SK82098A3 - Biologically active benzothiazolone ethanamines - Google Patents

Biologically active benzothiazolone ethanamines Download PDF

Info

Publication number: SK82098A3
Authority: SK; Slovakia
Prior art keywords: compound; formula; pharmaceutically acceptable; compounds; acceptable salt
Prior art date: 1995-12-23

Application number

SK820-98A

Other languages

English (en)

Slovak (sk)

Inventor

Roger Bonnert

Roger Brown

Peter Cage

David Cheshire

Francis Ince

Original Assignee

Astra Pharma Prod

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.)

1995-12-23

Filing date

1996-12-13

Publication date

1998-11-04

1996-12-13 Application filed by Astra Pharma Prod filed Critical Astra Pharma Prod

1998-11-04 Publication of SK82098A3 publication Critical patent/SK82098A3/sk

Links

OUSFTHZQIKIJGG-UHFFFAOYSA-N 1,3-benzothiazole 1-oxide ethanamine Chemical class CCN.C1=CC=C2S(=O)C=NC2=C1 OUSFTHZQIKIJGG-UHFFFAOYSA-N 0.000 title description 2
150000001875 compounds Chemical class 0.000 claims abstract description 60
150000003839 salts Chemical class 0.000 claims abstract description 22
238000000034 method Methods 0.000 claims abstract description 19
125000000217 alkyl group Chemical group 0.000 claims abstract description 6
125000001624 naphthyl group Chemical group 0.000 claims abstract description 6
238000002360 preparation method Methods 0.000 claims abstract description 5
230000008569 process Effects 0.000 claims abstract description 5
229910052736 halogen Chemical group 0.000 claims abstract description 4
150000002367 halogens Chemical group 0.000 claims abstract description 3
238000011282 treatment Methods 0.000 claims description 12
208000006673 asthma Diseases 0.000 claims description 7
201000010099 disease Diseases 0.000 claims description 4
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 4
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239000003814 drug Substances 0.000 claims description 2
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LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
238000002560 therapeutic procedure Methods 0.000 claims description 2
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OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
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SONNWYBIRXJNDC-VIFPVBQESA-N phenylephrine Chemical compound CNC[C@H](O)C1=CC=CC(O)=C1 SONNWYBIRXJNDC-VIFPVBQESA-N 0.000 description 10
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SDRBYSRZYKABJI-UHFFFAOYSA-N 7-(2-aminoethyl)-1,3-benzothiazol-4-ol Chemical compound NCCC1=CC=C(O)C2=C1SC=N2 SDRBYSRZYKABJI-UHFFFAOYSA-N 0.000 description 2
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125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
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125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
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FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
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CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
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125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
BXQNSPXDWSNUKE-UHFFFAOYSA-N 1,3-benzothiazole 1-oxide Chemical class C1=CC=C2S(=O)C=NC2=C1 BXQNSPXDWSNUKE-UHFFFAOYSA-N 0.000 description 1
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PQVSTLUFSYVLTO-UHFFFAOYSA-N ethyl n-ethoxycarbonylcarbamate Chemical compound CCOC(=O)NC(=O)OCC PQVSTLUFSYVLTO-UHFFFAOYSA-N 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000284 extract Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
238000009472 formulation Methods 0.000 description 1
VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical class [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000007903 gelatin capsule Substances 0.000 description 1
239000008103 glucose Substances 0.000 description 1
JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical class OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
150000003840 hydrochlorides Chemical class 0.000 description 1
150000005828 hydrofluoroalkanes Chemical class 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
238000007327 hydrogenolysis reaction Methods 0.000 description 1
125000004356 hydroxy functional group Chemical group O* 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
230000002757 inflammatory effect Effects 0.000 description 1
208000030603 inherited susceptibility to asthma Diseases 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
238000010253 intravenous injection Methods 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
150000003893 lactate salts Chemical class 0.000 description 1
239000010410 layer Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium hydroxide monohydrate Substances [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 description 1
229940040692 lithium hydroxide monohydrate Drugs 0.000 description 1
150000002688 maleic acid derivatives Chemical class 0.000 description 1
238000004949 mass spectrometry Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
239000012528 membrane Substances 0.000 description 1
BRMYZIKAHFEUFJ-UHFFFAOYSA-L mercury diacetate Chemical compound CC(=O)O[Hg]OC(C)=O BRMYZIKAHFEUFJ-UHFFFAOYSA-L 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
229910052987 metal hydride Inorganic materials 0.000 description 1
150000004681 metal hydrides Chemical class 0.000 description 1
AFVFQIVMOAPDHO-UHFFFAOYSA-M methanesulfonate group Chemical class CS(=O)(=O)[O-] AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
LDTLDBDUBGAEDT-UHFFFAOYSA-N methyl 3-sulfanylpropanoate Chemical compound COC(=O)CCS LDTLDBDUBGAEDT-UHFFFAOYSA-N 0.000 description 1
150000007522 mineralic acids Chemical class 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
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
230000001537 neural effect Effects 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
230000000269 nucleophilic effect Effects 0.000 description 1
229940049964 oleate Drugs 0.000 description 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
210000000056 organ Anatomy 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
239000008063 pharmaceutical solvent Substances 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
238000002953 preparative HPLC Methods 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol Chemical compound C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
238000004007 reversed phase HPLC Methods 0.000 description 1
150000003873 salicylate salts Chemical class 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000012216 screening Methods 0.000 description 1
201000000849 skin cancer Diseases 0.000 description 1
208000017520 skin disease Diseases 0.000 description 1
208000000587 small cell lung carcinoma Diseases 0.000 description 1
210000002460 smooth muscle Anatomy 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000012419 sodium bis(2-methoxyethoxy)aluminum hydride Substances 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
230000003033 spasmogenic effect Effects 0.000 description 1
DKGZKTPJOSAWFA-UHFFFAOYSA-N spiperone Chemical compound C1=CC(F)=CC=C1C(=O)CCCN1CCC2(C(NCN2C=2C=CC=CC=2)=O)CC1 DKGZKTPJOSAWFA-UHFFFAOYSA-N 0.000 description 1
230000006641 stabilisation Effects 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
150000003890 succinate salts Chemical class 0.000 description 1
IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
239000012730 sustained-release form Substances 0.000 description 1
208000024891 symptom Diseases 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
150000003892 tartrate salts Chemical class 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
210000005090 tracheal smooth muscle Anatomy 0.000 description 1
125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 1
238000001665 trituration Methods 0.000 description 1
WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
239000003981 vehicle Substances 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- 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
- 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
- A61K31/425—Thiazoles
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Life Sciences & Earth Sciences (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Pulmonology (AREA)
Animal Behavior & Ethology (AREA)
Pharmacology & Pharmacy (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Engineering & Computer Science (AREA)
Epidemiology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Thiazole And Isothizaole Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

SK820-98A 1995-12-23 1996-12-13 Biologically active benzothiazolone ethanamines SK82098A3 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GBGB9526511.2A GB9526511D0 (en)	1995-12-23	1995-12-23	Pharmaceutically active compounds
PCT/SE1996/001650 WO1997023470A1 (en)	1995-12-23	1996-12-13	Biologically active benzothiazolone ethanamines

Publications (1)

Publication Number	Publication Date
SK82098A3 true SK82098A3 (en)	1998-11-04

Family

ID=10786064

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK820-98A SK82098A3 (en)	1995-12-23	1996-12-13	Biologically active benzothiazolone ethanamines

Country Status (27)

Country	Link
US (1)	US5929100A (ru)
EP (1)	EP0918760B1 (ru)
JP (1)	JP2000502681A (ru)
KR (1)	KR19990076688A (ru)
CN (1)	CN1072214C (ru)
AR (1)	AR005008A1 (ru)
AT (1)	ATE209638T1 (ru)
AU (1)	AU704506B2 (ru)
BR (1)	BR9612234A (ru)
CA (1)	CA2238877A1 (ru)
CZ (1)	CZ288704B6 (ru)
DE (1)	DE69617472D1 (ru)
EE (1)	EE03440B1 (ru)
GB (1)	GB9526511D0 (ru)
HU (1)	HUP9900100A3 (ru)
IL (2)	IL142502A0 (ru)
IS (1)	IS4759A (ru)
MX (1)	MX9804828A (ru)
NO (1)	NO982927D0 (ru)
NZ (1)	NZ325500A (ru)
PL (1)	PL327475A1 (ru)
RU (1)	RU2177476C2 (ru)
SK (1)	SK82098A3 (ru)
TR (1)	TR199801196T2 (ru)
TW (1)	TW401411B (ru)
WO (1)	WO1997023470A1 (ru)
ZA (1)	ZA9610354B (ru)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO1999009018A1 (en) *	1997-08-14	1999-02-25	Kirin Beer Kabushiki Kaisha	BENZOTHIAZOLONE DERIVATIVES HAVING SELECTIVE β2 RECEPTOR AGONIST ACTIVITY
GB0218629D0 (en) *	2002-08-09	2002-09-18	Novartis Ag	Organic compounds
AR040962A1 (es) *	2002-08-09	2005-04-27	Novartis Ag	Compuestos derivados de tiazol 1,3-2-ona, composicion farmaceutica y proceso de preparacion del compuesto
CN100569760C (zh)	2003-11-21	2009-12-16	施万制药	具有β2肾上腺素能受体激动剂和毒蕈碱性受体拮抗剂活性的化合物
TW200738658A (en)	2005-08-09	2007-10-16	Astrazeneca Ab	Novel compounds
TW200738659A (en) *	2005-08-29	2007-10-16	Astrazeneca Ab	Novel compounds
TW200745067A (en)	2006-03-14	2007-12-16	Astrazeneca Ab	Novel compounds
TW200833670A (en)	2006-12-20	2008-08-16	Astrazeneca Ab	Novel compounds 569
GB0702458D0 (en)	2007-02-08	2007-03-21	Astrazeneca Ab	Salts 668
UY31905A (es)	2008-06-18	2010-01-29	Astrazeneca Ab	Derivados de benzoxazinona, procesos de preparación, composiciones farmacéuticas conteniéndolos y aplicaciones.

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4314944A (en) *	1980-08-22	1982-02-09	Smithkline Corporation	4-Aminoalkyl-7-hydroxy-2(3H)-indolones
US4452808A (en) *	1982-12-07	1984-06-05	Smithkline Beckman Corporation	4-Aminoalkyl-2(3H)-indolones
GB8426200D0 (en) *	1984-10-17	1984-11-21	Glaxo Holdings Ltd	Chemical compounds
US4554284A (en) *	1984-09-12	1985-11-19	Smithkline Beckman Corporation	7-(2-Aminoethyl)-1,3-benzthia- or oxa-zol-2(3H)-ones
US4554287A (en) *	1984-09-12	1985-11-19	Smithkline Beckman Corporation	Antihypertensive 7-[2-(dialkylamino)ethyl]-4-hydroxy-1,3-benzimidazol-2-ones
DK514585A (da) *	1984-11-08	1986-05-09	Syntex Inc	Aminoethylanilinderivater
DE3728695A1 (de) *	1987-08-25	1989-03-09	Schering Ag	Neue benzimidazol-derivate
GB9210632D0 (en) *	1992-05-19	1992-07-01	Fisons Plc	Compounds
GB9211172D0 (en) *	1992-05-27	1992-07-08	Fisons Plc	Compounds
IE914003A1 (en) *	1990-11-20	1992-05-20	Astra Pharma Prod	Biologically Active Amines
US5648370A (en) *	1990-11-20	1997-07-15	Astra Pharmaceuticals Limited	7-(2-aminoethyl) benzothiazolones

1995
- 1995-12-23 GB GBGB9526511.2A patent/GB9526511D0/en active Pending
1996
- 1996-12-09 ZA ZA9610354A patent/ZA9610354B/xx unknown
- 1996-12-09 AR ARP960105568A patent/AR005008A1/es unknown
- 1996-12-11 TW TW085115316A patent/TW401411B/zh not_active IP Right Cessation
- 1996-12-13 CN CN96199237A patent/CN1072214C/zh not_active Expired - Fee Related
- 1996-12-13 IL IL14250296A patent/IL142502A0/xx unknown
- 1996-12-13 BR BR9612234A patent/BR9612234A/pt not_active Application Discontinuation
- 1996-12-13 IL IL12499896A patent/IL124998A0/xx unknown
- 1996-12-13 CZ CZ19981684A patent/CZ288704B6/cs not_active IP Right Cessation
- 1996-12-13 SK SK820-98A patent/SK82098A3/sk unknown
- 1996-12-13 HU HU9900100A patent/HUP9900100A3/hu unknown
- 1996-12-13 US US08/793,706 patent/US5929100A/en not_active Expired - Fee Related
- 1996-12-13 CA CA002238877A patent/CA2238877A1/en not_active Abandoned
- 1996-12-13 AU AU14025/97A patent/AU704506B2/en not_active Ceased
- 1996-12-13 PL PL96327475A patent/PL327475A1/xx unknown
- 1996-12-13 EE EE9800193A patent/EE03440B1/xx not_active IP Right Cessation
- 1996-12-13 WO PCT/SE1996/001650 patent/WO1997023470A1/en not_active Ceased
- 1996-12-13 JP JP09523560A patent/JP2000502681A/ja active Pending
- 1996-12-13 EP EP96944153A patent/EP0918760B1/en not_active Expired - Lifetime
- 1996-12-13 NZ NZ325500A patent/NZ325500A/xx unknown
- 1996-12-13 TR TR1998/01196T patent/TR199801196T2/xx unknown
- 1996-12-13 RU RU98114080/04A patent/RU2177476C2/ru active
- 1996-12-13 AT AT96944153T patent/ATE209638T1/de not_active IP Right Cessation
- 1996-12-13 KR KR1019980704800A patent/KR19990076688A/ko not_active Withdrawn
- 1996-12-13 DE DE69617472T patent/DE69617472D1/de not_active Expired - Lifetime
1998
- 1998-05-27 IS IS4759A patent/IS4759A/is unknown
- 1998-06-16 MX MX9804828A patent/MX9804828A/es unknown
- 1998-06-23 NO NO982927A patent/NO982927D0/no not_active Application Discontinuation

Also Published As

Publication number	Publication date
HUP9900100A2 (hu)	1999-05-28
MX9804828A (es)	1998-09-30
ATE209638T1 (de)	2001-12-15
ZA9610354B (en)	1997-06-23
GB9526511D0 (en)	1996-02-28
AU1402597A (en)	1997-07-17
RU2177476C2 (ru)	2001-12-27
KR19990076688A (ko)	1999-10-15
WO1997023470A1 (en)	1997-07-03
IL142502A0 (en)	2002-03-10
EE03440B1 (et)	2001-06-15
CZ168498A3 (cs)	1998-09-16
AR005008A1 (es)	1999-04-07
IS4759A (is)	1998-05-27
US5929100A (en)	1999-07-27
AU704506B2 (en)	1999-04-22
HUP9900100A3 (en)	2001-10-29
NO982927L (no)	1998-06-23
TR199801196T2 (xx)	1998-10-21
EP0918760A1 (en)	1999-06-02
IL124998A0 (en)	1999-01-26
BR9612234A (pt)	1999-07-13
EP0918760B1 (en)	2001-11-28
CN1072214C (zh)	2001-10-03
TW401411B (en)	2000-08-11
CZ288704B6 (cs)	2001-08-15
NO982927D0 (no)	1998-06-23
NZ325500A (en)	1999-01-28
JP2000502681A (ja)	2000-03-07
CN1211242A (zh)	1999-03-17
EE9800193A (et)	1998-12-15
CA2238877A1 (en)	1997-07-03
DE69617472D1 (de)	2002-01-10
PL327475A1 (en)	1998-12-07

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RU2114108C1 (ru)	1998-06-27	ПРОИЗВОДНЫЕ 7-(2-АМИНОЭТИЛ)БЕНЗОТИАЗОЛОНА ИЛИ ИХ ФАРМАЦЕВТИЧЕСКИ ПРИЕМЛЕМЫЕ СОЛИ, СПОСОБЫ ИХ ПОЛУЧЕНИЯ, ПРОИЗВОДНЫЕ N-[2-(4-ГИДРОКСИ-2-ОКСО-3H-1,3-БЕНЗОТИАЗОЛ-7-ИЛ)ЭТИЛАМИДА]ФАРМАЦЕВТИЧЕСКАЯ КОМПОЗИЦИЯ, ПРОЯВЛЯЮЩАЯ АГОНИСТИЧЕСКУЮ АКТИВНОСТЬ В ОТНОШЕНИИ β2-АДРЕНОРЕЦЕПТОРОВ
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DE69607183T2 (de)	2000-11-23	Benzothiazolone-derivate
WO1997023470A9 (en)	1999-01-07	Biologically active benzothiazolone ethanamines
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