral data. These compounds were tested for anti-inflammatory and antimicrobial potentials by carrageenan-induced rat paw oedema model and cup-plate method respectively, Compound 3-(4-chlorophenyl)-2-[(3-hydroxy phenyl amino)-methyl]-3h-quinazolin-4-one (QN03) showed comparable anti-inflammatory activity with the standard drug used and also showed good antibacterial activity. Other compounds exhibited mild to moderate antibacterial activity.",
author = "J.E. Mathew and V. Dinakaran and N. Kaur and K.K. Srinivasan",
note = "Cited By :2 Export Date: 10 November 2017 Correspondence Address: Mathew, J.E.; Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, Manipal 576 104 Karnataka, India; email: jessyjamesmathew@yahoo.co.in Chemicals/CAS: amphotericin B, 1397-89-3, 30652-87-0; gentamicin, 1392-48-9, 1403-66-3, 1405-41-0; indometacin, 53-86-1, 74252-25-8, 7681-54-1; n,n dimethylformamide, 68-12-2 References: Yeşilada, A., Koyunoǧlu, S., Saygilia, N., Kupeli, E., Yşilada, E., Bedir, E., Khanc, I., Synthesis, anti-inflammatory and analgesic activity of some new 4(3H)-quinazolinone derivatives (2004) Arch Pharm, 337 (2), pp. 96-104; Plescia, S., Daidone, G., Raffa, D., Bajardi, M.L., Caruso, A., Cutuli, V., Amico-Roxas, M., Synthesis and pharmacoilogical study of some 3-(isoxazol-5-yl)-quinazolin-4(3H)-ones (1992) Farmaco, 47, pp. 465-475; Rivero, A., Espinoza, K., Somanathan, R., Syntheses of Quinazoline-2,4-dione Alkaloids and Analogues from Mexican Zanthoxylum Species (2004) Molecules, 9, pp. 609-616; Bajaj, K., Srivastava, V.K., Kumar, A., Newer substituted benzoxazepinyl-quinazolinones as potent antipsychotic and anticonvulsant agents (2003) Arzneimittelforschung, 53 (7), pp. 480-485; Lemura, R., Manabe, H., Tadayaki, S., Synthesis and biological evaluation of some novel quinazolones (1989) Chem Pharm Bull, 37, pp. 2723-2726; Fathalla, O.A., Kassem, E.M., Ibrahem, N.M., Kamel, M.M., Synthesis of some new quinazolin-4-one derivatives and evaluation of their antimicrobial and antiinflammatory effects (2008) Acta Pol Pharm, 65 (1), pp. 11-20; Misra, S., Satsangi, R.K., Tiwari, S.S., Synthesis and CNS activities of some 2-alkyl-3(2-substituted indol-3-yl)-methyl, 6-substituted-quinazolin-4(3H)-ones (1982) Pol J Pharmacol Pharm, 34 (5-6), pp. 441-447; Jae Yeol Lee , Yong Kyu Park, Seon Hee Seo, Beom-Seok Yang, Hokoon Park, Yong Sup Lee. 7-Substituted-[1, 4]dioxano[2, 3-g]quinazolines as Inhibitors of Epidermal Growth Factor Receptor Kinase Archiv der Pharmazie; 335 (10):487-494; Al-Rashood, S.T., Aboldahab, I.A., Nagi, M.N., Abouzeid, L.A., Abdel-Aziz, A.A.M., Abdel-hamide, S.G., Youssef, K.M., El-Subbagh, H.I., Synthesis, dihydrofolate reductase inhibition, antitumor testing, and molecular modeling study of some new 4(3H)-quinazolinone analogs (2006) Biobrg. & Med Chem, 14 (24), pp. 8608-8621; Robert C. Elderfield, Heterocyclic compounds, John wiley and Sons, New york; Pentunin, P.A., Yu, V., Kozhrnikov, (1969) Chem Abstr, 70, pp. 87739q; Mall Reddy, A., Achaiah, G., Devender Rao, A., Malla Reddy, V., Synthesis and biological activities of certain derivatives of 3-aryl-4(3H)-quinazolines J Indian Chem Soc1985; LXII, pp. 234-236; Winter, C.A., Risley, E.A., Nuss, G.W., Carrageenan-induced edema in the hind paw of rats as an assay for anti-inflammatory drug (1962) Proc Soc Exp Biol Med, 3 (111), pp. 544-548; Gillespie SH. Medical Microbiology-Illustrated. Butterworth HeinemannUR - https://www.scopus.com/inward/record.uri?eid=2-s2.0-53249111473&partnerID=40&md5=531adec3a8483dca0197c16e35dd3200",
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Mathew, JE, Dinakaran, V, Kaur, N & Srinivasan, KK 2008, 'Pharmacological potential of some novel quinazolin-4(3H)-ones', Pharmacologyonline, vol. 2, pp. 618-623.

Pharmacological potential of some novel quinazolin-4(3H)-ones. / Mathew, J.E.; Dinakaran, V.; Kaur, N.; Srinivasan, K.K.

In: Pharmacologyonline, Vol. 2, 2008, p. 618-623.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Pharmacological potential of some novel quinazolin-4(3H)-ones

AU - Mathew, J.E.

AU - Dinakaran, V.

AU - Kaur, N.

AU - Srinivasan, K.K.

N1 - Cited By :2 Export Date: 10 November 2017 Correspondence Address: Mathew, J.E.; Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, Manipal 576 104 Karnataka, India; email: jessyjamesmathew@yahoo.co.in Chemicals/CAS: amphotericin B, 1397-89-3, 30652-87-0; gentamicin, 1392-48-9, 1403-66-3, 1405-41-0; indometacin, 53-86-1, 74252-25-8, 7681-54-1; n,n dimethylformamide, 68-12-2 References: Yeşilada, A., Koyunoǧlu, S., Saygilia, N., Kupeli, E., Yşilada, E., Bedir, E., Khanc, I., Synthesis, anti-inflammatory and analgesic activity of some new 4(3H)-quinazolinone derivatives (2004) Arch Pharm, 337 (2), pp. 96-104; Plescia, S., Daidone, G., Raffa, D., Bajardi, M.L., Caruso, A., Cutuli, V., Amico-Roxas, M., Synthesis and pharmacoilogical study of some 3-(isoxazol-5-yl)-quinazolin-4(3H)-ones (1992) Farmaco, 47, pp. 465-475; Rivero, A., Espinoza, K., Somanathan, R., Syntheses of Quinazoline-2,4-dione Alkaloids and Analogues from Mexican Zanthoxylum Species (2004) Molecules, 9, pp. 609-616; Bajaj, K., Srivastava, V.K., Kumar, A., Newer substituted benzoxazepinyl-quinazolinones as potent antipsychotic and anticonvulsant agents (2003) Arzneimittelforschung, 53 (7), pp. 480-485; Lemura, R., Manabe, H., Tadayaki, S., Synthesis and biological evaluation of some novel quinazolones (1989) Chem Pharm Bull, 37, pp. 2723-2726; Fathalla, O.A., Kassem, E.M., Ibrahem, N.M., Kamel, M.M., Synthesis of some new quinazolin-4-one derivatives and evaluation of their antimicrobial and antiinflammatory effects (2008) Acta Pol Pharm, 65 (1), pp. 11-20; Misra, S., Satsangi, R.K., Tiwari, S.S., Synthesis and CNS activities of some 2-alkyl-3(2-substituted indol-3-yl)-methyl, 6-substituted-quinazolin-4(3H)-ones (1982) Pol J Pharmacol Pharm, 34 (5-6), pp. 441-447; Jae Yeol Lee , Yong Kyu Park, Seon Hee Seo, Beom-Seok Yang, Hokoon Park, Yong Sup Lee. 7-Substituted-[1, 4]dioxano[2, 3-g]quinazolines as Inhibitors of Epidermal Growth Factor Receptor Kinase Archiv der Pharmazie; 335 (10):487-494; Al-Rashood, S.T., Aboldahab, I.A., Nagi, M.N., Abouzeid, L.A., Abdel-Aziz, A.A.M., Abdel-hamide, S.G., Youssef, K.M., El-Subbagh, H.I., Synthesis, dihydrofolate reductase inhibition, antitumor testing, and molecular modeling study of some new 4(3H)-quinazolinone analogs (2006) Biobrg. & Med Chem, 14 (24), pp. 8608-8621; Robert C. Elderfield, Heterocyclic compounds, John wiley and Sons, New york; Pentunin, P.A., Yu, V., Kozhrnikov, (1969) Chem Abstr, 70, pp. 87739q; Mall Reddy, A., Achaiah, G., Devender Rao, A., Malla Reddy, V., Synthesis and biological activities of certain derivatives of 3-aryl-4(3H)-quinazolines J Indian Chem Soc1985; LXII, pp. 234-236; Winter, C.A., Risley, E.A., Nuss, G.W., Carrageenan-induced edema in the hind paw of rats as an assay for anti-inflammatory drug (1962) Proc Soc Exp Biol Med, 3 (111), pp. 544-548; Gillespie SH. Medical Microbiology-Illustrated. Butterworth HeinemannUR - https://www.scopus.com/inward/record.uri?eid=2-s2.0-53249111473&partnerID=40&md5=531adec3a8483dca0197c16e35dd3200

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Y1 - 2008

N2 - In present study some novel derivatives of 2-(N-substituted amino) methyl-3-(4-chlorophenyl)-quinazolin-4(3H)-ones have been synthesized by the condensation of respective 6, 8-disubstituted-2-chloromethyl-3-(4-chlorophenyl)-quinazolin-4-(3H) ones with different primary amines in equi molar concentrations. The structures of these compounds have been established on the basis of their spectral data. These compounds were tested for anti-inflammatory and antimicrobial potentials by carrageenan-induced rat paw oedema model and cup-plate method respectively, Compound 3-(4-chlorophenyl)-2-[(3-hydroxy phenyl amino)-methyl]-3h-quinazolin-4-one (QN03) showed comparable anti-inflammatory activity with the standard drug used and also showed good antibacterial activity. Other compounds exhibited mild to moderate antibacterial activity.

AB - In present study some novel derivatives of 2-(N-substituted amino) methyl-3-(4-chlorophenyl)-quinazolin-4(3H)-ones have been synthesized by the condensation of respective 6, 8-disubstituted-2-chloromethyl-3-(4-chlorophenyl)-quinazolin-4-(3H) ones with different primary amines in equi molar concentrations. The structures of these compounds have been established on the basis of their spectral data. These compounds were tested for anti-inflammatory and antimicrobial potentials by carrageenan-induced rat paw oedema model and cup-plate method respectively, Compound 3-(4-chlorophenyl)-2-[(3-hydroxy phenyl amino)-methyl]-3h-quinazolin-4-one (QN03) showed comparable anti-inflammatory activity with the standard drug used and also showed good antibacterial activity. Other compounds exhibited mild to moderate antibacterial activity.

M3 - Article

VL - 2

SP - 618

EP - 623

JO - Pharmacologyonline

JF - Pharmacologyonline

SN - 1827-8620

ER -