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
- 150000001735 carboxylic acids Chemical class 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 2
- -1 nitro, amino Chemical group 0.000 abstract 17
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000003282 alkyl amino group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 125000001841 imino group Chemical group [H]N=* 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- DXRRIWWKPGMTTN-UHFFFAOYSA-N 1-bromodibenzofuran-3-ol Chemical class BrC1=CC(=CC=2OC3=C(C=21)C=CC=C3)O DXRRIWWKPGMTTN-UHFFFAOYSA-N 0.000 abstract 1
- VPCLPZDIQSONAT-UHFFFAOYSA-N 2-fluoro-8-nitrodibenzofuran Chemical compound C1=C(F)C=C2C3=CC([N+](=O)[O-])=CC=C3OC2=C1 VPCLPZDIQSONAT-UHFFFAOYSA-N 0.000 abstract 1
- ZHIGEHFVVAIRHF-UHFFFAOYSA-N 2-fluoro-8-nitrodibenzothiophene Chemical compound C1=C(F)C=C2C3=CC([N+](=O)[O-])=CC=C3SC2=C1 ZHIGEHFVVAIRHF-UHFFFAOYSA-N 0.000 abstract 1
- IISHTEIVBWGAAM-UHFFFAOYSA-N 3-fluoro-7-nitrodibenzofuran Chemical compound FC1=CC2=C(C3=C(O2)C=C(C=C3)[N+](=O)[O-])C=C1 IISHTEIVBWGAAM-UHFFFAOYSA-N 0.000 abstract 1
- OIOFEWQTMPLRNZ-UHFFFAOYSA-N 3-fluoro-7-nitrodibenzothiophene Chemical compound FC1=CC=C2C3=CC=C([N+](=O)[O-])C=C3SC2=C1 OIOFEWQTMPLRNZ-UHFFFAOYSA-N 0.000 abstract 1
- MWZLEIVAZXYPNV-UHFFFAOYSA-N 7-fluoro-2-nitrodibenzofuran Chemical compound FC1=CC=C2C3=CC([N+](=O)[O-])=CC=C3OC2=C1 MWZLEIVAZXYPNV-UHFFFAOYSA-N 0.000 abstract 1
- FEQIVCFDPOQSSW-UHFFFAOYSA-N 7-fluorodibenzofuran-3-amine Chemical compound FC1=CC2=C(C3=C(O2)C=C(C=C3)N)C=C1 FEQIVCFDPOQSSW-UHFFFAOYSA-N 0.000 abstract 1
- MSOXILLNNIDNAF-UHFFFAOYSA-N 7-fluorodibenzofuran-3-ol Chemical compound FC1=CC=C2C3=CC=C(O)C=C3OC2=C1 MSOXILLNNIDNAF-UHFFFAOYSA-N 0.000 abstract 1
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000005083 alkoxyalkoxy group Chemical group 0.000 abstract 1
- 125000000278 alkyl amino alkyl group Chemical group 0.000 abstract 1
- 125000005277 alkyl imino group Chemical group 0.000 abstract 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000006350 alkyl thio alkyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 230000001567 anti-fibrinolytic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 229940082620 antifibrinolytics Drugs 0.000 abstract 1
- 239000002221 antipyretic Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 125000001246 bromo group Chemical group Br* 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 125000004984 dialkylaminoalkoxy group Chemical group 0.000 abstract 1
- GHQCIALFYKYZGS-UHFFFAOYSA-N dibenzofuran-3-amine Chemical class C1=CC=C2C3=CC=C(N)C=C3OC2=C1 GHQCIALFYKYZGS-UHFFFAOYSA-N 0.000 abstract 1
- HSIYJKUTMUOWPE-UHFFFAOYSA-N dibenzothiophen-3-amine Chemical class C1=CC=C2C3=CC=C(N)C=C3SC2=C1 HSIYJKUTMUOWPE-UHFFFAOYSA-N 0.000 abstract 1
- SXNYODKATBMTHV-UHFFFAOYSA-N dibenzothiophen-3-ol Chemical class C1=CC=C2C3=CC=C(O)C=C3SC2=C1 SXNYODKATBMTHV-UHFFFAOYSA-N 0.000 abstract 1
- IYYZUPMFVPLQIF-UHFFFAOYSA-N dibenzothiophene Chemical class C1=CC=C2C3=CC=CC=C3SC2=C1 IYYZUPMFVPLQIF-UHFFFAOYSA-N 0.000 abstract 1
- 239000002934 diuretic Substances 0.000 abstract 1
- 230000001882 diuretic effect Effects 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 abstract 1
- 125000005113 hydroxyalkoxy group Chemical group 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 125000005191 hydroxyalkylamino group Chemical group 0.000 abstract 1
- 230000002218 hypoglycaemic effect Effects 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000002346 iodo group Chemical group I* 0.000 abstract 1
- 125000005358 mercaptoalkyl group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 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 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000003396 thiol group Chemical class [H]S* 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
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)
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 (enrdf_load_stackoverflow) |
| CH (1) | CH549008A (enrdf_load_stackoverflow) |
| FR (1) | FR2053028B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1285398A (enrdf_load_stackoverflow) |
| NL (1) | NL7008628A (enrdf_load_stackoverflow) |
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 (enrdf_load_stackoverflow) * | 1971-03-26 | 1976-04-15 | Hoffmann La Roche | |
| DE2223391C3 (de) * | 1972-05-13 | 1982-02-11 | Merck Patent Gmbh, 6100 Darmstadt | Dibenzofuranderivate, Verfahren zu ihrer Herstellung und pharmazeutische Zubereitungen enthaltend diese Verbindungen |
| 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 (bg) * | 1973-07-18 | 1978-12-12 | Schering Aktiengesellschaft | Метод за получаване на карбазолови деривати |
| 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 |
| 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 |
-
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/xx 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 (ja) * | 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 | 炎症性およびアレルギー性障害の治療に有用な新規な複素環式化合物；それらの調製方法および医薬組成物 |
| 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 (ru) * | 2003-04-11 | 2008-10-30 | Гленмарк Фармасьютикалс С.А. | Новые гетероциклические соединения, применяемые для лечения нарушений аллергической или воспалительной природы: способы синтеза и содержащие их фармацевтические составы |
| 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 (zh) * | 2003-04-11 | 2010-06-16 | 格兰马克药品股份有限公司 | 用于治疗炎性和过敏性病症的新杂环化合物、其制备方法和含有它们的药物组合物 |
| 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 |
|---|---|
| CH549008A (de) | 1974-05-15 |
| NL7008628A (enrdf_load_stackoverflow) | 1970-12-29 |
| FR2053028B1 (enrdf_load_stackoverflow) | 1974-11-15 |
| FR2053028A1 (enrdf_load_stackoverflow) | 1971-04-16 |
| CA952913A (en) | 1974-08-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |