Patent US1425983A successfully refreshed from Google Patents.
EP0255157A2
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Novel sunscreen agents, sunscreen compositions and methods for preventing sunburn
Assignee: Procter and Gamble Co
•
Filing: 1987-06-22
•
Granted: —
•
Expires: 2007-06-22
Abstract
Abstract The present invention relates to novel sunscreen agents which have the ability to absorb both UVA and UVB wavelength radiation. The sunscreen agents comprise a specific type of UVA-absorbing chromophore covalently bonded to a specific type of UVB-absorbing chromophore. The chromophore moieties are covalently bonded together such that the electron systems of these moieties are not directly coupled. The present invention further relates to sunscreen compositions containing the hereinbefore described type of sunscreen agents. Furthermore, the present invention relates to methods for protecting the skin of humans or lower animals from the effects of UVA and UVB wavelength radiation. This method comprises topically applying to the skin an effective coating of a sunscreen composition of the present invention.
Inventors
- 👤 Anthony Daniel Sabatelli
- 👤 Josephine Ann Spirnak
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-04 21:10
CPC Classifications
C; C07; C07C; C07C69/00; C07C69/66; C07C69/73; C07C69/734; A; A61; A61Q; A61Q17/00; A61Q17/04; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/33; A61K8/37; A61K8/40; A61K8/44; A61K8/445; C07C45/00; C07C45/45; C07C45/455; C07C45/61; C07C45/67; C07C45/68; C07C45/70; C07C45/71; C07C47/00; C07C47/52; C07C47/575; C07C49/00; C07C49/76; C07C49/82; C07C49/83; C07C49/84
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
230 words
A sunscreen compound having the general structure: X - Y - Z wherein (a) X is a UVA-absorbing moiety selected from the group consisting of: (b) Z is a UVB-absorbing moiety selected from the group consisting of: wherein, in all the preceding formulae, each A is a substituent independently selected from the group consisting of R, -OR, -NR₂ or -SO₃H, or its pharmaceutically-acceptable salt or ester; each A¹ is independently -CN or -CO₂R¹; each A² is independently -OR or -NR₂; each A³ is independently H or OH; each A⁴ and A⁵ are, independently, R or OR, and wherein further either A³ or A⁴ must be OH; each A⁶ is independently H or -SO₃H, or its pharmaceutically acceptable salt or ester; each A⁷ is independently -OR or -O₂C-R¹, except that both A⁷ and A³ are not OH; each R is independently H, straight or branched chain alkyl having from about 1 to about 20 carbon atoms, (CH₂CH₂O) p -H, or (CH₂CH(CH₃)O) p -H, wherein p is an integer from 1 to about 8; and each R¹ is independently straight or branched chain alkyl having from about 1 to about 20 carbon atoms; and (c) Y is a linking moiety which covalently bonds the X and Z moieties into one molecule and which furthermore separates the X and Z moieties such that the electron systems of said moieties are not directly coupled.
Claim 2
Dependent Claim
230 words
A sunscreen compound having the general structure: X - Y - Z wherein (a) X is a UVA-absorbing moiety selected from the group consisting of: (b) Z is a UVB-absorbing moiety selected from the group consisting of: wherein, in all the preceding formulae, each A is a substituent independently selected from the group consisting of R, -OR, -NR₂ or -SO₃H, or its pharmaceutically-acceptable salt or ester; each A¹ is independently -CN or -CO₂R¹; each A² is independently -OR or -NR₂; each A³ is independently H or OH; each A⁴ and A⁵ are, independently, R or OR, and wherein further either A³ or A⁴ must be OH; each A⁶ is independently H or -SO₃H, or its pharmaceutically acceptable salt or ester; each A⁷ is independently -OR or -O₂C-R¹, except that both A⁷ and A³ are not OH; each R is independently H, straight or branched chain alkyl having from about 1 to about 20 carbon atoms, (CH₂CH₂O) p -H, or (CH₂CH(CH₃)O) p -H, wherein p is an integer from 1 to about 8; and each R¹ is independently straight or branched chain alkyl having from about 1 to about 20 carbon atoms; and (c) Y is a linking moiety which covalently bonds the X and Z moieties into one molecule and which furthermore separates the X and Z moieties such that the electron systems of said moieties are not directly coupled.
Claim 3
Dependent Claim
110 words
A sunscreen compound according to Claim 1 wherein the Y linking moiety has the general structure: -(-W¹-(-CR²₂-) n -) m -W²- wherein each W¹ and W² are, independently, selected from the group consisting of a single bond, or an atom selected from the group of O or NR; n is an integer of 1 or greater; m is an integer of 1 or greater; each R² group is independently selected from the group consisting of H, OH, or straight or branched chain alkyl having from 1 to about 20 carbon atoms; and R is H, or straight or branched chain alkyl having from about 1 to about 20 carbon atoms.
Claim 4
Dependent Claim
32 words
A sunscreen compound according to Claim 1 wherein: (a) the X UVA-absorbing moiety is selected from the group consisting of: (b) the Z UVB-absorbing moiety is selected from the group consisting of:
Claim 5
Dependent Claim
11 words
A sunscreen compound according to Claim 3 having the general structure:
Claim 6
Dependent Claim
81 words
A sunscreen compound according to Claim 4 wherein the Y linking moiety is selected from the group of moieties consisting of: -O-(-CH₂-) n -O-, wherein n is an integer from 1 to about 6; -NH-(-CH₂-) n -NH-, wherein n is an integer from 1 to about 6; -(-O-CH₂CH₂-) n -O-, wherein n is 1 or 2; -(-NH-CH₂CH₂-) n -NH-, wherein n is 1 or 2; and wherein further A is an R group, and A² is selected from -OR or -NR₂.
Claim 7
Dependent Claim
64 words
A sunscreen compound according to Claim 5 wherein Y is -O-(CH₂-) n -O-, wherein n is an integer from 1 to about 6; and wherein further A is H; A² is -OCH₃, -OCH₂CH₃, -OH or -NR¹₂; and -NR₂ is -NR¹₂, wherein further the -NR¹₂ group has one R¹ group having more that 2 carbon atoms and the other R¹ group is methyl or ethyl.
Claim 8
Dependent Claim
47 words
A sunscreen compound according to Claim 5 wherein Y is -O-(CH₂-) n -O-, wherein n is an integer from 1 to about 6; and wherein further A is H; A² is -OCH₃, -OCH₂CH₃, -OH or -NR¹₂; and -NR₂ is -NR¹₂, wherein further both R¹ groups are 2-ethyl-hexyl.
Claim 9
Dependent Claim
65 words
A sunscreen compound according to Claim 1 selected from the group consisting of 4-N,N-dimethylaminobenzoic acid 4-ester of 2-hydroxy-4-(2-hydroxyethoxy)benzophenone; 4-methoxycinnamic acid 4-ester of 2-hydroxy-4-(2-hydroxyethoxy)-benzophenone; 4-(2-methylpropoxy)cinnamic acid 4-ester of 2-hydroxy-4-(2-hydroxyethoxy)benzophenone; 4-N-decylaminobenzoic acid 4-ester of 2-hydroxy-4-(2-hydroxyethoxy)benzophenone; 4-N,N-butylmethylaminobenzoic acid 4-ester of 2-hydroxy-4-(2-hydroxy-ethoxy)benzophenone; 4-N,N-(2-ethylhexyl)methylaminobenzoic acid 4-ester of 2-hydroxy-4-(2-hydroxyethoxy)benzophenone; 4-N,N-butylmethylaminobenzoic acid ester of 4-(2-hydroxyethoxy)- dibenzoylmethane; 4-N,N-(2-ethylhexyl)methylaminobenzoic acid ester of 4-(2-hydroxyethoxy)dibenzoylmethane; N,N-di-(2-ethylhexyl)-4-aminobenzoic acid ester of 2-hydroxy-4-(2-hydroxyethoxy)benzophenone; and N,N-di-(2-ethylhexyl)-4-aminobenzoic acid ester of 4-(2-hydroxyethoxy)dibenzoylmethane.
Claim 10
Dependent Claim
191 words
A sunscreen composition comprising: (a) a sunscreen compound having the general structure X - Y - Z wherein: (i) X is a substituted, carbonyl-containing, aromatic ring-containing chromophore moiety which as an independent chromophore moiety in a separate molecule would exhibit at least one absorption maximum having molar absorptivity value of at least about 9,000 within the range of from about 320 to about 400 nm; (ii) Z is a substituted, carbonyl-containing, aromatic ring-containing chromophore moiety which as an independent chromophore moiety in a separate molecule would exhibit a molar absorptivity value of at least about 4,000 for at least one wavelength within the range of from about 290 to about 320 nm; and which furthermore as an independent chromophore moiety in a separate molecule would not exhibit an absorption maximum having a molar absorptivity value greater than about 9,000 for any wavelength above about 320 nm; and (iii) Y is a linking moiety which covalently bonds the X and Z moieties into one molecule and which furthermore separates the X and Z moieties such that the electron systems of said moieties are not directly coupled; and (b) a pharmaceutically-acceptable sunscreen carrier.
Claim 11
Dependent Claim
191 words
A sunscreen composition comprising: (a) a sunscreen compound having the general structure X - Y - Z wherein: (i) X is a substituted, carbonyl-containing, aromatic ring-containing chromophore moiety which as an independent chromophore moiety in a separate molecule would exhibit at least one absorption maximum having molar absorptivity value of at least about 9,000 within the range of from about 320 to about 400 nm; (ii) Z is a substituted, carbonyl-containing, aromatic ring-containing chromophore moiety which as an independent chromophore moiety in a separate molecule would exhibit a molar absorptivity value of at least about 4,000 for at least one wavelength within the range of from about 290 to about 320 nm; and which furthermore as an independent chromophore moiety in a separate molecule would not exhibit an absorption maximum having a molar absorptivity value greater than about 9,000 for any wavelength above about 320 nm; and (iii) Y is a linking moiety which covalently bonds the X and Z moieties into one molecule and which furthermore separates the X and Z moieties such that the electron systems of said moieties are not directly coupled; and (b) a pharmaceutically-acceptable sunscreen carrier.
Claim 12
Dependent Claim
146 words
A sunscreen composition according to Claim 8 wherein in the general formula for the sunscreen compound: (i) X is a substituted, carbonyl-containing, aromatic ring-containing chromophore moiety which as an independent chromophore moiety in a separate molecule would exhibit at least one absorption maximum having a molar absorptivity value of at least about 20,000 within the range of from about 320 to about 400 nm; and (ii) Z is a substituted, carbonyl-containing, aromatic ring-containing chromophore moiety which as an independent chromophore moiety in a separate molecule would exhibit at least one absorption maximum having a molar absorptivity value of at least 15,000 within the range of from about 290 to about 320 nm; and which furthermore as an independent chromophore moiety in a separate molecule would not exhibit an absorption maximum having a molar absorptivity value greater than about 9,000 for any wavelength above about 320 nm.
Claim 13
Dependent Claim
21 words
A sunscreen composition comprising: (a) a pharmaceutically acceptable carrier; and (b) a sunscreen compound according any of Claims 1 through 10.
Claim 14
Independent Claim
49 words
A method for protecting the skin of humans or lower animals from the effect of UVA and UVB wavelength radiation, said method comprising topically applying to the skin of the human or lower animal an effective coating of a sunscreen composition according to any of Claims 9 through 11.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
Maintenance schedule is calculated for granted US utility patents.