GB1008260A - Process for the production of substituted benzofuran derivatives - Google Patents
Process for the production of substituted benzofuran derivativesInfo
- Publication number
- GB1008260A GB1008260A GB1639362A GB1639362A GB1008260A GB 1008260 A GB1008260 A GB 1008260A GB 1639362 A GB1639362 A GB 1639362A GB 1639362 A GB1639362 A GB 1639362A GB 1008260 A GB1008260 A GB 1008260A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- alkylene
- reacting
- radical
- ring
- 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
- 150000001907 coumarones Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- -1 alkyl radical Chemical class 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- 125000004171 alkoxy aryl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 229940124326 anaesthetic agent Drugs 0.000 abstract 1
- 230000003444 anaesthetic effect Effects 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 239000003218 coronary vasodilator agent Substances 0.000 abstract 1
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical class C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000003106 haloaryl group Chemical group 0.000 abstract 1
- 150000003944 halohydrins Chemical class 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
- 125000001841 imino group Chemical group [H]N=* 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Landscapes
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Compounds of the general formulae <FORM:1008260/C2/1> and <FORM:1008260/C2/2> (wherein R1 represents -X-(CH2)n-N(Y)2 in which X is an oxygen atom, or an imino group which may form a ring with some or all of the CH2 groups, which ring may include the nitrogen atom carrying Y, n is an integer from 1 to 7 inclusive, and each Y is an alkyl group, or one Y is an alkyl group and the other is an alkylene group linked to X, or (Y)2 is an alkylene, oxa-alkylene or N-methyl-aza-alkylene group forming a closed ring with the nitrogen atom, R2 represents a C1-7 alkyl radical, R3 represents a hydrogen atom, a C1-7 alkyl radical or an aralkyl or haloaralkyl radical, and R4 represents a C1-7 alkyl radical or an alkoxy- or halo-aryl radical) are produced by reacting an acid of the general formula <FORM:1008260/C2/3> or <FORM:1008260/C2/4> or a halide or ester thereof, with a compound of the general formula HX-(CH2)n-N(Y)2, or (for compounds Ia in which X is an oxygen atom) by reacting an acid chloride of an acid IIa with a halohydrin and reacting the resulting haloalkyl ester with an amine HN(Y)2. The product may be isolated in the form of a salt. Compounds in which R3 is hydrogen may also be prepared by hydrogenolysis of the corresponding benzyl ethers. Compounds I and Ia are useful as coronary dilators and anaesthetics.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0062565 | 1961-05-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1008260A true GB1008260A (en) | 1965-10-27 |
Family
ID=6973630
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1639362A Expired GB1008260A (en) | 1961-05-19 | 1962-04-30 | Process for the production of substituted benzofuran derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1008260A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4229467A (en) | 1979-08-16 | 1980-10-21 | Richardson-Merrell Inc. | Alkoxy benzofuran carboxylic acids and salts and esters thereof as hypolipidemic agents |
| US4822803A (en) * | 1983-10-31 | 1989-04-18 | Merck Frosst Canada, Inc. | Benzofuran 2-carboxylic acid hydrazides useful as inhibitors of leukotriene biosynthesis |
| US4933351A (en) * | 1983-10-31 | 1990-06-12 | Merck Frosst Canada, Inc. | Benzofuran 2-carbox amides useful as inhibitors of leukoriene biosynthesis |
| JP2004520434A (en) * | 2001-03-09 | 2004-07-08 | オーソ−マクニール・フアーマシユーチカル・インコーポレーテツド | Heterocyclic compounds |
| WO2022112345A1 (en) * | 2020-11-24 | 2022-06-02 | Katholieke Universiteit Leuven | Aryl derivatives for treating trpm3 mediated disorders |
-
1962
- 1962-04-30 GB GB1639362A patent/GB1008260A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4229467A (en) | 1979-08-16 | 1980-10-21 | Richardson-Merrell Inc. | Alkoxy benzofuran carboxylic acids and salts and esters thereof as hypolipidemic agents |
| US4822803A (en) * | 1983-10-31 | 1989-04-18 | Merck Frosst Canada, Inc. | Benzofuran 2-carboxylic acid hydrazides useful as inhibitors of leukotriene biosynthesis |
| US4933351A (en) * | 1983-10-31 | 1990-06-12 | Merck Frosst Canada, Inc. | Benzofuran 2-carbox amides useful as inhibitors of leukoriene biosynthesis |
| JP2004520434A (en) * | 2001-03-09 | 2004-07-08 | オーソ−マクニール・フアーマシユーチカル・インコーポレーテツド | Heterocyclic compounds |
| WO2022112345A1 (en) * | 2020-11-24 | 2022-06-02 | Katholieke Universiteit Leuven | Aryl derivatives for treating trpm3 mediated disorders |
| CN116761796A (en) * | 2020-11-24 | 2023-09-15 | 勒芬天主教大学 | Aryl derivatives for the treatment of TRPM3 mediated disorders |
| JP2023553291A (en) * | 2020-11-24 | 2023-12-21 | カトリーケ・ユニフェルシテイト・ルーヴァン | Aryl derivatives for treating TRPM3-mediated disorders |
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