GB1337506A - Oxobenzofuran carboxamide anti-inflammatory agents - Google Patents
Oxobenzofuran carboxamide anti-inflammatory agentsInfo
- Publication number
- GB1337506A GB1337506A GB2346871*A GB2346871A GB1337506A GB 1337506 A GB1337506 A GB 1337506A GB 2346871 A GB2346871 A GB 2346871A GB 1337506 A GB1337506 A GB 1337506A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ones
- formula
- alkyl
- salts
- 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
Links
- 229940121363 anti-inflammatory agent Drugs 0.000 title 1
- 239000002260 anti-inflammatory agent Substances 0.000 title 1
- 125000003917 carbamoyl group Chemical class [H]N([H])C(*)=O 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- RHDGNLCLDBVESU-UHFFFAOYSA-N but-3-en-4-olide Chemical class O=C1CC=CO1 RHDGNLCLDBVESU-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000001907 coumarones Chemical class 0.000 abstract 2
- -1 di-substituted phenyl Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- CCVYRRGZDBSHFU-UHFFFAOYSA-N (2-hydroxyphenyl)acetic acid Chemical class OC(=O)CC1=CC=CC=C1O CCVYRRGZDBSHFU-UHFFFAOYSA-N 0.000 abstract 1
- 125000004455 (C1-C3) alkylthio group Chemical group 0.000 abstract 1
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical group C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 235000013877 carbamide Nutrition 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 150000003672 ureas Chemical class 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
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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
- C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
- C07C59/56—Unsaturated compounds containing hydroxy or O-metal groups containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
- C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
-
- 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
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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
- C07D307/83—Oxygen atoms
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)
Abstract
1337506 Benzofuran derivatives PFIZER Inc 19 April 1971 [15 Oct 1970] 23468/71 Heading C2C Novel benzofuran derivatives of the formula and the base salts thereof with pharmacologically acceptable cations, wherein X and Y each are H, F, Cl, Br, C 1-5 alkyl, C 1-5 alkoxy, CF 3 or OCF 3 ; and R is naphthyl, phenyl, or mono- or di-substituted phenyl wherein each substituent is chosen from F, Cl, Br, C 1-4 alkyl, C 1-3 alkoxy or C 1-3 alkylthio CF 3 or OCF 3 ; are prepared by reacting the appropriately substituted 2,3- dihydrofuran-2-ones with isocyanates of the formula RNCO or by reacting the appropriate 2,3 - dihydrofuran - 2 - ones in the form of alkali metal or alkaline earth metal salts with ureas of the formula (R<SP>1</SP>) 2 NCONHR, wherein R<SP>1</SP> is an aryl group. 2,3 - Dihydrobenzofuran - 2 - ones substituted by one or two C 1-5 alkyl groups are obtained by cyclizing the corresponding 2-hydroxyphenylacetic acids. Pharmaceutical compositions, suitable for oral or parenteral administration, contain the above novel compounds or salts thereof and carriers. The compounds possess anti-inflammatory activity.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8116270A | 1970-10-15 | 1970-10-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1337506A true GB1337506A (en) | 1973-11-14 |
Family
ID=22162482
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2346871*A Expired GB1337506A (en) | 1970-10-15 | 1971-04-19 | Oxobenzofuran carboxamide anti-inflammatory agents |
| GB2346871*A Expired GB1337507A (en) | 1970-10-15 | 1971-04-19 | 2,3-dihydrobenzofuran-2-ones and their preparation |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2346871*A Expired GB1337507A (en) | 1970-10-15 | 1971-04-19 | 2,3-dihydrobenzofuran-2-ones and their preparation |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3676463A (en) |
| JP (1) | JPS5527060B1 (en) |
| BE (1) | BE773913A (en) |
| DE (1) | DE2150901A1 (en) |
| FR (1) | FR2110447B1 (en) |
| GB (2) | GB1337506A (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3862133A (en) * | 1973-04-30 | 1975-01-21 | Goodrich Co B F | Gamma-lactones of o-hydroxyphenylacetic acids |
| PT66412B (en) * | 1976-04-09 | 1978-09-15 | Ciba Geigy Ag | Process for the manufacture of new oxothia compounds |
| DE2713584C2 (en) * | 1976-04-09 | 1986-09-04 | Ciba-Geigy Ag, Basel | Benzo [b] thiophenecarboxamides, processes for their preparation and pharmaceutical preparations containing them |
| US4246263A (en) | 1979-10-15 | 1981-01-20 | Pfizer Inc. | Antiinflammatory and immunoregulatory pyrimidines, their method of use and pharmaceutical compositions |
| FR2750990B1 (en) * | 1996-07-09 | 1998-11-06 | Hoechst France | PROCESS FOR THE PREPARATION OF THE ENOL-LACTONE OF ACETIC ACID 2-OXOCYCLOHEXYLIDENE AND APPLICATION TO THE PREPARATION OF 2-COUMARANONE |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2757178A (en) * | 1952-05-03 | 1956-07-31 | American Cyanamid Co | Chloro-phthalides |
-
1970
- 1970-10-15 US US81162A patent/US3676463A/en not_active Expired - Lifetime
-
1971
- 1971-04-19 GB GB2346871*A patent/GB1337506A/en not_active Expired
- 1971-04-19 GB GB2346871*A patent/GB1337507A/en not_active Expired
- 1971-10-13 DE DE19712150901 patent/DE2150901A1/en active Pending
- 1971-10-14 FR FR7136946A patent/FR2110447B1/fr not_active Expired
- 1971-10-14 BE BE773913A patent/BE773913A/en not_active IP Right Cessation
- 1971-10-15 JP JP8101371A patent/JPS5527060B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE2150901A1 (en) | 1972-04-20 |
| US3676463A (en) | 1972-07-11 |
| FR2110447A1 (en) | 1972-06-02 |
| BE773913A (en) | 1972-04-14 |
| FR2110447B1 (en) | 1975-02-07 |
| JPS5527060B1 (en) | 1980-07-17 |
| GB1337507A (en) | 1973-11-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |