NO312676B1 - Azabisyklisk substituerte tiadiazolforbindelser, fremgangsmåte for fremstilling derav, farmasöytiske preparater oganvendelse av forbindelsene til fremstilling av medikamenter - Google Patents

Azabisyklisk substituerte tiadiazolforbindelser, fremgangsmåte for fremstilling derav, farmasöytiske preparater oganvendelse av forbindelsene til fremstilling av medikamenter Download PDF

Info

Publication number: NO312676B1
Authority: NO; Norway
Prior art keywords: thiadiazol; azabicyclo; compound; octane; exo
Prior art date: 1993-03-05

Application number

NO19953491A

Other languages

English (en)

Norwegian (no)

Other versions

NO953491L (no

NO953491D0 (no

Inventor

Per Sauerberg

Preben H Olesen

Original Assignee

Novo Nordisk As

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.)

1993-03-05

Filing date

1995-09-05

Publication date

2002-06-17

1995-09-05 Application filed by Novo Nordisk As filed Critical Novo Nordisk As

1995-09-05 Publication of NO953491L publication Critical patent/NO953491L/no

1995-09-05 Publication of NO953491D0 publication Critical patent/NO953491D0/no

2002-06-17 Publication of NO312676B1 publication Critical patent/NO312676B1/no

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 155
238000000034 method Methods 0.000 title claims abstract description 9
238000002360 preparation method Methods 0.000 title claims abstract description 9
239000003814 drug Substances 0.000 title claims abstract description 8
239000000825 pharmaceutical preparation Substances 0.000 title claims description 10
150000004867 thiadiazoles Chemical class 0.000 title claims description 6
238000004519 manufacturing process Methods 0.000 title description 3
210000001320 hippocampus Anatomy 0.000 claims abstract description 8
208000024827 Alzheimer disease Diseases 0.000 claims abstract description 7
210000004129 prosencephalon Anatomy 0.000 claims abstract description 7
229910052799 carbon Inorganic materials 0.000 claims abstract description 6
150000001721 carbon Chemical group 0.000 claims abstract description 4
229910052760 oxygen Inorganic materials 0.000 claims abstract description 4
229910052717 sulfur Chemical group 0.000 claims abstract description 4
208000010412 Glaucoma Diseases 0.000 claims abstract description 3
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239000011593 sulfur Chemical group 0.000 claims abstract description 3
230000003920 cognitive function Effects 0.000 claims description 9
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
150000003839 salts Chemical class 0.000 claims description 9
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229910052739 hydrogen Inorganic materials 0.000 claims description 6
239000012038 nucleophile Substances 0.000 claims description 6
229940079593 drug Drugs 0.000 claims description 4
229910052736 halogen Inorganic materials 0.000 claims description 4
125000000623 heterocyclic group Chemical group 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 4
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125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 2
125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 2
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125000003277 amino group Chemical group 0.000 claims description 2
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150000002431 hydrogen Chemical class 0.000 claims description 2
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ZOUYLBLUUMJTED-UHFFFAOYSA-N 3-(1-azabicyclo[2.2.2]octan-3-yl)-4-(pyridin-4-ylmethylsulfanyl)-1,2,5-thiadiazole Chemical compound N=1SN=C(C2C3CCN(CC3)C2)C=1SCC1=CC=NC=C1 ZOUYLBLUUMJTED-UHFFFAOYSA-N 0.000 claims 1
125000003545 alkoxy group Chemical group 0.000 claims 1
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125000001309 chloro group Chemical group Cl* 0.000 claims 1
125000005843 halogen group Chemical group 0.000 claims 1
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Classifications

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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P25/04—Centrally acting analgesics, e.g. opioids
- A—HUMAN NECESSITIES
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- 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
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
- 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
- C07D471/08—Bridged systems
- 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
- C07D471/12—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 three hetero rings
- C07D471/18—Bridged systems
- 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
- C07D487/08—Bridged systems

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Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Public Health (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Neurology (AREA)
Neurosurgery (AREA)
Biomedical Technology (AREA)
Ophthalmology & Optometry (AREA)
Psychiatry (AREA)
Hospice & Palliative Care (AREA)
Pain & Pain Management (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Plural Heterocyclic Compounds (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

NO19953491A 1993-03-05 1995-09-05 Azabisyklisk substituerte tiadiazolforbindelser, fremgangsmåte for fremstilling derav, farmasöytiske preparater oganvendelse av forbindelsene til fremstilling av medikamenter NO312676B1 (no)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US08/026,943 US5418240A (en)	1990-08-21	1993-03-05	Heterocyclic compounds and their preparation and use
PCT/DK1994/000092 WO1994020496A1 (en)	1993-03-05	1994-03-04	Heterocyclic compounds and their preparation and use

Publications (3)

Publication Number	Publication Date
NO953491L NO953491L (no)	1995-09-05
NO953491D0 NO953491D0 (no)	1995-09-05
NO312676B1 true NO312676B1 (no)	2002-06-17

Family

ID=21834696

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO19953491A NO312676B1 (no)	1993-03-05	1995-09-05	Azabisyklisk substituerte tiadiazolforbindelser, fremgangsmåte for fremstilling derav, farmasöytiske preparater oganvendelse av forbindelsene til fremstilling av medikamenter

Country Status (21)

Country	Link
US (1)	US5418240A (fi)
EP (1)	EP0687266B1 (fi)
JP (1)	JP3411923B2 (fi)
KR (1)	KR100344329B1 (fi)
CN (1)	CN1046722C (fi)
AT (1)	ATE173257T1 (fi)
AU (1)	AU694415B2 (fi)
CZ (1)	CZ290639B6 (fi)
DE (1)	DE69414554T2 (fi)
DK (1)	DK0687266T3 (fi)
ES (1)	ES2126099T3 (fi)
FI (1)	FI954130L (fi)
HU (1)	HUT72443A (fi)
IL (1)	IL108865A (fi)
NO (1)	NO312676B1 (fi)
NZ (1)	NZ262372A (fi)
PH (1)	PH31394A (fi)
SK (1)	SK281005B6 (fi)
TW (1)	TW350846B (fi)
WO (1)	WO1994020496A1 (fi)
ZA (1)	ZA941542B (fi)

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US5641791A (en) *	1991-08-13	1997-06-24	Novo Nordisk A.S	Heterocyclic compounds and their preparation and use
MX9300875A (es)	1992-02-20	1993-08-31	Smithkline Beecham Plc	Procedimiento para la preparacion de compuestos azabiciclicos.
US6271229B1 (en)	1993-08-19	2001-08-07	Novo Nordisk A/S	Method of treating gastrointestinal motility disorders
US5663182A (en) *	1993-08-19	1997-09-02	Bymaster; Franklin Porter	Antipsychotic method
KR960703908A (ko) *	1993-08-19	1996-08-31	안네 세커	정신병 치료방법(Antipsychotic method)
US6265419B1 (en) *	1993-12-21	2001-07-24	Novo Nordisk A/S	Method of treating gastrointestinal motility disorders
GB9409705D0 (en) *	1994-05-14	1994-07-06	Smithkline Beecham Plc	Novel compounds
US5672709A (en) *	1994-10-24	1997-09-30	Eli Lilly And Company	Heterocyclic compounds and their preparation and use
US5998404A (en) *	1994-10-24	1999-12-07	Eli Lilly And Company	Heterocyclic compounds and their use
US5605908A (en) *	1994-10-24	1997-02-25	Eli Lilly And Company	Heterocyclic compounds and their use
US5726193A (en) *	1994-10-31	1998-03-10	Eli Lilly And Company	Method for treating anxiety
US5488056A (en) *	1994-10-31	1996-01-30	Eli Lilly And Company	Method for treating anxiety
US5612351A (en) *	1994-11-08	1997-03-18	Novo Nordisk A/S	Method of treating urinary bladder dysfunctions
JPH11512444A (ja) *	1995-09-22	1999-10-26	ノボノルディスクアクティーゼルスカブ	新規置換アザ環式またはアザ二環式化合物
KR100274829B1 (ko) *	1995-10-13	2000-12-15	페더 벨링	8-아자바이사이클로[3,2,1]-옥트-2-엔 유도체의 제조방법 및 용도
CA2239301A1 (en) *	1995-12-06	1997-06-12	Charles Howard Mitch	Composition for treating pain
NZ324988A (en) *	1995-12-07	1999-08-30	Lilly Co Eli	Composition for treating pain comprising a selected muscarinic compound and an analgesic or nsaid
AU1093797A (en) *	1996-01-04	1997-08-01	Novo Nordisk A/S	A method of treating hypercholesterolemia and related disorders
US5914338A (en) *	1996-04-02	1999-06-22	Novo Nordisk	Heterocyclic compounds and their preparation and use
CA2250472A1 (en) *	1996-04-23	1997-10-30	Steven James Quimby	Heterocyclic compounds
DE69724967D1 (de) *	1996-04-24	2003-10-23	Novo Nordisk As	Heterozyklische verbindungen, ihre herstellung und ihre anwendung
US5733912A (en) *	1997-02-19	1998-03-31	Abbott Laboratories	7A-heterocycle substituted hexahydro-1H-pyrrolizine compounds useful in controlling chemical synaptic transmission
WO1998046227A1 (en) *	1997-04-11	1998-10-22	Eli Lilly And Company	Composition for treating pain
JP2001520653A (ja) *	1997-04-11	2001-10-30	エリリリーアンドカンパニー	精神分裂病の治療法
JP2001520661A (ja) *	1997-04-22	2001-10-30	ノボノルディスクアクティーゼルスカブ	複素環式化合物並びにその調製及び利用
US6015813A (en) *	1997-04-22	2000-01-18	Novo Nordisk A/S	Heterocyclic compounds and their preparation and use
EP0983269A4 (en) *	1997-05-29	2001-06-27	Lilly Co Eli	PROCESSES USEFUL FOR THE PREPARATION OF HETEROCYCLIC COMPOUNDS
EP1098883A4 (en) *	1997-05-29	2001-11-14	Lilly Co Eli	USEFUL PROCESS FOR THE PREPARATION OF HETEROCYCLIC COMPOUNDS
US6465467B1 (en) *	1999-05-21	2002-10-15	Biovitrum Ab	Certain aryl-aliphatic and heteroaryl-aliphatic piperazinyl pyrazines and their use in the treatment of serotonin-related diseases
WO2002015906A1 (en) *	2000-08-21	2002-02-28	Georgetown University	2-3-disubstituted quinuclidines as modulators of monoamine transporters and therapeutic and diagnostic methods based thereon
JP2011520905A (ja)	2008-05-15	2011-07-21	ザ・ユニバーシティ・オブ・トレド	向知性剤としてのムスカリンアゴニスト
WO2012149524A1 (en)	2011-04-29	2012-11-01	The University Of Toledo	Muscarinic agonists as enhancers of working memory and cognitive flexibility

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NZ219646A (en) *	1986-03-27	1990-10-26	Merck Sharp & Dohme	Oxadiazole derivatives of azacyclics for treating cns disorders
GB8610432D0 (en) *	1986-04-29	1986-06-04	Akzo Nv	Amino-thiazole & oxazole derivatives
GB8714789D0 (en) *	1987-06-24	1987-07-29	Lundbeck & Co As H	Heterocyclic compounds
GB8717446D0 (en) *	1987-07-23	1987-08-26	Merck Sharp & Dohme	Chemical compounds
NZ225999A (en) *	1987-09-10	1992-04-28	Merck Sharp & Dohme	Azacyclic- or azabicyclic-substituted thiadiazole derivatives and pharmaceutical compositions
IL88156A (en) *	1987-11-13	1997-02-18	Novo Nordisk As	Azacyclic compounds their preparation and pharmaceutical compositions containing them
EP0322182A3 (en) *	1987-12-22	1992-01-02	Beecham Group Plc	Azabicyclic compounds, process for their preparation and pharmaceutical compositions containing them
NZ227841A (en) *	1988-02-12	1991-08-27	Merck Sharp & Dohme	Heterocyclic compounds with at least two non-condensed five membered rings and pharmaceutical compositions
DK162892C (da) *	1988-07-04	1992-05-11	Novo Nordisk As	1,2,5,6-tetrahydropyridinforbindelser, deres fremstilling og farmaceutiske praeparater indeholdende disse
US5043345A (en) *	1989-02-22	1991-08-27	Novo Nordisk A/S	Piperidine compounds and their preparation and use
EP0459568A3 (en) *	1990-05-31	1992-09-30	Merck Sharp & Dohme Ltd.	Substituted oxadiazoles and thiadiazoles for use in the treatment of glaucoma and novel compounds having such use
DK198590D0 (da) *	1990-08-21	1990-08-21	Novo Nordisk As	Heterocykliske forbindelser, deres fremstilling og anvendelse

1993
- 1993-03-05 US US08/026,943 patent/US5418240A/en not_active Expired - Lifetime
1994
- 1994-02-28 TW TW083101718A patent/TW350846B/zh active
- 1994-03-04 NZ NZ262372A patent/NZ262372A/en unknown
- 1994-03-04 KR KR1019950703745A patent/KR100344329B1/ko not_active IP Right Cessation
- 1994-03-04 EP EP94908990A patent/EP0687266B1/en not_active Expired - Lifetime
- 1994-03-04 ES ES94908990T patent/ES2126099T3/es not_active Expired - Lifetime
- 1994-03-04 WO PCT/DK1994/000092 patent/WO1994020496A1/en active IP Right Grant
- 1994-03-04 IL IL10886594A patent/IL108865A/xx active IP Right Grant
- 1994-03-04 DE DE69414554T patent/DE69414554T2/de not_active Expired - Fee Related
- 1994-03-04 AU AU62027/94A patent/AU694415B2/en not_active Ceased
- 1994-03-04 AT AT94908990T patent/ATE173257T1/de not_active IP Right Cessation
- 1994-03-04 PH PH47880A patent/PH31394A/en unknown
- 1994-03-04 CZ CZ19952251A patent/CZ290639B6/cs not_active IP Right Cessation
- 1994-03-04 CN CN94191810A patent/CN1046722C/zh not_active Expired - Fee Related
- 1994-03-04 HU HU9502588A patent/HUT72443A/hu unknown
- 1994-03-04 ZA ZA941542A patent/ZA941542B/xx unknown
- 1994-03-04 JP JP51948094A patent/JP3411923B2/ja not_active Expired - Fee Related
- 1994-03-04 DK DK94908990T patent/DK0687266T3/da active
- 1994-03-04 SK SK1101-95A patent/SK281005B6/sk unknown
1995
- 1995-09-04 FI FI954130A patent/FI954130L/fi not_active Application Discontinuation
- 1995-09-05 NO NO19953491A patent/NO312676B1/no not_active IP Right Cessation

Also Published As

Publication number	Publication date
NO953491L (no)	1995-09-05
EP0687266A1 (en)	1995-12-20
KR100344329B1 (ko)	2002-11-30
AU694415B2 (en)	1998-07-23
NO953491D0 (no)	1995-09-05
HUT72443A (en)	1996-04-29
SK281005B6 (sk)	2000-10-09
TW350846B (en)	1999-01-21
FI954130A0 (fi)	1995-09-04
FI954130L (fi)	1995-10-27
EP0687266B1 (en)	1998-11-11
DE69414554T2 (de)	1999-06-17
CZ290639B6 (cs)	2002-09-11
ATE173257T1 (de)	1998-11-15
AU6202794A (en)	1994-09-26
CN1046722C (zh)	1999-11-24
HU9502588D0 (en)	1995-11-28
CZ225195A3 (en)	1996-04-17
WO1994020496A1 (en)	1994-09-15
SK110195A3 (en)	1996-10-02
JPH08507499A (ja)	1996-08-13
JP3411923B2 (ja)	2003-06-03
KR960701049A (ko)	1996-02-24
ZA941542B (en)	1995-09-04
US5418240A (en)	1995-05-23
PH31394A (en)	1998-10-29
CN1121349A (zh)	1996-04-24
ES2126099T3 (es)	1999-03-16
IL108865A0 (en)	1994-06-24
NZ262372A (en)	1997-07-27
DE69414554D1 (de)	1998-12-17
DK0687266T3 (da)	1999-07-26
IL108865A (en)	2000-07-16

Publication	Publication Date	Title
NO312676B1 (no)	2002-06-17	Azabisyklisk substituerte tiadiazolforbindelser, fremgangsmåte for fremstilling derav, farmasöytiske preparater oganvendelse av forbindelsene til fremstilling av medikamenter
KR100247121B1 (ko)	2000-08-01	헤테로시클릭 화합물과 그의 제조방법 및 용도
EP0544714B1 (en)	1995-11-22	Heterocyclic compounds and their preparation and use
AU3642995A (en)	1996-04-26	Substituted aryl piperazines as neurokinin antagonists
IE912958A1 (en)	1992-02-26	Heterocyclic compounds and their preparation and use
CA2169838C (en)	2002-06-11	Antipsychotic method
AU2009352490B2 (en)	2013-06-20	1, 2-dihydro-2-oxoquinoline compounds as 5-HT 4 receptor ligands
US5578602A (en)	1996-11-26	Certain 1-azabicyclo[3.3.1]nonene derivatives and their pharmacological uses
US5641791A (en)	1997-06-24	Heterocyclic compounds and their preparation and use
CA2157579C (en)	2007-05-22	Heterocyclic compounds, their use and preparation
US6265419B1 (en)	2001-07-24	Method of treating gastrointestinal motility disorders
US6271229B1 (en)	2001-08-07	Method of treating gastrointestinal motility disorders
EP0977755A1 (en)	2000-02-09	Heterocyclic compounds and their preparation and use
WO1996014316A1 (en)	1996-05-17	A method of treating urinary bladder dysfunctions

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2004-12-27	MM1K	Lapsed by not paying the annual fees