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MD4404C1 - 2-(Propylthio)-5H-[1,3,4]thiadiazole[2,3-b]quinazoline-5-one compound, exhibiting antituberculous activity and method for synthesis thereof - Google Patents

2-(Propylthio)-5H-[1,3,4]thiadiazole[2,3-b]quinazoline-5-one compound, exhibiting antituberculous activity and method for synthesis thereof

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Publication number
MD4404C1
MD4404C1 MDA20150028A MD20150028A MD4404C1 MD 4404 C1 MD4404 C1 MD 4404C1 MD A20150028 A MDA20150028 A MD A20150028A MD 20150028 A MD20150028 A MD 20150028A MD 4404 C1 MD4404 C1 MD 4404C1
Authority
MD
Moldova
Prior art keywords
synthesis
compound
quinazoline
thiadiazole
propylthio
Prior art date
Application number
MDA20150028A
Other languages
Romanian (ro)
Russian (ru)
Other versions
MD4404B1 (en
Inventor
Флюр МАКАЕВ
Сергей ПОГРЕБНОЙ
Марина ЗВЯГИНЦЕВА
Вячеслав БОЛДЕСКУ
Георге ДУКА
Original Assignee
Институт Химии Академии Наук Молдовы
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Институт Химии Академии Наук Молдовы filed Critical Институт Химии Академии Наук Молдовы
Priority to MDA20150028A priority Critical patent/MD4404C1/en
Publication of MD4404B1 publication Critical patent/MD4404B1/en
Publication of MD4404C1 publication Critical patent/MD4404C1/en

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Abstract

The invention relates to chemistry and medicine, namely to the synthesis of a new compound, which can find application in medicine as an antituberculous drug.Summary of the invention consists in the synthesis of 2-(propylthio)-5H-[1,3,4]thiadiazole[2,3-b]quinazoline-5-one compound of Formula:,exhibiting antituberculous activity.The method for synthesis of the claimed compound consists in that to the solution containing 2-mercapto-5H-[1,3,4]thiadiazole[2,3-b]quinazoline-5-one and triethylamine in acetone upon boiling and stirring is added propyl iodide. The reaction mixture is stirred for 24 hours under reflux, after which the solvent is removed on a rotary evaporator and the resulting precipitate is washed with water, acetone and dried in the air.
MDA20150028A 2015-03-18 2015-03-18 2-(Propylthio)-5H-[1,3,4]thiadiazole[2,3-b]quinazoline-5-one compound, exhibiting antituberculous activity and method for synthesis thereof MD4404C1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
MDA20150028A MD4404C1 (en) 2015-03-18 2015-03-18 2-(Propylthio)-5H-[1,3,4]thiadiazole[2,3-b]quinazoline-5-one compound, exhibiting antituberculous activity and method for synthesis thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
MDA20150028A MD4404C1 (en) 2015-03-18 2015-03-18 2-(Propylthio)-5H-[1,3,4]thiadiazole[2,3-b]quinazoline-5-one compound, exhibiting antituberculous activity and method for synthesis thereof

Publications (2)

Publication Number Publication Date
MD4404B1 MD4404B1 (en) 2016-02-29
MD4404C1 true MD4404C1 (en) 2016-09-30

Family

ID=55447195

Family Applications (1)

Application Number Title Priority Date Filing Date
MDA20150028A MD4404C1 (en) 2015-03-18 2015-03-18 2-(Propylthio)-5H-[1,3,4]thiadiazole[2,3-b]quinazoline-5-one compound, exhibiting antituberculous activity and method for synthesis thereof

Country Status (1)

Country Link
MD (1) MD4404C1 (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU1558915A1 (en) * 1988-07-29 1990-04-23 Пермский фармацевтический институт 2-(5ъ-nitrofuryl)-2,3-dihydro-5h-1,3,4-thiaziazolo/2,3-b/-quinazoline-5 showing antimicrobic activity
MD4009B1 (en) * 2008-07-15 2010-01-29 Institutul De Chimie Al Academiei De Stiinte A Moldovei Use of 1-methyl-4-(N-methylaminobutyl-4)- Beta -carboline as antituberculous remedy
MD4118B1 (en) * 2010-09-02 2011-07-31 Inst De Chimie Al Academiei De Stiinte A Moldovei 1,3,4-Oxadiazole compounds containing disubstituted thiourea, manifesting antituberculous properties
MD4125B1 (en) * 2010-09-17 2011-08-31 Inst De Chimie Al Academiei De Stiinte A Moldovei 1,3,4-Oxadiazole compounds with antituberculous properties containing monosubstituted thiourea

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU1558915A1 (en) * 1988-07-29 1990-04-23 Пермский фармацевтический институт 2-(5ъ-nitrofuryl)-2,3-dihydro-5h-1,3,4-thiaziazolo/2,3-b/-quinazoline-5 showing antimicrobic activity
MD4009B1 (en) * 2008-07-15 2010-01-29 Institutul De Chimie Al Academiei De Stiinte A Moldovei Use of 1-methyl-4-(N-methylaminobutyl-4)- Beta -carboline as antituberculous remedy
MD4118B1 (en) * 2010-09-02 2011-07-31 Inst De Chimie Al Academiei De Stiinte A Moldovei 1,3,4-Oxadiazole compounds containing disubstituted thiourea, manifesting antituberculous properties
MD4125B1 (en) * 2010-09-17 2011-08-31 Inst De Chimie Al Academiei De Stiinte A Moldovei 1,3,4-Oxadiazole compounds with antituberculous properties containing monosubstituted thiourea

Non-Patent Citations (8)

* Cited by examiner, † Cited by third party
Title
Al-Omary F. A., Abou-Zeid L. A., Nagi M. N., Habib E. S., Abdel-Aziz A. A.-M., El-Azab A. S., Abdel-Hamide S. G., Al-Omar M. A., Al Obaid A. M., El-Subbagh H. I. Non-classical antifolates. Part 2: Synthesis, biological evaluation, and molecular modeling study of some new 2,6-substituted-quinazolin-4-ones. Bioorganic & Medicinal Chemistry. 2010, v. 18, p. 2849-2863 *
El-Azab A. S., Abdel-Aziz A. A. M., Al-Swaidan I. A., Weng N. S., Tiekink E. R. T. 2-Methylsulfanyl-9H-1,3,4-thiadiazolo[2,3-b]quinazolin-9-one. Acta Crystallographica, 2012, section E, v. 68, p. 2134 *
El-Azab A. S., Eltahir K. E. Design and synthesis of novel 7-aminoquinazoline derivatives: Antitumor and anticonvulsant activities. Bioorganic & Medicinal Chemistry Letters, 2012, v. 22, p. 1879-1885 *
El-Azab A. Synthesis of some new substituted 2-mercaptoquinazoline analogs as potential antimicrobial agents. Phosphorus, Sulfur, and Silicon and the Related Elements, 2007, 182, p. 333-348 *
Khodarahmi G. A., Khajouei M. R., Hakimelahi G. H., Abedi D., Jafari E., Hassanzadeh F. Antibacterial, antifungal and cytotoxic evaluation of some new 2,3-disubstituted 4(3H)-quinazolinone derivatives. Research in Pharmaceutical Sciences. 2012, v. 7, nr. 3, p. 151-158 *
Kumar P., Dhawan K. N., Vrat S., Bhargava K. P., Kishore K. Synthesis of 6-substituted 2-phenyl-3-(5-substituted mercapto-1,3,4,thiadiazol-2-yl)quinazolin-4-(3H)-ones as antitubercular agents. Archiv der Pharmazie, 1983, v. 316, nr. 9, p. 759-763 (regăsit în Internet la 2015.09.02 URL:<http://onlinelibrary.wiley.com/doi/10.1002/ardp.19833160906/abstract>) *
Mitscher L. A., Baker W. Tuberculosis: A search for novel therapy starting with natural products. Medicinal research reviews, 1998, v. 18, nr.6, p. 363-374 *
Shah D. P., Modh R. P., Desai D. D., Chikhalia K. H. Novel quinazolinone thiazolidinone hybrid: Design, synthesis and in vitro antimicrobial and antituberculosis studies. Indian Journal of Chemistry, 2014, v. 53 B, p. 1169-1177 (regăsit în Internet la 2015.09.04 <URL:<http://nopr.niscair.res.in/bitstream/123456789/29364/1/IJCB%2053B(9)%201169-1177.pdf>) *

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FG4A Patent for invention issued
KA4A Patent for invention lapsed due to non-payment of fees (with right of restoration)
MM4A Patent for invention definitely lapsed due to non-payment of fees