PL422526A1 - N-substituted compounds of tacrine, method for producing and application of those compounds - Google Patents
N-substituted compounds of tacrine, method for producing and application of those compoundsInfo
- Publication number
- PL422526A1 PL422526A1 PL422526A PL42252617A PL422526A1 PL 422526 A1 PL422526 A1 PL 422526A1 PL 422526 A PL422526 A PL 422526A PL 42252617 A PL42252617 A PL 42252617A PL 422526 A1 PL422526 A1 PL 422526A1
- Authority
- PL
- Poland
- Prior art keywords
- application
- carbon atom
- compounds
- tacrine
- acridine
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 4
- 229960001685 tacrine Drugs 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- YLJREFDVOIBQDA-UHFFFAOYSA-N tacrine Chemical compound C1=CC=C2C(N)=C(CCCC3)C3=NC2=C1 YLJREFDVOIBQDA-UHFFFAOYSA-N 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- -1 tacrine compound Chemical class 0.000 abstract 3
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 239000012634 fragment Substances 0.000 abstract 2
- 208000024827 Alzheimer disease Diseases 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- QCVGMYKWTIPJGT-UHFFFAOYSA-N [C].C1=CC=CC2=NC3=CC=CC=C3C=C12 Chemical group [C].C1=CC=CC2=NC3=CC=CC=C3C=C12 QCVGMYKWTIPJGT-UHFFFAOYSA-N 0.000 abstract 1
- OOGYVVYCCYJADG-UHFFFAOYSA-N acridine-1-carboxylic acid Chemical compound C1=CC=C2C=C3C(C(=O)O)=CC=CC3=NC2=C1 OOGYVVYCCYJADG-UHFFFAOYSA-N 0.000 abstract 1
- 125000000641 acridinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3C=C12)* 0.000 abstract 1
- DZBUGLKDJFMEHC-UHFFFAOYSA-N benzoquinolinylidene Natural products C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 abstract 1
- 201000011510 cancer Diseases 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 238000002560 therapeutic procedure Methods 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Przedmiotem zgłoszenia jest N-podstawiony związek takryny o wzorze 1, w którym R1, R2, R3, R4 są niezależne wybrane z grupy obejmującej atom wodoru, atom fluorowca, grupę nitrową, grupę aminową, grupę metylową, grupę metoksylową, grupę hydroksylową, grupę trifluorometylową, A oznacza dwuwartościowy fragment alkilenowy, ewentualnie rozgałęziony, mający od dwóch do dwunastu atomów węgla, przy czym łańcuch główny fragmentu alkilenowego A zawiera co najmniej dwa atomy węgla, B oznacza akrydynę, przy czym linia poprowadzona pomiędzy atomem węgla ugrupowania karboksamidowego a podstawnikiem B oznacza wiązanie pojedyncze łączące niewęzłowy atom węgla akrydyny z atomem węgla grupy karbonylowej; albo jego hydrat, solwat lub farmakologicznie dopuszczalna sól. Zgłoszenie dotyczy także wytwarzania przedmiotowego związku i kwasu akrydynokarboksylowego, a także stosowania związków o wzorze 1, w terapii do leczenia choroby nowotworowej ze współistniejącą chorobą Alzheimera.The subject of the application is an N-substituted tacrine compound of formula 1 in which R1, R2, R3, R4 are independently selected from the group consisting of hydrogen, halogen, nitro, amino, methyl, methoxy, hydroxyl, trifluoromethyl , A is a divalent alkylene fragment, optionally branched, having from two to twelve carbon atoms, where the main chain of the alkylene fragment A contains at least two carbon atoms, B is acridine, the line drawn between the carbon atom of the carboxamide moiety and the substituent B is a bond single connecting a non-node acridine carbon atom to a carbonyl group carbon atom; or a hydrate, solvate or pharmacologically acceptable salt thereof. The application also relates to the preparation of the subject compound and acridinecarboxylic acid, as well as the use of compounds of formula 1 in therapy for the treatment of cancer with co-morbid Alzheimer's disease.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL422526A PL235351B1 (en) | 2017-08-09 | 2017-08-09 | N-substituted tacrine compounds, production method and use of these compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL422526A PL235351B1 (en) | 2017-08-09 | 2017-08-09 | N-substituted tacrine compounds, production method and use of these compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL422526A1 true PL422526A1 (en) | 2019-02-11 |
| PL235351B1 PL235351B1 (en) | 2020-06-29 |
Family
ID=65270289
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL422526A PL235351B1 (en) | 2017-08-09 | 2017-08-09 | N-substituted tacrine compounds, production method and use of these compounds |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL235351B1 (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6194403B1 (en) * | 1999-09-09 | 2001-02-27 | Unitech Pharmaceuticals, Inc. | Tacrine derivatives for treating Alzheimer's disease |
| WO2004032929A2 (en) * | 2002-10-09 | 2004-04-22 | Neuropharma, S.A. | Dual binding site acetylcholinesterase inhibitors for the treatment of alzheimer’s disease |
| WO2014180984A1 (en) * | 2013-05-09 | 2014-11-13 | Ikerchem, S.L. | Histone deacetylase inhibitors based on derivatives of tricyclic polyhydroacridine and analogs possessing fused saturated five- and seven-membered rings |
-
2017
- 2017-08-09 PL PL422526A patent/PL235351B1/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6194403B1 (en) * | 1999-09-09 | 2001-02-27 | Unitech Pharmaceuticals, Inc. | Tacrine derivatives for treating Alzheimer's disease |
| WO2004032929A2 (en) * | 2002-10-09 | 2004-04-22 | Neuropharma, S.A. | Dual binding site acetylcholinesterase inhibitors for the treatment of alzheimer’s disease |
| WO2014180984A1 (en) * | 2013-05-09 | 2014-11-13 | Ikerchem, S.L. | Histone deacetylase inhibitors based on derivatives of tricyclic polyhydroacridine and analogs possessing fused saturated five- and seven-membered rings |
Also Published As
| Publication number | Publication date |
|---|---|
| PL235351B1 (en) | 2020-06-29 |
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