MD4407C1 - 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 - Google Patents
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 hydrateInfo
- Publication number
- MD4407C1 MD4407C1 MDA20150041A MD20150041A MD4407C1 MD 4407 C1 MD4407 C1 MD 4407C1 MD A20150041 A MDA20150041 A MD A20150041A MD 20150041 A MD20150041 A MD 20150041A MD 4407 C1 MD4407 C1 MD 4407C1
- Authority
- MD
- Moldova
- Prior art keywords
- myeloid leukemia
- human myeloid
- ylmethylidene
- hydrazinecarbothioamide
- prop
- Prior art date
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Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention relates to chemistry, namely to a coordinative compound from the class of thiosemicarbazonates of transition metals and may find application in medicine for the prevention and treatment of human myeloid leukemia.Summary of the invention consists in that as an inhibitor of human myeloid leukemia HL-60 cells is proposed the new bis[N-(prop-2-en-1-yl)-2-(pyridine-2-ylmethylidene)hydrazinecarbothioamide]nickel(II) chloride hydrate compound of formula:The claimed compound expands the range of highly active inhibitors of human myeloid leukemia cells.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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MDA20150041A MD4407C1 (en) | 2015-04-29 | 2015-04-29 | 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 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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MDA20150041A MD4407C1 (en) | 2015-04-29 | 2015-04-29 | 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 |
Publications (2)
Publication Number | Publication Date |
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MD4407B1 MD4407B1 (en) | 2016-03-31 |
MD4407C1 true MD4407C1 (en) | 2016-10-31 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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MDA20150041A MD4407C1 (en) | 2015-04-29 | 2015-04-29 | 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 |
Country Status (1)
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MD (1) | MD4407C1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
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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 |
MD4520C1 (en) * | 2016-12-16 | 2018-05-31 | Государственный Университет Молд0 | N-(4-butoxyphenyl)-2-(pyridin-2-ylmethylidene)hydrazinecarbothioamide as T-47D breast cancer cells growth inhibitor |
Citations (13)
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GB1448295A (en) * | 1974-05-01 | 1976-09-02 | Farmaceutici Italia | Thiosemicarbazones |
WO1985000955A1 (en) * | 1983-08-22 | 1985-03-14 | A/S Cheminova | A biocidal, particularly fungicidal and/or bactericidal composition and thiosemicarbazones and metal complexes thereof for use in the composition |
US4657903A (en) * | 1982-03-31 | 1987-04-14 | The United States Of America As Represented By The Secretary Of The Army | Transition metal complexes of the selenium analogs of 2-acetyl- and 2-propionylpyridine thiosemicarbazones useful for treating malarial infections and leukemia |
US5281715A (en) * | 1992-05-13 | 1994-01-25 | Yale University | 2-formylpyridine thiosemicarbazone compounds |
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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 |
MD3890F1 (en) * | 2008-09-08 | 2009-04-30 | Universitatea De Stat Din Moldova | Inhibitors of human myeloid leukemia on base of coordinative compounds of copper(II) with salicylidene thiocarbazides |
MD20110040A1 (en) * | 2011-05-10 | 2012-11-30 | Государственный Университет Молд0 | 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 |
MD4190C1 (en) * | 2011-06-16 | 2013-07-31 | Государственный Университет Молд0 | Inhibitor of human myeloid leukemia based on {bis[2-(3,5-dibrom-2-hydroxyphenyl)-2-oxoethyl-piperidin-1-carbodithioato(1-)-O,O′]copper} |
MD4215C1 (en) * | 2012-07-09 | 2013-11-30 | Государственный Университет Молд0 | Inhibitor of human myeloid leukemia based on N-(4-(5-(pyridin-2-yl)-4,5-dihydro-1H-pyrazol-3-yl)phenyl)-2-(pyridin-2-ylmethylen)-hydrazinecarbothioamide |
CN103951602A (en) * | 2014-03-19 | 2014-07-30 | 河南理工大学 | Synthesis method for pyrrole thiosemicarbazone copper or nickel coordination compound having anti-tumor activity |
MD4300B1 (en) * | 2012-12-28 | 2014-08-31 | Universitatea De Stat Din Moldova | Inhibitor of HepG2 cell proliferation in liver cancer based on chloro-[2-phenyl(pyridine-2-yl)methanone-4-(3-methoxyphenyl)thiosemicarbazono]nickel |
-
2015
- 2015-04-29 MD MDA20150041A patent/MD4407C1/en not_active IP Right Cessation
Patent Citations (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1448295A (en) * | 1974-05-01 | 1976-09-02 | Farmaceutici Italia | Thiosemicarbazones |
US4657903A (en) * | 1982-03-31 | 1987-04-14 | The United States Of America As Represented By The Secretary Of The Army | Transition metal complexes of the selenium analogs of 2-acetyl- and 2-propionylpyridine thiosemicarbazones useful for treating malarial infections and leukemia |
WO1985000955A1 (en) * | 1983-08-22 | 1985-03-14 | A/S Cheminova | A biocidal, particularly fungicidal and/or bactericidal composition and thiosemicarbazones and metal complexes thereof for use in the composition |
US5281715A (en) * | 1992-05-13 | 1994-01-25 | Yale University | 2-formylpyridine thiosemicarbazone compounds |
US5721259A (en) * | 1992-05-13 | 1998-02-24 | Yale University | Method of using 2-formylpyridine thiosemicarbazone compounds |
WO2004069801A1 (en) * | 2003-02-05 | 2004-08-19 | Unisearch Limited | Metal ion chelators and therapeutic use thereof |
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 |
MD3890F1 (en) * | 2008-09-08 | 2009-04-30 | Universitatea De Stat Din Moldova | Inhibitors of human myeloid leukemia on base of coordinative compounds of copper(II) with salicylidene thiocarbazides |
MD20110040A1 (en) * | 2011-05-10 | 2012-11-30 | Государственный Университет Молд0 | 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 |
MD4190C1 (en) * | 2011-06-16 | 2013-07-31 | Государственный Университет Молд0 | Inhibitor of human myeloid leukemia based on {bis[2-(3,5-dibrom-2-hydroxyphenyl)-2-oxoethyl-piperidin-1-carbodithioato(1-)-O,O′]copper} |
MD4215C1 (en) * | 2012-07-09 | 2013-11-30 | Государственный Университет Молд0 | Inhibitor of human myeloid leukemia based on N-(4-(5-(pyridin-2-yl)-4,5-dihydro-1H-pyrazol-3-yl)phenyl)-2-(pyridin-2-ylmethylen)-hydrazinecarbothioamide |
MD4300B1 (en) * | 2012-12-28 | 2014-08-31 | Universitatea De Stat Din Moldova | Inhibitor of HepG2 cell proliferation in liver cancer based on chloro-[2-phenyl(pyridine-2-yl)methanone-4-(3-methoxyphenyl)thiosemicarbazono]nickel |
CN103951602A (en) * | 2014-03-19 | 2014-07-30 | 河南理工大学 | Synthesis method for pyrrole thiosemicarbazone copper or nickel coordination compound having anti-tumor activity |
Non-Patent Citations (10)
Title |
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Belkis Atasever et al. Cytotoxic activities of new iron(III) and nickel(II) chelates of some S-methyl-thiosemicarbazones on K562 and ECV304 cells. Publicat online 2010. Accesat în Internet la 2015.12.10, url: http://research.sabanciuniv.edu/14005/2/belkis-OK.pdf Fig. 1 and Table 1. * |
Chumakov, Yu. M.; Tsapkov, V.I.; Jeanneau, E.; Bairac,N.N,; Bocelli, G.; Poirier, D.; Roy, J.; Gulea, A.P. Crystal structures of copper(II) chloride, copper(II) nitrate complexes with pyridine-2-carbaldehyde thiosemicarbazone. Crystallography Reports, Vol. 53, Issue 5, pp. 786-792. Regăsit în Internet la 2015.12.12, url: http://link.springer.com/article/10.1134%2FS1063774508050106#page-1 DOI: 10.1134/S1063774508050106 Abstract * |
Elena Pahontu et al. Antibacterial, antifungal and in vitro antileukemia activity of metal complexes with thiosemicarbazones. J. Cell. Mol. Med. Vol. 19, No 4, 2015 pp. 865-878 (First published online 24 FEB 2015). Regăsit în Internet la 2015.12.10, url: http://onlinelibrary.wiley.com/doi/10.1111/jcmm.12508/abstract pag. 869, Table 2, compound (6) * |
Giorgio Pelosi. Thiosemicarbazone Metal Complexes: From Structure to Activity. The Open Crystallography Journal, 2010, 3, 16-28. Ultima accesare la 2015.11.30, url: http://benthamopen.com/contents/pdf/TOCRYJ/TOCRYJ-3-16.pdf Chapter 2.1 Antitumor activity * |
K.A. Jensen et al. Studies of Thioacides and Their Derivatives IX. Thiosemicarbazides. Acta Chemica Scandinavica, 22 (1968), 1-50. Accesat prin Internet la 2015.12.07, url: http://actachemscand.org/pdf/acta_vol_22_p0001-0050.pdf pag. 2, Table 1, see 4-Allyl; pag. 49, ref. 60. * |
Marta Sobiesiak et al. Co(II), Ni(II) and Cu(II) complexes with phenylthiazole and thiosemicarbazone-derived ligands: synthesis, structure and cytotoxic effects. New J. Chem., 2014, 38, 5349-5361. DOI: 10.1039/C4NJ00977K Regăsit în Internet la 2015.12.08, url: http://pubs.rsc.org/en/content/articlelanding/2014/nj/c4nj00977k#!divAbstract Abstract and figure * |
Tripathi Laxmi et al. Review article. Role of chelates in treatment of cancer. Indian Journal of Cancer, April-June 2007, vol. 44, issue 2, pag. 65, Table 1, Miscellaneous; pag. 68 Miscellaneous chelates (regăsit in Internet la 2015.12.07, url: http://www.bioline.org.br/pdf?cn07011 ) articolul integral * |
V. Graur, E. Zariciuc, V. Tsapkov, A. Gulea. SYNTHESIS AND BIOLOGICAL ACTIVITY OF NICKEL AND COPPER COORDINATION COMPOUNDS OF 5-NITROFURAN-2-CARBALDEHYDE N(4)-ALLYL-3-THIOSEMICARBAZONE. STUDIA UNIVERSITATIS MOLDAVIAE, 2014, nr.6(76). Seria "Stiinte reale si ale naturii", p.119--123 ISSN online 1857-498X (disponibil on-line 2014.12.23). Regăsit în Internet la 2015.12.08, url: http://studiamsu.eu/wp-content/uploads/19.-p.119-123-Chimie.pdf articol integral * |
V. Graur, S. Savcin, V. Tsapkov, A Gulea. SYNTHESIS AND TUMOR ACTIVITY OF COPPER, NICKEL AND COBALT COORDINATION COMPOUNDS WITH 1-(2-HYDROXYPHENYL)ETHANONE N(4)-ALLYL-3-THIOSEMICARBAZONE. STUDIA UNIVERSITATIS MOLDAVIAE, 2015, nr.1(81). Seria "Stiinte reale si ale naturii", p.210--215 ISSN online 1857-498X (disponibil online 2015.08.22). Regăsit în Internet la 2015.12.08, url: http://oaji.net/articles/2015/2052-1438271355.pdf artiicolul integral * |
Yasemin d. Kurt et al. Iron(III) and nickel(II) template complexes derived from benzophenone thiosemicarbazones. J. Coord. Chem. 62 (13), 2009, p. 2172-2181. Published online 01 Jun 2009. DOI: 10.1080/00958970902787775 Rezumat regăsit în Internet la 2015.12.10, url: http://www.tandfonline.com/doi/abs/10.1080/00958970902787775?journalCode=gcoo20 Documentul integral * |
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Publication number | Publication date |
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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 |