PH27040A - Substituted imidazole (2-Ib) quinazolin 5(3H)-ones and related tricyclic compounds - Google Patents

Substituted imidazole (2-Ib) quinazolin 5(3H)-ones and related tricyclic compounds Download PDF

Info

Publication number: PH27040A
Authority: PH; Philippines
Prior art keywords: compound; imidazo; compounds; quinazolin; morpholinyl
Prior art date: 1988-09-22

Application number

PH39276A

Other languages

English (en)

Inventor

Norton P Peet

Shyam Sunder

Original Assignee

Merrell Dow Pharma

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.)

1988-09-22

Filing date

1989-09-22

Publication date

1993-02-01

1989-09-22 Application filed by Merrell Dow Pharma filed Critical Merrell Dow Pharma

1993-02-01 Publication of PH27040A publication Critical patent/PH27040A/en

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 39
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 title abstract 3
FHBBETAOBPMWTJ-UHFFFAOYSA-N 1h-quinazolin-5-one Chemical class N1C=NC=C2C(=O)C=CC=C21 FHBBETAOBPMWTJ-UHFFFAOYSA-N 0.000 title 1
150000002460 imidazoles Chemical class 0.000 title 1
125000000217 alkyl group Chemical group 0.000 claims description 3
125000002757 morpholinyl group Chemical group 0.000 claims description 3
150000001412 amines Chemical class 0.000 claims description 2
FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims 2
241000448280 Elates Species 0.000 claims 1
239000011717 all-trans-retinol Substances 0.000 claims 1
235000019169 all-trans-retinol Nutrition 0.000 claims 1
-1 1-substituted-2-methyl-2-imidazoline Chemical class 0.000 abstract description 7
150000003839 salts Chemical class 0.000 abstract description 6
229940124630 bronchodilator Drugs 0.000 abstract description 3
239000000168 bronchodilator agent Substances 0.000 abstract description 2
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
238000000034 method Methods 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
241000124008 Mammalia Species 0.000 description 5
239000002253 acid Substances 0.000 description 5
239000000203 mixture Substances 0.000 description 5
238000010992 reflux Methods 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 description 4
239000000443 aerosol Substances 0.000 description 4
239000000243 solution Substances 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
230000003182 bronchodilatating effect Effects 0.000 description 3
125000001309 chloro group Chemical group Cl* 0.000 description 3
239000003937 drug carrier Substances 0.000 description 3
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 3
239000007921 spray Substances 0.000 description 3
238000012360 testing method Methods 0.000 description 3
208000009079 Bronchial Spasm Diseases 0.000 description 2
206010006482 Bronchospasm Diseases 0.000 description 2
241000700198 Cavia Species 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
241000206607 Porphyra umbilicalis Species 0.000 description 2
KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
239000002775 capsule Substances 0.000 description 2
210000001035 gastrointestinal tract Anatomy 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
229960001340 histamine Drugs 0.000 description 2
239000007928 intraperitoneal injection Substances 0.000 description 2
239000007937 lozenge Substances 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
239000000546 pharmaceutical excipient Substances 0.000 description 2
125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 2
239000000843 powder Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 2
239000002904 solvent Substances 0.000 description 2
239000006188 syrup Substances 0.000 description 2
235000020357 syrup Nutrition 0.000 description 2
239000003826 tablet Substances 0.000 description 2
MHCVCKDNQYMGEX-UHFFFAOYSA-N 1,1'-biphenyl;phenoxybenzene Chemical group C1=CC=CC=C1C1=CC=CC=C1.C=1C=CC=CC=1OC1=CC=CC=C1 MHCVCKDNQYMGEX-UHFFFAOYSA-N 0.000 description 1
PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 1
241000272522 Anas Species 0.000 description 1
208000014181 Bronchial disease Diseases 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
206010010071 Coma Diseases 0.000 description 1
101000939348 Homo sapiens NEDD8-activating enzyme E1 regulatory subunit Proteins 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
102100029781 NEDD8-activating enzyme E1 regulatory subunit Human genes 0.000 description 1
208000005392 Spasm Diseases 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
YEJAJYAHJQIWNU-UHFFFAOYSA-N azelastine hydrochloride Chemical compound Cl.C1CN(C)CCCC1N1C(=O)C2=CC=CC=C2C(CC=2C=CC(Cl)=CC=2)=N1 YEJAJYAHJQIWNU-UHFFFAOYSA-N 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
239000008280 blood Substances 0.000 description 1
210000004369 blood Anatomy 0.000 description 1
230000037396 body weight Effects 0.000 description 1
230000007883 bronchodilation Effects 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000007963 capsule composition Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
238000001816 cooling Methods 0.000 description 1
WZHCOOQXZCIUNC-UHFFFAOYSA-N cyclandelate Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C(O)C1=CC=CC=C1 WZHCOOQXZCIUNC-UHFFFAOYSA-N 0.000 description 1
MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
231100000676 disease causative agent Toxicity 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
239000007911 effervescent powder Substances 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000009950 felting Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
UWYVPFMHMJIBHE-OWOJBTEDSA-N hydroxymaleic acid group Chemical group O/C(/C(=O)O)=C/C(=O)O UWYVPFMHMJIBHE-OWOJBTEDSA-N 0.000 description 1
MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
239000007972 injectable composition Substances 0.000 description 1
239000007924 injection Substances 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007927 intramuscular injection Substances 0.000 description 1
238000010255 intramuscular injection Methods 0.000 description 1
238000007912 intraperitoneal administration Methods 0.000 description 1
238000001990 intravenous administration Methods 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
229940098779 methanesulfonic acid Drugs 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
MKQLBNJQQZRQJU-UHFFFAOYSA-N morpholin-4-amine Chemical compound NN1CCOCC1 MKQLBNJQQZRQJU-UHFFFAOYSA-N 0.000 description 1
231100000252 nontoxic Toxicity 0.000 description 1
230000003000 nontoxic effect Effects 0.000 description 1
235000014571 nuts Nutrition 0.000 description 1
239000008194 pharmaceutical composition Substances 0.000 description 1
229940124531 pharmaceutical excipient Drugs 0.000 description 1
WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000002002 slurry Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000008279 sol Substances 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000007916 tablet composition Substances 0.000 description 1
210000005092 tracheal tissue Anatomy 0.000 description 1

Classifications

- 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
- C07D471/14—Ortho-condensed systems
- 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
- A61P11/08—Bronchodilators
- 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
- C07D487/04—Ortho-condensed systems

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Pulmonology (AREA)
Veterinary Medicine (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Luminescent Compositions (AREA)
Plural Heterocyclic Compounds (AREA)
Cosmetics (AREA)
Lubricants (AREA)
Separation Using Semi-Permeable Membranes (AREA)
Detergent Compositions (AREA)

PH39276A 1988-09-22 1989-09-22 Substituted imidazole (2-Ib) quinazolin 5(3H)-ones and related tricyclic compounds PH27040A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US07/247,797 US4871732A (en)	1988-09-22	1988-09-22	Substituted imidazo(2,1-b)quinazolin-5(3H)-ones and related tricyclic compounds and use as bronchodilators

Publications (1)

Publication Number	Publication Date
PH27040A true PH27040A (en)	1993-02-01

Family

ID=22936415

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
PH39276A PH27040A (en)	1988-09-22	1989-09-22	Substituted imidazole (2-Ib) quinazolin 5(3H)-ones and related tricyclic compounds

Country Status (19)

Country	Link
US (1)	US4871732A (de)
EP (1)	EP0360261B1 (de)
JP (1)	JP2942572B2 (de)
KR (1)	KR0144866B1 (de)
CN (1)	CN1041364A (de)
AT (1)	ATE96439T1 (de)
AU (1)	AU610816B2 (de)
CA (1)	CA1334294C (de)
DE (1)	DE68910253T2 (de)
DK (1)	DK466089A (de)
ES (1)	ES2061860T3 (de)
FI (1)	FI89601C (de)
HU (1)	HU201938B (de)
IL (1)	IL91699A0 (de)
NO (1)	NO168709C (de)
NZ (1)	NZ230704A (de)
PH (1)	PH27040A (de)
PT (1)	PT91771B (de)
ZA (1)	ZA897106B (de)

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2008998A1 (en) *	1970-02-26	1971-09-16		Imidazo-(2,1-b)-quinazolines cns active
US3875161A (en) *	1971-07-15	1975-04-01	Sandoz Ag	Imidazo(2,1-b)quinazolin-5(1OH)-ones
NL7314532A (de) *	1972-10-27	1974-05-01
DE3220438A1 (de) *	1982-05-29	1983-12-01	Troponwerke GmbH & Co KG, 5000 Köln	Chinazolinonderivate, verfahren zu ihrer herstellung und ihre verwendung inn arzneimitteln
WO1986006375A2 (en) *	1985-05-01	1986-11-06	Schering Corporation	Pyrimidine derivatives having anti-allergy, anti-inflammatory and immuno suppressant activity
JP4914239B2 (ja)	2007-02-13	2012-04-11	マツモト機械株式会社	クランプ装置

1988
- 1988-09-22 US US07/247,797 patent/US4871732A/en not_active Expired - Fee Related
1989
- 1989-09-18 ZA ZA897106A patent/ZA897106B/xx unknown
- 1989-09-18 AU AU41525/89A patent/AU610816B2/en not_active Ceased
- 1989-09-19 CA CA000612007A patent/CA1334294C/en not_active Expired - Fee Related
- 1989-09-19 NZ NZ230704A patent/NZ230704A/en unknown
- 1989-09-20 IL IL91699A patent/IL91699A0/xx not_active IP Right Cessation
- 1989-09-20 FI FI894458A patent/FI89601C/fi not_active IP Right Cessation
- 1989-09-21 DK DK466089A patent/DK466089A/da not_active Application Discontinuation
- 1989-09-21 KR KR1019890013572A patent/KR0144866B1/ko not_active Expired - Fee Related
- 1989-09-21 AT AT89117448T patent/ATE96439T1/de not_active IP Right Cessation
- 1989-09-21 JP JP1243563A patent/JP2942572B2/ja not_active Expired - Fee Related
- 1989-09-21 CN CN89107403A patent/CN1041364A/zh active Pending
- 1989-09-21 HU HU894917A patent/HU201938B/hu not_active IP Right Cessation
- 1989-09-21 EP EP89117448A patent/EP0360261B1/de not_active Expired - Lifetime
- 1989-09-21 ES ES89117448T patent/ES2061860T3/es not_active Expired - Lifetime
- 1989-09-21 NO NO893762A patent/NO168709C/no unknown
- 1989-09-21 PT PT91771A patent/PT91771B/pt not_active IP Right Cessation
- 1989-09-21 DE DE89117448T patent/DE68910253T2/de not_active Expired - Fee Related
- 1989-09-22 PH PH39276A patent/PH27040A/en unknown

Also Published As

Publication number	Publication date
ZA897106B (en)	1990-06-27
KR0144866B1 (ko)	1998-07-15
KR900004734A (ko)	1990-04-12
FI89601B (fi)	1993-07-15
DK466089A (da)	1990-03-23
FI89601C (fi)	1993-10-25
EP0360261A1 (de)	1990-03-28
AU4152589A (en)	1990-03-29
CN1041364A (zh)	1990-04-18
HU201938B (en)	1991-01-28
DE68910253T2 (de)	1994-02-24
EP0360261B1 (de)	1993-10-27
NO168709B (no)	1991-12-16
ES2061860T3 (es)	1994-12-16
IL91699A0 (en)	1990-06-10
NO893762D0 (no)	1989-09-21
PT91771A (pt)	1990-03-30
FI894458A0 (fi)	1989-09-20
AU610816B2 (en)	1991-05-23
ATE96439T1 (de)	1993-11-15
PT91771B (pt)	1995-05-31
NO168709C (no)	1992-03-25
JP2942572B2 (ja)	1999-08-30
DK466089D0 (da)	1989-09-21
FI894458L (fi)	1990-03-23
DE68910253D1 (de)	1993-12-02
JPH02191277A (ja)	1990-07-27
HUT53104A (en)	1990-09-28
US4871732A (en)	1989-10-03
CA1334294C (en)	1995-02-07
NO893762L (no)	1990-03-23
NZ230704A (en)	1991-03-26

Publication	Publication Date	Title
RU2124015C1 (ru)	1998-12-27	Производные пирроло [2,3-d] пиримидинов, фармацевтическая композиция, пирроло [2,3-d] пиримидины, производные пиррола
EP0920431B1 (de)	2003-02-26	Thienopyrimidine
DE69231297T2 (de)	2000-11-23	4-amino(alkyl)cyclohexan-1-carboxamidverbindungen und ihre verwendung
SK280822B6 (sk)	2000-08-14	Imidazopyridíny, spôsob ich prípravy, farmaceutické prostriedky s ich obsahom a ich použitie
PL188908B1 (pl)	2005-05-31	Nowe pochodne benzimidazolu i ich zastosowanie dowytwarzania leków do leczenia stanów alergicznych
US4678784A (en)	1987-07-07	Method for the treatment of LHRH diseases and conditions
EP0079545A1 (de)	1983-05-25	Benzimidazol-Derivate, Verfahren zu deren Herstellung und diese enthaltende pharmazeutische Zusammensetzungen
FI111258B (fi)	2003-06-30	1,3-diokso-6-(3-metyyliaminopropyyli)-1,2,3,6-tetrahydro-4-(3-tienyyli)pyrrolo[3,4-c]karbatsoli ja sen suolat sekä näiden käyttö ja farmaseuttinen koostumus
IE59298B1 (en)	1994-02-09	Zwitterionic bicyclic compounds and their salts, solvates, hydrates, and esters
US3983239A (en)	1976-09-28	Hexahydro-γ-carboline derivatives and their salts
US3996363A (en)	1976-12-07	2-[(4-Oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-8-yl)alkyl]-1H-benz[de]isoquinolin-1,3(2H)-diones
US4006238A (en)	1977-02-01	Use of 2-(hydroxyalkyl)-1H-benz[de]isoquinoline-1,3(2H)-diones as anti-allergy agents
PL100079B1 (pl)	1978-08-31	Sposob wytwarzania nowych pirydobenzodwuazepinonow
PL141846B1 (en)	1987-08-31	Method of obtaining novel derivatives of 1h,3h-pyrolo/1,2-c/thiazoles
SK197A3 (en)	1997-06-04	Imidazopyridine-azolidinones, preparation method thereof, pharmaceutical composition containing same and their use
HU188475B (en)	1986-04-28	Process for producing benzothiopyrano-pyridinones
US4391806A (en)	1983-07-05	Substituted tetrahydropyridazino-(1,6-A)benzimidazoles and use as bronchodilators
US4364948A (en)	1982-12-21	Pyrazolo[3,4-b]pyridine compounds
PL170889B1 (pl)	1997-02-28	S posób wytwarzania nowej (7S,9aS)-2-(benzo[d]izoksazoliio-3) perhydro-7-{2-[(2aS)-2a- hydroksy-3,3- czterometylenogluta-rimido]etyio}-1H-pirydo[1,2-a] pirazyny i nowej(7S,9aS)-2-(benzo[d]izoksazolilo-3) perhydro-7-{2[(2aR)-2a-hydroksy-3,3- czterometylenoglutarimido]-etylo}-1 H-pirydo[1,2-a] pirazyny PL PL
CA1334294C (en)	1995-02-07	Substituted imidazol[2,1-b]quinazolin-5(3h)-ones and related tricyclic compounds
EP0276833B1 (de)	1995-02-15	Dipyrazole brauchbar als Bronchodilatatoren
CA1199912A (en)	1986-01-28	Substituted tetrahydrotetrazolo[5,1-a]- phthalazines
HU198945B (en)	1989-12-28	Process for producing tricyclic pyridone derivatives and pharmaceutical compositions comprising same
DE69318869T2 (de)	1998-11-12	Pyrazolo(3,4-a)acridinderivate als Analgetika
EP0118205B1 (de)	1987-07-22	(5-(2-Aminomethyl-imidazol-1-yl)-1,3-dialkyl-1h-pyrazol-4-yl)(aryl)Methanone und Verfahren zu deren Herstellung