HRP20120271T1 - Novi p2x7r antagonisti i njihova uporaba - Google Patents
Novi p2x7r antagonisti i njihova uporaba Download PDFInfo
- Publication number
- HRP20120271T1 HRP20120271T1 HR20120271T HRP20120271T HRP20120271T1 HR P20120271 T1 HRP20120271 T1 HR P20120271T1 HR 20120271 T HR20120271 T HR 20120271T HR P20120271 T HRP20120271 T HR P20120271T HR P20120271 T1 HRP20120271 T1 HR P20120271T1
- Authority
- HR
- Croatia
- Prior art keywords
- indol
- bromo
- chloro
- hydroxypropyl
- cycloheptylacetamide
- Prior art date
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- 239000005557 antagonist Substances 0.000 title claims abstract 4
- 230000001404 mediated effect Effects 0.000 claims abstract 3
- 150000001875 compounds Chemical class 0.000 claims 13
- 239000000825 pharmaceutical preparation Substances 0.000 claims 9
- -1 piperidino, morpholino, pyrrolidino, 5H-tetrazolylpropyl Chemical group 0.000 claims 9
- 239000003112 inhibitor Substances 0.000 claims 8
- 230000004054 inflammatory process Effects 0.000 claims 5
- 230000003412 degenerative effect Effects 0.000 claims 4
- 229940044551 receptor antagonist Drugs 0.000 claims 4
- 239000002464 receptor antagonist Substances 0.000 claims 4
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims 3
- 208000019022 Mood disease Diseases 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 208000001132 Osteoporosis Diseases 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- YKPUWZUDDOIDPM-SOFGYWHQSA-N capsaicin Chemical compound COC1=CC(CNC(=O)CCCC\C=C\C(C)C)=CC=C1O YKPUWZUDDOIDPM-SOFGYWHQSA-N 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 208000037765 diseases and disorders Diseases 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
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- 108010029731 6-phosphogluconolactonase Proteins 0.000 claims 1
- RTAPDZBZLSXHQQ-UHFFFAOYSA-N 8-methyl-3,7-dihydropurine-2,6-dione Chemical class N1C(=O)NC(=O)C2=C1N=C(C)N2 RTAPDZBZLSXHQQ-UHFFFAOYSA-N 0.000 claims 1
- 208000017194 Affective disease Diseases 0.000 claims 1
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- 102100039705 Beta-2 adrenergic receptor Human genes 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
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- 108010084457 Cathepsins Proteins 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
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- 108050007372 Fibroblast Growth Factor Proteins 0.000 claims 1
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- 108010018962 Glucosephosphate Dehydrogenase Proteins 0.000 claims 1
- 108010017213 Granulocyte-Macrophage Colony-Stimulating Factor Proteins 0.000 claims 1
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- 101001125071 Homo sapiens Neuromedin-K receptor Proteins 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- 101710200424 Inosine-5'-monophosphate dehydrogenase Proteins 0.000 claims 1
- 108090000723 Insulin-Like Growth Factor I Proteins 0.000 claims 1
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- 229940121948 Muscarinic receptor antagonist Drugs 0.000 claims 1
- 229910017711 NHRa Inorganic materials 0.000 claims 1
- 108010040718 Neurokinin-1 Receptors Proteins 0.000 claims 1
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- 229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 claims 1
- 101100545004 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) YSP2 gene Proteins 0.000 claims 1
- 102100037346 Substance-P receptor Human genes 0.000 claims 1
- 239000000150 Sympathomimetic Substances 0.000 claims 1
- 102000003141 Tachykinin Human genes 0.000 claims 1
- GUGOEEXESWIERI-UHFFFAOYSA-N Terfenadine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 GUGOEEXESWIERI-UHFFFAOYSA-N 0.000 claims 1
- 108090001012 Transforming Growth Factor beta Proteins 0.000 claims 1
- 102100030742 Transforming growth factor beta-1 proprotein Human genes 0.000 claims 1
- 229940116731 Uricosuric agent Drugs 0.000 claims 1
- 206010046851 Uveitis Diseases 0.000 claims 1
- 239000000048 adrenergic agonist Substances 0.000 claims 1
- 239000000533 adrenergic alpha-1 receptor agonist Substances 0.000 claims 1
- 239000000384 adrenergic alpha-2 receptor agonist Substances 0.000 claims 1
- 229940126157 adrenergic receptor agonist Drugs 0.000 claims 1
- 206010064930 age-related macular degeneration Diseases 0.000 claims 1
- 239000000556 agonist Substances 0.000 claims 1
- 239000002163 alpha 1-adrenoceptor agonist Substances 0.000 claims 1
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
- 230000001387 anti-histamine Effects 0.000 claims 1
- 239000000935 antidepressant agent Substances 0.000 claims 1
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- 229960002708 antigout preparations Drugs 0.000 claims 1
- 239000000739 antihistaminic agent Substances 0.000 claims 1
- 239000002246 antineoplastic agent Substances 0.000 claims 1
- 239000000164 antipsychotic agent Substances 0.000 claims 1
- 239000003443 antiviral agent Substances 0.000 claims 1
- 230000036506 anxiety Effects 0.000 claims 1
- 108010014499 beta-2 Adrenergic Receptors Proteins 0.000 claims 1
- 150000001602 bicycloalkyls Chemical group 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 229960002504 capsaicin Drugs 0.000 claims 1
- 235000017663 capsaicin Nutrition 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000002327 cardiovascular agent Substances 0.000 claims 1
- 229940125692 cardiovascular agent Drugs 0.000 claims 1
- 239000000812 cholinergic antagonist Substances 0.000 claims 1
- 239000003246 corticosteroid Substances 0.000 claims 1
- 229960001334 corticosteroids Drugs 0.000 claims 1
- 239000006071 cream Substances 0.000 claims 1
- 229960000265 cromoglicic acid Drugs 0.000 claims 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000006622 cycloheptylmethyl group Chemical group 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims 1
- VLARUOGDXDTHEH-UHFFFAOYSA-L disodium cromoglycate Chemical compound [Na+].[Na+].O1C(C([O-])=O)=CC(=O)C2=C1C=CC=C2OCC(O)COC1=CC=CC2=C1C(=O)C=C(C([O-])=O)O2 VLARUOGDXDTHEH-UHFFFAOYSA-L 0.000 claims 1
- 239000002552 dosage form Substances 0.000 claims 1
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- 229940126864 fibroblast growth factor Drugs 0.000 claims 1
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- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- 239000003018 immunosuppressive agent Substances 0.000 claims 1
- 229940125721 immunosuppressive agent Drugs 0.000 claims 1
- VNYSSYRCGWBHLG-AMOLWHMGSA-N leukotriene B4 Chemical compound CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O VNYSSYRCGWBHLG-AMOLWHMGSA-N 0.000 claims 1
- GWNVDXQDILPJIG-NXOLIXFESA-N leukotriene C4 Chemical compound CCCCC\C=C/C\C=C/C=C/C=C/[C@H]([C@@H](O)CCCC(O)=O)SC[C@@H](C(=O)NCC(O)=O)NC(=O)CC[C@H](N)C(O)=O GWNVDXQDILPJIG-NXOLIXFESA-N 0.000 claims 1
- YEESKJGWJFYOOK-IJHYULJSSA-N leukotriene D4 Chemical compound CCCCC\C=C/C\C=C/C=C/C=C/[C@H]([C@@H](O)CCCC(O)=O)SC[C@H](N)C(=O)NCC(O)=O YEESKJGWJFYOOK-IJHYULJSSA-N 0.000 claims 1
- OTZRAYGBFWZKMX-JUDRUQEKSA-N leukotriene E4 Chemical compound CCCCCC=CCC=C\C=C\C=C\[C@@H](SC[C@H](N)C(O)=O)[C@@H](O)CCCC(O)=O OTZRAYGBFWZKMX-JUDRUQEKSA-N 0.000 claims 1
- 229940065725 leukotriene receptor antagonists for obstructive airway diseases Drugs 0.000 claims 1
- 239000003199 leukotriene receptor blocking agent Substances 0.000 claims 1
- 150000002617 leukotrienes Chemical class 0.000 claims 1
- 208000002780 macular degeneration Diseases 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 201000006417 multiple sclerosis Diseases 0.000 claims 1
- VKUZEUVMCUPMPK-UHFFFAOYSA-N n-[1-(3-amino-2-hydroxypropyl)-4-chloroindol-3-yl]-3-cyclohexylpropanamide Chemical compound C12=C(Cl)C=CC=C2N(CC(O)CN)C=C1NC(=O)CCC1CCCCC1 VKUZEUVMCUPMPK-UHFFFAOYSA-N 0.000 claims 1
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- IMCGHZIGRANKHV-AJNGGQMLSA-N tert-butyl (3s,5s)-2-oxo-5-[(2s,4s)-5-oxo-4-propan-2-yloxolan-2-yl]-3-propan-2-ylpyrrolidine-1-carboxylate Chemical compound O1C(=O)[C@H](C(C)C)C[C@H]1[C@H]1N(C(=O)OC(C)(C)C)C(=O)[C@H](C(C)C)C1 IMCGHZIGRANKHV-AJNGGQMLSA-N 0.000 claims 1
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- RROJHIZQOZNMSH-UHFFFAOYSA-N n-(1h-indol-3-yl)acetamide Chemical compound C1=CC=C2C(NC(=O)C)=CNC2=C1 RROJHIZQOZNMSH-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
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Classifications
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- C07D209/40—Nitrogen atoms, not forming part of a nitro radical, e.g. isatin semicarbazone
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09005324 | 2009-04-14 |
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| Publication Number | Publication Date |
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| HRP20120271T1 true HRP20120271T1 (hr) | 2012-04-30 |
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| HR20120271T HRP20120271T1 (hr) | 2009-04-14 | 2012-03-27 | Novi p2x7r antagonisti i njihova uporaba |
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| Country | Link |
|---|---|
| US (2) | US7919503B2 (https=) |
| EP (1) | EP2243772B1 (https=) |
| JP (1) | JP2012523440A (https=) |
| KR (1) | KR20120006547A (https=) |
| CN (1) | CN102395562A (https=) |
| AT (1) | ATE541832T1 (https=) |
| AU (1) | AU2010237302A1 (https=) |
| BR (1) | BRPI1014902A2 (https=) |
| CA (1) | CA2758474A1 (https=) |
| CY (1) | CY1112758T1 (https=) |
| DK (1) | DK2243772T3 (https=) |
| EA (1) | EA201101479A1 (https=) |
| ES (1) | ES2380908T3 (https=) |
| HR (1) | HRP20120271T1 (https=) |
| IL (1) | IL215444A0 (https=) |
| MX (1) | MX2011010810A (https=) |
| PL (1) | PL2243772T3 (https=) |
| PT (1) | PT2243772E (https=) |
| SG (1) | SG175232A1 (https=) |
| SI (1) | SI2243772T1 (https=) |
| SM (1) | SMT201200017B (https=) |
| WO (1) | WO2010118921A1 (https=) |
| ZA (1) | ZA201108305B (https=) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US8815892B2 (en) | 2008-03-25 | 2014-08-26 | Affectis Pharmaceuticals Ag | P2X7R antagonists and their use |
| BRPI0910034B1 (pt) | 2008-03-25 | 2022-02-08 | Affectis Pharmaceuticals Ag | Antagonistas do p2x7r e composições farmacêuticas que os compreendem |
| SG185400A1 (en) * | 2010-05-14 | 2012-12-28 | Affectis Pharmaceuticals Ag | Novel methods for the preparation of p2x7r antagonists |
| WO2012110190A1 (en) | 2011-02-17 | 2012-08-23 | Affectis Pharmaceuticals Ag | Novel p2x7r antagonists and their use |
| WO2012149285A1 (en) * | 2011-04-28 | 2012-11-01 | Claire Mitchell | Method for treatment of macular degeneration by modulating p2y12 or p2x7 receptors |
| WO2012163456A1 (en) | 2011-05-27 | 2012-12-06 | Affectis Pharmaceuticals Ag | Novel p2x7r antagonists and their use |
| WO2012163792A1 (en) | 2011-05-27 | 2012-12-06 | Affectis Pharmaceuticals Ag | Novel p2x7r antagonists and their use |
| CN103687860B (zh) * | 2011-07-22 | 2016-06-08 | 埃科特莱茵药品有限公司 | 作为p2x7受体拮抗剂的杂环酰胺衍生物 |
| US20140322193A1 (en) * | 2011-12-02 | 2014-10-30 | Michael Kaleko | Therapies for Disorders of the Cornea and Conjunctiva |
| US9409917B2 (en) | 2012-01-20 | 2016-08-09 | Actelion Pharmaceuticals Ltd. | Heterocyclic amide derivatives as P2X7 receptor antagonists |
| WO2014091415A1 (en) | 2012-12-12 | 2014-06-19 | Actelion Pharmaceuticals Ltd | Indole carboxamide derivatives as p2x7 receptor antagonists |
| KR102232744B1 (ko) | 2012-12-18 | 2021-03-26 | 이도르시아 파마슈티컬스 리미티드 | Ｐ２ｘ７ 수용체 길항제로서의 인돌 카르복사미드 유도체 |
| CA2896790C (en) | 2013-01-22 | 2022-05-10 | Actelion Pharmaceuticals Ltd | Heterocyclic amide derivatives as p2x7 receptor antagonists |
| ES2616883T3 (es) | 2013-01-22 | 2017-06-14 | Actelion Pharmaceuticals Ltd. | Derivados amida heterocíclicos como antagonistas del receptor P2X7 |
| WO2014182601A1 (en) | 2013-05-08 | 2014-11-13 | Children's Medical Center Corporation | A method of preventing and treating type 1 diabetes, allograft rejection and lung fibrosis (by targeting the atp/p2x7r axis) |
| TW202043198A (zh) * | 2019-01-17 | 2020-12-01 | 美商Ｉｆｍ Ｄｕｅ有限公司 | 用於治療與sting活性相關之病況的化合物及組合物 |
| IL310724A (en) | 2021-08-10 | 2024-04-01 | Ifm Due Inc | COMPOUNDS AND COMPOSITIONS FOR THE TREATMENT OF CONDITIONS ASSOCIATED WITH STING ACTIVITY |
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2010
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- 2010-03-11 PL PL10156190T patent/PL2243772T3/pl unknown
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- 2010-03-11 WO PCT/EP2010/053097 patent/WO2010118921A1/en not_active Ceased
- 2010-03-11 BR BRPI1014902A patent/BRPI1014902A2/pt not_active IP Right Cessation
- 2010-03-11 PT PT10156190T patent/PT2243772E/pt unknown
- 2010-03-11 SI SI201030020T patent/SI2243772T1/sl unknown
- 2010-03-11 MX MX2011010810A patent/MX2011010810A/es active IP Right Grant
- 2010-03-11 SG SG2011075140A patent/SG175232A1/en unknown
- 2010-03-11 ES ES10156190T patent/ES2380908T3/es active Active
- 2010-03-11 AT AT10156190T patent/ATE541832T1/de active
- 2010-03-11 EP EP10156190A patent/EP2243772B1/en not_active Not-in-force
- 2010-03-11 JP JP2012505103A patent/JP2012523440A/ja active Pending
- 2010-03-11 DK DK10156190.0T patent/DK2243772T3/da active
- 2010-03-11 KR KR1020117026988A patent/KR20120006547A/ko not_active Withdrawn
- 2010-03-11 CN CN2010800166929A patent/CN102395562A/zh active Pending
- 2010-03-11 EA EA201101479A patent/EA201101479A1/ru unknown
- 2010-04-12 US US12/758,557 patent/US7919503B2/en not_active Expired - Fee Related
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2011
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- 2011-09-27 IL IL215444A patent/IL215444A0/en unknown
- 2011-11-11 ZA ZA2011/08305A patent/ZA201108305B/en unknown
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2012
- 2012-03-27 HR HR20120271T patent/HRP20120271T1/hr unknown
- 2012-04-04 CY CY20121100340T patent/CY1112758T1/el unknown
- 2012-04-25 SM SM201200017T patent/SMT201200017B/it unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2010118921A1 (en) | 2010-10-21 |
| EA201101479A1 (ru) | 2012-05-30 |
| BRPI1014902A2 (pt) | 2016-04-19 |
| US20100267762A1 (en) | 2010-10-21 |
| KR20120006547A (ko) | 2012-01-18 |
| SG175232A1 (en) | 2011-12-29 |
| AU2010237302A1 (en) | 2011-12-01 |
| SI2243772T1 (sl) | 2012-05-31 |
| US8268861B2 (en) | 2012-09-18 |
| DK2243772T3 (da) | 2012-02-13 |
| ZA201108305B (en) | 2012-08-29 |
| IL215444A0 (en) | 2011-12-29 |
| CY1112758T1 (el) | 2016-02-10 |
| PL2243772T3 (pl) | 2012-05-31 |
| MX2011010810A (es) | 2012-01-12 |
| US20110212992A1 (en) | 2011-09-01 |
| EP2243772A1 (en) | 2010-10-27 |
| ES2380908T3 (es) | 2012-05-21 |
| CA2758474A1 (en) | 2010-10-21 |
| US7919503B2 (en) | 2011-04-05 |
| CN102395562A (zh) | 2012-03-28 |
| SMT201200017B (it) | 2012-07-10 |
| PT2243772E (pt) | 2012-03-28 |
| ATE541832T1 (de) | 2012-02-15 |
| EP2243772B1 (en) | 2012-01-18 |
| JP2012523440A (ja) | 2012-10-04 |
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