ZA200601453B - A polymorphic form of 3-phenylsulfonyl-8-piperazin-1-yl-quinoline - Google Patents

A polymorphic form of 3-phenylsulfonyl-8-piperazin-1-yl-quinoline Download PDF

Info

Publication number: ZA200601453B
Authority: ZA; South Africa
Prior art keywords: polymorph according; piperazin; quinoline; polymorph; provides
Prior art date: 2003-09-26

Application number

ZA200601453A

Other languages

English (en)

Inventor

Gladwin Asa Elisabeth

Original Assignee

Glaxo Group Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2003-09-26

Filing date

2006-02-20

Publication date

2007-04-25

2006-02-20 Application filed by Glaxo Group Ltd filed Critical Glaxo Group Ltd

2007-04-25 Publication of ZA200601453B publication Critical patent/ZA200601453B/en

Links

JJZFWROHYSMCMU-UHFFFAOYSA-N 3-(benzenesulfonyl)-8-piperazin-1-ylquinoline Chemical compound C=1N=C2C(N3CCNCC3)=CC=CC2=CC=1S(=O)(=O)C1=CC=CC=C1 JJZFWROHYSMCMU-UHFFFAOYSA-N 0.000 title claims description 21
239000000203 mixture Substances 0.000 claims description 21
238000000634 powder X-ray diffraction Methods 0.000 claims description 14
238000011282 treatment Methods 0.000 claims description 12
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 10
201000000980 schizophrenia Diseases 0.000 claims description 8
208000010877 cognitive disease Diseases 0.000 claims description 6
239000008194 pharmaceutical composition Substances 0.000 claims description 6
208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims description 5
208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims description 5
208000008589 Obesity Diseases 0.000 claims description 5
238000001237 Raman spectrum Methods 0.000 claims description 5
210000003169 central nervous system Anatomy 0.000 claims description 5
238000002329 infrared spectrum Methods 0.000 claims description 5
235000020824 obesity Nutrition 0.000 claims description 5
208000019901 Anxiety disease Diseases 0.000 claims description 4
241000124008 Mammalia Species 0.000 claims description 4
230000036506 anxiety Effects 0.000 claims description 4
238000011321 prophylaxis Methods 0.000 claims description 4
208000024827 Alzheimer disease Diseases 0.000 claims description 3
208000020401 Depressive disease Diseases 0.000 claims description 3
230000007000 age related cognitive decline Effects 0.000 claims description 3
230000007278 cognition impairment Effects 0.000 claims description 3
230000001149 cognitive effect Effects 0.000 claims description 3
239000003814 drug Substances 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
208000027061 mild cognitive impairment Diseases 0.000 claims description 3
230000007514 neuronal growth Effects 0.000 claims description 3
230000001737 promoting effect Effects 0.000 claims description 3
238000002560 therapeutic procedure Methods 0.000 claims description 3
239000003937 drug carrier Substances 0.000 claims description 2
239000000546 pharmaceutical excipient Substances 0.000 claims description 2
208000028698 Cognitive impairment Diseases 0.000 claims 2
230000006999 cognitive decline Effects 0.000 claims 1
ILLHQJIJCRNRCJ-UHFFFAOYSA-N dec-1-yne Chemical compound CCCCCCCCC#C ILLHQJIJCRNRCJ-UHFFFAOYSA-N 0.000 claims 1
201000010099 disease Diseases 0.000 claims 1
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 36
150000001875 compounds Chemical class 0.000 description 22
239000000243 solution Substances 0.000 description 19
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 15
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
208000035475 disorder Diseases 0.000 description 9
239000007787 solid Substances 0.000 description 9
229960004756 ethanol Drugs 0.000 description 7
238000000034 method Methods 0.000 description 7
239000003981 vehicle Substances 0.000 description 7
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
238000002360 preparation method Methods 0.000 description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
238000002425 crystallisation Methods 0.000 description 5
238000002844 melting Methods 0.000 description 5
230000008018 melting Effects 0.000 description 5
239000002904 solvent Substances 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
LQZMLBORDGWNPD-UHFFFAOYSA-N N-iodosuccinimide Chemical compound IN1C(=O)CCC1=O LQZMLBORDGWNPD-UHFFFAOYSA-N 0.000 description 4
238000001914 filtration Methods 0.000 description 4
238000001819 mass spectrum Methods 0.000 description 4
239000000463 material Substances 0.000 description 4
239000012074 organic phase Substances 0.000 description 4
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
239000000843 powder Substances 0.000 description 4
239000000047 product Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
SCIJASKGJCBCHE-UHFFFAOYSA-N 3-(benzenesulfonyl)-8-nitroquinoline Chemical compound C=1N=C2C([N+](=O)[O-])=CC=CC2=CC=1S(=O)(=O)C1=CC=CC=C1 SCIJASKGJCBCHE-UHFFFAOYSA-N 0.000 description 3
NSGYGDABEZHUHG-UHFFFAOYSA-N 3-(benzenesulfonyl)quinolin-8-amine Chemical compound C=1N=C2C(N)=CC=CC2=CC=1S(=O)(=O)C1=CC=CC=C1 NSGYGDABEZHUHG-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000004587 chromatography analysis Methods 0.000 description 3
239000000706 filtrate Substances 0.000 description 3
239000007788 liquid Substances 0.000 description 3
229910052943 magnesium sulfate Inorganic materials 0.000 description 3
235000019341 magnesium sulphate Nutrition 0.000 description 3
239000012044 organic layer Substances 0.000 description 3
239000000741 silica gel Substances 0.000 description 3
229910002027 silica gel Inorganic materials 0.000 description 3
238000001228 spectrum Methods 0.000 description 3
239000003826 tablet Substances 0.000 description 3
238000010792 warming Methods 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
238000005079 FT-Raman Methods 0.000 description 2
NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 2
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
239000004133 Sodium thiosulphate Substances 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
SMWDFEZZVXVKRB-UHFFFAOYSA-N anhydrous quinoline Natural products N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
239000002775 capsule Substances 0.000 description 2
239000003610 charcoal Substances 0.000 description 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 description 2
239000010949 copper Substances 0.000 description 2
JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 2
238000011049 filling Methods 0.000 description 2
208000002551 irritable bowel syndrome Diseases 0.000 description 2
239000010410 layer Substances 0.000 description 2
229910000027 potassium carbonate Inorganic materials 0.000 description 2
239000003755 preservative agent Substances 0.000 description 2
239000002002 slurry Substances 0.000 description 2
MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 description 2
AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 2
235000019345 sodium thiosulphate Nutrition 0.000 description 2
239000012265 solid product Substances 0.000 description 2
SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
-1 3-phenylsulfenyl- 8-piperazin-1-yl-quinoline Chemical compound 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
208000032841 Bulimia Diseases 0.000 description 1
206010006550 Bulimia nervosa Diseases 0.000 description 1
JQJPBYFTQAANLE-UHFFFAOYSA-N Butyl nitrite Chemical compound CCCCON=O JQJPBYFTQAANLE-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
206010013654 Drug abuse Diseases 0.000 description 1
KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
208000019454 Feeding and Eating disease Diseases 0.000 description 1
238000001157 Fourier transform infrared spectrum Methods 0.000 description 1
206010019196 Head injury Diseases 0.000 description 1
208000026139 Memory disease Diseases 0.000 description 1
208000019695 Migraine disease Diseases 0.000 description 1
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 1
238000005481 NMR spectroscopy Methods 0.000 description 1
208000021384 Obsessive-Compulsive disease Diseases 0.000 description 1
206010033664 Panic attack Diseases 0.000 description 1
208000018737 Parkinson disease Diseases 0.000 description 1
238000001069 Raman spectroscopy Methods 0.000 description 1
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
239000011149 active material Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
239000003708 ampul Substances 0.000 description 1
230000003444 anaesthetic effect Effects 0.000 description 1
208000022531 anorexia Diseases 0.000 description 1
239000005557 antagonist Substances 0.000 description 1
238000010936 aqueous wash Methods 0.000 description 1
239000012300 argon atmosphere Substances 0.000 description 1
208000015802 attention deficit-hyperactivity disease Diseases 0.000 description 1
229940049706 benzodiazepine Drugs 0.000 description 1
150000001557 benzodiazepines Chemical class 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
210000004556 brain Anatomy 0.000 description 1
239000012267 brine Substances 0.000 description 1
239000006172 buffering agent Substances 0.000 description 1
208000015114 central nervous system disease Diseases 0.000 description 1
230000027288 circadian rhythm Effects 0.000 description 1
229960003920 cocaine Drugs 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
238000013480 data collection Methods 0.000 description 1
206010061428 decreased appetite Diseases 0.000 description 1
239000007884 disintegrant Substances 0.000 description 1
239000002552 dosage form Substances 0.000 description 1
229940095107 e.s.p. Drugs 0.000 description 1
239000008157 edible vegetable oil Substances 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
206010015037 epilepsy Diseases 0.000 description 1
230000005284 excitation Effects 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
239000012530 fluid Substances 0.000 description 1
230000002496 gastric effect Effects 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000008187 granular material Substances 0.000 description 1
210000001320 hippocampus Anatomy 0.000 description 1
208000003906 hydrocephalus Diseases 0.000 description 1
208000013403 hyperactivity Diseases 0.000 description 1
208000035231 inattentive type attention deficit hyperactivity disease Diseases 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
208000014674 injury Diseases 0.000 description 1
239000007937 lozenge Substances 0.000 description 1
206010027599 migraine Diseases 0.000 description 1
210000002569 neuron Anatomy 0.000 description 1
229960002715 nicotine Drugs 0.000 description 1
SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000002687 nonaqueous vehicle Substances 0.000 description 1
239000003921 oil Substances 0.000 description 1
208000019906 panic disease Diseases 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000007789 sealing Methods 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
208000019116 sleep disease Diseases 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
CHLCPTJLUJHDBO-UHFFFAOYSA-M sodium;benzenesulfinate Chemical compound [Na+].[O-]S(=O)C1=CC=CC=C1 CHLCPTJLUJHDBO-UHFFFAOYSA-M 0.000 description 1
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
230000003595 spectral effect Effects 0.000 description 1
230000001954 sterilising effect Effects 0.000 description 1
238000004659 sterilization and disinfection Methods 0.000 description 1
239000012258 stirred mixture Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
208000011117 substance-related disease Diseases 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
208000011580 syndromic disease Diseases 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000002278 tabletting lubricant Substances 0.000 description 1
210000003478 temporal lobe Anatomy 0.000 description 1
DPKBAXPHAYBPRL-UHFFFAOYSA-M tetrabutylazanium;iodide Chemical compound [I-].CCCC[N+](CCCC)(CCCC)CCCC DPKBAXPHAYBPRL-UHFFFAOYSA-M 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
239000010936 titanium Substances 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
230000008733 trauma Effects 0.000 description 1
ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
238000009827 uniform distribution Methods 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/38—Nitrogen atoms
- C07D215/40—Nitrogen atoms attached in position 8
- 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
- A61P25/18—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
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Neurosurgery (AREA)
Neurology (AREA)
Biomedical Technology (AREA)
Psychiatry (AREA)
Cardiology (AREA)
Heart & Thoracic Surgery (AREA)
Child & Adolescent Psychology (AREA)
Diabetes (AREA)
Hematology (AREA)
Obesity (AREA)
Pain & Pain Management (AREA)
Hospice & Palliative Care (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Quinoline Compounds (AREA)
Hydrogenated Pyridines (AREA)

ZA200601453A 2003-09-26 2006-02-20 A polymorphic form of 3-phenylsulfonyl-8-piperazin-1-yl-quinoline ZA200601453B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GBGB0322629.7A GB0322629D0 (en)	2003-09-26	2003-09-26	Novel compound

Publications (1)

Publication Number	Publication Date
ZA200601453B true ZA200601453B (en)	2007-04-25

Family

ID=29286934

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ZA200601453A ZA200601453B (en)	2003-09-26	2006-02-20	A polymorphic form of 3-phenylsulfonyl-8-piperazin-1-yl-quinoline

Country Status (23)

Country	Link
US (1)	US20070032504A1 (fr)
EP (1)	EP1667975B1 (fr)
JP (1)	JP2007506702A (fr)
CN (1)	CN1856471A (fr)
AU (1)	AU2004283805A1 (fr)
BR (1)	BRPI0414678A (fr)
CA (1)	CA2540022A1 (fr)
CO (1)	CO5680402A2 (fr)
DE (1)	DE602004010410T2 (fr)
DK (1)	DK1667975T3 (fr)
ES (1)	ES2297465T3 (fr)
GB (1)	GB0322629D0 (fr)
HR (1)	HRP20080055T3 (fr)
IL (1)	IL174213A0 (fr)
IS (1)	IS8399A (fr)
MA (1)	MA28093A1 (fr)
MX (1)	MXPA06003375A (fr)
NO (1)	NO20061791L (fr)
PL (1)	PL1667975T3 (fr)
PT (1)	PT1667975E (fr)
RU (1)	RU2355681C2 (fr)
WO (1)	WO2005040124A1 (fr)
ZA (1)	ZA200601453B (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BRPI0308696B8 (pt) *	2002-03-27	2021-05-25	Axovant Sciences Gmbh	composto derivado de quinolina, seu processo de preparação, sua composição farmacêutica e seus usos
PT1558582E (pt)	2003-07-22	2006-05-31	Arena Pharm Inc	Derivados de diaril- e aril-heteroaril-ureia como moduladores do receptor de serotonina 5-ht2a uteis para a profilaxia e tratamento de desordens relacionadas com o mesmo
DK1663958T3 (da)	2003-09-18	2015-04-07	Virobay Inc	Haloalkylholdige forbindelser som cysteinproteasehæmmere
KR100978954B1 (ko)	2005-06-02	2010-08-30	에프. 호프만-라 로슈 아게	Ｇａｂａ-ｂ 증강인자로서 3-메테인설폰일퀴놀린
GB0519758D0 (en) *	2005-09-28	2005-11-09	Glaxo Group Ltd	Novel process
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GB0321473D0 (en) *	2003-09-12	2003-10-15	Glaxo Group Ltd	Novel compounds

2003
- 2003-09-26 PT PT04765655T patent/PT1667975E/pt unknown
- 2003-09-26 GB GBGB0322629.7A patent/GB0322629D0/en not_active Ceased
2004
- 2004-09-23 PL PL04765655T patent/PL1667975T3/pl unknown
- 2004-09-23 CA CA002540022A patent/CA2540022A1/fr not_active Abandoned
- 2004-09-23 HR HR20080055T patent/HRP20080055T3/xx unknown
- 2004-09-23 CN CNA2004800275278A patent/CN1856471A/zh active Pending
- 2004-09-23 DK DK04765655T patent/DK1667975T3/da active
- 2004-09-23 RU RU2006114024/04A patent/RU2355681C2/ru active
- 2004-09-23 ES ES04765655T patent/ES2297465T3/es not_active Expired - Lifetime
- 2004-09-23 EP EP04765655A patent/EP1667975B1/fr not_active Expired - Lifetime
- 2004-09-23 US US10/572,670 patent/US20070032504A1/en not_active Abandoned
- 2004-09-23 AU AU2004283805A patent/AU2004283805A1/en not_active Abandoned
- 2004-09-23 MX MXPA06003375A patent/MXPA06003375A/es active IP Right Grant
- 2004-09-23 JP JP2006527373A patent/JP2007506702A/ja not_active Withdrawn
- 2004-09-23 BR BRPI0414678-6A patent/BRPI0414678A/pt not_active IP Right Cessation
- 2004-09-23 WO PCT/EP2004/010843 patent/WO2005040124A1/fr not_active Ceased
- 2004-09-23 DE DE602004010410T patent/DE602004010410T2/de not_active Expired - Fee Related
2006
- 2006-02-20 ZA ZA200601453A patent/ZA200601453B/en unknown
- 2006-03-09 IL IL174213A patent/IL174213A0/en unknown
- 2006-03-27 CO CO06030123A patent/CO5680402A2/es not_active Application Discontinuation
- 2006-04-05 IS IS8399A patent/IS8399A/is unknown
- 2006-04-13 MA MA28933A patent/MA28093A1/fr unknown
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Also Published As

Publication number	Publication date
RU2355681C2 (ru)	2009-05-20
IS8399A (is)	2006-04-05
GB0322629D0 (en)	2003-10-29
HK1094190A1 (en)	2007-03-23
MA28093A1 (fr)	2006-08-01
EP1667975B1 (fr)	2007-11-28
CA2540022A1 (fr)	2005-05-06
PL1667975T3 (pl)	2008-04-30
BRPI0414678A (pt)	2006-11-28
JP2007506702A (ja)	2007-03-22
IL174213A0 (en)	2006-08-01
DK1667975T3 (da)	2008-04-14
EP1667975A1 (fr)	2006-06-14
CO5680402A2 (es)	2006-09-29
US20070032504A1 (en)	2007-02-08
WO2005040124A1 (fr)	2005-05-06
AU2004283805A1 (en)	2005-05-06
PT1667975E (pt)	2008-02-29
HRP20080055T3 (en)	2008-02-29
NO20061791L (no)	2006-04-24
RU2006114024A (ru)	2007-11-10
ES2297465T3 (es)	2008-05-01
DE602004010410T2 (de)	2008-10-16
CN1856471A (zh)	2006-11-01
MXPA06003375A (es)	2006-06-08
DE602004010410D1 (en)	2008-01-10

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US7439244B2 (en)	2008-10-21	Quinoline compounds and pharmeceutical compositions containing them
EP1667975B1 (fr)	2007-11-28	Forme polymorphe de quinoline 3-phenylsulfonyl-8-piperazin-1-yl
HK1094190B (en)	2008-04-25	A polymorphic form of 3-phenylsulfonyl-8-piperazin-1-yl-quinoline
EP3049413B1 (fr)	2020-04-29	Polymorphe i du sel mono-phosphate de la 6-fluoro-2-[4-(pyridin-2-yl)but-3-yn-1 -yl]imidazo[1,2a]pyridine et polymorphes associés utilisés comme modulateur allostérique négatif du récepteur mglu5
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US7714129B2 (en)	2010-05-11	Methods of preparing anhydrous aripiprazole form II
HK1074439B (en)	2009-02-06	Quinoline derivatives and their use as 5-ht6 ligands
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HK1227402A1 (en)	2017-10-20	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