GB1063158A - Aroyl benzofuran derivatives - Google Patents
Aroyl benzofuran derivativesInfo
- Publication number
- GB1063158A GB1063158A GB9157/66A GB915766A GB1063158A GB 1063158 A GB1063158 A GB 1063158A GB 9157/66 A GB9157/66 A GB 9157/66A GB 915766 A GB915766 A GB 915766A GB 1063158 A GB1063158 A GB 1063158A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzofuran
- benzoyl
- substituted
- methyl
- phenyl
- 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
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
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D307/80—Radicals substituted by oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Coumarone derivatives of formula <FORM:1063158/C2/1> wherein R1 is hydrogen or a methyl or phenyl substituent, R2, R3, R4 and R5 are hydroge atoms or C1- 12 alkyl groups or R2 and R3 or R3 and R4 together form a C3- 4 alkylene group and in which the benzene ring of the benzofuran may optionally be substituted by one or more C1- 12 alkyl groups and/or sulphonic acid groups and salts of the sulphonic acids, many of which derivatives are novel, may be obtained in the case of those compounds which do not contain sulphonic acid substituents by (1) reaction of a benzofuran-2-carboxylic acid chloride or bromide with benzene or an alkylbenzene or by (2) reaction of the sodium salts of salicyclic aldehydes or o-hydroxy phenyl ketones with o -halogeno-acetophenones which may be alkylated in the aromatic ring. The corresponding sulphonic acids may be obtained by sulphonation of the benzoyl benzofurans with sulphuric acid and desired salts obtained by reaction of the sulphonic acids with a base. Compounds of the formula above in which R1 is -CH3, R5 and R3 are hydrogens, R4 is H, -CH3 or -C2H5, R2 is H or -CH3 and the benzofuran ring is substituted or not in the -4-position by a C1- 12 alkyl group, and also compounds of formula above, wherein the benzene ring of the benzofuran is substituted by an -SO3H group with or without also being substituted by C1- 12 alkyl group(s) and their salts are claimed per se. Also claimed are 2-benzoyl-3-methyl-, (2,4-dimethylbenzoyl)-, 2 - (2,4 - dimethylbenzoyl)-3 - methyl-, 2 - benzoyl - 3,5 - dimethyl-, 2-benzoyl - 3 - methyl - 5 - nonyl-, and 2 - benzoyl-3 - phenyl - benzofurans.ALSO:Cosmetic ultraviolet absorption agents comprise an admixture of an inert, physiologically-acceptable carrier suitable for topical application and a compound of the formula: <FORM:1063158/A5-A6/1> wherein R1 is a hydrogen, methyl or phenyl radical, R2, R3, R4 and R5 are hydrogen or a C1-12 alkyl group, or R2 and R3 or R3 and R4 together form a C3-4 alkylene group and wherein the benzene ring of the benzofuran may be substituted by one or more C1-12 alkyl and/or sulphonic acid groups. Suitable additives and solvents are hydrocarbons, vegetable or animal oils and fats, fatty acids and fatty acid esters, mono- and poly-hydric alcohols of which many are specified. The agents may take the form of water-in-oil or oil-in-water emulsions and thickeners may be added, as well as perfumes, preservatives and dyestuffs. The agents may also contain one or more other ultraviolet absorbers such as the sodium salts of 2-phenylbenzimidazol-5-sulphonic acid and 3,4-dimethylphenylglyoxylic acid, 4-phenyl-benzophenone, and isooctyl-4-phenylbenzophenone-2\sv-carboxylate.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEM0064705 | 1965-03-30 | ||
DEM0067379 | 1965-11-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1063158A true GB1063158A (en) | 1967-03-30 |
Family
ID=25987678
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB9157/66A Expired GB1063158A (en) | 1965-03-30 | 1966-03-02 | Aroyl benzofuran derivatives |
Country Status (7)
Country | Link |
---|---|
US (1) | US3448190A (en) |
BE (1) | BE678535A (en) |
CH (1) | CH467077A (en) |
DE (1) | DE1492403A1 (en) |
FR (1) | FR1482903A (en) |
GB (1) | GB1063158A (en) |
NL (1) | NL6602929A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2285854A1 (en) * | 1974-09-26 | 1976-04-23 | Oreal | 2-PHENYL BENZOFURAN DERIVATIVES AND COSMETIC COMPOSITIONS CONTAINING THEM |
EP0826764A2 (en) * | 1996-09-03 | 1998-03-04 | Haarmann & Reimer Gmbh | Use of substituted 2-acetylbenzofuranes as perfuming agents |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3892844A (en) * | 1968-12-16 | 1975-07-01 | Hoffmann La Roche | Method of protecting the skin from ultraviolet radiation |
US4606913A (en) * | 1978-09-25 | 1986-08-19 | Lever Brothers Company | High internal phase emulsions |
IT1154888B (en) * | 1980-11-12 | 1987-01-21 | Menarini Sas | 2-SUBSTITUTED BENZOFURAN DERIVATIVES AND RELATED METHODS OF PREPARATION |
LU85438A1 (en) * | 1984-06-27 | 1986-01-24 | Oreal | DRUG ASSOCIATION USED IN PHOTOCHEMOTHERAPY |
GB8925473D0 (en) * | 1989-11-10 | 1989-12-28 | Unilever Plc | Sunscreen compositions |
US5596106A (en) * | 1994-07-15 | 1997-01-21 | Eli Lilly And Company | Cannabinoid receptor antagonists |
US7091240B2 (en) * | 2000-03-10 | 2006-08-15 | Oxigene, Inc. | Tubulin binding ligands and corresponding prodrug constructs |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3012042A (en) * | 1956-12-21 | 1961-12-05 | Belge Produits Chimiques Sa | Benzofurans |
US3165537A (en) * | 1963-07-08 | 1965-01-12 | Jurd Leonard | Preparation of benzofuran derivatives |
-
1965
- 1965-03-30 DE DE19651492403 patent/DE1492403A1/en active Pending
-
1966
- 1966-01-25 CH CH96366A patent/CH467077A/en unknown
- 1966-03-02 GB GB9157/66A patent/GB1063158A/en not_active Expired
- 1966-03-07 NL NL6602929A patent/NL6602929A/xx unknown
- 1966-03-22 FR FR54436A patent/FR1482903A/en not_active Expired
- 1966-03-28 BE BE678535D patent/BE678535A/xx unknown
- 1966-03-30 US US538565A patent/US3448190A/en not_active Expired - Lifetime
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2285854A1 (en) * | 1974-09-26 | 1976-04-23 | Oreal | 2-PHENYL BENZOFURAN DERIVATIVES AND COSMETIC COMPOSITIONS CONTAINING THEM |
EP0826764A2 (en) * | 1996-09-03 | 1998-03-04 | Haarmann & Reimer Gmbh | Use of substituted 2-acetylbenzofuranes as perfuming agents |
EP0826764A3 (en) * | 1996-09-03 | 2000-04-19 | Haarmann & Reimer Gmbh | Use of substituted 2-acetylbenzofuranes as perfuming agents |
Also Published As
Publication number | Publication date |
---|---|
NL6602929A (en) | 1966-10-03 |
BE678535A (en) | 1966-09-28 |
DE1492403A1 (en) | 1969-12-04 |
US3448190A (en) | 1969-06-03 |
FR1482903A (en) | 1967-06-02 |
CH467077A (en) | 1969-01-15 |
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