FI91407B - Förfarande för framställning av terapeutiskt användbara 5-substituerade /4,5-c/imidazopyridinderivat - Google Patents

Förfarande för framställning av terapeutiskt användbara 5-substituerade /4,5-c/imidazopyridinderivat Download PDF

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Publication number
FI91407B
FI91407B FI891200A FI891200A FI91407B FI 91407 B FI91407 B FI 91407B FI 891200 A FI891200 A FI 891200A FI 891200 A FI891200 A FI 891200A FI 91407 B FI91407 B FI 91407B
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FI
Finland
Prior art keywords
carbon atoms
alkyl
substituted
pyridine
group
Prior art date
Application number
FI891200A
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English (en)
Finnish (fi)
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FI891200A0 (sv
FI891200A (sv
FI91407C (sv
Inventor
Ish K Khanna
Roger Nosal
Richard Mathias Weier
Original Assignee
Searle & Co
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.)
Filing date
Publication date
Priority claimed from US07/167,671 external-priority patent/US4914108A/en
Application filed by Searle & Co filed Critical Searle & Co
Publication of FI891200A0 publication Critical patent/FI891200A0/sv
Publication of FI891200A publication Critical patent/FI891200A/sv
Publication of FI91407B publication Critical patent/FI91407B/sv
Application granted granted Critical
Publication of FI91407C publication Critical patent/FI91407C/sv

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • C07D471/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Hematology (AREA)
  • Diabetes (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Pulmonology (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Claims (9)

1. Förfarande för framställning av terapeutiskt an-vändbara i 5-ställning substituerade [4,5-c]imidatsopyri-5 dinderivat med formeln I och farmaceutiskt godtagbara sy-raadditionssalter av dessa väri
15 Rt och R2 bäda sj älvständigt betecknar väte; rakke- dad eller förgrenad alkyl innehällande 1-12 kolatomer; cykloalkyl innehällande 3-6 kolatomer; substituerad cyk-loalkyl, väri som substituenter kan finnas en eller flera alkylgrupper innehdllande 1-6 kolatomer, bicykloalkyl, 20 väri bäda ringarna innehäller 3-8 kolatomer; fenyl; py-ridyl; substituerad pyridyl, väri som substituenter kan finnas en eller flera alkylgrupper, innehällande 1-3 kolatomer; och Rx och Rz kan ej bäda beteckna väte; X betecknar en eller flera substituenter i en eller 25 flera av fenylgruppens positioner 2, 3, 5 eller 6, själv-ständigt valda ur en grupp bestäende väte, metoxi, fluor och brom; n är ett heltal 1-3; R3 är en grupp som utgör en substituent i 4-ställ-. . 30 ning hos imidazopyridinringsystemets pyridinring, och som är väte, hydroxi, metoxi, metyl, fluor, klor eller brom; R4 är väte, metyl eller metoxi; kännetecknat därav, att en imidazopyridin med formeln 35 « « · · 49 91407 K’Xr bringas att reagera med en halogenalkylbensamid med for-mein 10 (CH ) L Λ O" 15 (III) R, Xr2 vari
20 L är klor, brom eller metansulfonyloxi; varefter, om sä önskas, av de sälunda erhällna för-enlngarna med formeln I framställes syraadditionssalt en-ligt vedertagna metoder.
2. Förfarande enligt patentkrav 1, k ä n n e - 25 tecknat därav, att man framställer 5-[4-{(N-cyk-lopentyl,N-cyklohexy1)karboxiamido}-2-metoxibensyl]imida-zo[4,5-c]pyridin.
3. Förfarande enligt patentkrav 1, känne-tecknat därav, att man framställer 5-[4-{(N-iso- 30 propyl, N-cyklohexyl) karboxiamido }bensyl] imidatso[4,5-c]py- ridin.
4. Förfarande enligt patentkrav 1, känne-tecknat därav, att man framställer 5-[4-(N-isop-ropyl-N-cyklohexsylkarboxiamido)bensyl] imidatso- [4, 5-c]py- 35 ridin. 50
5. Förfarande enligt patentkrav 1, känne-t e c k n a t därav, att man framställer 5-[4-(N-cyklobu-tyl-N-cyklohexylkarboxiamido)bensyl]imidatso-[4,5-c]pyri-din. 5
6. Förfarande enligt patentkrav 1, k ä n n e - t e c k n a t därav, att man framställer 5-[4-(N-cyklo-pentyl-N-cyklohexylkarboxiamido)bensyl]imidatso[4,5-c]py-ridin.
7. Förfarande enligt patentkrav 1, känne- 10 tecknat därav, att man framställer 5-[4-(N,N-dicyk-lopentylkarboxiamido)bensyl]-4-metylimidatso-[4,5-c]pyri-din.
8. Förfarande enligt patentkrav 1, känne-tecknat därav, att man framställer 5-[4-(N-isopro- 15 py1-N-cyklohexylkarboxiamido)-2-metoxibensyl]-im- idatso[4,5-c]pyridin.
9. Förfarande enligt patentkrav 1, känne-tecknat därav, att man framställer 5-[4-(N-isopro-pyl-N-cyklohexylkarboxiamido)-2-metoxibensyl]imidatso- 20 [4,5-c]pyridinhydroklorid.
FI891200A 1988-03-14 1989-03-14 Förfarande för framställning av terapeutiskt användbara 5-substituerade /4,5-c/imidazopyridinderivat FI91407C (sv)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US07/167,671 US4914108A (en) 1988-03-14 1988-03-14 5-substituted(4,5-c)imidazopyridine compounds which have useful platelet activating factor antagonistic activity
US16767188 1988-03-14
US31787189 1989-03-06
US07/317,871 US5019581A (en) 1988-03-14 1989-03-06 5-substituted (4,5-c) imidazopyridine compounds which have useful platelet activating factor antagonistic activity

Publications (4)

Publication Number Publication Date
FI891200A0 FI891200A0 (sv) 1989-03-14
FI891200A FI891200A (sv) 1989-09-15
FI91407B true FI91407B (sv) 1994-03-15
FI91407C FI91407C (sv) 1994-06-27

Family

ID=26863369

Family Applications (1)

Application Number Title Priority Date Filing Date
FI891200A FI91407C (sv) 1988-03-14 1989-03-14 Förfarande för framställning av terapeutiskt användbara 5-substituerade /4,5-c/imidazopyridinderivat

Country Status (15)

Country Link
US (1) US5019581A (sv)
EP (1) EP0344414B1 (sv)
JP (1) JP2714426B2 (sv)
KR (1) KR890014537A (sv)
AT (1) ATE112774T1 (sv)
AU (1) AU625058B2 (sv)
CA (1) CA1337072C (sv)
DE (1) DE68918755T2 (sv)
DK (1) DK169872B1 (sv)
ES (1) ES2061753T3 (sv)
FI (1) FI91407C (sv)
IL (1) IL89588A0 (sv)
NO (1) NO169965C (sv)
NZ (1) NZ228336A (sv)
PH (1) PH26967A (sv)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5227384A (en) * 1988-03-14 1993-07-13 G. D. Searle & Co. 5-substituted [4,5-c] imidazopyridines and pharmaceutical use thereof
US5302601A (en) * 1988-03-14 1994-04-12 G. D. Searle & Co. 5-substituted imidazo[4,5-c]pyridines
US4990518A (en) * 1989-09-13 1991-02-05 G. D. Searle & Co. Pharmacologically active heteroaryl substituted imidazo (4,5-c) pyridines
GB9116056D0 (en) * 1991-07-24 1991-09-11 British Bio Technology Compounds
US5223539A (en) * 1991-11-22 1993-06-29 G. D. Searle & Co. N,n-di-alkyl(phenoxy)benzamide derivatives
US5208242A (en) * 1992-08-26 1993-05-04 G. D. Searle & Co. 5-substituted-4-phenyl-5H-imidazo[4,5-c]pyridine derivatives
US5262426A (en) * 1993-01-22 1993-11-16 G. D. Searle & Co. N,N'-cycloalkyl/alkyl carboxamide 4H-imidazo-[4,5-b]pyridine compounds as PAF antagonists
US5360907A (en) * 1993-06-14 1994-11-01 G.D. Searle & Co. Pyrrolo[3,2-B]pyridinylalkyl benzamide derivatives
US5496855A (en) * 1995-01-27 1996-03-05 Smithkline Beecham Corp. Anti-inflammatory compounds
GB0215293D0 (en) * 2002-07-03 2002-08-14 Rega Foundation Viral inhibitors
EP1706403B9 (en) * 2003-12-22 2012-07-25 K.U.Leuven Research & Development Imidazo[4,5-c]pyridine compounds and methods of antiviral treatment
SI1841765T1 (sl) * 2004-12-21 2009-08-31 Gilead Sciences Inc Imidazo(4,5-c)piridinska spojina in postopek za antivirusno zdravljenje
TW200808695A (en) * 2006-06-08 2008-02-16 Amgen Inc Benzamide derivatives and uses related thereto
MX2009000235A (es) * 2006-07-07 2009-01-23 Gilead Sciences Inc Compuesto de piridazina novedoso y uso del mismo.
UA99466C2 (en) 2007-07-06 2012-08-27 Гилиад Сайенсиз, Инк. Crystalline pyridazine compound

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4281005A (en) * 1979-03-05 1981-07-28 Merck & Co., Inc. Novel 2-pyridylimidazole compounds
DE2927987A1 (de) * 1979-07-11 1981-02-05 Thomae Gmbh Dr K Neue 2-alkoxyphenyl-imidazo eckige klammer auf 4,5-b eckige klammer zu pyridine, deren herstellung und deren verwendung als arzneimittel
ZA832938B (en) * 1982-05-03 1984-12-24 Lilly Co Eli 2-phenylimidazo(4,5-c)pyridines
US4804658A (en) * 1986-09-15 1989-02-14 G. D. Searle & Co. Imidazopyridine derivatives and pharmaceutical compositions

Also Published As

Publication number Publication date
DE68918755T2 (de) 1995-03-09
AU625058B2 (en) 1992-07-02
NO891058D0 (no) 1989-03-13
AU3127089A (en) 1989-09-14
EP0344414A1 (en) 1989-12-06
FI891200A0 (sv) 1989-03-14
DK121189A (da) 1989-09-15
NO891058L (no) 1989-09-15
US5019581A (en) 1991-05-28
KR890014537A (ko) 1989-10-24
NO169965C (no) 1992-08-26
IL89588A0 (en) 1989-09-10
ES2061753T3 (es) 1994-12-16
NO169965B (no) 1992-05-18
JP2714426B2 (ja) 1998-02-16
JPH01316378A (ja) 1989-12-21
ATE112774T1 (de) 1994-10-15
FI891200A (sv) 1989-09-15
NZ228336A (en) 1992-01-29
FI91407C (sv) 1994-06-27
DE68918755D1 (de) 1994-11-17
DK121189D0 (da) 1989-03-13
EP0344414B1 (en) 1994-10-12
CA1337072C (en) 1995-09-19
PH26967A (en) 1992-12-28
DK169872B1 (da) 1995-03-20

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Owner name: G D SEARLE & CO.