MD20110040A1 - Inhibitors of human myeloid leukemia based on 2-[2-(pyridine-2-ilmethylidene)hydrazine]-1,3-benzothiazole and 2-[2-(1-pyridine-2-ilethylidene)hydrazine]-1,3-benzothiazole dihydrate - Google Patents

Inhibitors of human myeloid leukemia based on 2-[2-(pyridine-2-ilmethylidene)hydrazine]-1,3-benzothiazole and 2-[2-(1-pyridine-2-ilethylidene)hydrazine]-1,3-benzothiazole dihydrate

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Publication number
MD20110040A1
MD20110040A1 MDA20110040A MD20110040A MD20110040A1 MD 20110040 A1 MD20110040 A1 MD 20110040A1 MD A20110040 A MDA20110040 A MD A20110040A MD 20110040 A MD20110040 A MD 20110040A MD 20110040 A1 MD20110040 A1 MD 20110040A1
Authority
MD
Moldova
Prior art keywords
benzothiazole
hydrazine
pyridine
myeloid leukemia
inhibitors
Prior art date
Application number
MDA20110040A
Other languages
Romanian (ro)
Russian (ru)
Inventor
Аурелиан ГУЛЯ
Анастасия ПАХОЛНИЦКАЯ
Виктор ЦАПКОВ
Серджиу ШОВА
Лариса СОФРОНИ
Original Assignee
Государственный Университет Молд0
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 Государственный Университет Молд0 filed Critical Государственный Университет Молд0
Priority to MDA20110040A priority Critical patent/MD20110040A1/en
Publication of MD20110040A1 publication Critical patent/MD20110040A1/en

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Abstract

The invention relates to chemistry, namely to the synthesis of organic compounds from the class of benzothiazoles, which can be used in medicine for the prevention and treatment of human myeloid leukemia.Summary of the invention consists in the fact that as inhibitors of human myeloid leukemia (HL-60 cells) are proposed 2-[2-(pyridine-2-ilmethylidene)hydrazine]-1,3-benzothiazole (I) and 2-[2-(1-pyridine-2-ilethylidene)hydrazine]-1,3-benzothiazole dihydrate (II) of general formula:The organic compounds proposed in the invention extend the range of highly active inhibitors of human myeloid leukemia (they are 4.4…4.6 times more active than cytarabine).
MDA20110040A 2011-05-10 2011-05-10 Inhibitors of human myeloid leukemia based on 2-[2-(pyridine-2-ilmethylidene)hydrazine]-1,3-benzothiazole and 2-[2-(1-pyridine-2-ilethylidene)hydrazine]-1,3-benzothiazole dihydrate MD20110040A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
MDA20110040A MD20110040A1 (en) 2011-05-10 2011-05-10 Inhibitors of human myeloid leukemia based on 2-[2-(pyridine-2-ilmethylidene)hydrazine]-1,3-benzothiazole and 2-[2-(1-pyridine-2-ilethylidene)hydrazine]-1,3-benzothiazole dihydrate

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
MDA20110040A MD20110040A1 (en) 2011-05-10 2011-05-10 Inhibitors of human myeloid leukemia based on 2-[2-(pyridine-2-ilmethylidene)hydrazine]-1,3-benzothiazole and 2-[2-(1-pyridine-2-ilethylidene)hydrazine]-1,3-benzothiazole dihydrate

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MD20110040A1 true MD20110040A1 (en) 2012-11-30

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MDA20110040A MD20110040A1 (en) 2011-05-10 2011-05-10 Inhibitors of human myeloid leukemia based on 2-[2-(pyridine-2-ilmethylidene)hydrazine]-1,3-benzothiazole and 2-[2-(1-pyridine-2-ilethylidene)hydrazine]-1,3-benzothiazole dihydrate

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MD4393C1 (en) * 2015-09-04 2016-08-31 Государственный Университет Молд0 Inhibitor of human myeloid leukemia HL-60 cells based on nitrato-[N′-(1-pyridine-2-ylmethylidene)-morpholine-4-carbothiohydrazido(1-)]copper
MD4407C1 (en) * 2015-04-29 2016-10-31 Государственный Университет Молд0 Inhibitor of human myeloid leukemia HL-60 cells based on bis[N-(prop-2-en-1-yl)-2-(pyridine-2-ylmethylidene)hydrazinecarbothioamide]nickel(II) chloride hydrate
MD4434C1 (en) * 2015-10-09 2017-04-30 Государственный Университет Молд0 Use of N'-[1-(2-pyridyl)ethylidene]morpholin-4-carbothiohydrazide as a human myeloid leukemia HL-60 cell proliferation inhibitor

Citations (5)

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WO2001094340A1 (en) * 2000-06-05 2001-12-13 Innovationsagentur Gesellschaft M.B.H. Heterocyclic hydrazones for use as anti-cancer agents
MD3098G2 (en) * 2006-01-03 2007-02-28 Государственный Университет Молд0 Dihydrate of di( -Ophenoxy)-di[N-(2-oxy-1-benzal)-N1- -oxyfuralhydrazine(2-)copper] with properties of inhibitor of the human myeloid leukemia
MD3655G2 (en) * 2007-09-03 2009-02-28 Государственный Университет Молд0 Inhibitor of human myeloid leukemia on base of bis(2-hydroxy-8-phenyl-tricyclo/7.3.1.0.2,7/-tridecane-13-on-thiosemicarbazonato)copper
MD3890G2 (en) * 2008-09-08 2009-12-31 Государственный Университет Молд0 Inhibitors of human myeloid leukemia on base of coordinative compounds of copper(II) with salicylidene thiocarbazides
US20100197711A1 (en) * 2007-09-27 2010-08-05 Keith Geoffrey Watson Benzothiazole compounds

Patent Citations (6)

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WO2001094340A1 (en) * 2000-06-05 2001-12-13 Innovationsagentur Gesellschaft M.B.H. Heterocyclic hydrazones for use as anti-cancer agents
US7112680B2 (en) * 2000-06-05 2006-09-26 Austria Wirtschaftsservice Gesellschaft Mit Beschrankter Haftung Heterocyclic hydrazones for use as anti-cancer agents
MD3098G2 (en) * 2006-01-03 2007-02-28 Государственный Университет Молд0 Dihydrate of di( -Ophenoxy)-di[N-(2-oxy-1-benzal)-N1- -oxyfuralhydrazine(2-)copper] with properties of inhibitor of the human myeloid leukemia
MD3655G2 (en) * 2007-09-03 2009-02-28 Государственный Университет Молд0 Inhibitor of human myeloid leukemia on base of bis(2-hydroxy-8-phenyl-tricyclo/7.3.1.0.2,7/-tridecane-13-on-thiosemicarbazonato)copper
US20100197711A1 (en) * 2007-09-27 2010-08-05 Keith Geoffrey Watson Benzothiazole compounds
MD3890G2 (en) * 2008-09-08 2009-12-31 Государственный Университет Молд0 Inhibitors of human myeloid leukemia on base of coordinative compounds of copper(II) with salicylidene thiocarbazides

Non-Patent Citations (6)

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Title
Easmon, J. et al., "Thiazolyl and benzothiazolyl hydrazones derived from alpha-(N)-acetylpyridines and diazines: synthesis, antiproliferative activity and CoMFA studies", Eur. J. Med. Chem., pp. 397-408, (1997). Abstract *
Hall I.H., Peaty N.J., Henry J.R. et al.," Investigations on the mechanism of action ofthe novel antitumor agents 2-benzothiazolyl, 2-benzoxazolyl, and 2-benzamidazolyl hydrazones derived from 2-acetylpyridine", Archiv der Pharmazie (Weinheim), 1999, 332, nr. 4, 115-123. (Abstract, PMID: 10327884) *
Kwon, Sundo et al.,"Geometrical isomers of hydrazones from 2-formyl-, 2-acetyl-, and 2-benzylpyridine, and 2-hydrazinobenzothiazole", Nippon Kagaku Kaishi, vol. 7, pp.1314-1319, (1973). (Citat din US7112680) *
M.Călinescu, A.Emandi. "Magnetic, optical and biological studies on copper(II) complexes with 2-benzothiazolyl Hydrazones II." Rev. Chimie, 2008, 59, nr. 12, pp.1322-1326. *
Singh M. and Raghav N. "Biological activity of hydrazones: a Review", Int. J. Pharmacy and Pharmaceutical Sci. vol. 3, issue 4, 2011, pag. 26-31; (regăsit în Internet la 2012.09.20, url: http://www.ijppsjournal.com/Vol3Issue4/2638.pdf ) v. pag. 28-29, formula 10. *
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MD4407C1 (en) * 2015-04-29 2016-10-31 Государственный Университет Молд0 Inhibitor of human myeloid leukemia HL-60 cells based on bis[N-(prop-2-en-1-yl)-2-(pyridine-2-ylmethylidene)hydrazinecarbothioamide]nickel(II) chloride hydrate
MD4393C1 (en) * 2015-09-04 2016-08-31 Государственный Университет Молд0 Inhibitor of human myeloid leukemia HL-60 cells based on nitrato-[N′-(1-pyridine-2-ylmethylidene)-morpholine-4-carbothiohydrazido(1-)]copper
MD4434C1 (en) * 2015-10-09 2017-04-30 Государственный Университет Молд0 Use of N'-[1-(2-pyridyl)ethylidene]morpholin-4-carbothiohydrazide as a human myeloid leukemia HL-60 cell proliferation inhibitor

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FC9A Refusal of application (patent for invention)