DE2608697A1 - Neue organische verbindungen, ihre herstellung und verwendung - Google Patents
Neue organische verbindungen, ihre herstellung und verwendungInfo
- Publication number
- DE2608697A1 DE2608697A1 DE19762608697 DE2608697A DE2608697A1 DE 2608697 A1 DE2608697 A1 DE 2608697A1 DE 19762608697 DE19762608697 DE 19762608697 DE 2608697 A DE2608697 A DE 2608697A DE 2608697 A1 DE2608697 A1 DE 2608697A1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- compounds
- carbon atoms
- alkyl
- lower alkyl
- 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.)
- Withdrawn
Links
- 238000004519 manufacturing process Methods 0.000 title description 2
- 150000002894 organic compounds Chemical class 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 125000004423 acyloxy group Chemical group 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 125000004442 acylamino group Chemical group 0.000 claims description 2
- -1 methylthio, hydroxy Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229940126601 medicinal product Drugs 0.000 claims 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 239000000825 pharmaceutical preparation Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- MHPYDQXOJSSKDU-UHFFFAOYSA-N 2-(5-chloro-4-cyclohexyl-2-hydroxyphenyl)acetic acid Chemical compound C1=C(O)C(CC(=O)O)=CC(Cl)=C1C1CCCCC1 MHPYDQXOJSSKDU-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 230000003501 anti-edematous effect Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000001754 anti-pyretic effect Effects 0.000 description 1
- 229940127218 antiplatelet drug Drugs 0.000 description 1
- 239000002221 antipyretic Substances 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000007273 lactonization reaction Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000000106 platelet aggregation inhibitor Substances 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 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
- C07D307/83—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH312975A CH614707A5 (en) | 1975-03-12 | 1975-03-12 | Process for the preparation of novel dihydrobenzofuranone derivatives |
| CH967875 | 1975-07-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2608697A1 true DE2608697A1 (de) | 1976-09-23 |
Family
ID=25692258
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762608697 Withdrawn DE2608697A1 (de) | 1975-03-12 | 1976-03-03 | Neue organische verbindungen, ihre herstellung und verwendung |
Country Status (19)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4514415A (en) * | 1981-10-28 | 1985-04-30 | Ciba Geigy Corporation | Benzofuran-2(3H)-ones used as anti-inflammatory agents |
| US4849428A (en) * | 1987-11-23 | 1989-07-18 | The Procter & Gamble Company | Cyclic anti-inflammatory derivatives of di-tert-butylphenol compounds, compositions and use |
-
1976
- 1976-03-03 DK DK92176AA patent/DK137274B/da not_active Application Discontinuation
- 1976-03-03 FI FI760548A patent/FI760548A7/fi not_active Application Discontinuation
- 1976-03-03 DE DE19762608697 patent/DE2608697A1/de not_active Withdrawn
- 1976-03-04 NO NO760745A patent/NO760745L/no unknown
- 1976-03-05 SE SE7603053A patent/SE7603053L/xx unknown
- 1976-03-08 NL NL7602393A patent/NL7602393A/xx not_active Application Discontinuation
- 1976-03-09 GB GB9315/76A patent/GB1546701A/en not_active Expired
- 1976-03-10 IE IE501/76A patent/IE43704B1/en unknown
- 1976-03-10 IL IL49192A patent/IL49192A/xx unknown
- 1976-03-10 AT AT173876A patent/AT357516B/de not_active IP Right Cessation
- 1976-03-10 CA CA247,552A patent/CA1086757A/en not_active Expired
- 1976-03-10 PT PT64886A patent/PT64886B/pt unknown
- 1976-03-10 NZ NZ180273A patent/NZ180273A/xx unknown
- 1976-03-10 ES ES445922A patent/ES445922A1/es not_active Expired
- 1976-03-10 FR FR7606829A patent/FR2303540A1/fr active Granted
- 1976-03-10 DD DD191782A patent/DD125210A5/xx unknown
- 1976-03-11 YU YU00635/76A patent/YU63576A/xx unknown
- 1976-03-11 JP JP51025655A patent/JPS51113864A/ja active Pending
- 1976-03-12 AU AU11970/76A patent/AU508681B2/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4514415A (en) * | 1981-10-28 | 1985-04-30 | Ciba Geigy Corporation | Benzofuran-2(3H)-ones used as anti-inflammatory agents |
| US4849428A (en) * | 1987-11-23 | 1989-07-18 | The Procter & Gamble Company | Cyclic anti-inflammatory derivatives of di-tert-butylphenol compounds, compositions and use |
Also Published As
| Publication number | Publication date |
|---|---|
| AU508681B2 (en) | 1980-03-27 |
| NL7602393A (nl) | 1976-09-14 |
| DK92176A (enrdf_load_html_response) | 1976-09-13 |
| ES445922A1 (es) | 1977-08-16 |
| IL49192A (en) | 1981-01-30 |
| PT64886B (fr) | 1977-11-17 |
| IL49192A0 (en) | 1976-05-31 |
| YU63576A (en) | 1982-05-31 |
| DD125210A5 (enrdf_load_html_response) | 1977-04-06 |
| NZ180273A (en) | 1978-03-06 |
| NO760745L (enrdf_load_html_response) | 1976-09-14 |
| DK137274B (da) | 1978-02-13 |
| AT357516B (de) | 1980-07-10 |
| FR2303540A1 (fr) | 1976-10-08 |
| ATA173876A (de) | 1979-12-15 |
| FI760548A7 (enrdf_load_html_response) | 1976-09-13 |
| DK137274C (enrdf_load_html_response) | 1978-07-17 |
| PT64886A (fr) | 1976-03-31 |
| SE7603053L (sv) | 1976-09-13 |
| JPS51113864A (en) | 1976-10-07 |
| FR2303540B1 (enrdf_load_html_response) | 1979-07-20 |
| GB1546701A (en) | 1979-05-31 |
| AU1197076A (en) | 1977-09-15 |
| IE43704B1 (en) | 1981-05-06 |
| CA1086757A (en) | 1980-09-30 |
| IE43704L (en) | 1976-09-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8139 | Disposal/non-payment of the annual fee |