MD4118C1 - 1,3,4-Oxadiazole compounds containing disubstituted thiourea, manifesting antituberculous properties - Google Patents

1,3,4-Oxadiazole compounds containing disubstituted thiourea, manifesting antituberculous properties

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Publication number
MD4118C1
MD4118C1 MDA20100102A MD20100102A MD4118C1 MD 4118 C1 MD4118 C1 MD 4118C1 MD A20100102 A MDA20100102 A MD A20100102A MD 20100102 A MD20100102 A MD 20100102A MD 4118 C1 MD4118 C1 MD 4118C1
Authority
MD
Moldova
Prior art keywords
properties
antituberculous
manifesting
oxadiazole compounds
compounds containing
Prior art date
Application number
MDA20100102A
Other languages
Romanian (ro)
Russian (ru)
Other versions
MD4118B1 (en
Inventor
Флюр МАКАЕВ
Зинаида РИБКОВСКАЯ
Сергей ПОГРЕБНОЙ
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 MDA20100102A priority Critical patent/MD4118C1/en
Publication of MD4118B1 publication Critical patent/MD4118B1/en
Publication of MD4118C1 publication Critical patent/MD4118C1/en

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

Abstract

The invention relates to disubstituted 1,3,4-oxadiazole compounds obtained on the basis of disubstituted thiourea containing the residue of monoethanolamine, in particular to their derivatives manifesting antituberculous properties.The compounds, according to the invention, correspond to general formula:where:R=4-fluorphenacyl (1a);R=phenacyl (1b);R=allyl (1c);R=benzyl (1d);R=2,4-dichlorphenacyl (1e).The synthesis includes the following stages: hydrazinolysis of ethyl-p-aminobenzoate, cyclization-isothiocyanation-thiolation with tetramethylthiuram disulphide of the obtained hydrazide, thioalkylation and finally addition of monoethanolamine to the isothiocyanate group.The compounds manifest Mycobacterium tuberculosis culture growth inhibition properties.
MDA20100102A 2010-09-02 2010-09-02 1,3,4-Oxadiazole compounds containing disubstituted thiourea, manifesting antituberculous properties MD4118C1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
MDA20100102A MD4118C1 (en) 2010-09-02 2010-09-02 1,3,4-Oxadiazole compounds containing disubstituted thiourea, manifesting antituberculous properties

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
MDA20100102A MD4118C1 (en) 2010-09-02 2010-09-02 1,3,4-Oxadiazole compounds containing disubstituted thiourea, manifesting antituberculous properties

Publications (2)

Publication Number Publication Date
MD4118B1 MD4118B1 (en) 2011-07-31
MD4118C1 true MD4118C1 (en) 2012-02-29

Family

ID=45815213

Family Applications (1)

Application Number Title Priority Date Filing Date
MDA20100102A MD4118C1 (en) 2010-09-02 2010-09-02 1,3,4-Oxadiazole compounds containing disubstituted thiourea, manifesting antituberculous properties

Country Status (1)

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MD (1) MD4118C1 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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 (4)

* 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

Patent Citations (4)

* 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

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
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 ) *
Collins L., Franzblau S. G. Antimicrob. Agents chemother., 1997, vol. 41, pp. 1004-1009. *
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), Pages 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 (2007), Issue 16, pp. 5502-5508 *
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, pp. 5502-5508. *
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. *

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Publication number Publication date
MD4118B1 (en) 2011-07-31

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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)
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