HRP20201000T1 - POLIMORF I MONOFOSFATNE SOLI 6-FLUORO-2-[4-(PIRIDIN-2-IL)BUT-3-IN-1-IL] IMIDAZO [1,2A]PIRIDINA I NJEGOVI POLIMORFI KAO NEGATIVNI ALOSTERIČNI MODULATORI mGlu5 RECEPTORA - Google Patents
POLIMORF I MONOFOSFATNE SOLI 6-FLUORO-2-[4-(PIRIDIN-2-IL)BUT-3-IN-1-IL] IMIDAZO [1,2A]PIRIDINA I NJEGOVI POLIMORFI KAO NEGATIVNI ALOSTERIČNI MODULATORI mGlu5 RECEPTORA Download PDFInfo
- Publication number
- HRP20201000T1 HRP20201000T1 HRP20201000TT HRP20201000T HRP20201000T1 HR P20201000 T1 HRP20201000 T1 HR P20201000T1 HR P20201000T T HRP20201000T T HR P20201000TT HR P20201000 T HRP20201000 T HR P20201000T HR P20201000 T1 HRP20201000 T1 HR P20201000T1
- Authority
- HR
- Croatia
- Prior art keywords
- disorders
- imidazo
- pyridin
- fluoro
- pyridine
- Prior art date
Links
- LZXMUJCJAWVHPZ-UHFFFAOYSA-N dipraglurant Chemical compound C=1N2C=C(F)C=CC2=NC=1CCC#CC1=CC=CC=N1 LZXMUJCJAWVHPZ-UHFFFAOYSA-N 0.000 title claims 5
- -1 mono-phosphate salt Chemical class 0.000 title claims 4
- 229940126662 negative allosteric modulator Drugs 0.000 title 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 13
- 208000035475 disorder Diseases 0.000 claims 12
- 150000001875 compounds Chemical class 0.000 claims 4
- 208000019901 Anxiety disease Diseases 0.000 claims 3
- 206010012335 Dependence Diseases 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- 208000016285 Movement disease Diseases 0.000 claims 3
- 238000002360 preparation method Methods 0.000 claims 3
- 206010003805 Autism Diseases 0.000 claims 2
- 208000020706 Autistic disease Diseases 0.000 claims 2
- 206010012289 Dementia Diseases 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- 230000036506 anxiety Effects 0.000 claims 2
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 claims 2
- 208000021302 gastroesophageal reflux disease Diseases 0.000 claims 2
- 238000002329 infrared spectrum Methods 0.000 claims 2
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 claims 1
- KWTSXDURSIMDCE-QMMMGPOBSA-N (S)-amphetamine Chemical compound C[C@H](N)CC1=CC=CC=C1 KWTSXDURSIMDCE-QMMMGPOBSA-N 0.000 claims 1
- SVUOLADPCWQTTE-UHFFFAOYSA-N 1h-1,2-benzodiazepine Chemical compound N1N=CC=CC2=CC=CC=C12 SVUOLADPCWQTTE-UHFFFAOYSA-N 0.000 claims 1
- ZNJYWIJANUVJSR-UHFFFAOYSA-N 6-fluoro-2-(4-pyridin-2-ylbut-3-ynyl)imidazo[1,2-a]pyridine;phosphoric acid Chemical compound OP(O)(O)=O.C=1N2C=C(F)C=CC2=NC=1CCC#CC1=CC=CC=N1 ZNJYWIJANUVJSR-UHFFFAOYSA-N 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 241001535291 Analges Species 0.000 claims 1
- 208000000103 Anorexia Nervosa Diseases 0.000 claims 1
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- 206010006550 Bulimia nervosa Diseases 0.000 claims 1
- 206010012225 Delirium tremens Diseases 0.000 claims 1
- 208000012661 Dyskinesia Diseases 0.000 claims 1
- 208000014094 Dystonic disease Diseases 0.000 claims 1
- 208000030814 Eating disease Diseases 0.000 claims 1
- 208000019454 Feeding and Eating disease Diseases 0.000 claims 1
- 208000001914 Fragile X syndrome Diseases 0.000 claims 1
- 208000017228 Gastrointestinal motility disease Diseases 0.000 claims 1
- 101001032845 Homo sapiens Metabotropic glutamate receptor 5 Proteins 0.000 claims 1
- 206010065390 Inflammatory pain Diseases 0.000 claims 1
- WTDRDQBEARUVNC-LURJTMIESA-N L-DOPA Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 claims 1
- WTDRDQBEARUVNC-UHFFFAOYSA-N L-Dopa Natural products OC(=O)C(N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-UHFFFAOYSA-N 0.000 claims 1
- 208000026139 Memory disease Diseases 0.000 claims 1
- 102100038357 Metabotropic glutamate receptor 5 Human genes 0.000 claims 1
- 208000019695 Migraine disease Diseases 0.000 claims 1
- 208000019022 Mood disease Diseases 0.000 claims 1
- 208000012902 Nervous system disease Diseases 0.000 claims 1
- 208000025966 Neurological disease Diseases 0.000 claims 1
- 206010029350 Neurotoxicity Diseases 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- 208000021384 Obsessive-Compulsive disease Diseases 0.000 claims 1
- 208000002193 Pain Diseases 0.000 claims 1
- 206010034158 Pathological gambling Diseases 0.000 claims 1
- 208000028017 Psychotic disease Diseases 0.000 claims 1
- 206010044221 Toxic encephalopathy Diseases 0.000 claims 1
- 208000031674 Traumatic Acute Stress disease Diseases 0.000 claims 1
- 238000002441 X-ray diffraction Methods 0.000 claims 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- 229940025084 amphetamine Drugs 0.000 claims 1
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims 1
- 230000003542 behavioural effect Effects 0.000 claims 1
- 229940049706 benzodiazepine Drugs 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 210000003169 central nervous system Anatomy 0.000 claims 1
- 229960003920 cocaine Drugs 0.000 claims 1
- 208000010877 cognitive disease Diseases 0.000 claims 1
- 206010009887 colitis Diseases 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 235000014632 disordered eating Nutrition 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 208000010118 dystonia Diseases 0.000 claims 1
- 206010015037 epilepsy Diseases 0.000 claims 1
- 208000028867 ischemia Diseases 0.000 claims 1
- 210000000111 lower esophageal sphincter Anatomy 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 208000004296 neuralgia Diseases 0.000 claims 1
- 230000004770 neurodegeneration Effects 0.000 claims 1
- 230000002981 neuropathic effect Effects 0.000 claims 1
- 208000021722 neuropathic pain Diseases 0.000 claims 1
- 230000004112 neuroprotection Effects 0.000 claims 1
- 230000007135 neurotoxicity Effects 0.000 claims 1
- 231100000228 neurotoxicity Toxicity 0.000 claims 1
- 229960002715 nicotine Drugs 0.000 claims 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 claims 1
- 235000020824 obesity Nutrition 0.000 claims 1
- 229940127240 opiate Drugs 0.000 claims 1
- 208000019906 panic disease Diseases 0.000 claims 1
- 208000022821 personality disease Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 208000019899 phobic disease Diseases 0.000 claims 1
- 208000028173 post-traumatic stress disease Diseases 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 230000005855 radiation Effects 0.000 claims 1
- 238000001953 recrystallisation Methods 0.000 claims 1
- 238000005185 salting out Methods 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 208000012672 seasonal affective disease Diseases 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 230000002269 spontaneous effect Effects 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
- A61P25/22—Anxiolytics
-
- 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
- A61P25/24—Antidepressants
-
- 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
-
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/32—Alcohol-abuse
-
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/36—Opioid-abuse
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- C—CHEMISTRY; METALLURGY
- 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
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Psychiatry (AREA)
- Epidemiology (AREA)
- Pain & Pain Management (AREA)
- Psychology (AREA)
- Addiction (AREA)
- Rheumatology (AREA)
- Nutrition Science (AREA)
- Child & Adolescent Psychology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Claims (8)
1. Kristalni oblik monofosfatne soli 6-fluoro-2-[4-(piridin-2-il)but-3-in-1-il]imidazo[1,2-a]piridina naznačen time da su najmanje 3 vrha odabrana iz vrhova X-Röntgenske difrakcije dobivene pomoću CuKα zračenja pri 2 ϴ (2 Theta (deg)) = 8.4, 10.2, 12.5, 15.7, 16.8, 18.6, 20.5, 21.3, 28.1, 29.4.
2. Kristalni oblik monofosfatne soli 6-fluoro-2-[4-(piridin-2-il)but-3-in-1-il]imidazo[1,2-a]piridina naznačen time da je praškasti uzorak X-Röntgenske difrakcije prikazan na Slici 1.
3. Kristalni oblik monofosfatne soli 6-fluoro-2-[4-(piridin-2-il)but-3-in-1-il]imidazo[1,2-a]piridina naznačen time da infracrveni spektar ima oštre vrpce pri 3059, 2937, 2233, 1592, 1564, 1537, 1515, 1477, 1429, 1317, 1262, 1168, 1162, 1117, 863, 819, 772, 691.
4. Kristalni oblik monofosfatne soli 6-fluoro-2-[4-(piridin-2-il)but-3-in-1-il]imidazo[1,2-a]piridina naznačen time da je infracrveni spektar prikazan na Slici 2.
5. Postupak za pripremu spoja prema zahtjevima 1 do 4, naznačen time da sadrži korake a) nastajanje soli 6-fluoro-2-[4-(piridin-2-il)but-3-in-1-il]imidazo[1,2-a]piridina sa fosfornom kiselinom sa naknadnim spontanim taloženjem, i rekristalizacijom produkta iz koraka a) u smjesi etanol:voda (80:20).
6. Farmaceutski pripravak, naznačen time da sadrži terapeutski aktivnu količinu spoja prema zahtjevima 1 do 4, i najmanje jedan farmaceutski prihvatljivi nosač, otapalo ili ekscipijens.
7. Spoj/pripravak prema zahtjevima 1 do 4 i 6 naznačen time da je za upotrebu u liječenju ili prevenciji poremećaja u kojima mGlu5 receptor igra ulogu, pri čemu su poremećaji izabrani iz skupine koju čini: epilepsija, ishemija, neuropatska ili upalna bol, fizijatrijski poremećaji kao što su psihotični poremećaji, poremećaji centralnog živčanog sustava izabrani iz adikcije, tolerancije ili ovisnosti, afektivni poremećaji, kao što su depresija i anksioznosti, poremećaji pomanjkanja pažnje/hiperaktivnosti, bipolarnog poremećaja, poremećaja kretanja, neuroprotekcije, migrene, neurološki poremećaja kao što su neurodegeneracija, neurotoksičnost, Parkinson-ova bolest, PD-LID, distonija, poremećaj pamćenja, Alzheimer-ove bolesti, demencije, delirija tremensa, poremećaja pažnje, poremećaja ishrane, poremećaja kretanja, kognitivnih poremećaja, poremećaja osobnosti, poremećaja ponašanja, poremećaja sličnih zlostavljanja predmeta, uključivo alkohol, nikotin, kokain, amfetamin, benzodiazepin, analgetici, opijati ili ostale tolerantne tvari ili ovisnosti, bulimija nervoza, anoreksija nervoza, ovisnost o kockanju, ovisnost o seksu, opsesivni kompulzivni poremećaji, poremećaji panike, fobije, poremećaji posttraumatskog stresa, opći poremećaji anksioznosti, sezonski afektivni poremećaji, poremećaji akutnog stresa, naslijeđeni poremećaji kao što je Fragile X sindrom, autizam, debljina i gastroenterološki poremećaj, na primjer, poremećaj gastro-esofegalnog refulska (GERD), poremećaj nižeg ezofagealnog sfinktera ili poremećaji, bolesti gastroentološke pokretljivosti, kolitis, Chron-ova bolest ili sindrom iritabilnog crijeva (IBS).
8. Spoj/pripravak prema zahtjevima 1 d o4 i 6, naznačen time da je za upotrebu u liječenju ili prevenciji: dostojine, Parkinson-ove bolesti, L-DOPA diskinezije, poremećaja kretanja, autizma, Fraglie X, anksioznosti, depresije, ili bolova.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB1317022.0A GB201317022D0 (en) | 2013-09-25 | 2013-09-25 | Polymorphs |
EP14777052.3A EP3049413B1 (en) | 2013-09-25 | 2014-09-25 | Polymorph i of the mono-phosphate salt of 6-fluoro-2-[4-(pyridin-2-yl)but-3-yn-1-yl] imidazo[1,2a]pyridine and polymorphs thereof as negative allosteric modulator of mglu5 receptor |
PCT/EP2014/070492 WO2015044270A1 (en) | 2013-09-25 | 2014-09-25 | Mono-phosphate salt of 6-fluoro-2-[4-(pyridin-2-yl)but-3-yn-1-yl]imidazo[1,2a]pyridine and polymorphs thereof as negative allosteric modulator of mglu5 receptor |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20201000T1 true HRP20201000T1 (hr) | 2020-10-16 |
Family
ID=49553394
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20201000TT HRP20201000T1 (hr) | 2013-09-25 | 2020-06-25 | POLIMORF I MONOFOSFATNE SOLI 6-FLUORO-2-[4-(PIRIDIN-2-IL)BUT-3-IN-1-IL] IMIDAZO [1,2A]PIRIDINA I NJEGOVI POLIMORFI KAO NEGATIVNI ALOSTERIČNI MODULATORI mGlu5 RECEPTORA |
Country Status (26)
Country | Link |
---|---|
US (1) | US9938270B2 (hr) |
EP (2) | EP3693370A1 (hr) |
JP (2) | JP6768504B2 (hr) |
KR (2) | KR102412602B1 (hr) |
CN (2) | CN105873926A (hr) |
AU (1) | AU2014327236B2 (hr) |
CA (1) | CA2925040C (hr) |
CY (1) | CY1123020T1 (hr) |
DK (1) | DK3049413T3 (hr) |
EA (1) | EA028037B1 (hr) |
ES (1) | ES2794022T3 (hr) |
GB (1) | GB201317022D0 (hr) |
HR (1) | HRP20201000T1 (hr) |
HU (1) | HUE049917T2 (hr) |
IL (2) | IL244673B (hr) |
LT (1) | LT3049413T (hr) |
MX (1) | MX363289B (hr) |
NZ (1) | NZ719081A (hr) |
PH (1) | PH12016500546B1 (hr) |
PL (1) | PL3049413T3 (hr) |
PT (1) | PT3049413T (hr) |
RS (1) | RS60478B1 (hr) |
SG (1) | SG11201602271UA (hr) |
SI (1) | SI3049413T1 (hr) |
UA (1) | UA119651C2 (hr) |
WO (1) | WO2015044270A1 (hr) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB201317022D0 (en) * | 2013-09-25 | 2013-11-06 | Addex Pharmaceuticals Sa | Polymorphs |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB0413605D0 (en) * | 2004-06-17 | 2004-07-21 | Addex Pharmaceuticals Sa | Novel compounds |
AU2007336369B2 (en) * | 2006-12-21 | 2013-01-17 | F. Hoffmann-La Roche Ag | Polymorphs of a mGluR5 receptor antagonist |
GB201204962D0 (en) | 2012-03-21 | 2012-05-02 | Addex Pharmaceuticals Sa | Pharmaceutical combination products for parkinsons disease |
GB201210530D0 (en) | 2012-06-13 | 2012-07-25 | Addex Pharmaceuticals Sa | Extended release formulations |
GB201317022D0 (en) * | 2013-09-25 | 2013-11-06 | Addex Pharmaceuticals Sa | Polymorphs |
-
2013
- 2013-09-25 GB GBGB1317022.0A patent/GB201317022D0/en not_active Ceased
-
2014
- 2014-09-25 LT LTEP14777052.3T patent/LT3049413T/lt unknown
- 2014-09-25 IL IL244673A patent/IL244673B/en unknown
- 2014-09-25 SG SG11201602271UA patent/SG11201602271UA/en unknown
- 2014-09-25 HU HUE14777052A patent/HUE049917T2/hu unknown
- 2014-09-25 PL PL14777052T patent/PL3049413T3/pl unknown
- 2014-09-25 AU AU2014327236A patent/AU2014327236B2/en active Active
- 2014-09-25 UA UAA201604307A patent/UA119651C2/uk unknown
- 2014-09-25 CN CN201480058742.8A patent/CN105873926A/zh active Pending
- 2014-09-25 KR KR1020167010700A patent/KR102412602B1/ko active IP Right Grant
- 2014-09-25 DK DK14777052.3T patent/DK3049413T3/da active
- 2014-09-25 IL IL293356A patent/IL293356A/en unknown
- 2014-09-25 CN CN202010267173.5A patent/CN111574516A/zh active Pending
- 2014-09-25 CA CA2925040A patent/CA2925040C/en active Active
- 2014-09-25 KR KR1020227020933A patent/KR20220088960A/ko not_active Application Discontinuation
- 2014-09-25 PT PT147770523T patent/PT3049413T/pt unknown
- 2014-09-25 US US15/023,764 patent/US9938270B2/en active Active
- 2014-09-25 ES ES14777052T patent/ES2794022T3/es active Active
- 2014-09-25 JP JP2016516897A patent/JP6768504B2/ja active Active
- 2014-09-25 WO PCT/EP2014/070492 patent/WO2015044270A1/en active Application Filing
- 2014-09-25 EA EA201690616A patent/EA028037B1/ru unknown
- 2014-09-25 EP EP20166777.1A patent/EP3693370A1/en not_active Withdrawn
- 2014-09-25 RS RS20200750A patent/RS60478B1/sr unknown
- 2014-09-25 EP EP14777052.3A patent/EP3049413B1/en active Active
- 2014-09-25 NZ NZ719081A patent/NZ719081A/en unknown
- 2014-09-25 MX MX2016003816A patent/MX363289B/es unknown
- 2014-09-25 SI SI201431596T patent/SI3049413T1/sl unknown
-
2016
- 2016-03-22 PH PH12016500546A patent/PH12016500546B1/en unknown
-
2020
- 2020-06-03 CY CY20201100501T patent/CY1123020T1/el unknown
- 2020-06-25 HR HRP20201000TT patent/HRP20201000T1/hr unknown
- 2020-07-01 JP JP2020114466A patent/JP2020172512A/ja not_active Withdrawn
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
ES2573136T3 (es) | Método para preparar 2,3-dicloropiridina | |
Ziarani et al. | Synthesis of 1, 8-dioxo-decahydroacridine derivatives using sulfonic acid functionalized silica (SiO2-Pr-SO3H) under solvent free conditions | |
CN102249977B (zh) | 4-羟基-2-氧代-1-吡咯烷乙酰胺外消旋体晶型ⅰ及其制备方法 | |
EP1599482A1 (en) | Pyrazolo 1,5-a pyrimidine derivatives | |
CN108290867B (zh) | 一种制备酪氨酸激酶抑制剂及其衍生物的方法 | |
HRP20201000T1 (hr) | POLIMORF I MONOFOSFATNE SOLI 6-FLUORO-2-[4-(PIRIDIN-2-IL)BUT-3-IN-1-IL] IMIDAZO [1,2A]PIRIDINA I NJEGOVI POLIMORFI KAO NEGATIVNI ALOSTERIČNI MODULATORI mGlu5 RECEPTORA | |
JP2005526691A (ja) | 治療剤1H−ピリド[4,3−b]インドール | |
MEP34408A (hr) | Novi polimorfni oblici rifaksimina, postupak njihove proizvodnje i njihova upotreba u medicinskim preparatima | |
Derabli et al. | A DMAP-catalyzed mild and efficient synthesis of 1, 2-dihydroquinazolines via a one-pot three-component protocol | |
Romdhane et al. | Synthesis of new pyran and pyranoquinoline derivatives | |
JP2020530483A (ja) | テトラヒドロプロトベルベリン系化合物、その製造方法、使用及び医薬組成物 | |
EP3131899A1 (en) | Polymorphic forms of 4,5-dihydro-1h-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid and its disodium salt, process for their preparation and their use | |
HRP20151073T1 (hr) | Postupak sinteze i kristalni oblik 4-{3-[cis-heksahidrociklopenta[c]pirol-2(1h)-il]propoksi}benzamid hidroklorida i njegove slobodne baze kao i farmaceutski pripravci koji ih sadrže | |
Nadaraj et al. | Microwave solvent-free condition synthesis and pharmacological evaluation of pyrano [3, 2-c] quinolines | |
JP2020535193A5 (hr) | ||
CN103319486A (zh) | 合成4H-咪唑并[1,5-a][1,4]苯二氮卓,特别是咪达唑仑的方法 | |
JP2012509267A5 (ja) | (R)−3−(2,3−ジヒドロキシプロピル)−6−フルオロ−5−(2−フルオロ−4−ヨードフェニルアミノ)−8−メチルピリド[2,3−d]ピリミジン−4,7(3H,8H)−ジオンを製造するためのプロセス及びその中間体 | |
JP6230703B2 (ja) | 4−ベンジル−1−フェネチル−ピペラジン−2,6−ジオンの製造方法、並びに、その中間体及び製造方法 | |
Majumdar et al. | Synthesis of coumarin-and quinolone-annulated benzazocinone frameworks by a palladium-catalyzed intramolecular Heck reaction | |
CN103613597A (zh) | 一种枸橼酸爱地那非的制备工艺 | |
RU2323939C1 (ru) | СПОСОБ ПОЛУЧЕНИЯ ПРОИЗВОДНЫХ ПИРРОЛО[1,2-а][1,4]ДИАЗЕПИНА | |
US20160368927A1 (en) | Synthesis of mahanine and related compounds | |
CN108976228A (zh) | 一种7-氮杂吲哚的制备方法 | |
RU2425037C1 (ru) | СПОСОБ ПОЛУЧЕНИЯ ПРОИЗВОДНЫХ 5,6-ДИГИДРО-4H-БЕНЗО[f]ПИРРОЛО[1,2-α][1,4]ДИАЗЕПИН-6-ОНА | |
Soleimany et al. | Synthesis and characterization of derived imines from 4-imino-5, 6, 7, 8-tetrahydro-1-benzothieno [2, 3-d] pyrimidin-3 (4H)-amine |