GB1285398A - Hydroxy-substituted tricyclic carboxylic acids and derivatives and pharmaceutical compositions containing them - Google Patents
Hydroxy-substituted tricyclic carboxylic acids and derivatives and pharmaceutical compositions containing themInfo
- Publication number
- GB1285398A GB1285398A GB2953670A GB2953670A GB1285398A GB 1285398 A GB1285398 A GB 1285398A GB 2953670 A GB2953670 A GB 2953670A GB 2953670 A GB2953670 A GB 2953670A GB 1285398 A GB1285398 A GB 1285398A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fluoro
- amino
- hydroxy
- bromo
- chloro
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/91—Dibenzofurans; Hydrogenated dibenzofurans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
- C07C205/46—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group the carbon skeleton containing carbon atoms of quinone rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/88—Carbazoles; Hydrogenated carbazoles 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 ring system
-
- 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
- C07D333/76—Dibenzothiophenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1285398 Hydroxy-tricyclic carboxylic acids MERCK & CO Inc 18 June 1970 [25 June 1969 20 April 1970] 29536/70 Heading C2C Novel compounds of the Formula (I) wherein X denotes hydrogen, alkyl, hydroxy, alkoxy, acyloxy, halogen, haloalkyl, nitro, amino, alkylamino, dialkylamino, acylamino, mercapto, alkylmercapto, alkylsulphinyl, alkylsulphonyl, sulphamoyl, aminosulphinyl, aminoalkyl, alkylaminoalkyl, hydroxyalkyl, alkoxyalkyl, mercaptoalkyl, alkylthioalkyl, cyano, carboxy, alkoxycarbonyl, carbamoyl, aryl, aralkyl, aryloxy, aralkoxy and acyl; Y is oxy, thio, sulphinyl, sulphonyl, imino, and alkylimino; R is hydroxy, amino, alkoxy, alkylamino, dialkylaminoalkoxy, hydroxyalkoxy, polyhydroxyalkoxy, alkoxyalkoxy, arylalkoxy, phenoxy, substituted phenoxy, carboxy and alkoxy carbonyl, alkanoylaminoalkoxy, hydrazino, N - morpholino, and hydroxyalkylamino; N - (4 - alkyl)piperidino or N - (4- hydroxyalkyl piperidino) or an N-attached residue derived from an amino acid and R 2 is hydrogen, acyl, alkyl, or alkoxycarbonyl; provided that the 0R 2 group is always ortho to the COR group; and that when Y is imino or oxy at least one X is other than H, alkyl and hydroxy, may be obtained by reacting a compound of the Formula (II) with C0 2 at elevated temperatures and pressures. The corresponding esters, amides, anhydrides and salts of the resulting acid may be obtained by conventional procedures. The preparation of the following intermediates is also described: 7-fluoro-3-nitro-dibenzofuran, 7 - fluoro - 2 - nitrodibenzofuran, 8 - fluoro - 2- nitrodibenzofuran; 7 - fluoro - 3 - dibenzofuranamine, and other fluoro-, carboxy-, bromo-, and chloro-2- and 3-dibenzofuranamines; 7- fluoro - 3 - dibenzo - furanol and other carboxy-, methoxy-, nitro- or bromo- 3-dibenzofuranols; 4<SP>1 </SP>- fluoro-, 4<SP>1 </SP>- chloro-, 4<SP>1 </SP>- methoxy-, 41 - methyl- or 4<SP>1</SP> - trifluoromethyl - 2 - amino- 4 - nitrodiphenyl sulphide; 4<SP>1</SP> - fluoro-, 41- bromo-, 41 - chloro-, 41 - methyl, 41 - methoxy or 4<SP>1</SP>- trifluoromethyl 2 - amino - 5 - nitrodiphenylsulphide; 8 - fluoro - 2 - nitro - dibenzothiophene and similar 8-bromo, chloro, iodo-, methyl, methoxy or trifluoromethyl compounds; 7 - fluoro - 3 - nitrodibenzothiophene and corresponding 7-chloro, bromo and iodo compounds; and 5,5-dioxides corresponding to these dibenzothiophenes; 2-ammo-8-fluorodibenzothiophene and other 8-substituted-2- and 3-aminodibenzothiophenes and their 5,5-dioxides; 8- fluoro- and other 8-substituted 2- and 3- hydroxydibenzothiophenes and their 5,5-dioxides; 2 - (51 - fluoro - 21 - nitrophenyl)- benzoquinone and other 4- or 5- substituted, and 4,5 - disubstituted anologues; 2 - (21- amino-5<SP>1</SP>-fluorophenyl)hydroquinone. Pharmaceutical compositions comprising a compoundof Formula (I) together with a suitable carrier have anti-inflammatory activity and certain compositions also have anti-pyretic, analgesic, diuretic, anti-fibrinolytic and hypoglycemic activity. The composition may be administered orally, rectally, parenterally or topically.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US83660369A | 1969-06-25 | 1969-06-25 | |
US3036470A | 1970-04-20 | 1970-04-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1285398A true GB1285398A (en) | 1972-08-16 |
Family
ID=26705950
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2953670A Expired GB1285398A (en) | 1969-06-25 | 1970-06-18 | Hydroxy-substituted tricyclic carboxylic acids and derivatives and pharmaceutical compositions containing them |
Country Status (5)
Country | Link |
---|---|
CA (1) | CA952913A (en) |
CH (1) | CH549008A (en) |
FR (1) | FR2053028B1 (en) |
GB (1) | GB1285398A (en) |
NL (1) | NL7008628A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004089940A1 (en) * | 2003-04-11 | 2004-10-21 | Glenmark Pharmaceuticals S.A. | Novel heterocyclic compounds useful for the treatment of inflammatory and allergic disorders: process for their preparation and pharmaceutical compositions containing them |
US7238725B2 (en) | 2002-10-23 | 2007-07-03 | Glenmark Pharmaceuticals Ltd. | Tricyclic compounds useful for the treatment of inflammatory and allergic disorders: process for their preparation and pharmaceutical compositions containing them |
US7563900B2 (en) | 2004-10-13 | 2009-07-21 | Glenmark Pharmaceuticals S.A. | Process for the preparation N-(3,5-dichloropyrid-4-yl)-4-difluoromethoxy-8-methane sulfonamido-dibenzo[b,d]furan-1-carboxamide |
US7943634B2 (en) | 2004-12-17 | 2011-05-17 | Glenmark Pharmaceuticals S.A. | Substituted benzo[4,5]furo[3,2-c]pyridine derivatives as PDE 4 inhibitors |
US8129401B2 (en) | 2004-12-17 | 2012-03-06 | Glenmark Pharmaceuticals S.A. | Heterocyclic compounds useful for the treatment of inflammatory and allergic disorders: process for their preparation and pharmaceutical compositions containing them |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH574433A5 (en) * | 1971-03-26 | 1976-04-15 | Hoffmann La Roche | |
DE2223391C3 (en) * | 1972-05-13 | 1982-02-11 | Merck Patent Gmbh, 6100 Darmstadt | Dibenzofuran derivatives, processes for their production and pharmaceutical preparations containing these compounds |
GB1458186A (en) * | 1972-09-06 | 1976-12-08 | Wellcome Found | Oxides of sulphur-containing tricyclic compounds methods for their preparation and compositions containing them |
BG25793A3 (en) * | 1973-07-18 | 1978-12-12 | Schering Ag | A method of obtaining carbasole derivatives |
MY122278A (en) | 1999-07-19 | 2006-04-29 | Upjohn Co | 1,2,3,4,5,6-hexahydroazepino[4,5-b]indoles containing arylsulfones at the 9-position |
US7030109B2 (en) | 1999-07-19 | 2006-04-18 | Pharmacia & Upjohn Company | 1,2,3,4,5,6-Hexahydroazepino[4,5-b]indoles containing arylsulfones at the 9-position |
-
1970
- 1970-06-12 NL NL7008628A patent/NL7008628A/xx unknown
- 1970-06-15 CA CA085,568A patent/CA952913A/en not_active Expired
- 1970-06-18 GB GB2953670A patent/GB1285398A/en not_active Expired
- 1970-06-23 CH CH950570A patent/CH549008A/en not_active IP Right Cessation
- 1970-06-25 FR FR7023577A patent/FR2053028B1/fr not_active Expired
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7238725B2 (en) | 2002-10-23 | 2007-07-03 | Glenmark Pharmaceuticals Ltd. | Tricyclic compounds useful for the treatment of inflammatory and allergic disorders: process for their preparation and pharmaceutical compositions containing them |
WO2004089940A1 (en) * | 2003-04-11 | 2004-10-21 | Glenmark Pharmaceuticals S.A. | Novel heterocyclic compounds useful for the treatment of inflammatory and allergic disorders: process for their preparation and pharmaceutical compositions containing them |
JP2006522789A (en) * | 2003-04-11 | 2006-10-05 | グレンマーク・ファーマシューティカルズ・エス・エー | Novel heterocyclic compounds useful for the treatment of inflammatory and allergic disorders; methods for their preparation and pharmaceutical compositions |
US7223789B2 (en) | 2003-04-11 | 2007-05-29 | Glenmark Pharmaceuticals S.A. | Heterocyclic compounds useful for the treatment of inflammatory and allergic disorders: process for their preparation and pharmaceutical compositions containing them |
US7384962B2 (en) | 2003-04-11 | 2008-06-10 | Glenmark Pharmaceuticals S.A. | Heterocyclic compounds useful for the treatment of inflammatory and allergic disorders: process for their preparation and pharmaceutical compositions containing them |
US7393846B2 (en) | 2003-04-11 | 2008-07-01 | Glenmark Pharmaceuticals, S.A. | Heterocyclic compounds useful for the treatment of inflammatory and allergic disorders |
EA010634B1 (en) * | 2003-04-11 | 2008-10-30 | Гленмарк Фармасьютикалс С.А. | Novel heterocyclic compounds useful for thr treatment of inflammatory and allergic disorders:process for their preparation and pharmaceutical compositions containing them |
AP2008A (en) * | 2003-04-11 | 2009-06-29 | Glenmark Pharmaceuticals Sa | Novel heterocyclic compounds useful for the treatment of inflammatory and allergic disorders; process for their preparation and pharmaceutical compositions containing them |
CN1829711B (en) * | 2003-04-11 | 2010-06-16 | 格兰马克药品股份有限公司 | Novel heterocyclic compounds useful for the treatment of inflammatory and allergic disorders, process for their preparation and pharmaceutical compositions containing them |
US7563900B2 (en) | 2004-10-13 | 2009-07-21 | Glenmark Pharmaceuticals S.A. | Process for the preparation N-(3,5-dichloropyrid-4-yl)-4-difluoromethoxy-8-methane sulfonamido-dibenzo[b,d]furan-1-carboxamide |
US7943634B2 (en) | 2004-12-17 | 2011-05-17 | Glenmark Pharmaceuticals S.A. | Substituted benzo[4,5]furo[3,2-c]pyridine derivatives as PDE 4 inhibitors |
US8129401B2 (en) | 2004-12-17 | 2012-03-06 | Glenmark Pharmaceuticals S.A. | Heterocyclic compounds useful for the treatment of inflammatory and allergic disorders: process for their preparation and pharmaceutical compositions containing them |
Also Published As
Publication number | Publication date |
---|---|
FR2053028B1 (en) | 1974-11-15 |
NL7008628A (en) | 1970-12-29 |
CH549008A (en) | 1974-05-15 |
CA952913A (en) | 1974-08-13 |
FR2053028A1 (en) | 1971-04-16 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |