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US4537776A Expired / Lapsed US ⏱️ 0.0 years remaining

Penetrating topical pharmaceutical compositions containing N-(2-hydroxyethyl) pyrrolidone

Assignee: Procter and Gamble Co
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Filing: 1983-06-21
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Granted: 1985-08-27
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Expires: 2003-06-21
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Abstract

Abstract Topical pharmaceutical compositions comprising a pharmaceutically-active agent and a novel, penetration-enhancing vehicle or carrier are disclosed. The vehicle or carrier comprises a binary combination of N-(2-Hydroxyethyl) pyrrolidone and a "cell-envelope disordering compound". The compositions provide marked transepidermal and percutaneous delivery of the active selected. A method of treating certain pathologies and conditions responsive to the selected active, systemically or locally, is also disclosed.

Inventors

  • 👤 Eugene R. Cooper

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 07:53
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/56; A61K31/57; A61K45/00; A61K45/06; A61K47/00; A61K47/06; A61K47/22; A61K9/00; A61K9/0012; A61K9/0014

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 133 words
A penetration-enhancing pharmaceutical composition for topical application, comprising: (a) a safe and effective amount of a non-steroidal anti-inflammatory agent selected from the group consisting of salicylic acid, acetyl salicylic acid, methyl salicylate, glycol salicylate, salicylmides, benzyl-2,5-diacetoxybenzoic acid, ibuprofen, fulindac, naproxen, ketoprofen, etofenamate, phenylbutazone, indomethacin, piroxicam, and mixtures thereof; (b) 0% to about 80% by weight of a solvent selected from ethanol or 2-propanol; (c) 0% to about 80% by weight water; and (d) about 10% to about 99.9% by weight of a penetration-enhancing vehicle consisting essentially of (i) N-(2-hydroxyethyl)pyrrolidone, and (ii) a cell-envelope disordering compound selected from the group consisting of methyl laurate, oleic acid, oleyl alcohol, monoolein, myristyl alcohol, and mixtures thereof; wherein component (d)(i) and (d)(ii) are present in a ratio of (d)(i):(d)(ii) of about 1:5 to about 500:1 by weight.
Claim 2
Dependent Claim 133 words
A penetration-enhancing pharmaceutical composition for topical application, comprising: (a) a safe and effective amount of a non-steroidal anti-inflammatory agent selected from the group consisting of salicylic acid, acetyl salicylic acid, methyl salicylate, glycol salicylate, salicylmides, benzyl-2,5-diacetoxybenzoic acid, ibuprofen, fulindac, naproxen, ketoprofen, etofenamate, phenylbutazone, indomethacin, piroxicam, and mixtures thereof; (b) 0% to about 80% by weight of a solvent selected from ethanol or 2-propanol; (c) 0% to about 80% by weight water; and (d) about 10% to about 99.9% by weight of a penetration-enhancing vehicle consisting essentially of (i) N-(2-hydroxyethyl)pyrrolidone, and (ii) a cell-envelope disordering compound selected from the group consisting of methyl laurate, oleic acid, oleyl alcohol, monoolein, myristyl alcohol, and mixtures thereof; wherein component (d)(i) and (d)(ii) are present in a ratio of (d)(i):(d)(ii) of about 1:5 to about 500:1 by weight.
Claim 3
Dependent Claim 22 words
A composition according to claim 1 wherein component (d) is present at a level of about 15% to about 99.9% by weight.
Claim 4
Dependent Claim 22 words
A compound according to claim 2 wherein component (d) is present at a level of about 25% to about 99.9% by weight.
Claim 5
Dependent Claim 26 words
A composition according to claim 1 wherein components (d)(i) and (d)(ii) are present in a ratio of (d)(i):(d)(ii) of about 5:1 to about 100:1 by weight.
Claim 6
Dependent Claim 26 words
A composition according to claim 4 wherein components (d)(i) and (d)(ii) are present in a ratio of (d)(i):(d)(ii) of about 10:1 to about 100:1 by weight.
Claim 7
Dependent Claim 26 words
A composition according to claim 5 wherein components (d)(i) and (d)(ii) are present in a ratio of (d)(i):(d)(ii) of about 15:1 to about 100:1 by weight.
Claim 8
Dependent Claim 22 words
A composition according to claim 1 wherein component (b) is present at a level of about 0% to about 70% by weight.
Claim 9
Dependent Claim 25 words
A composition according to claim 1 wherein component (d)(ii) is selected from the group consisting of methyl laurate, oleic acid, myristyl alcohol, and mixtures thereof.
Claim 10
Dependent Claim 12 words
A composition according to claim 8 wherein component (d)(ii) is methyl laurate.
Claim 11
Dependent Claim 12 words
A composition according to claim 8 wherein component (d)(ii) is oleic acid.
Claim 12
Dependent Claim 134 words
A penetration-enhancing pharmaceutical composition for topical application, comprising: (a) about 0.01% to about 10%, by weight, of a non-steroidal anti-inflammatory agent selected from the group consisting of salicylic acid, acetyl salicylic acid, methyl salicylate, glycol salicylate, salicylmides, benzyl-2,5-diacetoxybenzoic acid, ibuprofen, fulindac, naproxen, ketoprofen, etofenamate, phenylbutazone, indomethacin, piroxicam, and mixtures thereof; (b) 0% to about 80% by weight of a solvent selected from ethanol and 2-propanol; (c) 0% to about 80% by weight water; (d) about 10% to about 99.9% by weight of a penetration-enhancing vehicle consisting essentially of (i) N-(2-hydroxyethyl)pyrrolidone, and (ii) a cell-envelope disordering compound selected from the group consisting of methyl laurate, oleic acid, oleyl alcohol, monoolein, myristyl alcohol, and mixtures thereof; wherein component (d)(i) and (d)(ii) are present in a ratio of (d)(i):(d)(ii) of about 5:1 to about 100:1 by weight.
Claim 13
Dependent Claim 134 words
A penetration-enhancing pharmaceutical composition for topical application, comprising: (a) about 0.01% to about 10%, by weight, of a non-steroidal anti-inflammatory agent selected from the group consisting of salicylic acid, acetyl salicylic acid, methyl salicylate, glycol salicylate, salicylmides, benzyl-2,5-diacetoxybenzoic acid, ibuprofen, fulindac, naproxen, ketoprofen, etofenamate, phenylbutazone, indomethacin, piroxicam, and mixtures thereof; (b) 0% to about 80% by weight of a solvent selected from ethanol and 2-propanol; (c) 0% to about 80% by weight water; (d) about 10% to about 99.9% by weight of a penetration-enhancing vehicle consisting essentially of (i) N-(2-hydroxyethyl)pyrrolidone, and (ii) a cell-envelope disordering compound selected from the group consisting of methyl laurate, oleic acid, oleyl alcohol, monoolein, myristyl alcohol, and mixtures thereof; wherein component (d)(i) and (d)(ii) are present in a ratio of (d)(i):(d)(ii) of about 5:1 to about 100:1 by weight.
Claim 14
Dependent Claim 22 words
A composition according to claim 11 wherein component (d) is present at a level of about 15% to about 99.9% by weight.
Claim 15
Dependent Claim 22 words
A compound according to claim 12 wherein component (d) is present at a level of about 25% to about 99.9% by weight.
Claim 16
Dependent Claim 26 words
A composition according to claim 11 wherein components (d)(i) and (d)(ii) are present in a ratio of (d)(i):(d)(ii) of about 10:1 to about 100:1 by weight.
Claim 17
Dependent Claim 26 words
A composition according to claim 14 wherein components (d)(i) and (d)(ii) are present in a ratio of (d)(i):(d)(ii) of about 15:1 to about 100:1 by weight.
Claim 18
Dependent Claim 22 words
A composition according to claim 11 wherein component (b) is present at a level of about 0% to about 70% by weight.
Claim 19
Dependent Claim 25 words
A composition according to claim 11 wherein component (d)(ii) is selected from the group consisting of methyl laurate, oleic acid, myristyl alcohol, and mixtures thereof.
Claim 20
Dependent Claim 12 words
A composition according to claim 17 wherein component (d)(ii) is methyl laurate.
Claim 21
Dependent Claim 12 words
A composition according to claim 17 wherein component (d)(ii) is oleic acid.
Claim 22
Dependent Claim 24 words
A composition according to claim 1 wherein the non-steroidal anti-inflammatory agent is present at a level of about 0.05% to about 10% by weight.
Claim 23
Dependent Claim 40 words
A composition according to claim 1 wherein said composition is substantially free of any single member of the saturated straight chain C 16 -C 20 normal fatty alcohols or saturated straight chain C 4 -C 20 mono- or dicarboxylic acids.
Claim 24
Dependent Claim 40 words
A composition according to claim 21 wherein said composition contains less than 3.5%, by weight, of any single saturated straight chain C 16 -C 20 normal fatty alcohols or saturated straight chain C 4 -C 20 mono- and dicarboxylic acids.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-08-26 1989-02-25 1989-08-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-08-26 1993-02-25 1993-08-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-08-26 1997-02-25 1997-08-27 $7700.00 Window Closed / Lapsed

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