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US5298647A Expired / Lapsed US ⏱️ 0.0 years remaining

Aromatic compounds of amide structure derived from aminobenzoic acids, hydroxy-benzoic acids, cinnamic acids, urocanic acids and benzimidazoles, absorbing UVB and/or UVA

Assignee: Individual
•
Filing: 1987-02-13
•
Granted: 1994-03-29
•
Expires: 2007-02-13
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Abstract

Abstract Aromatic compounds absorbing UVB and/or UVA, substituted with an amide function, selected from the group consisting of ##STR1## whose variable substituents are as defined in the specification, e.g. ##STR2## are useful as photoprotective agents or tanning accelerators.

Inventors

  • 👤 Dominique Robert
  • 👤 Louis Jung

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 10:28
CPC Classifications
A; A61; A61Q; A61Q17/00; A61Q17/04; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/44; A61K8/447; A61K8/49; A61K8/494; A61K8/4946; C; C07; C07D; C07D233/00; C07D233/54

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 393 words
A compound of the formula selected from the group consisting of ##STR29## wherein R is a member selected from the group consisting of ##STR30## R 1 is hydrogen, alkyl or aryl; R 2 is hydrogen, alkyl, aryl, or a member selected from the group consisting of ##STR31## R 3 and R 4 are each independently selected from the group consisting of hydrogen, hydroxy, CH 3 --O--, an acid group, primary amino, --NHCOR, and --COOR'; and R 5 and R 6 are each independently selected from the group consisting of hydrogen, alkyl, cyano and aryl; or wherein ##STR32## of Formulas (I) and (III) above is a member selected from the group consisting of ##STR33## a peptide structure comprising at least two amino acid residues; in which X and Y are each independently selected from the group consisting of hydrogen, alkyl, hydroxyalkyl, aryl, aminoalkyl and aminoaryl; Z is hydrogen, alkyl or aryl; n is an integer from 1 to 6; and R' is selected from the group consisting of hydrogen, alkyl, aryl, aminoalkyl, aminoaryl, and an organic or mineral salt; excluding compounds of the formula (I) wherein R 4 is H, R 3 is NH 2 , R 1 is H and R 2 is --CH 2 --COOCH 3 ; wherein R 4 is H, R 3 is NH 2 , R 1 is H and R 2 is ##STR34## wherein R 4 is NH 2 , R 3 is H, R 1 is H, and R 2 is --CH 2 COX' or ##STR35## in which X' is hydrogen or a peptide residue; wherein R 4 is H, R 3 is NH 2 , R 1 is H and R 2 is --CH(COOH)--CH 3 , --CH(COOH)--CH(CH 3 ) 2 , --CH(COOH)--CH 2 CH(CH 3 ) 2 , --CH(COOH)--CH 2 OH, --CH(COOH)--(CH 2 ) 2 --S--CH 3 , or --CH(COOH)--CH 2 COOH; wherein R 4 is H, R 3 is OH, R 1 is H and R 2 is --CH 2 COOX, ##STR36## or --C 6 H 5 in which Hal - is Cl or Br, R 7 and R 8 are C 1-5 alkyl, R 9 is C 3-8 alkyl or benzylalkyl, and m is an integer from 2 to 12; and excluding compounds of the formula (III) wherein R 4 is --OCH 3 and R 3 , R 5 and R 6 are H.
Claim 2
Dependent Claim 393 words
A compound of the formula selected from the group consisting of ##STR29## wherein R is a member selected from the group consisting of ##STR30## R 1 is hydrogen, alkyl or aryl; R 2 is hydrogen, alkyl, aryl, or a member selected from the group consisting of ##STR31## R 3 and R 4 are each independently selected from the group consisting of hydrogen, hydroxy, CH 3 --O--, an acid group, primary amino, --NHCOR, and --COOR'; and R 5 and R 6 are each independently selected from the group consisting of hydrogen, alkyl, cyano and aryl; or wherein ##STR32## of Formulas (I) and (III) above is a member selected from the group consisting of ##STR33## a peptide structure comprising at least two amino acid residues; in which X and Y are each independently selected from the group consisting of hydrogen, alkyl, hydroxyalkyl, aryl, aminoalkyl and aminoaryl; Z is hydrogen, alkyl or aryl; n is an integer from 1 to 6; and R' is selected from the group consisting of hydrogen, alkyl, aryl, aminoalkyl, aminoaryl, and an organic or mineral salt; excluding compounds of the formula (I) wherein R 4 is H, R 3 is NH 2 , R 1 is H and R 2 is --CH 2 --COOCH 3 ; wherein R 4 is H, R 3 is NH 2 , R 1 is H and R 2 is ##STR34## wherein R 4 is NH 2 , R 3 is H, R 1 is H, and R 2 is --CH 2 COX' or ##STR35## in which X' is hydrogen or a peptide residue; wherein R 4 is H, R 3 is NH 2 , R 1 is H and R 2 is --CH(COOH)--CH 3 , --CH(COOH)--CH(CH 3 ) 2 , --CH(COOH)--CH 2 CH(CH 3 ) 2 , --CH(COOH)--CH 2 OH, --CH(COOH)--(CH 2 ) 2 --S--CH 3 , or --CH(COOH)--CH 2 COOH; wherein R 4 is H, R 3 is OH, R 1 is H and R 2 is --CH 2 COOX, ##STR36## or --C 6 H 5 in which Hal - is Cl or Br, R 7 and R 8 are C 1-5 alkyl, R 9 is C 3-8 alkyl or benzylalkyl, and m is an integer from 2 to 12; and excluding compounds of the formula (III) wherein R 4 is --OCH 3 and R 3 , R 5 and R 6 are H.
Claim 3
Dependent Claim 21 words
A compound according to Formula (I) of claim 1, wherein R 4 is H and R 3 is NH 2 .
Claim 4
Dependent Claim 20 words
A compound of Formula (I) according to claim 1, wherein R 4 is NH 2 and R 3 is H.
Claim 5
Dependent Claim 19 words
A compound of Formula (I) according to claim 1, wherein R 4 is H and R 3 is OH.
Claim 6
Dependent Claim 26 words
A compound of Formula (III) according to claim 1, wherein R 3 and R 4 are H, R 5 is phenyl, and R 6 is --CN.
Claim 7
Dependent Claim 29 words
A compound according to Formula (III) of claim 1, wherein R 3 , R 5 and R 6 are H, R 4 is --OCH 3 , and wherein ##STR37##
Claim 8
Dependent Claim 19 words
A compound of Formula (II) according to claim 1, wherein R 4 is H and R 3 is COOR'.
Claim 9
Dependent Claim 19 words
A compound of Formula (II) according to claim 1, wherein R 4 is COOH and R 3 is H.
Claim 10
Dependent Claim 19 words
A compound of Formula (I) according to claim 1, wherein R 4 is H and R 3 is NHCOR.
Claim 11
Dependent Claim 19 words
A compound of Formula (I) according to claim 1, wherein R 3 is H and R 4 is NHCOR.
Claim 12
Dependent Claim 29 words
A compound of Formula (III) according to claim 1, wherein R 4 is --OCH 3 , R 3 , R 5 and R 6 are H, and wherein ##STR38##
Claim 13
Dependent Claim 11 words
An aromatic compound as claimed in claim 1, which is ##STR39##

References Cited (Backward Citations)

FR890933A Cited
DE957162C Cited
FR1184710A Cited
DE1443923A1 Cited
FR2204628A1 Cited
DE2932923A1 Cited
FR2579461A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1997-03-28 1997-09-27 1998-03-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2001-03-28 2001-09-27 2002-03-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2005-03-28 2005-09-27 2006-03-29 $7700.00 Window Closed / Lapsed

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