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US6277364B1 Expired / Lapsed US ⏱️ 0.0 years remaining

Polyurethanes as topical skin protectants

Assignee: Mylan Bertek Pharmaceuticals Inc
•
Filing: 1998-10-09
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Granted: 2001-08-21
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Expires: 2018-10-09
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Abstract

Abstract Polyurethane compositions for the protection of skin from material that is harmful to the skin or substances that are capable of penetrating the skin, are described.

Inventors

  • 👤 Daniel A. W. Bucks
  • 👤 Albert M Dorsky
  • 👤 Sui Yuen Eddie Hou

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 04:01
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/74; C08G18/75; C08G18/758; A; A61; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/84; A61K8/87; A61Q; A61Q17/00; C08G18/28; C08G18/40; C08G18/48; C08G18/4825

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 249 words
A method for protecting the skin of a mamnmal, comprising applying to the skin of a mammal an effective amount of a polyurethane of Formula (I) in the absence of a pharmacologically active agent: H-[-(YR) m —OC(O)NH-X-NHC(O)] n —(YR) m —OC(O)NH—X—NHC(O)O—(RY) m —[C(O)NH—X—NHC(O)O—(RY) m -]n -H   (I) wherein: X is an alkylene or alkenylene radical containing from 1 to about 20 carbon atoms, or a cycloalkylene or cycloalkenylene radical containing from about 5 to 20 carbon atoms, or a mononuclear or fused ring arylene radical containing from about 6 to about 10 carbon atoms, unsubstituted or substituted with one or more lower alkyl, lower alkoxy, lower alkoxy-substituted lower alkyl, nitro or amino groups or halogen atoms; Y is oxygen, sulfur or —NR′—, where R′ is hydrogen or lower alkyl; R is the same or different, and is chosen from alkylene, alkenylene, —-SiR 2 R 3 —, and —CR 2 R 3 NR 4 —CR 2 R 3 —, wherein R 2 , R 3 and R 4 are independently hydrogen or lower alkyl; m is an integer selected to provide a (YR) moiety having a molecular weight of from about 40 to about 10,000; and n and n′ are the same or a different integer from 0-30 inclusive, correlated with m so as to provide a polyurethane compound having a molecular weight of up to about 200,000; wherein said polyurethane forms a barrier on the surface of the skin and is absorbed into the outer layer of the skin.
Claim 2
Independent Claim 249 words
A method for protecting the skin of a mamnmal, comprising applying to the skin of a mammal an effective amount of a polyurethane of Formula (I) in the absence of a pharmacologically active agent: H-[-(YR) m —OC(O)NH-X-NHC(O)] n —(YR) m —OC(O)NH—X—NHC(O)O—(RY) m —[C(O)NH—X—NHC(O)O—(RY) m -]n -H   (I) wherein: X is an alkylene or alkenylene radical containing from 1 to about 20 carbon atoms, or a cycloalkylene or cycloalkenylene radical containing from about 5 to 20 carbon atoms, or a mononuclear or fused ring arylene radical containing from about 6 to about 10 carbon atoms, unsubstituted or substituted with one or more lower alkyl, lower alkoxy, lower alkoxy-substituted lower alkyl, nitro or amino groups or halogen atoms; Y is oxygen, sulfur or —NR′—, where R′ is hydrogen or lower alkyl; R is the same or different, and is chosen from alkylene, alkenylene, —-SiR 2 R 3 —, and —CR 2 R 3 NR 4 —CR 2 R 3 —, wherein R 2 , R 3 and R 4 are independently hydrogen or lower alkyl; m is an integer selected to provide a (YR) moiety having a molecular weight of from about 40 to about 10,000; and n and n′ are the same or a different integer from 0-30 inclusive, correlated with m so as to provide a polyurethane compound having a molecular weight of up to about 200,000; wherein said polyurethane forms a barrier on the surface of the skin and is absorbed into the outer layer of the skin.
Claim 3
Dependent Claim 13 words
The method of claim 1 wherein said polyurethane is combined with a diluent.
Claim 4
Dependent Claim 15 words
The method of claim 2 wherein said diluent is a solvent, emollient, humectant or emulsifier.
Claim 5
Dependent Claim 22 words
The method of claim 1 , wherein the polyurethane is applied as a cream, ointment, gel, lotion, foam, aerosol, spray, or liquid.
Claim 6
Dependent Claim 12 words
The method of claim 4 , wherein the composition is a liquid.
Claim 7
Dependent Claim 13 words
The method of claim 5 , wherein the composition further comprises an alcohol.
Claim 8
Dependent Claim 19 words
The method of claim 1 , wherein Y is oxygen, X is a cycloalkylene radical and R is alkylene.
Claim 9
Dependent Claim 14 words
The method of claim 7 , wherein X is 4,4′-dicyclohexylmethane and R is 1,2-propylene.
Claim 10
Dependent Claim 29 words
The method of claim 8 , wherein m is 12, and one of n and n′ is 0 and the other one of n and n′ is from 1-3.
Claim 11
Dependent Claim 29 words
The method of claim 8 , wherein m is 51, and one of n and n′ is 0 and the other one of n and n′ is from 1-3.
Claim 12
Dependent Claim 14 words
The method of claim 9 , wherein X is 4,4′-dicyclohexylmethane and R is ethylene.
Claim 13
Dependent Claim 29 words
The method of claim 11 , wherein m is 8, and one of n and n′ is 0 and the other one of n and n′ is from 1-3.
Claim 14
Dependent Claim 48 words
The method of claim 1 wherein the polyurethane of Formula (I) is selected from the group consisting of poly[oxy(methyl-1,2-ethanediyl)], α-hydro-ω-hydroxy-, polymer with 1,1′methylene-bis-[4-isocyanatocyclohexane] and having a molecular weight of 4000; poly[oxy(methyl-1,2-ethanediyl)], α-hydro-ω-hydroxy-, polymer with 1,1′-methylene-bis-[4-isocyanatocyclohexane] and having a molecular weight of 14,000; and poly(oxy-1,2-ethanediyl), αhydro-ω-hydroxy-, polymer with 1,1′-methylene-bis-[4-isocyanatocyclohexane].
Claim 15
Dependent Claim 9 words
The method of claim 1 , wherein X is
Claim 16
Dependent Claim 12 words
The method of claim 1 , wherein Y is oxygen or —NR′—.
Claim 17
Dependent Claim 19 words
The method of claim 1 , wherein R is an alkylene radical containing about 2 to 6 carbon atoms.
Claim 18
Dependent Claim 34 words
The method claim 16 wherein R is —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, —CH 2 (CH 3 )—CH 2 — or —CH 2 CH 2 (CH 3 )—.
Claim 19
Dependent Claim 19 words
The method of claim 1 , wherein R is an alkenylene radical containing about 1 to 2 double bonds.
Claim 20
Dependent Claim 16 words
The method of claim 1 , wherein m is an integer from about 1 to 60.
Claim 21
Dependent Claim 30 words
The method of claim 1 , wherein n and n are correlated with m so as to provide a polyurethane compound having a molecular weight of about 220 to 200,000.
Claim 22
Dependent Claim 30 words
The method of claim 20 , wherein n and n are correlated with m so as to provide a polyurethane compound having a molecular weight of about 1000 to 20,000.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 2004-08-20 2005-02-19 2005-08-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2008-08-20 2009-02-19 2009-08-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2012-08-20 2013-02-19 2013-08-21 $7700.00 Window Closed / Lapsed

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