CA1298837C - N-alkenyl-3-hydroxybenzo¬b|thiophene-2- carboxamide derivatives as dualcyclooxygenase and lipoxygenase inhibitors - Google Patents

N-alkenyl-3-hydroxybenzo¬b|thiophene-2- carboxamide derivatives as dualcyclooxygenase and lipoxygenase inhibitors

Info

Publication number
CA1298837C
CA1298837C CA000477848A CA477848A CA1298837C CA 1298837 C CA1298837 C CA 1298837C CA 000477848 A CA000477848 A CA 000477848A CA 477848 A CA477848 A CA 477848A CA 1298837 C CA1298837 C CA 1298837C
Authority
CA
Canada
Prior art keywords
phenyl
formula
previously defined
compound
substituted
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Lifetime
Application number
CA000477848A
Other languages
English (en)
French (fr)
Inventor
Timothy F. Gallagher
Marvin M. Goldenberg
Debra L. Allison
Kathleen M. Rupprecht
Philippe L. Durette
Bruce E. Witzel
Allan N. Tischler
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 US06/705,115 external-priority patent/US4760086A/en
Application filed by Merck and Co Inc filed Critical Merck and Co Inc
Application granted granted Critical
Publication of CA1298837C publication Critical patent/CA1298837C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D333/56—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C247/00—Compounds containing azido groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 to carbon atoms of the hetero ring
    • C07D333/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D333/70—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 2

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
CA000477848A 1984-04-02 1985-03-28 N-alkenyl-3-hydroxybenzo¬b|thiophene-2- carboxamide derivatives as dualcyclooxygenase and lipoxygenase inhibitors Expired - Lifetime CA1298837C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US59613484A 1984-04-02 1984-04-02
US705,115 1985-02-27
US06/705,115 US4760086A (en) 1985-02-27 1985-02-27 N-alkenyl-3-hydroxybenzo[b]thiophene-2-carboxamide derivatives as dual cyclooxygenase and lipoxygenase inhibitors
US596,134 1990-10-11

Publications (1)

Publication Number Publication Date
CA1298837C true CA1298837C (en) 1992-04-14

Family

ID=27082470

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000477848A Expired - Lifetime CA1298837C (en) 1984-04-02 1985-03-28 N-alkenyl-3-hydroxybenzo¬b|thiophene-2- carboxamide derivatives as dualcyclooxygenase and lipoxygenase inhibitors

Country Status (10)

Country Link
EP (1) EP0160408B1 (forum.php)
KR (1) KR870000288B1 (forum.php)
AU (1) AU572637B2 (forum.php)
CA (1) CA1298837C (forum.php)
DE (1) DE3572487D1 (forum.php)
DK (1) DK145585A (forum.php)
ES (2) ES8705419A1 (forum.php)
GR (1) GR850765B (forum.php)
IL (1) IL74694A0 (forum.php)
PT (1) PT80184B (forum.php)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4703053A (en) * 1985-10-28 1987-10-27 Warner-Lambert Company Benzothiophenes and benzofurans and antiallergic use thereof
US4720503A (en) * 1985-08-02 1988-01-19 Merck & Co., Inc. N-substituted fused-heterocyclic carboxamide derivatives as dual cyclooxygenase and lipoxygenase inhibitors
EP0253650A3 (en) * 1986-07-18 1989-09-13 Eli Lilly And Company Improvements relating to benzothiophene derivatives
US4800211A (en) * 1986-08-18 1989-01-24 Merck & Co., Inc. 5-methylthio-3-hydroxybenzo [b]thiophene-2-carboxamide derivatives as cyclooxygenase and lipoxygenase inhibitors
US5217968A (en) * 1989-04-06 1993-06-08 Pfizer Inc. N-alkylbenzo(b)thieno [3,2-b]oxazin-2,4-diones
EP0403885A1 (de) * 1989-06-20 1990-12-27 Bayer Ag Verwendung von 3-Hydroxybenzothiophenen zur Bekämpfung von Endoparasiten, neue 3-Hydroxybenzothiophene und Verfahren zu ihrer Herstellung
US5223502A (en) * 1989-09-27 1993-06-29 Bayer Aktiengesellschaft Insecticidal 1,2,3,4-tetrahydro-5-nitropyrrolopyrimidine derivatives
DE4115184A1 (de) * 1991-05-09 1992-11-12 Bayer Ag Benzothiophen-2-carboxamid-s,s-dioxide
DK0543584T3 (da) * 1991-11-18 1996-07-01 Lilly Industries Ltd Benzo(b)thiophen-2-carboxamider til behandling af forstyrrelser i centralnervesystemet
GB9218113D0 (en) * 1992-08-26 1992-10-14 Lilly Industries Ltd Pharmaceutical compounds
DE4328074A1 (de) * 1993-08-20 1995-02-23 Bayer Ag Schimmelfeste Dispersionsfarbenanstriche
US5474985A (en) * 1993-12-22 1995-12-12 The Regents Of The University Of California Preventing and treating elevated intraocular pressure associated with administered or endogenous steroids using non-steroidal cyclooxygenase inhibitors
US5599535A (en) * 1995-06-07 1997-02-04 Regents Of The University Of California Methods for the cyto-protection of the trabecular meshwork
US5674888A (en) * 1995-06-07 1997-10-07 University Of California Method for the treatment of a trabecular meshwork whose cells are subject to inhibition of cell division
DE19548428C1 (de) * 1995-12-22 1997-08-28 Hoechst Ag 2-Alkylmerkapto-4-(trifluormethyl)-benzoesäureester sowie ein Verfahren zu ihrer Herstellung
US6013674A (en) * 1997-06-02 2000-01-11 Eli Lilly And Company Cell adhesion inhibitors
US9181187B2 (en) 2007-02-16 2015-11-10 Ono Pharmaceutical Co., Ltd. Therapeutic agent for urinary excretion disorder
EP2772136B1 (en) * 2007-10-15 2015-09-09 The Salk Institute for Biological Studies Methods for treating a variety of diseases and conditions, and compounds useful therefor

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MC807A1 (fr) * 1968-07-29 1970-07-30 Soc Et Scient Et Ind De L Ile Procédé de préparation de 3-alcoxy-thianaphtene-carboxamide substituées ou non
DE2258036A1 (de) * 1972-11-27 1974-05-30 Goedecke Ag Verfahren zur herstellung von benzo eckige klammer auf b eckige klammer zu thiophen-derivaten

Also Published As

Publication number Publication date
ES8705419A1 (es) 1987-05-01
PT80184A (en) 1985-04-01
ES8800678A1 (es) 1987-11-16
DK145585D0 (da) 1985-04-01
GR850765B (forum.php) 1985-11-25
IL74694A0 (en) 1985-06-30
DK145585A (da) 1985-10-03
ES550966A0 (es) 1987-11-16
PT80184B (en) 1987-03-20
AU572637B2 (en) 1988-05-12
EP0160408B1 (en) 1989-08-23
DE3572487D1 (en) 1989-09-28
AU4056485A (en) 1985-10-10
KR850008342A (ko) 1985-12-16
KR870000288B1 (ko) 1987-02-25
EP0160408A1 (en) 1985-11-06
ES541781A0 (es) 1987-05-01

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