MD4126C1 - N,N'-[4,4'-(perfluoro-1,4-phenylenedioxy)-bis(4,1-phenylene)]-bis[2-(pyridine-2-ilmethylene)hydrazinecarbothioamide] and use thereof as prostate cancer LNCaP cell proliferation inhibitor - Google Patents
N,N'-[4,4'-(perfluoro-1,4-phenylenedioxy)-bis(4,1-phenylene)]-bis[2-(pyridine-2-ilmethylene)hydrazinecarbothioamide] and use thereof as prostate cancer LNCaP cell proliferation inhibitorInfo
- Publication number
- MD4126C1 MD4126C1 MDA20100129A MD20100129A MD4126C1 MD 4126 C1 MD4126 C1 MD 4126C1 MD A20100129 A MDA20100129 A MD A20100129A MD 20100129 A MD20100129 A MD 20100129A MD 4126 C1 MD4126 C1 MD 4126C1
- Authority
- MD
- Moldova
- Prior art keywords
- bis
- phenylenedioxy
- perfluoro
- prostate cancer
- ilmethylene
- Prior art date
Links
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
The invention relates to organic chemistry, namely to the synthesis of biologically active compounds from the class of thiosemicarbazones and can be used in medicine for the prevention and treatment of prostate cancer.Summary of the invention consists in that it was synthesized a new compound proceeding from 4,4'-(perfluoro-1,4-phenylenedioxy)dianiline, which was subjected to the following series of transformations: conversion into bis-thiourea upon interaction with dimethylthiouram; deamination with sulfuric acid in bis-isothiocyanate; conversion upon hydrazinolysis into appropriate bis-thiosemicarbazide, which was further condensed with 2-formylpyridine. Finally, it is obtained N,N'-[4,4'-(perfluoro-1,4-phenylenedioxy)-bis(4,1-phenylene)]-bis[2-(pyridine-2-ilmethylene) hydrazinecarbothioamide] with the formula:The resulting bis-thiosemicarbazone possesses anticancer activity, which 1.5 times exceeds the activity of doxorubicine.The technical result of the invention is to expand the range of prostate cancer LNCaP cell proliferation inhibitors.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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MDA20100129A MD4126C1 (en) | 2010-11-15 | 2010-11-15 | N,N'-[4,4'-(perfluoro-1,4-phenylenedioxy)-bis(4,1-phenylene)]-bis[2-(pyridine-2-ilmethylene)hydrazinecarbothioamide] and use thereof as prostate cancer LNCaP cell proliferation inhibitor |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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MDA20100129A MD4126C1 (en) | 2010-11-15 | 2010-11-15 | N,N'-[4,4'-(perfluoro-1,4-phenylenedioxy)-bis(4,1-phenylene)]-bis[2-(pyridine-2-ilmethylene)hydrazinecarbothioamide] and use thereof as prostate cancer LNCaP cell proliferation inhibitor |
Publications (2)
Publication Number | Publication Date |
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MD4126B1 MD4126B1 (en) | 2011-09-30 |
MD4126C1 true MD4126C1 (en) | 2012-04-30 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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MDA20100129A MD4126C1 (en) | 2010-11-15 | 2010-11-15 | N,N'-[4,4'-(perfluoro-1,4-phenylenedioxy)-bis(4,1-phenylene)]-bis[2-(pyridine-2-ilmethylene)hydrazinecarbothioamide] and use thereof as prostate cancer LNCaP cell proliferation inhibitor |
Country Status (1)
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MD (1) | MD4126C1 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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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 |
Citations (11)
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US5281715A (en) * | 1992-05-13 | 1994-01-25 | Yale University | 2-formylpyridine thiosemicarbazone compounds |
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MD3996C2 (en) * | 2009-05-25 | 2010-07-31 | Государственный Университет Молд0 | Perchlorates of 5-R-salicylidene-4-phenylthiosemicarbazonato(1-)-aquacopper(II) possessing properties of inhibitors of 17b-HSD enzyme activity (type 1) |
-
2010
- 2010-11-15 MD MDA20100129A patent/MD4126C1/en not_active IP Right Cessation
Patent Citations (13)
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US5281715A (en) * | 1992-05-13 | 1994-01-25 | Yale University | 2-formylpyridine thiosemicarbazone compounds |
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US5767134A (en) * | 1997-05-15 | 1998-06-16 | Vion Pharmaceuticals, Inc. | Prodrug forms of ribonucleotide reductase inhibitors 3-AP and 3-AMP |
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MD943G2 (en) * | 1997-07-10 | 1999-02-28 | Государственный Университет Молд0 | Process for obtaining isothiocyanate benzoic acids |
MD1274G2 (en) * | 1999-01-20 | 2000-02-29 | Государственный Университет Молд0 | Process for oligo-4-(4-thiocarbazido)-styrene preparation |
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MD3771G2 (en) * | 2008-04-30 | 2009-07-31 | Государственный Университет Молд0 | Inhibitors of 17β-HSD enzyme, stimulator for prostate cancer cell multiplication |
MD3996C2 (en) * | 2009-05-25 | 2010-07-31 | Государственный Университет Молд0 | Perchlorates of 5-R-salicylidene-4-phenylthiosemicarbazonato(1-)-aquacopper(II) possessing properties of inhibitors of 17b-HSD enzyme activity (type 1) |
Non-Patent Citations (6)
Title |
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Brockman R.W. et al: "Observations on the Antileukemic Activity of Pyridine-2-Carboxaldehyde Thiosemicarbazones and Thiocarbazone", Cancer Res. 1956 vol.16, p.167 * |
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Машковский М.Д. Лекарственные средства. Новая волна, Москва, 2008, с. 1206 * |
Also Published As
Publication number | Publication date |
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MD4126B1 (en) | 2011-09-30 |
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Legal Events
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FG4A | Patent for invention issued | ||
MM4A | Patent for invention definitely lapsed due to non-payment of fees |