HU231058B1 - Gyógyászatilag hatékony aliciklusos-szubsztituált pirazolo[1,5-a]pirimidin származékok - Google Patents
Gyógyászatilag hatékony aliciklusos-szubsztituált pirazolo[1,5-a]pirimidin származékok Download PDFInfo
- Publication number
- HU231058B1 HU231058B1 HU1700108A HUP1700108A HU231058B1 HU 231058 B1 HU231058 B1 HU 231058B1 HU 1700108 A HU1700108 A HU 1700108A HU P1700108 A HUP1700108 A HU P1700108A HU 231058 B1 HU231058 B1 HU 231058B1
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- Prior art keywords
- formula
- carboxylic acid
- methyl
- alkyl
- trans
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- LDIJKUBTLZTFRG-UHFFFAOYSA-N pyrazolo[1,5-a]pyrimidine Chemical class N1=CC=CN2N=CC=C21 LDIJKUBTLZTFRG-UHFFFAOYSA-N 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 79
- 125000000217 alkyl group Chemical group 0.000 claims description 51
- 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 description 41
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- 229910052736 halogen Inorganic materials 0.000 claims description 24
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 21
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 19
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- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 8
- 239000002585 base Substances 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
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- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 6
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
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- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims description 4
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- XJLSEXAGTJCILF-UHFFFAOYSA-N nipecotic acid Chemical compound OC(=O)C1CCCNC1 XJLSEXAGTJCILF-UHFFFAOYSA-N 0.000 claims description 4
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- 238000007914 intraventricular administration Methods 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- FMKOJHQHASLBPH-UHFFFAOYSA-N isopropyl iodide Chemical compound CC(C)I FMKOJHQHASLBPH-UHFFFAOYSA-N 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 238000011813 knockout mouse model Methods 0.000 description 1
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- 238000007069 methylation reaction Methods 0.000 description 1
- DOTMOQHOJINYBL-UHFFFAOYSA-N molecular nitrogen;molecular oxygen Chemical compound N#N.O=O DOTMOQHOJINYBL-UHFFFAOYSA-N 0.000 description 1
- 230000035772 mutation Effects 0.000 description 1
- PVWOIHVRPOBWPI-UHFFFAOYSA-N n-propyl iodide Chemical compound CCCI PVWOIHVRPOBWPI-UHFFFAOYSA-N 0.000 description 1
- 239000004081 narcotic agent Substances 0.000 description 1
- 210000005036 nerve Anatomy 0.000 description 1
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- 238000007911 parenteral administration Methods 0.000 description 1
- 239000006201 parenteral dosage form Substances 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- VSGNGLJPOGUDON-UHFFFAOYSA-N phaclofen Chemical compound OP(=O)(O)CC(CN)C1=CC=C(Cl)C=C1 VSGNGLJPOGUDON-UHFFFAOYSA-N 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
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- 208000028173 post-traumatic stress disease Diseases 0.000 description 1
- 230000001242 postsynaptic effect Effects 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 108020001213 potassium channel Proteins 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 210000000063 presynaptic terminal Anatomy 0.000 description 1
- XYKIUTSFQGXHOW-UHFFFAOYSA-N propan-2-one;toluene Chemical compound CC(C)=O.CC1=CC=CC=C1 XYKIUTSFQGXHOW-UHFFFAOYSA-N 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
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- 238000000159 protein binding assay Methods 0.000 description 1
- 108060006633 protein kinase Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000003368 psychostimulant agent Substances 0.000 description 1
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- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
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- 238000011069 regeneration method Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- NHVRIDDXGZPJTJ-UHFFFAOYSA-N skf-97,541 Chemical compound CP(O)(=O)CCCN NHVRIDDXGZPJTJ-UHFFFAOYSA-N 0.000 description 1
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- 238000001179 sorption measurement Methods 0.000 description 1
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- 239000007929 subcutaneous injection Substances 0.000 description 1
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- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 210000000225 synapse Anatomy 0.000 description 1
- 230000000946 synaptic effect Effects 0.000 description 1
- 230000005062 synaptic transmission Effects 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 230000002123 temporal effect Effects 0.000 description 1
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- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
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- UZVNCLCLJHPHIF-NOJKMYKQSA-J zinc;(1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide;manganese(2+);n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[Zn+2].[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.CCNC(=O)NC(=O)C(\C#N)=N\OC UZVNCLCLJHPHIF-NOJKMYKQSA-J 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- C07D487/02—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 two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/14—Ortho-condensed systems
- C07D491/147—Ortho-condensed systems the condensed system containing one ring with oxygen as ring hetero atom and two rings with nitrogen as ring hetero atom
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (33)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU1700108A HU231058B1 (hu) | 2017-03-13 | 2017-03-13 | Gyógyászatilag hatékony aliciklusos-szubsztituált pirazolo[1,5-a]pirimidin származékok |
| HUE18713016A HUE056562T2 (hu) | 2017-03-13 | 2018-03-12 | Gyógyászatilag hatékony aliciklusos-szubsztituált pirazolo[1,5-a]pirimidin származékok |
| DK18713016.6T DK3596080T3 (da) | 2017-03-13 | 2018-03-12 | Farmakologisk aktive alicyclisk-substitueret pyrazolo[1,5-a]pyrimidin-derivater |
| HRP20211850TT HRP20211850T1 (hr) | 2017-03-13 | 2018-03-12 | Farmakološki aktivni aliciklički supstituirani pirazolo[1,5-a]pirimidin derivati |
| CA3056185A CA3056185A1 (en) | 2017-03-13 | 2018-03-12 | Pharmacologically active alicyclic-substituted pyrazolo[1,5-a]pyrimidine derivatives |
| PT18713016T PT3596080T (pt) | 2017-03-13 | 2018-03-12 | Derivados de pirazolo [1,5-a]pirimidina substituídos com alicíclico farmacologicamente ativos |
| ES18713016T ES2893824T3 (es) | 2017-03-13 | 2018-03-12 | Derivados de pirazolo[1,5-a]pirimidina con sustitución alicíclica farmacológicamente activos |
| PCT/IB2018/051599 WO2018167630A1 (en) | 2017-03-13 | 2018-03-12 | PHARMACOLOGICALLY ACTIVE ALICYCLIC-SUBSTITUTED PYRAZOLO[1,5-a]PYRIMIDINE DERIVATIVES |
| MX2019011000A MX2019011000A (es) | 2017-03-13 | 2018-03-12 | Derivados de pirazolo [1,5-a]pirimidina aliciclicos-sustituidos farmacologicamente activos. |
| EA201992127A EA038756B1 (ru) | 2017-03-13 | 2018-03-12 | ФАРМАКОЛОГИЧЕСКИ АКТИВНЫЕ АЛИЦИКЛИЧЕСКИ ЗАМЕЩЕННЫЕ ПРОИЗВОДНЫЕ ПИРАЗОЛО[1,5-a]ПИРИМИДИНА |
| SI201830495T SI3596080T1 (sl) | 2017-03-13 | 2018-03-12 | Farmakološko aktivni aliciklični-substituirani pirazolo-(1,5-a)pirimidinski derivati |
| CN201880017859.XA CN110431142A (zh) | 2017-03-13 | 2018-03-12 | 药理学活性的脂环族取代的吡唑并[1,5-a]嘧啶衍生物 |
| PL18713016T PL3596080T3 (pl) | 2017-03-13 | 2018-03-12 | Aktywne farmakologicznie podstawione alicyklem pochodne pirazolo[1,5-A]pirymidyny |
| EP18713016.6A EP3596080B1 (en) | 2017-03-13 | 2018-03-12 | Pharmacologically active alicyclic-substituted pyrazolo[1,5-a]pyrimidine derivatives |
| BR112019018843A BR112019018843A2 (pt) | 2017-03-13 | 2018-03-12 | composto, processo para preparar compostos, composição farmacêutica, combinação, processo para fabricação de uma composição farmacêutica, e, método de tratamento e/ou prevenção de um distúrbio |
| KR1020197028833A KR20190127779A (ko) | 2017-03-13 | 2018-03-12 | 약제학적 활성 지환족-치환된 피라졸로[1,5-a]피리미딘 유도체 |
| US16/493,453 US11026946B2 (en) | 2017-03-13 | 2018-03-12 | Pharmacologically active alicyclic-substituted pyrazolo[1,5-a]pyrimidine derivatives |
| RS20211334A RS62533B1 (sr) | 2017-03-13 | 2018-03-12 | Farmakološki aktivni aliciklično-supstituisani derivati pirazolo[1,5-a]pirimidina |
| JP2019549366A JP7153662B2 (ja) | 2017-03-13 | 2018-03-12 | 薬理学的に活性な脂環式置換ピラゾロ［１，５－ａ］ピリミジン誘導体 |
| UAA201910328A UA124783C2 (uk) | 2017-03-13 | 2018-03-12 | ФАРМАКОЛОГІЧНО АКТИВНІ АЛІЦИКЛІЧНО ЗАМІЩЕНІ ПОХІДНІ ПІРАЗОЛО[1,5-a]ПІРИМІДИНУ |
| SG11201907864YA SG11201907864YA (en) | 2017-03-13 | 2018-03-12 | PHARMACOLOGICALLY ACTIVE ALICYCLIC-SUBSTITUTED PYRAZOLO[1,5-a]PYRIMIDINE DERIVATIVES |
| GEAP201815192A GEP20217256B (en) | 2017-03-13 | 2018-03-12 | PHARMACOLOGICALLY ACTIVE ALICYCLIC-SUBSTITUTED PYRAZOLO[1,5-a]PYRIMIDINE DERIVATIVES |
| MYPI2019004947A MY195262A (en) | 2017-03-13 | 2018-03-12 | Pharmacologically Active Alicyclic-Substituted Pyrazolo[1,5-A]Pyrimidine Derivatives |
| PE2019001773A PE20191646A1 (es) | 2017-03-13 | 2018-03-12 | Derivados pirazol [1,5-a] pirimidina sustituidos con aliciclicos farmacologicamente activos |
| AU2018235266A AU2018235266B2 (en) | 2017-03-13 | 2018-03-12 | Pharmacologically active alicyclic-substituted pyrazolo[1,5-a]pyrimidine derivatives |
| LTEPPCT/IB2018/051599T LT3596080T (lt) | 2017-03-13 | 2018-03-12 | Farmakologiškai aktyvūs alicikliniu angliavandeniliu pakeisti pirazolo[1,5- a]pirimidino dariniai |
| ARP180100580A AR111176A1 (es) | 2017-03-13 | 2018-03-13 | Derivados pirazol[1,5-a]pirimidina sustituidos con alicíclicos farmacológicamente activos |
| IL26892319A IL268923A (en) | 2017-03-13 | 2019-08-26 | History of alicyclic-converted pyrazolo[5,1-a]pyrimidine pharmacological activity |
| PH12019501968A PH12019501968A1 (en) | 2017-03-13 | 2019-08-27 | PHARMACOLOGICALLY ACTIVE ALICYCLIC-SUBSTITUTED PYRAZOLO[1,5-a]PYRIMIDINE DERIVATIVES |
| CL2019002601A CL2019002601A1 (es) | 2017-03-13 | 2019-09-12 | Derivados pirazol[1,5-a]pirimidina sustituidos con alicíclicos farmacológicamente activos. |
| CONC2019/0010120A CO2019010120A2 (es) | 2017-03-13 | 2019-09-18 | Derivados pirazol[1,5-a]pirimidina sustituidos con alicíclicos farmacológicamente activos |
| ECSENADI201972975A ECSP19072975A (es) | 2017-03-13 | 2019-10-10 | Derivados pirazol[1,5-a]pirimidina sustituidos con alicíclicos farmacológicamente activos |
| CY20211100964T CY1124708T1 (el) | 2017-03-13 | 2021-11-08 | Φαρμακολογικως δραστικα αλικυκλικα υποκατεστημενα παραγωγα πυραζολο[1,5-a] πυριμιδινης |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU1700108A HU231058B1 (hu) | 2017-03-13 | 2017-03-13 | Gyógyászatilag hatékony aliciklusos-szubsztituált pirazolo[1,5-a]pirimidin származékok |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUP1700108A2 HUP1700108A2 (en) | 2018-09-28 |
| HU231058B1 true HU231058B1 (hu) | 2020-04-28 |
Family
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU1700108A HU231058B1 (hu) | 2017-03-13 | 2017-03-13 | Gyógyászatilag hatékony aliciklusos-szubsztituált pirazolo[1,5-a]pirimidin származékok |
| HUE18713016A HUE056562T2 (hu) | 2017-03-13 | 2018-03-12 | Gyógyászatilag hatékony aliciklusos-szubsztituált pirazolo[1,5-a]pirimidin származékok |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
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| HUE18713016A HUE056562T2 (hu) | 2017-03-13 | 2018-03-12 | Gyógyászatilag hatékony aliciklusos-szubsztituált pirazolo[1,5-a]pirimidin származékok |
Country Status (32)
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| Publication number | Priority date | Publication date | Assignee | Title |
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| HU231057B1 (hu) | 2017-03-13 | 2020-04-28 | Richter Gedeon Nyrt | Gyógyászatilag hatékony aril-szubsztituált pirazolo[1,5-a]pirimidin származékok |
| EP4424683A3 (en) | 2017-03-13 | 2024-11-06 | Lundbeck La Jolla Research Center, Inc. | Dual magl and faah inhibitors |
| PE20221836A1 (es) | 2020-03-26 | 2022-11-29 | Richter Gedeon Nyrt | Derivados de naftiridina y pirido[3,4-c]piridazina como moduladores del receptor gabaa 5 |
| WO2022029666A1 (en) | 2020-08-05 | 2022-02-10 | Richter Gedeon Nyrt. | PHARMACOLOGICALLY ACTIVE HETEROCYCLIC-SUBSTITUTED PYRAZOLO[1,5-a]PYRIMIDINE DERIVATIVES |
| HU231691B1 (hu) | 2021-09-29 | 2025-10-28 | Richter Gedeon Nyrt | GABAA ALFA5 receptor modulátor hatású biciklusos aminszármazékok |
| CN115872095A (zh) * | 2022-11-28 | 2023-03-31 | 南通三鑫车灯配件有限公司 | 一种汽车车灯反光罩的生产线流转装置 |
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| ES2290885T3 (es) | 2004-03-02 | 2008-02-16 | F. Hoffmann-La Roche Ag | Derivados de 4-(sulfanil-pirimidin-4-ilmetil)-morfolina y compuestos afines como ligandos para el receptor gaba para el tratamiento de la ansiedad, depresion y epilepsia. |
| GB0512844D0 (en) | 2005-06-23 | 2005-08-03 | Novartis Ag | Organic compounds |
| KR100753017B1 (ko) * | 2006-05-25 | 2007-08-30 | 한국화학연구원 | 7-(3,4-디알콕시페닐)-피라졸로[1,5-ａ]피리미딘 화합물을포함하는 관절염, 아토피 피부염, 백혈병을 포함한 암 및알쯔하이머, 우울증 또는 기억력 감소 등의 뇌질환의 치료및 예방을 위한 약제학적 조성물 |
| JP5432982B2 (ja) | 2008-03-31 | 2014-03-05 | 武田薬品工業株式会社 | アポトーシスシグナル調節キナーゼ１阻害剤 |
| TWI648281B (zh) | 2013-10-17 | 2019-01-21 | 日商安斯泰來製藥股份有限公司 | 含硫二環式化合物 |
| US9828381B2 (en) * | 2015-04-20 | 2017-11-28 | AbbVie Deutschland GmbH & Co. KG | Substituted pyrazolopyrimidines and method of use |
| JP2018199623A (ja) | 2015-10-22 | 2018-12-20 | 大正製薬株式会社 | 含窒素縮合複素環化合物 |
| HU231057B1 (hu) | 2017-03-13 | 2020-04-28 | Richter Gedeon Nyrt | Gyógyászatilag hatékony aril-szubsztituált pirazolo[1,5-a]pirimidin származékok |
-
2017
- 2017-03-13 HU HU1700108A patent/HU231058B1/hu not_active IP Right Cessation
-
2018
- 2018-03-12 EA EA201992127A patent/EA038756B1/ru unknown
- 2018-03-12 AU AU2018235266A patent/AU2018235266B2/en not_active Ceased
- 2018-03-12 JP JP2019549366A patent/JP7153662B2/ja active Active
- 2018-03-12 DK DK18713016.6T patent/DK3596080T3/da active
- 2018-03-12 MY MYPI2019004947A patent/MY195262A/en unknown
- 2018-03-12 ES ES18713016T patent/ES2893824T3/es active Active
- 2018-03-12 HR HRP20211850TT patent/HRP20211850T1/hr unknown
- 2018-03-12 HU HUE18713016A patent/HUE056562T2/hu unknown
- 2018-03-12 PE PE2019001773A patent/PE20191646A1/es unknown
- 2018-03-12 CA CA3056185A patent/CA3056185A1/en active Pending
- 2018-03-12 GE GEAP201815192A patent/GEP20217256B/en unknown
- 2018-03-12 UA UAA201910328A patent/UA124783C2/uk unknown
- 2018-03-12 MX MX2019011000A patent/MX2019011000A/es unknown
- 2018-03-12 LT LTEPPCT/IB2018/051599T patent/LT3596080T/lt unknown
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