PL408797A1 - New sulfonamide derivatives of 1H-pyrazole[4,3-e][1,2,4]triazine system and method for obtaining them - Google Patents
New sulfonamide derivatives of 1H-pyrazole[4,3-e][1,2,4]triazine system and method for obtaining themInfo
- Publication number
- PL408797A1 PL408797A1 PL408797A PL40879714A PL408797A1 PL 408797 A1 PL408797 A1 PL 408797A1 PL 408797 A PL408797 A PL 408797A PL 40879714 A PL40879714 A PL 40879714A PL 408797 A1 PL408797 A1 PL 408797A1
- Authority
- PL
- Poland
- Prior art keywords
- amino
- propanol
- new
- triazine system
- substituent
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 229940124530 sulfonamide Drugs 0.000 title abstract 2
- -1 sulfonamide derivatives of 1H-pyrazole Chemical class 0.000 title abstract 2
- FYADHXFMURLYQI-UHFFFAOYSA-N 1,2,4-triazine Chemical compound C1=CN=NC=N1 FYADHXFMURLYQI-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000001424 substituent group Chemical group 0.000 abstract 3
- 108091007914 CDKs Proteins 0.000 abstract 2
- 102000003903 Cyclin-dependent kinases Human genes 0.000 abstract 2
- 108090000266 Cyclin-dependent kinases Proteins 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- HXKKHQJGJAFBHI-GSVOUGTGSA-N (2R)-1-aminopropan-2-ol Chemical compound C[C@@H](O)CN HXKKHQJGJAFBHI-GSVOUGTGSA-N 0.000 abstract 1
- BKMMTJMQCTUHRP-GSVOUGTGSA-N (2r)-2-aminopropan-1-ol Chemical compound C[C@@H](N)CO BKMMTJMQCTUHRP-GSVOUGTGSA-N 0.000 abstract 1
- HXKKHQJGJAFBHI-VKHMYHEASA-N (2s)-1-aminopropan-2-ol Chemical group C[C@H](O)CN HXKKHQJGJAFBHI-VKHMYHEASA-N 0.000 abstract 1
- BKMMTJMQCTUHRP-VKHMYHEASA-N (S)-2-aminopropan-1-ol Chemical compound C[C@H](N)CO BKMMTJMQCTUHRP-VKHMYHEASA-N 0.000 abstract 1
- IIHUDHXDPXUMEF-UHFFFAOYSA-N 1-methylpiperazin-2-amine Chemical group CN1CCNCC1N IIHUDHXDPXUMEF-UHFFFAOYSA-N 0.000 abstract 1
- ABDLYASPAVETMH-UHFFFAOYSA-N 1h-pyrazolo[4,3-e][1,2,4]triazine Chemical compound N1=CN=C2C=NNC2=N1 ABDLYASPAVETMH-UHFFFAOYSA-N 0.000 abstract 1
- 102000003846 Carbonic anhydrases Human genes 0.000 abstract 1
- 108090000209 Carbonic anhydrases Proteins 0.000 abstract 1
- OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 abstract 1
- 102000004861 Phosphoric Diester Hydrolases Human genes 0.000 abstract 1
- 108090001050 Phosphoric Diester Hydrolases Proteins 0.000 abstract 1
- 102000004022 Protein-Tyrosine Kinases Human genes 0.000 abstract 1
- 108090000412 Protein-Tyrosine Kinases Proteins 0.000 abstract 1
- 239000002246 antineoplastic agent Substances 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 150000003456 sulfonamides Chemical class 0.000 abstract 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Przedmiotem wynalazku są nowe pochodne układu 1H-pirazolo[4.3-e][1,2,4]triazyny o wzorach ogólnych 1 i 2 i sposób ich otrzymywania. Nowe związki o wzorze ogólnym 1 charakteryzują się tym, że podstawnik R oznacza grupę metylową lub atom chloru, a podstawnik R1 oznacza grupę aminową, N-metylopiperazynową, 2-hydroksyetyloaminową, (S)-(+)-1-amino-2-propanolową, (R)-(-)-1-amino-2-propanolową, (S)-(+)-2-amino-1-propanolową, (R)-(-)-2-amino-1-propanolową. Nowe związki o .wzorze ogólnym 2 charakteryzują się tym, że podstawnik R oznacza atom wodoru lub chloru. Nowe związki są biologicznie aktywne i mogą znaleźć zastosowanie jako inhibitory anhydrazy węglanowej lub fosfodiesteraz, tyrozyny, kinaz zależnych od cyklin (CDK), lub kinaz tyrozynowych oraz jako środki o działaniu przeciwnowotworowym. Ujawniono również sposób wytwarzania nowych sulfonamidowych pochodnych układu 1/H-pirazolo[4,3-e][1,2,4]triazyny o wzorach ogólnych 1 i 2.The invention relates to new derivatives of the 1H-pyrazolo [4.3-e] [1,2,4] triazine system with general formulas 1 and 2 and the method of their preparation. The new compounds of general formula 1 are characterized in that the R substituent is a methyl group or a chlorine atom, and the R1 substituent is an amino, N-methylpiperazine, 2-hydroxyethylamino, (S) - (+) - 1-amino-2-propanol group , (R) - (-) - 1-amino-2-propanol, (S) - (+) - 2-amino-1-propanol, (R) - (-) - 2-amino-1-propanol. The new compounds of general formula 2 are characterized in that the R substituent is a hydrogen or chlorine atom. The new compounds are biologically active and may find use as inhibitors of carbonic anhydrase or phosphodiesterases, tyrosine, cyclin dependent kinases (CDKs) or tyrosine kinases and as anticancer agents. Also disclosed is a process for the preparation of new sulfonamide derivatives of the 1 / H-pyrazolo [4,3-e] [1,2,4] triazine system with general formulas 1 and 2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL408797A PL408797A1 (en) | 2014-07-10 | 2014-07-10 | New sulfonamide derivatives of 1H-pyrazole[4,3-e][1,2,4]triazine system and method for obtaining them |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL408797A PL408797A1 (en) | 2014-07-10 | 2014-07-10 | New sulfonamide derivatives of 1H-pyrazole[4,3-e][1,2,4]triazine system and method for obtaining them |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL408797A1 true PL408797A1 (en) | 2016-01-18 |
Family
ID=55072262
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL408797A PL408797A1 (en) | 2014-07-10 | 2014-07-10 | New sulfonamide derivatives of 1H-pyrazole[4,3-e][1,2,4]triazine system and method for obtaining them |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL408797A1 (en) |
-
2014
- 2014-07-10 PL PL408797A patent/PL408797A1/en unknown
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