MD4125C1 - 1,3,4-Oxadiazole compounds with antituberculous properties containing monosubstituted thiourea - Google Patents

1,3,4-Oxadiazole compounds with antituberculous properties containing monosubstituted thiourea

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Publication number
MD4125C1
MD4125C1 MDA20100103A MD20100103A MD4125C1 MD 4125 C1 MD4125 C1 MD 4125C1 MD A20100103 A MDA20100103 A MD A20100103A MD 20100103 A MD20100103 A MD 20100103A MD 4125 C1 MD4125 C1 MD 4125C1
Authority
MD
Moldova
Prior art keywords
antituberculous
compounds
oxadiazole compounds
properties
containing monosubstituted
Prior art date
Application number
MDA20100103A
Other languages
Romanian (ro)
Russian (ru)
Other versions
MD4125B1 (en
Inventor
Zinaida Ribkovskaia
Fliur MACAEV
Serghei Pogrebnoi
Original Assignee
Inst De Chimie Al Academiei De Stiinte A Moldovei
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 Inst De Chimie Al Academiei De Stiinte A Moldovei filed Critical Inst De Chimie Al Academiei De Stiinte A Moldovei
Priority to MDA20100103A priority Critical patent/MD4125C1/en
Publication of MD4125B1 publication Critical patent/MD4125B1/en
Publication of MD4125C1 publication Critical patent/MD4125C1/en

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  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention relates to 1,3,4-oxadiazole compounds containing monosubstituted thiourea, in particular to their derivatives manifesting antituberculous properties.The compounds, according to the invention, correspond to general formula:where:R = benzyl (1a);R = 2,4-dichlorphenacyl (1b);R = allyl (1c);R = pyridin-4-ylmethyl (1d).The synthesis includes the following stages: hydrazinolysis of ethyl-p-aminobenzoate, cyclization-isothiocyanation-thiolation of the obtained hydrazide with tetramethylthiuram disulphide in DMF, thioalkylation and finally ammonolysis of the isothiocyanate group with ammonia aqueous solution.The compounds manifest Mycobacterium tuberculosis culture growth inhibition properties.
MDA20100103A 2010-09-17 2010-09-17 1,3,4-Oxadiazole compounds with antituberculous properties containing monosubstituted thiourea MD4125C1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
MDA20100103A MD4125C1 (en) 2010-09-17 2010-09-17 1,3,4-Oxadiazole compounds with antituberculous properties containing monosubstituted thiourea

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
MDA20100103A MD4125C1 (en) 2010-09-17 2010-09-17 1,3,4-Oxadiazole compounds with antituberculous properties containing monosubstituted thiourea

Publications (2)

Publication Number Publication Date
MD4125B1 MD4125B1 (en) 2011-08-31
MD4125C1 true MD4125C1 (en) 2012-03-31

Family

ID=45815251

Family Applications (1)

Application Number Title Priority Date Filing Date
MDA20100103A MD4125C1 (en) 2010-09-17 2010-09-17 1,3,4-Oxadiazole compounds with antituberculous properties containing monosubstituted thiourea

Country Status (1)

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MD (1) MD4125C1 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CZ306408B6 (en) * 2014-12-11 2017-01-11 Univerzita Karlova v Praze, Farmaceutická fakulta v Hradci Králové Dinitrophenyl oxadiazole or triazole, its use and a pharmaceutical preparation containing it
MD4404C1 (en) * 2015-03-18 2016-09-30 Институт Химии Академии Наук Молдовы 2-(Propylthio)-5H-[1,3,4]thiadiazole[2,3-b]quinazoline-5-one compound, exhibiting antituberculous activity and method for synthesis thereof

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB729891A (en) * 1952-10-10 1955-05-11 Bayer Ag New 4,5-dihydro-1,3,4-oxadiazol-5-one derivatives
GB925911A (en) * 1960-07-28 1963-05-15 Ed Geistlich Sohne A G Antitubercular pharmaceutical compositions
JPH07258234A (en) * 1994-03-17 1995-10-09 Shiratori Seiyaku Kk Production of 1,3,4-oxadiazole-2(3h)-thione compound
MD613G2 (en) * 1994-02-24 1997-06-30 Государственный Университет Молд0 Process for 2 - mercapto - 1,3,4 - oxadiasols preparation
MD4009C2 (en) * 2008-07-15 2010-08-31 Институт Химии Академии Наук Молдовы Use of 1-methyl-4-(N-methylaminobutyl-4)-b-carboline as antituberculous remedy

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB729891A (en) * 1952-10-10 1955-05-11 Bayer Ag New 4,5-dihydro-1,3,4-oxadiazol-5-one derivatives
GB925911A (en) * 1960-07-28 1963-05-15 Ed Geistlich Sohne A G Antitubercular pharmaceutical compositions
MD613G2 (en) * 1994-02-24 1997-06-30 Государственный Университет Молд0 Process for 2 - mercapto - 1,3,4 - oxadiasols preparation
JPH07258234A (en) * 1994-03-17 1995-10-09 Shiratori Seiyaku Kk Production of 1,3,4-oxadiazole-2(3h)-thione compound
MD4009C2 (en) * 2008-07-15 2010-08-31 Институт Химии Академии Наук Молдовы Use of 1-methyl-4-(N-methylaminobutyl-4)-b-carboline as antituberculous remedy

Non-Patent Citations (8)

* Cited by examiner, † Cited by third party
Title
Chang Hoon Lee, Hyun In Cho, and Kee-Jung Lee. Bull. Korean Chem. oc. 2001, vol.22, No. 1153 (regăsit în Internet la 2011.05.12, url: http://pdf.easechem.com/pdf32/f0038874-65de-4d17-ad40-5ca8992fa8b7.pdf) *
Chang Hoon Lee, Hyun In Cho, and Kee-Jung Lee. Bull. Korean Chem. Soc. 2001, Vol. 22, No. 10 1153 (regăsit în Internet la 2011.05.12, url: http://pdf.easechem.com/pdf/32/f0038874-65de-4d17-ad40-5ca8992fa8b7.pdf ) *
Fliur Macaev, Ghenadie Rusu, Serghei Pogrebnoi, Alexandru Gudima, Eugenia Stingaci, Ludmila Vlad, Nathaly Shvets, Fatma Kandemirli, Anatholy Dimoglo, and Robert Reynolds. Bioorganic & Medicinal Chemistry, Volume 13, 2005, p. 4842-4850 *
Gabriel Navarrete-Vázquez, Gloria Marı´a Molina-Salinas, Zetel Vahi Duarte-Fajardo, Javier Vargas-Villarreal, Samuel Estrada-Soto, Francisco González-Salazar, Emanuel Hernández-Núñez, Salvador Said-Fernández. Bioorganic & Medicinal Chemistry, Volume 15, Issue 16, 15 August 2007, p. 5502-5508 *
Hamish S. Sutherland, Adrian Blaser, Iveta Kmentova, Scott G. Franzblau, Baojie Wan, Yuehong Wang, Zhenkun Ma, Brian D. Palmer, William A. Denny, and Andrew M. Thompson. J. Med. Chem. 2010, 53, pp. 855-866. *
Harish Rajak, Murli Dhar Khary and Pradeep Mishra. International Journal of Pharmaceutical Sciences and Nanotechnology. 2009, vol. 2, issue 1, p.390. (regăsit în Internet la 2011.05.12, url: http://ijpsnonline.com/Issues/310.pdf ) *
Harish Rajak, Murli Dhar Khary and Pradeep Mishra. International Journal of Pharmaceutical Sciences and Nanotechnology. 2009, vol. 2, issuie 1, p390. (Regăsit în Internet la 2011.05.12, url: http://ijpsnonline.com/Issues/310.pdf ) *
Rusu, G. G.; Gutu, E. E.; Barba, N. A. Russ. J. Org. Chem. 1995, vol. 31, p. 1721. *

Also Published As

Publication number Publication date
MD4125B1 (en) 2011-08-31

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Legal Events

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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