FR2175634A1 - Carboxymethoxybenzofurans derivs - analgesic antiinflammatory hypotensive activity etc - Google Patents
Carboxymethoxybenzofurans derivs - analgesic antiinflammatory hypotensive activity etcInfo
- Publication number
- FR2175634A1 FR2175634A1 FR7209230A FR7209230A FR2175634A1 FR 2175634 A1 FR2175634 A1 FR 2175634A1 FR 7209230 A FR7209230 A FR 7209230A FR 7209230 A FR7209230 A FR 7209230A FR 2175634 A1 FR2175634 A1 FR 2175634A1
- Authority
- FR
- France
- Prior art keywords
- carboxymethoxybenzofurans
- derivs
- activity etc
- hypotensive activity
- analgesic antiinflammatory
- 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.)
- Granted
Links
- 230000000202 analgesic effect Effects 0.000 title abstract 2
- 230000003110 anti-inflammatory effect Effects 0.000 title abstract 2
- 230000001077 hypotensive effect Effects 0.000 title abstract 2
- VIFRKLGLVYZNMM-UHFFFAOYSA-N 2-(1-benzofuran-2-yloxy)acetic acid Chemical class C1=CC=C2OC(OCC(=O)O)=CC2=C1 VIFRKLGLVYZNMM-UHFFFAOYSA-N 0.000 title 1
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- IKWPHLBBNWOYGZ-UHFFFAOYSA-N 2,4,7-trimethoxy-5-(3-phenylprop-2-enoyl)-1-benzofuran-3-carboxylic acid Chemical class C(C=CC1=CC=CC=C1)(=O)C=1C=C(C2=C(C(=C(O2)OC)C(=O)O)C=1OC)OC IKWPHLBBNWOYGZ-UHFFFAOYSA-N 0.000 abstract 1
- 208000001953 Hypotension Diseases 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000001387 anti-histamine Effects 0.000 abstract 1
- 239000000739 antihistaminic agent Substances 0.000 abstract 1
- 229940124630 bronchodilator Drugs 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 239000002934 diuretic Substances 0.000 abstract 1
- 230000001882 diuretic effect Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- XXCLGGGGKNAMEE-UHFFFAOYSA-N ethyl 2-[(5-acetyl-4,7-dimethoxy-1-benzofuran-6-yl)oxy]acetate Chemical compound COC1=C(C(C)=O)C(OCC(=O)OCC)=C(OC)C2=C1C=CO2 XXCLGGGGKNAMEE-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 208000021822 hypotensive Diseases 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000007127 saponification reaction Methods 0.000 abstract 1
- 229940124549 vasodilator Drugs 0.000 abstract 1
- 239000003071 vasodilator agent Substances 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
- C07D307/86—Benzo [b] furans; Hydrogenated benzo [b] furans with an oxygen atom directly attached in position 7
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
5-Cinnamoyl-4,7-dimethoxy carboxy methoxybenzofurans of formula: where Ar is phenyl opt. substd by >=1 OH, alkoxy (1-4C) or halogen. They have analgesic antiinflammatory, vasodilator diuretic, hypotensive antihistaminic and bronchodilator activity. They are prepd. by saponification of 5-acetyl-4,7-dimethoxy-6-ethoxycarbonylmethoxybenzofuran and condensation of the resultant acid with benzaldehyde.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7209230A FR2175634A1 (en) | 1972-03-16 | 1972-03-16 | Carboxymethoxybenzofurans derivs - analgesic antiinflammatory hypotensive activity etc |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7209230A FR2175634A1 (en) | 1972-03-16 | 1972-03-16 | Carboxymethoxybenzofurans derivs - analgesic antiinflammatory hypotensive activity etc |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2175634A1 true FR2175634A1 (en) | 1973-10-26 |
| FR2175634B1 FR2175634B1 (en) | 1975-04-25 |
Family
ID=9095314
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7209230A Granted FR2175634A1 (en) | 1972-03-16 | 1972-03-16 | Carboxymethoxybenzofurans derivs - analgesic antiinflammatory hypotensive activity etc |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2175634A1 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001098291A3 (en) * | 2000-06-20 | 2002-05-16 | Atherogenics Inc | 1,3-bis-(substituted-phenyl)-2-propen-1-ones and their use to treat vcam-1 mediated disorders |
| US7078431B2 (en) | 2000-06-20 | 2006-07-18 | Atherogenics, Inc. | 1,3-bis-(substituted-phenyl)-2-propen-1-ones and their use to treat VCAM-1 mediated disorders |
| US7094801B2 (en) | 2001-12-19 | 2006-08-22 | Atherogenics, Inc. | Chalcone derivatives and their use to treat diseases |
-
1972
- 1972-03-16 FR FR7209230A patent/FR2175634A1/en active Granted
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001098291A3 (en) * | 2000-06-20 | 2002-05-16 | Atherogenics Inc | 1,3-bis-(substituted-phenyl)-2-propen-1-ones and their use to treat vcam-1 mediated disorders |
| US6608101B1 (en) | 2000-06-20 | 2003-08-19 | Atherogenics, Inc. | 1, 3-bis-(substituted-phenyl)-2-propen-1-ones and their use to treat VCAM-1 mediated disorders |
| US7078431B2 (en) | 2000-06-20 | 2006-07-18 | Atherogenics, Inc. | 1,3-bis-(substituted-phenyl)-2-propen-1-ones and their use to treat VCAM-1 mediated disorders |
| US7094801B2 (en) | 2001-12-19 | 2006-08-22 | Atherogenics, Inc. | Chalcone derivatives and their use to treat diseases |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2175634B1 (en) | 1975-04-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |