GB2180836A - Sunscreen - Google Patents

Sunscreen Download PDF

Info

Publication number
GB2180836A
GB2180836A GB08523829A GB8523829A GB2180836A GB 2180836 A GB2180836 A GB 2180836A GB 08523829 A GB08523829 A GB 08523829A GB 8523829 A GB8523829 A GB 8523829A GB 2180836 A GB2180836 A GB 2180836A
Authority
GB
United Kingdom
Prior art keywords
ester
methyl
group
alkyl
compound
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Withdrawn
Application number
GB08523829A
Other versions
GB8523829D0 (en
Inventor
William James Stephen Barker
Kimberly Edward Briggs
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Priority to GB08523829A priority Critical patent/GB2180836A/en
Publication of GB8523829D0 publication Critical patent/GB8523829D0/en
Publication of GB2180836A publication Critical patent/GB2180836A/en
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/445—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof aromatic, i.e. the carboxylic acid directly linked to the aromatic ring

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Dermatology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)

Abstract

Novel compounds are disclosed, of formula: <IMAGE> wherein R is C1-C4 alkyl, R1 is C1-C4 alkoxy, R2 C1-C4 alkyl or a is C1-C4 alkoxy, R3 is C1-C4 alkyl and R4 is C1-C4 alkyl or hydrogen. Sunscreen compositions for epidermal application, containing one or more of the compounds as active component, are also disclosed.

Description

SPECIFICATION Sunscreen The invention relates to materials which when applied epidermally to human subjects absorb UV radiation in the range of wavelengths responsible for sunburn.
The active component of compositions provided by the invention is a compound of the formula:
wherein R is C1-C4 alkyl (eg methyl or ethyl), R, is C1-C4 alkoxy (eg methoxy or ethoxy), R2 is C1 C4 alkyl or Ct-C4 alkoxy (eg methyl or ethoxy), R3 is C1-C4 alkyl (eg methyl) and R4 is C1-C4 alkyl (eg methyl) or hydrogen.
R, R1 and R2 preferably contain the same number of carbon atoms.
Two specific compounds of the above general formula are:
The specific compounds specified above and other active compounds included within the scope of the general formula set forth are novel compounds and are per se included within the scope of the invention.
In compositions according to the invention, the active component is admixed with an excipient or carrier serving to enable the composition to be distributed over an epidermal area. Suitable materials for this purpose are well-known in the art and widely available.
An ester of a dibasic aromatic carboxylic acid such as hydroxybenzoic acid may be included in the composition. For example, p-hydroxybenzoic acid methyl ester may be included. It is thought that such an ester will be produced in situ by interaction of the two dimethylamino compounds specified by formulae above.
Propylene glycol and/or ethanol may also be present.
A specific composition which has been found in tests to have highly desirable UV-filtration properties has the following composition: COMPONENT % by weight Propylene glycol 59.5 Ethanol 21 p-hydroxybenzoic acid methyl ester 1 p-N,N(dimethylamino)-m-methyl, m-methoxy-benzoic acid methyl ester: C,2H,7NO3, M.W. 223 6.9 p-N,N(dimethylamino)-m,m(diethoxy)-benzoic acid ethyl ester Ct5H23NO4, M.W. 281 11.6
CLAIMS 1. A compound of the general formula:
wherein R is a Ct to C4 alkyl group, R1 is a Ct to C4 alkoxy group, R2 is a Ct to C4 alkyl group
**WARNING** end of DESC field may overlap start of CLMS **.

Claims (15)

**WARNING** start of CLMS field may overlap end of DESC **. SPECIFICATION Sunscreen The invention relates to materials which when applied epidermally to human subjects absorb UV radiation in the range of wavelengths responsible for sunburn. The active component of compositions provided by the invention is a compound of the formula: wherein R is C1-C4 alkyl (eg methyl or ethyl), R, is C1-C4 alkoxy (eg methoxy or ethoxy), R2 is C1 C4 alkyl or Ct-C4 alkoxy (eg methyl or ethoxy), R3 is C1-C4 alkyl (eg methyl) and R4 is C1-C4 alkyl (eg methyl) or hydrogen. R, R1 and R2 preferably contain the same number of carbon atoms. Two specific compounds of the above general formula are: The specific compounds specified above and other active compounds included within the scope of the general formula set forth are novel compounds and are per se included within the scope of the invention. In compositions according to the invention, the active component is admixed with an excipient or carrier serving to enable the composition to be distributed over an epidermal area. Suitable materials for this purpose are well-known in the art and widely available. An ester of a dibasic aromatic carboxylic acid such as hydroxybenzoic acid may be included in the composition. For example, p-hydroxybenzoic acid methyl ester may be included. It is thought that such an ester will be produced in situ by interaction of the two dimethylamino compounds specified by formulae above. Propylene glycol and/or ethanol may also be present. A specific composition which has been found in tests to have highly desirable UV-filtration properties has the following composition: COMPONENT % by weight Propylene glycol 59.5 Ethanol 21 p-hydroxybenzoic acid methyl ester 1 p-N,N(dimethylamino)-m-methyl, m-methoxy-benzoic acid methyl ester: C,2H,7NO3, M.W. 223 6.9 p-N,N(dimethylamino)-m,m(diethoxy)-benzoic acid ethyl ester Ct5H23NO4, M.W. 281 11.6 CLAIMS
1. A compound of the general formula:
wherein R is a Ct to C4 alkyl group, R1 is a Ct to C4 alkoxy group, R2 is a Ct to C4 alkyl group or a C1 to C4 alkoxy group, R3 is a C1 to C4 alkyl group, and R4 is a C1 to C4 alkyl group or a hydrogen atom.
2. A compound according to Claim 1, wherein R, R1 amd R2 contain the same number of carbon atoms.
3. A compound according to Claim 1 or 2, wherein R is a methyl group or an ethyl group.
4. A compound according to Claim 1, 2 or 3, wherein R1 is a methoxy group or an ethoxy group.
5. A compound according to any preceding claim, wherein R2 is a methyl group or an ethoxy group.
6. A compound according to any preceding claim, wherein A3 is a methyl group.
7. A compound according to any preceding claim, wherein R4 is a methyl group.
8. A compound of the formula:
9. A compound of the formula:
10. A sunscreen composition comprising as active component at least one compound according to any preceding claim.
11. A sunscreen composition according to Claim 10, comprising an ester of a dibasic aromatic carboxylic acid.
12. A sunscreen composition according to Claim 11, wherein the ester is an ester of hydroxybenzoic acid.
13. A sunscreen composition according to Claim 12, wherein the ester is p-hydroxybenzoic acid methyl ester.
14. A sunscreen composition according to any of Claims 10 to 13, comprising polypropylene glycol and/or ethanol.
15. A sunscreen composition having the following composition, in percentages by weight: propylene glycol 59.5 ethanol 21 p-hydroxybenzoic acid methyl ester 1 p-N,N(dimethylamino)-m-methyl,m-methoxy benzoic acid methyl ester: C12H17N03 MW:223 6.9 p-N,N-(diethylamino)-m,m(diethoxy)-benzoic acid ethyl ester: Ct5G23No4 MW:281 11.6
GB08523829A 1985-09-27 1985-09-27 Sunscreen Withdrawn GB2180836A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB08523829A GB2180836A (en) 1985-09-27 1985-09-27 Sunscreen

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB08523829A GB2180836A (en) 1985-09-27 1985-09-27 Sunscreen

Publications (2)

Publication Number Publication Date
GB8523829D0 GB8523829D0 (en) 1985-10-30
GB2180836A true GB2180836A (en) 1987-04-08

Family

ID=10585795

Family Applications (1)

Application Number Title Priority Date Filing Date
GB08523829A Withdrawn GB2180836A (en) 1985-09-27 1985-09-27 Sunscreen

Country Status (1)

Country Link
GB (1) GB2180836A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0318825A2 (en) * 1987-12-03 1989-06-07 F. Hoffmann-La Roche Ag Process for the preparation of 4-dimethylamino-3,5-dimethoxy-benzoic acid methyl ester

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1484482A (en) * 1973-09-12 1977-09-01 Hoffmann La Roche Hydrocinnamic acid nitriles

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1484482A (en) * 1973-09-12 1977-09-01 Hoffmann La Roche Hydrocinnamic acid nitriles

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CA 82 (25): 171038 R *
CA 83(5):43376 H *
CHEMICAL ABSTRACTS 103 (17): 142002 W *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0318825A2 (en) * 1987-12-03 1989-06-07 F. Hoffmann-La Roche Ag Process for the preparation of 4-dimethylamino-3,5-dimethoxy-benzoic acid methyl ester
EP0318825A3 (en) * 1987-12-03 1990-08-16 F. Hoffmann-La Roche Ag Process for the preparation of 4-dimethylamino-3,5-dimethoxy-benzoic acid methyl ester

Also Published As

Publication number Publication date
GB8523829D0 (en) 1985-10-30

Similar Documents

Publication Publication Date Title
CA1099910A (en) U.v. absorbing compositions
US3781417A (en) Light protection agent for cosmetic purposes
US5624663A (en) Photostable cosmetic filter composition cotaining a UV-A filter and a substituted dialkylbenzalmalonate, the use of substituted dialkylbenzalmalonates in cosmetics as broad-band solar filters and novel substituted dialkyl malonates
BR0008044A (en) Photostable compositions suitable for protection against the harmful effects of ultraviolet radiation
DE69732495D1 (en) MEDICAL COMPOSITION AND USE THEREOF FOR THE PREPARATION OF A TOPICAL BARRIER FORMULATION, A UV-RADIATION ABSORBENT FORMULATION OR AN ANTIVIRAL, FUNGICID OR ABSORBENT-FORMULATING FORMULATION
CA2370522A1 (en) Photostable sunscreen compositions containing dibenzoylmethane derivative, e.g., parsol&amp;reg; 1789, and diesters or polyesters of naphthalene dicarboxylic acid photostabilizers andenhancers of the sun protection factor (spf)
KR910000162A (en) Stable, topical pharmaceutical gel formulation for treating acne
US4504494A (en) Preparation of anthralin solutions or suspensions in aromatic esters and their use for diseases of the skin and nails
GB2157174A (en) Sunscreen composition containing polyisobutylene
JPS60193912A (en) Sun screening blend
CA2200991A1 (en) Compounds for the suppression of hiv tat transactivation
GB2107588A (en) Anhydrous compostion based on anthralin or a derivative thereof for the treatment of skin diseases
IL129320A0 (en) Biphenyl derivatives substituted by an aromatic or heteroaromatic radical and pharmaceutical and cosmetic compositions containing same
WO1994007460A1 (en) Methods for improving uv absorbance of sunscreen compounds
JP2005536561A (en) Photostable cationic organic sunscreen compounds and compositions obtained therefrom.
JPS58203909A (en) Sunscreening composition
GB2180836A (en) Sunscreen
CA1242740A (en) Benzene sulfonate quaternary ammonium salts of organic sunscreen carboxylic acids
US4680144A (en) Benzene sulfonate quaternary ammonium salts of organic sunscreen carboxylic acids
JPS61293965A (en) Indoline derivative,manufacture and cosmtic sun-screening agent containing same
GB1153994A (en) Hydroxyphenyl Anthranilic Acid Derivatives Capable of Absorbing &#39;Ultra-Violet Light and Compositions containing them
JP2564139B2 (en) Topical skin
CA1185533A (en) Dialkyl malonates as organic sunscreen adjuvants
IT1147330B (en) CYSTOSTATIC ACTION, OR PHARMACEUTICAL PREPARATION
US20070092463A1 (en) Semi (soft)-solid antiperspirant compositions

Legal Events

Date Code Title Description
WAP Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1)