PL427991A1 - Nowe L-prolinowe sulfonamidowe pochodne zawierające układ pirazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazyny, sposób ich wytwarzania, ich zastosowania oraz kompozycja farmaceutyczna je zawierająca - Google Patents
Nowe L-prolinowe sulfonamidowe pochodne zawierające układ pirazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazyny, sposób ich wytwarzania, ich zastosowania oraz kompozycja farmaceutyczna je zawierającaInfo
- Publication number
- PL427991A1 PL427991A1 PL427991A PL42799118A PL427991A1 PL 427991 A1 PL427991 A1 PL 427991A1 PL 427991 A PL427991 A PL 427991A PL 42799118 A PL42799118 A PL 42799118A PL 427991 A1 PL427991 A1 PL 427991A1
- Authority
- PL
- Poland
- Prior art keywords
- new
- tetrazolo
- pyrazolo
- preparation
- pharmaceutical composition
- Prior art date
Links
- -1 L-proline sulfonamide Chemical class 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- 229940124530 sulfonamide Drugs 0.000 title abstract 2
- NYXCVBSNZVXCBW-UHFFFAOYSA-N 1,2,4,5,8,10,11,12-octazatricyclo[7.3.0.03,7]dodeca-2,5,7,9,11-pentaene Chemical compound c1nnc2[nH]n3nnnc3nc12 NYXCVBSNZVXCBW-UHFFFAOYSA-N 0.000 title 1
- 229930182821 L-proline Natural products 0.000 title 1
- 229960002429 proline Drugs 0.000 title 1
- 206010009944 Colon cancer Diseases 0.000 abstract 1
- 208000001333 Colorectal Neoplasms Diseases 0.000 abstract 1
- PMMYEEVYMWASQN-DMTCNVIQSA-N Hydroxyproline Chemical compound O[C@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-DMTCNVIQSA-N 0.000 abstract 1
- 239000002246 antineoplastic agent Substances 0.000 abstract 1
- 229940041181 antineoplastic drug Drugs 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000001085 cytostatic effect Effects 0.000 abstract 1
- 230000002496 gastric effect Effects 0.000 abstract 1
- BLWYXBNNBYXPPL-YFKPBYRVSA-N methyl (2s)-pyrrolidine-2-carboxylate Chemical compound COC(=O)[C@@H]1CCCN1 BLWYXBNNBYXPPL-YFKPBYRVSA-N 0.000 abstract 1
- 125000000565 sulfonamide group Chemical group 0.000 abstract 1
- FGMPLJWBKKVCDB-UHFFFAOYSA-N trans-L-hydroxy-proline Natural products ON1CCCC1C(O)=O FGMPLJWBKKVCDB-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains three hetero rings
- C07D487/14—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Przedmiotem wynalazku są nowe sulfonamidowe pochodne 5-fenylo-7-metylo-pirazolo[4,3-e]tetrazolo[4,5-b][1,2,4] triazyny zawierające w grupie sulfonamidowej ester metylowy L-proliny lub 4-hydroksy-L-proliny. Nowe związki wykazują aktywność cytostatyczną względem linii komórek nowotworowych żołądka (AGS) i jelita grubego (DLD-1 i HT-29) i mogą znaleźć zastosowanie jako nowe leki o działaniu przeciwnowotworowym. Przedmiotem wynalazku jest ponadto sposób wytwarzania takich pochodnych oraz ich zastosowania i kompozycja farmaceutyczna je zawierająca.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL427991A PL237893B1 (pl) | 2018-11-30 | 2018-11-30 | Nowe L-prolinowe sulfonamidowe pochodne zawierające układ pirazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazyny, sposób ich wytwarzania, ich zastosowania oraz kompozycja farmaceutyczna je zawierająca |
| US17/298,088 US12319699B2 (en) | 2018-11-30 | 2019-11-27 | L-proline sulfonamide derivatives comprising pyrazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazine system, method of manufacturing thereof, uses thereof and pharmaceutical composition comprising the same |
| EP19845836.6A EP3886990B1 (en) | 2018-11-30 | 2019-11-27 | Novel l-proline sulfonamide derivatives comprising pyrazolo[4,3- e]tetrazolo[4,5-b][1,2,4]triazine system, method of manufacturing thereof, uses thereof and pharmaceutical composition comprising the same |
| PCT/PL2019/000110 WO2020111956A1 (en) | 2018-11-30 | 2019-11-27 | Novel l-proline sulfonamide derivatives comprising pyrazolo[4,3- e]tetrazolo[4,5-b][1,2,4]triazine system, method of manufacturing thereof, uses thereof and pharmaceutical composition comprising the same |
| CA3121473A CA3121473C (en) | 2018-11-30 | 2019-11-27 | L-proline sulfonamide derivatives comprising pyrazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazine system, method of manufacturing thereof, uses thereof and pharmaceutical composition comprising the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL427991A PL237893B1 (pl) | 2018-11-30 | 2018-11-30 | Nowe L-prolinowe sulfonamidowe pochodne zawierające układ pirazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazyny, sposób ich wytwarzania, ich zastosowania oraz kompozycja farmaceutyczna je zawierająca |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL427991A1 true PL427991A1 (pl) | 2020-06-01 |
| PL237893B1 PL237893B1 (pl) | 2021-06-14 |
Family
ID=69411491
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL427991A PL237893B1 (pl) | 2018-11-30 | 2018-11-30 | Nowe L-prolinowe sulfonamidowe pochodne zawierające układ pirazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazyny, sposób ich wytwarzania, ich zastosowania oraz kompozycja farmaceutyczna je zawierająca |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US12319699B2 (pl) |
| EP (1) | EP3886990B1 (pl) |
| CA (1) | CA3121473C (pl) |
| PL (1) | PL237893B1 (pl) |
| WO (1) | WO2020111956A1 (pl) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL105516B1 (pl) | 1977-06-18 | 1979-10-31 | Ts Osrodek Badawaczo Proj | Oscieznica drzwiowa scian dzialowych |
| PL224344B1 (pl) * | 2014-07-10 | 2016-12-30 | Univ Przyrodniczo Humanistyczny W Siedlcach | Nowe 5-arylo-7-metylo-5H-pirazolo[4,3-e]tetrazolo[4,5-b][1,2,4]triazyny |
| CA2956465A1 (en) | 2014-09-05 | 2016-03-10 | Merck Patent Gmbh | Cyclohexyl-ethyl substituted diaza- and triaza-tricyclic compounds as indole-amine-2,3-dioxygenase (ido) antagonists for the treatment of cancer |
-
2018
- 2018-11-30 PL PL427991A patent/PL237893B1/pl unknown
-
2019
- 2019-11-27 EP EP19845836.6A patent/EP3886990B1/en active Active
- 2019-11-27 CA CA3121473A patent/CA3121473C/en active Active
- 2019-11-27 WO PCT/PL2019/000110 patent/WO2020111956A1/en not_active Ceased
- 2019-11-27 US US17/298,088 patent/US12319699B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| US20220017529A1 (en) | 2022-01-20 |
| EP3886990A1 (en) | 2021-10-06 |
| CA3121473C (en) | 2023-09-19 |
| WO2020111956A1 (en) | 2020-06-04 |
| US12319699B2 (en) | 2025-06-03 |
| EP3886990C0 (en) | 2023-06-07 |
| CA3121473A1 (en) | 2020-06-04 |
| EP3886990B1 (en) | 2023-06-07 |
| PL237893B1 (pl) | 2021-06-14 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ZA202403924B (en) | Tetrahydro-imidazo[4,5-c]pyridine derivatives as pd-l1 immunomodulators | |
| MY206578A (en) | Aza-heterobicyclic inhibitors of mat2a and methods of use for treating cancer | |
| GEAP202415945A (en) | Bicyclic heterocycles as fgfr inhibitors | |
| PH12021551493A1 (en) | Aza-heterobicyclic inhibitors of mat2a and methods of use for treating cancer | |
| JOP20210317A1 (ar) | مثبطات غير متجانسة ثنائية الحلقة لـ mat2a وطرق استخدامها لعلاج السرطان | |
| BR112021023136A2 (pt) | Compostos heterocíclicos, métodos de preparação e usos dos mesmos | |
| CL2019000941A1 (es) | Compuestos de pirazolo[1,5-a]piridina sustituidos como inhibidores de la quinasa ret. | |
| WO2016142855A3 (en) | Pyrazolo[1,5-a][1,3,5]triazine and pyrazolo[1,5-a]pyrimidine derivatives as cdk inhibitors | |
| MX2014006980A (es) | Pirazol[1,5-a]piridina sustituida como inhibidores de la cinasa del receptor de tropomiosina (trk). | |
| MY196474A (en) | [1,2,4]Triazolo[1,5-A]Pyridinyl Substituted Indole Compounds | |
| CY1115898T1 (el) | Ενωσεις και συνθεσεις ως αναστολεις των πρωτεϊνικων κινασων | |
| GEAP202215630A (en) | 2,3-dihydro-1h-pyrrolo[3,4-c]pyridin-1-one derivatives as hpk1 inhibitors for the treatment of cancer | |
| GEP20217242B (en) | Pyrazolo[1,5-a]pyrazin-4-yl derivatives as jak-inhibitors | |
| WO2009120094A3 (en) | Substituted pyrimidines and triazines and their use in cancer therapy | |
| EA201890888A1 (ru) | Новые спиро[3h-индол-3,2'-пирролидин]-2(1h)-оновые соединения и производные в качестве ингибиторов mdm2-p53 | |
| EA201000615A1 (ru) | Производные имидазо[1,2-а]пиридина, применимые в качестве ингибиторов апк (активиноподобной киназы) | |
| MX2021014674A (es) | Pirrolo [2,3-b] piridina sustituida y derivados de pirazolo [3,4-b] piridina como inhibidores de proteinas quinasas. | |
| BR112013026834A2 (pt) | composto, composição farmacêutica, produto farmacêutico de combinação, uso de um composto, e, método para tratar doenças ou condições e para inibir um bromodomínio | |
| WO2014105958A3 (en) | Fused pyrimidine compounds and use thereof | |
| BR112016022342A8 (pt) | derivados de (5,6-di-hidro)pirimido[4,5-e] indolizinas, suas composições farmacêuticas, e seus usos | |
| PH12017501699B1 (en) | Fused bicyclic heteroaryl derivatives having activity as phd inhibitors | |
| PH12022550004A1 (en) | Imidazo[4,5-c]pyridine derivatives as toll-like receptor agonists | |
| EA201991021A1 (ru) | Соединения конденсированных бициклических пиридинов и их применение в качестве модуляторов ampa-рецептора | |
| MX2023011830A (es) | Derivados de 3h,4h-tieno [2,3-d]pirimidin-4-ona como inhibidores de trpa1. | |
| PH12021553178A1 (en) | Pyridin-3-yl derivatives |