SK282919B6 - Alkylaminobenzotiazolový a -benzoxazolový derivát, spôsob jeho prípravy, použitie a farmaceutický prostriedok na jeho báze - Google Patents

Alkylaminobenzotiazolový a -benzoxazolový derivát, spôsob jeho prípravy, použitie a farmaceutický prostriedok na jeho báze Download PDF

Info

Publication number: SK282919B6
Authority: SK; Slovakia
Prior art keywords: formula; compounds; alkylaminobenzothiazole; alkyl; hydrogen
Prior art date: 1996-05-10

Application number

SK1532-98A

Other languages

English (en)

Slovak (sk)

Other versions

SK153298A3 (en

Inventor

Ludo Edmond Josephine Kennis

Josephus Carolus Mertens

Serge Maria Aloysius Pieters

Original Assignee

Janssen Pharmaceutica N. V.

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.)

1996-05-10

Filing date

1997-05-02

Publication date

2003-01-09

1997-05-02 Application filed by Janssen Pharmaceutica N. V. filed Critical Janssen Pharmaceutica N. V.

1999-03-12 Publication of SK153298A3 publication Critical patent/SK153298A3/sk

2003-01-09 Publication of SK282919B6 publication Critical patent/SK282919B6/sk

Links

239000008194 pharmaceutical composition Substances 0.000 title claims description 5
238000004519 manufacturing process Methods 0.000 title claims 2
150000001875 compounds Chemical class 0.000 claims abstract description 105
238000000034 method Methods 0.000 claims abstract description 31
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 26
239000001257 hydrogen Substances 0.000 claims abstract description 26
150000003839 salts Chemical class 0.000 claims abstract description 20
239000002253 acid Substances 0.000 claims abstract description 14
238000002360 preparation method Methods 0.000 claims abstract description 13
230000002285 radioactive effect Effects 0.000 claims abstract description 12
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 9
239000003814 drug Substances 0.000 claims abstract description 8
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125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims abstract description 5
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 4
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims abstract description 3
229910052760 oxygen Inorganic materials 0.000 claims abstract description 3
229910052717 sulfur Inorganic materials 0.000 claims abstract description 3
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229960003638 dopamine Drugs 0.000 claims description 42
239000002904 solvent Substances 0.000 claims description 37
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238000006243 chemical reaction Methods 0.000 claims description 13
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HTPMSTGFTOUSSX-UHFFFAOYSA-N n-(5-chloropentyl)-n-methyl-1,3-benzothiazol-2-amine Chemical compound C1=CC=C2SC(N(CCCCCCl)C)=NC2=C1 HTPMSTGFTOUSSX-UHFFFAOYSA-N 0.000 description 1
NUJVXJQWONGBHO-UHFFFAOYSA-N n-(5-chloropentyl)-n-phenyl-1,3-benzothiazol-2-amine Chemical compound N=1C2=CC=CC=C2SC=1N(CCCCCCl)C1=CC=CC=C1 NUJVXJQWONGBHO-UHFFFAOYSA-N 0.000 description 1
AEXVFHAEENHHAU-UHFFFAOYSA-N n-[2-[4-(3,4-dichlorophenyl)piperazin-1-yl]ethyl]-6-methyl-1,3-benzothiazol-2-amine Chemical compound S1C2=CC(C)=CC=C2N=C1NCCN(CC1)CCN1C1=CC=C(Cl)C(Cl)=C1 AEXVFHAEENHHAU-UHFFFAOYSA-N 0.000 description 1
FIKWONMUWBVBJJ-UHFFFAOYSA-N n-[2-[4-(3,4-dichlorophenyl)piperazin-1-yl]ethyl]-n-methyl-1,3-benzothiazol-2-amine Chemical compound N=1C2=CC=CC=C2SC=1N(C)CCN(CC1)CCN1C1=CC=C(Cl)C(Cl)=C1 FIKWONMUWBVBJJ-UHFFFAOYSA-N 0.000 description 1
WYBLHBUNVWAKQH-UHFFFAOYSA-N n-[2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl]-6-fluoro-1,3-benzothiazol-2-amine Chemical compound S1C2=CC(F)=CC=C2N=C1NCCN(CC1)CCN1C1=CC=C(Cl)C=C1 WYBLHBUNVWAKQH-UHFFFAOYSA-N 0.000 description 1
SQQQAJILYVEUFG-UHFFFAOYSA-N n-[2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl]-7-methoxy-1,3-benzothiazol-2-amine;hydrochloride Chemical compound Cl.S1C=2C(OC)=CC=CC=2N=C1NCCN(CC1)CCN1C1=CC=C(Cl)C=C1 SQQQAJILYVEUFG-UHFFFAOYSA-N 0.000 description 1
LUABFORHKKFGEL-UHFFFAOYSA-N n-[4-[4-(3,4-dichlorophenyl)piperazin-1-yl]butyl]-6-methyl-1,3-benzothiazol-2-amine Chemical compound S1C2=CC(C)=CC=C2N=C1NCCCCN(CC1)CCN1C1=CC=C(Cl)C(Cl)=C1 LUABFORHKKFGEL-UHFFFAOYSA-N 0.000 description 1
HVQAGCYLLHLDAE-UHFFFAOYSA-N n-[4-[4-(4-methoxyphenyl)piperazin-1-yl]butyl]-1,3-benzothiazol-2-amine Chemical compound C1=CC(OC)=CC=C1N1CCN(CCCCNC=2SC3=CC=CC=C3N=2)CC1 HVQAGCYLLHLDAE-UHFFFAOYSA-N 0.000 description 1
AZCNTPSPOFJQJA-UHFFFAOYSA-N n-[5-[4-(3,4-dichlorophenyl)piperazin-1-yl]pentyl]-1,3-benzothiazol-2-amine Chemical compound C1=C(Cl)C(Cl)=CC=C1N1CCN(CCCCCNC=2SC3=CC=CC=C3N=2)CC1 AZCNTPSPOFJQJA-UHFFFAOYSA-N 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
QDTDFSFRIDFTCF-UHFFFAOYSA-N n-phenyl-1,3-benzothiazol-2-amine Chemical compound N=1C2=CC=CC=C2SC=1NC1=CC=CC=C1 QDTDFSFRIDFTCF-UHFFFAOYSA-N 0.000 description 1
239000003176 neuroleptic agent Substances 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
235000020824 obesity Nutrition 0.000 description 1
239000002674 ointment Substances 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
150000001451 organic peroxides Chemical class 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
229940054010 other antipsychotics in atc Drugs 0.000 description 1
210000001672 ovary Anatomy 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
WLJNZVDCPSBLRP-UHFFFAOYSA-N pamoic acid Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=C(C=3O)C(=O)O)=C(O)C(C(O)=O)=CC2=C1 WLJNZVDCPSBLRP-UHFFFAOYSA-N 0.000 description 1
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
239000000312 peanut oil Substances 0.000 description 1
239000003961 penetration enhancing agent Substances 0.000 description 1
150000004965 peroxy acids Chemical class 0.000 description 1
208000022821 personality disease Diseases 0.000 description 1
238000000053 physical method Methods 0.000 description 1
206010036067 polydipsia Diseases 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
238000002600 positron emission tomography Methods 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000000047 product Substances 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
238000011321 prophylaxis Methods 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000008213 purified water Substances 0.000 description 1
229940107700 pyruvic acid Drugs 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
239000002287 radioligand Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
239000000018 receptor agonist Substances 0.000 description 1
229940044601 receptor agonist Drugs 0.000 description 1
230000033764 rhythmic process Effects 0.000 description 1
229940085605 saccharin sodium Drugs 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
239000011833 salt mixture Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
239000008159 sesame oil Substances 0.000 description 1
235000011803 sesame oil Nutrition 0.000 description 1
208000012201 sexual and gender identity disease Diseases 0.000 description 1
230000009329 sexual behaviour Effects 0.000 description 1
208000015891 sexual disease Diseases 0.000 description 1
PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
239000003549 soybean oil Substances 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
230000009870 specific binding Effects 0.000 description 1
229950001675 spiperone Drugs 0.000 description 1
239000008223 sterile water Substances 0.000 description 1
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239000000375 suspending agent Substances 0.000 description 1
230000005062 synaptic transmission Effects 0.000 description 1
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238000011269 treatment regimen Methods 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles 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 in position 2
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
- C07B59/002—Heterocyclic compounds
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles 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 in position 2
- C07D277/82—Nitrogen atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
Medicinal Chemistry (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Biomedical Technology (AREA)
Neurology (AREA)
Neurosurgery (AREA)
Psychiatry (AREA)
Epidemiology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Thiazole And Isothizaole Compounds (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

SK1532-98A 1996-05-10 1997-05-02 Alkylaminobenzotiazolový a -benzoxazolový derivát, spôsob jeho prípravy, použitie a farmaceutický prostriedok na jeho báze SK282919B6 (sk)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
EP96201282		1996-05-10
PCT/EP1997/002505 WO1997043271A1 (en)	1996-05-10	1997-05-02	Alkylaminobenzothiazole and -benzoxazole derivatives

Publications (2)

Publication Number	Publication Date
SK153298A3 SK153298A3 (en)	1999-03-12
SK282919B6 true SK282919B6 (sk)	2003-01-09

Family

ID=8223970

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK1532-98A SK282919B6 (sk)	1996-05-10	1997-05-02	Alkylaminobenzotiazolový a -benzoxazolový derivát, spôsob jeho prípravy, použitie a farmaceutický prostriedok na jeho báze

Country Status (28)

Country	Link
US (2)	US6103725A (de)
EP (2)	EP1325917B1 (de)
JP (1)	JP3237759B2 (de)
KR (1)	KR100330699B1 (de)
CN (1)	CN1074766C (de)
AR (1)	AR007079A1 (de)
AT (2)	ATE350373T1 (de)
AU (1)	AU710175B2 (de)
BG (1)	BG64097B1 (de)
BR (1)	BR9709065A (de)
CA (1)	CA2253453C (de)
CZ (1)	CZ295639B6 (de)
DE (2)	DE69737217T2 (de)
EA (1)	EA001360B1 (de)
EE (1)	EE03563B1 (de)
ES (2)	ES2279923T3 (de)
HU (1)	HUP9902993A3 (de)
ID (1)	ID16889A (de)
IL (1)	IL126968A0 (de)
MY (1)	MY117852A (de)
NO (1)	NO311027B1 (de)
NZ (1)	NZ332309A (de)
PL (1)	PL190721B1 (de)
SK (1)	SK282919B6 (de)
TR (1)	TR199802253T2 (de)
TW (1)	TW593290B (de)
WO (1)	WO1997043271A1 (de)
ZA (1)	ZA974053B (de)

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IT1293804B1 (it)	1997-08-01	1999-03-10	Recordati Chem Pharm	Diarilalchilpiperazine attive sulle basse vie urinarie
US6281216B1 (en) *	1998-02-09	2001-08-28	Duphar International Research B.V.	2-aminoquinoline derivatives having d4-agonistic activity
EP0982030A3 (de) *	1998-08-17	2000-05-10	Pfizer Products Inc.	2,7-substituierte Octahydropyrrolo(1,2-a)pyrazinderivate als 5ht 1a Liganden
WO2000018767A2 (en) *	1998-09-30	2000-04-06	Neurogen Corporation	2-piperazino alkylamino benzoazole derivatives: dopamine receptor subtype specific ligands
US6284759B1 (en)	1998-09-30	2001-09-04	Neurogen Corporation	2-piperazinoalkylaminobenzo-azole derivatives: dopamine receptor subtype specific ligands
US6107313A (en) *	1998-10-02	2000-08-22	Combichem, Inc.	Dopamine receptor antagonists
AU5569800A (en) *	1999-06-30	2001-01-31	Santen Pharmaceutical Co. Ltd.	Brain sigma-1 receptor-binding ligand
EP1268478B1 (de)	2000-03-31	2007-05-02	Ortho-McNeil Pharmaceutical, Inc.	Phenyl-substituierte imidazopyridine
US6436939B2 (en)	2000-03-31	2002-08-20	Ortho-Mcneil Pharmaceutical, Inc.	Method for using 2-aryloxyalkylaminobenzoxazoles and 2-aryloxyalkylaminobenzothiazoles as H3 antagonists
GB0203299D0 (en) *	2002-02-12	2002-03-27	Glaxo Group Ltd	Novel compounds
CA2497827A1 (en) *	2002-09-06	2004-03-18	Janssen Pharmaceutica, N.V.	(1h-benzoimidazol-2-yl)-(piperazinyl)-methanone derivatives and related compounds as histamine h4-receptor antagonists for the treatment of inflammatory and allergic disorders
EP2610234A1 (de) *	2004-02-24	2013-07-03	The General Hospital Corporation	Katalytische Radiofluorierung
US9017724B2 (en)	2004-02-24	2015-04-28	The General Hospital Corporation	Catalytic radiofluorination
US8257680B1 (en)	2004-02-24	2012-09-04	The General Hospital Corporation	Catalytic radiofluorination
FR2877005A1 (fr) *	2004-10-22	2006-04-28	Bioprojet Soc Civ Ile	Nouveaux derives d'arylpiperazine
US7731940B2 (en)	2006-01-25	2010-06-08	The Regents Of The University Of California	Compositions and methods related to serotonin 5-HT1A receptors
US8450466B2 (en)	2008-03-21	2013-05-28	The General Hosptial Corporation	Compounds and compositions for the detection and treatment of Alzheimer's disease and related disorders
WO2018039512A1 (en) *	2016-08-26	2018-03-01	Bristol-Myers Squibb Company	Inhibitors of indoleamine 2,3-dioxygenase and methods of their use
PT109740B (pt) *	2016-11-14	2020-07-30	Hovione Farmaciencia Sa	Processo para a preparação de brometo de umeclidínio
KR102823891B1 (ko) *	2020-01-14	2025-06-20	서울대학교산학협력단	혈관생성 저해 효과를 가지는 n-페닐벤조티아졸-2-아민 화합물 및 그를 포함하는 약제학적 조성물
CN116730948B (zh) *	2022-03-02	2026-05-05	圣奥化学科技有限公司	一种合成n-环己基-2-苯并噻唑的方法

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DE3480340D1 (en) *	1984-05-22	1989-12-07	Sumitomo Chemical Co	Novel radioactive iodospiroperidol and process for its preparation
JPS63290858A (ja) *	1987-04-08	1988-11-28	サルター・インコーポレーテツド	アミロイド症及びアルツハイマー病の診断分析法及びそのための試薬
US4929618A (en) *	1988-03-25	1990-05-29	Ube Industries, Ltd.	Piperdine and piperazine derivatives, and antihistaminic pharmaceutical compositions containing the same
FR2656609B1 (fr) *	1989-12-28	1992-03-27	Synthelabo	Derives de 2-aminopyrimidine-4-carboxamide, leur preparation et leur application en therapeutique.
US5731438A (en) *	1996-08-01	1998-03-24	Isis Pharmaceuticals, Inc.	N-(aminoalkyl)-and/or N-(amidoalkyl)-dinitrogen heterocycles

1997
- 1997-05-01 TW TW086105767A patent/TW593290B/zh not_active IP Right Cessation
- 1997-05-02 CZ CZ19983553A patent/CZ295639B6/cs not_active IP Right Cessation
- 1997-05-02 CA CA002253453A patent/CA2253453C/en not_active Expired - Fee Related
- 1997-05-02 WO PCT/EP1997/002505 patent/WO1997043271A1/en not_active Ceased
- 1997-05-02 AT AT03075959T patent/ATE350373T1/de not_active IP Right Cessation
- 1997-05-02 US US09/180,369 patent/US6103725A/en not_active Expired - Lifetime
- 1997-05-02 HU HU9902993A patent/HUP9902993A3/hu unknown
- 1997-05-02 KR KR1019980707914A patent/KR100330699B1/ko not_active Expired - Fee Related
- 1997-05-02 ES ES03075959T patent/ES2279923T3/es not_active Expired - Lifetime
- 1997-05-02 IL IL12696897A patent/IL126968A0/xx not_active IP Right Cessation
- 1997-05-02 CN CN97194515A patent/CN1074766C/zh not_active Expired - Lifetime
- 1997-05-02 BR BR9709065A patent/BR9709065A/pt not_active IP Right Cessation
- 1997-05-02 PL PL97329849A patent/PL190721B1/pl not_active IP Right Cessation
- 1997-05-02 AU AU29560/97A patent/AU710175B2/en not_active Ceased
- 1997-05-02 NZ NZ332309A patent/NZ332309A/xx unknown
- 1997-05-02 DE DE69737217T patent/DE69737217T2/de not_active Expired - Lifetime
- 1997-05-02 AT AT97923913T patent/ATE277917T1/de not_active IP Right Cessation
- 1997-05-02 SK SK1532-98A patent/SK282919B6/sk not_active IP Right Cessation
- 1997-05-02 ES ES97923913T patent/ES2230605T3/es not_active Expired - Lifetime
- 1997-05-02 TR TR1998/02253T patent/TR199802253T2/xx unknown
- 1997-05-02 JP JP54053597A patent/JP3237759B2/ja not_active Expired - Lifetime
- 1997-05-02 EP EP03075959A patent/EP1325917B1/de not_active Expired - Lifetime
- 1997-05-02 DE DE69730962T patent/DE69730962T2/de not_active Expired - Lifetime
- 1997-05-02 EA EA199801000A patent/EA001360B1/ru not_active IP Right Cessation
- 1997-05-02 EE EE9800378A patent/EE03563B1/xx not_active IP Right Cessation
- 1997-05-02 EP EP97923913A patent/EP0912533B1/de not_active Expired - Lifetime
- 1997-05-07 MY MYPI97002022A patent/MY117852A/en unknown
- 1997-05-09 ZA ZA974053A patent/ZA974053B/xx unknown
- 1997-05-09 AR ARP970101955A patent/AR007079A1/es active IP Right Grant
- 1997-05-09 ID IDP971546A patent/ID16889A/id unknown
1998
- 1998-10-07 BG BG102819A patent/BG64097B1/bg unknown
- 1998-11-09 NO NO19985227A patent/NO311027B1/no unknown
2000
- 2000-06-27 US US09/604,427 patent/US6224849B1/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
EE03563B1 (et)	2001-12-17
NO985227D0 (no)	1998-11-09
DE69730962D1 (de)	2004-11-04
IL126968A0 (en)	1999-09-22
BG102819A (en)	1999-08-31
CN1074766C (zh)	2001-11-14
BG64097B1 (bg)	2003-12-31
AU2956097A (en)	1997-12-05
EP0912533B1 (de)	2004-09-29
NZ332309A (en)	1999-08-30
EP1325917A1 (de)	2003-07-09
HK1018457A1 (en)	1999-12-24
JP2000503667A (ja)	2000-03-28
CZ295639B6 (cs)	2005-09-14
HUP9902993A2 (hu)	2000-05-28
PL329849A1 (en)	1999-04-12
ZA974053B (en)	1998-11-09
HUP9902993A3 (en)	2002-01-28
JP3237759B2 (ja)	2001-12-10
NO985227L (no)	1999-01-11
BR9709065A (pt)	1999-08-03
US6224849B1 (en)	2001-05-01
SK153298A3 (en)	1999-03-12
EA199801000A1 (ru)	1999-04-29
WO1997043271A1 (en)	1997-11-20
KR100330699B1 (ko)	2002-08-27
HK1057044A1 (en)	2004-03-12
PL190721B1 (pl)	2005-12-30
CN1218461A (zh)	1999-06-02
EE9800378A (et)	1999-04-15
DE69737217T2 (de)	2007-11-08
CA2253453C (en)	2007-01-16
CA2253453A1 (en)	1997-11-20
EA001360B1 (ru)	2001-02-26
CZ355398A3 (cs)	1999-02-17
DE69730962T2 (de)	2006-03-30
EP1325917B1 (de)	2007-01-03
KR20000005227A (ko)	2000-01-25
ID16889A (id)	1997-11-20
US6103725A (en)	2000-08-15
NO311027B1 (no)	2001-10-01
DE69737217D1 (de)	2007-02-15
MY117852A (en)	2004-08-30
AR007079A1 (es)	1999-10-13
AU710175B2 (en)	1999-09-16
ATE350373T1 (de)	2007-01-15
ES2230605T3 (es)	2005-05-01
ES2279923T3 (es)	2007-09-01
TW593290B (en)	2004-06-21
ATE277917T1 (de)	2004-10-15
EP0912533A1 (de)	1999-05-06
TR199802253T2 (xx)	1999-02-22

Legal Events

Date	Code	Title	Description
2010-02-08	MM4A	Patent lapsed due to non-payment of maintenance fees	Effective date: 20090502

Publication	Publication Date	Title
US6224849B1 (en)	2001-05-01	Alkylaminobenzothiazole and-benzoxazole derivatives
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