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US4518789A Expired / Lapsed US ⏱️ 0.0 years remaining

Phenyl alpha-acyloxyacetamide derivatives and their therapeutic use

Assignee: Individual
•
Filing: 1983-05-17
•
Granted: 1985-05-21
•
Expires: 2003-05-17
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Abstract

Abstract Therapeutic as well as preventive measures to alleviate the symptoms of dermatologic and other conditions and disorders with phenyl alpha-acyloxyacetamide derivatives is disclosed. Dermatologic and other conditions and disorders in humans in which the compounds may be useful include pruritus, atopic dermatitis, eczema, psoriasis, acne, dry skin, dandruff, malodors of integumental areas; and various aches, pains and discomforts of skin, joints and other body parts. The phenyl alpha-acyloxyacetamide derivatives include, for example, N-ethyl phenyl alpha-acetoxyacetamide, N-benzyl phenyl-alpha-acetoxyacetamide, N-phenethyl phenyl-alpha-acetoxyacetamide, N-benzyl diphenyl-alpha-acetoxyacetamide and N-phenethyl diphenyl-alpha-acetoxyacetamide. The compositions containing the active ingredients are also useful for treatment of skin conditions or disorders, and musculoskeletal disorders, of domestic animals, for example dogs, such as dry skin, scurf, eczema, mange, prurigo, malodors, arthritis or myositis. Some phenyl-alpha-acyloxyacetamide derivatives may have a tranquilizing effect.

Inventors

  • 👤 Ruey J. Yu
  • 👤 Eugene J. Van Scott

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 07:02
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/42; A61K31/00; A61K31/16; A61K31/165; A61K31/21; A61K31/215; A61K31/22; A61K31/33; A61K31/395; A61K31/41; A61K31/415; A61K31/56; A61K31/57; A61K31/58; A61K31/585; A61K31/70; A61Q; A61Q17/00; A61Q19/00; A61Q5/00; A61Q5/006; C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/36; C07D213/40; A61Q19/007

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 171 words
A therapeutic composition comprising an antipruritic or antiinflammatory effective amount of a phenyl-alpha-acyloxyacetamide compound having the formula: ##STR3## wherein R 1 , R 2 =H, alkyl or aralkyl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, R 3 =alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; R 4 =H, alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; and the hydrogen atom of the phenyl, R 1 , R 2 , R 3 or R 4 may be substituted by a nonfunctional halogen or a radical such as a lower alkyl or alkoxy having 1 to 9 carbon atoms; and the carbon atom of R 1 or R 2 may be substituted by a nonfunctional N, S or O, in a pharmaceutically acceptable vehicle for topical application to involved body areas or internal administration.
Claim 2
Dependent Claim 171 words
A therapeutic composition comprising an antipruritic or antiinflammatory effective amount of a phenyl-alpha-acyloxyacetamide compound having the formula: ##STR3## wherein R 1 , R 2 =H, alkyl or aralkyl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, R 3 =alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; R 4 =H, alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; and the hydrogen atom of the phenyl, R 1 , R 2 , R 3 or R 4 may be substituted by a nonfunctional halogen or a radical such as a lower alkyl or alkoxy having 1 to 9 carbon atoms; and the carbon atom of R 1 or R 2 may be substituted by a nonfunctional N, S or O, in a pharmaceutically acceptable vehicle for topical application to involved body areas or internal administration.
Claim 3
Dependent Claim 72 words
The phenyl-alpha-acyloxyacetamide compound of claim 1 wherein the compound is a member selected from the group consisting of: N-ethyl phenyl-alpha-acetoxyacetamide N-phenethyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-phenylacetoxyacetamide N-phenethyl phenyl-alpha-phenylacetoxyacetamide N-ethyl phenyl-alpha-benzoyloxyacetamide N-allyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-lauroyloxyacetamide N-phenethyl phenyl-alpha-linoleoyloxyacetamide N-phenethyl phenyl-alpha-linolenoyloxyacetamide N-isopropyl phenyl-alpha-acetoxyacetamide N-t-butyl phenyl-alpha-acetoxyacetamide N-p-chlorobenxyl phenyl-alpha-acetoxyacetamide N-p-methoxybenzyl phenyl-alpha-acetoxyacetamide N-p-methoxyphenethyl phenyl-alpha-acetoxyacetamide N-benzyl phenyl-alpha-acetoxyacetamide N-(3,4-dimethoxyphenethyl) phenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) phenyl-alpha-acetoxyacetamide N-hydroxyethylthioethylphenyl-alpha-acetoxyacetamide N-(2-phenylethanol) phenyl-alpha-acetoxyacetamide N,N-dibenzyl phenyl-alpha-acetoxyacetamide N-hydroxyethoxyethyl phenyl-alpha-acetoxyacetamide N-diphenylmethyl phenyl-alpha-acetoxyacetamide N-p-fluorobenzyl phenyl-alpha-acetoxyacetamide N-p-methylbenzyl phenyl-alpha-acetoxyacetamide N-p-chlorophenethyl phenyl-alpha-acetoxyacetamide N-phenylpropyl phenyl-alpha-acetoxyacetamide; and N-phenylbutyl phenyl-alpha-acetoxyacetamide.
Claim 4
Dependent Claim 61 words
The phenyl-alpha-acyloxyacetamide compound of claim 1 wherein the compound is a member selected from the group consisting of: N-ethyl-diphenyl-alpha-acetoxyacetamide N-phenethyl diphenly-alpha-acetoxyacetamide N-ethyl diphenyl-alpha-phenylacetoxyacetamide N-phenethyl diphenyl-alpha-phenylacetoxyacetamide N-isopropyl diphenyl alpha-acetoxyacetamide N-t-butyl diphenyl alpha-acetoxyacetamide N-benzyl diphenyl-alpha-acetoxyacetamide N-allyl diphenyl-alpha-acetoxyacetamide N,N-diethyl diphenyl-alpha-acetozyacetamide N-(N',N'-diethylaminoethyl) diphenyl-alpha-acetoxyacetamide N-P-chlorobenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxybenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxyphenethyl diphenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminopropyl) diphenyl-alpha-acetoxyacetamide N-(N',N'-dimethylamino propyl) diphenyl-alpha-acetoxyacetamide N-p-fluorobenzyl diphenyl-alpha-acetoxyacetamide N-p-methylbenzyl diphenyl-alpha-acetoxyacetamide N-p-chlorophenethyl diphenyl-alpha-acetoxyacetamide N-phenylpropyl diphenyl-alpha-acetoxyacetamide; and N-phenylbutyl diphenyl-alpha-acetoxyacetamide.
Claim 5
Dependent Claim 21 words
A therapeutic composition comprising, in combination, an antipruritic, or antiinflammatory-enhancing effectice amount of a phenyl-alpha-acyloxyacetamide compound having the formula: ##STR4## wherein:
Claim 6
Dependent Claim 21 words
A therapeutic composition comprising, in combination, an antipruritic, or antiinflammatory-enhancing effectice amount of a phenyl-alpha-acyloxyacetamide compound having the formula: ##STR4## wherein:
Claim 7
Dependent Claim 170 words
R 1 , R 2 =H, alkyl or aralkyl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, R 3 =aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; R 4 =H, alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; and the hydrogen atom of the phenyl, R 1 , R 2 , R 3 or R 4 may be substituted by a nonfunctional halogen or a radical such as a lower alkyl or alkoxy having 1 to 9 carbon atoms; and the carbon atom of R 1 or R 2 may be substituted by a nonfunctional N, S or O; an effective amount a dermatologic agent effective as an antiyeast, antifungal, antibacterial, antiviral, antiinflammatory, keratolytic, antipsoriatic, or antieczematic agent in a pharmaceutically acceptable vehicle for topical application to involved body areas or internal administration.
Claim 8
Dependent Claim 170 words
R 1 , R 2 =H, alkyl or aralkyl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, R 3 =aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; R 4 =H, alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; and the hydrogen atom of the phenyl, R 1 , R 2 , R 3 or R 4 may be substituted by a nonfunctional halogen or a radical such as a lower alkyl or alkoxy having 1 to 9 carbon atoms; and the carbon atom of R 1 or R 2 may be substituted by a nonfunctional N, S or O; an effective amount a dermatologic agent effective as an antiyeast, antifungal, antibacterial, antiviral, antiinflammatory, keratolytic, antipsoriatic, or antieczematic agent in a pharmaceutically acceptable vehicle for topical application to involved body areas or internal administration.
Claim 9
Dependent Claim 71 words
The phenyl-alpha-acyloxyacetamide compound of claim 4 wherein the compound is a member selected from the group consisting of: N-ethyl phenyl-alpha-acetoxyacetamide N-phenethyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-phenylacetoxyacetamide N-phenethyl phenyl-alpha-phenylacetoxyacetamide N-benzyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-benzoyloxyacetamide N-allyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-lauroyloxyacetamide N-phenethyl phenyl-alpha-linoleoyloxyacetamide N-phenethyl phenyl-alpha-linolenoyloxyacetamide N-isopropyl phenyl-alpha-acetoxyacetamide N-t-butyl phenyl-alpha-acetoxyacetamide N-p-chlorobenzyl phenyl-alpha-acetoxyacetamide N-p-methoxybenzyl phenyl-alpha-acetoxyacetamide N-p-methoxyphenethyl phenyl-alpha-acetoxyacetamide N-(3,4-dimethoxyphenethyl) phenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) phenyl-alpha-acetoxyacetamide N-hydroxyethylthioethylphenyl-alpha-acetoxyacetamide N-(2-phenylethanol) phenyl-alpha-acetoxyacetamide N,N-dibenzyl phenyl-alpha-acetoxyacetamide N-hydroxyethoxyethyl phenyl-alpha-acetoxyacetamide N-diphenylmethyl phenyl-alpha-acetoxyacetamide N-p-fluorobenzyl phenyl-alpha-acetoxyacetamide N-p-methylbenzyl phenyl-alpha-acetoxyacetamide N-p-chlorophenethyl phenyl-alpha-acetoxyacetamide N-phenylpropyl phenyl-alpha-acetoxyacetamide N-phenylbutyl phenyl-alpha-acetoxyacetamide.
Claim 10
Dependent Claim 61 words
The phenyl-alpha-acyloxyacetamide compound of claim 4 wherein the compound is a member selected from the group consisting of: N-ethyl diphenyl-alpha-acetoxyacetamide N-phenethyl diphenyl-alpha-acetoxyacetamide N-ethyl diphenyl-alpha-phenylacetoxyacetamide N-phenethyl diphenyl-alpha-phenylacetoxyacetamide N-isopropyl diphenyl alpha-acetoxyacetamide N-t-butyl diphenyl alpha-acetoxyacetamide N-benzyl diphenyl-alpha-acetoxyacetamide N-allyl diphenyl-alpha-acetoxyacetamide N,N-diethyl diphenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) diphenyl-alpha-acetoxyacetamide N-P-chlorobenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxybenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxyphenethyl diphenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminopropyl) diphenyl-alpha-acetoxyacetamide N-(N",N'-dimethylamino propyl) diphenyl-alpha-acetoxyacetamide N-p-fluorobenzyl diphenyl-alpha-acetoxyacetamide N-p-methylbenzyl diphenyl-alpha-acetoxyacetamide N-p-chlorophenethyl diphenyl-alpha-acetoxyacetamide N-phenylpropyl diphenyl-alpha-acetoxyacetamide N-phenylbutyl diphenyl-alpha-acetoxyacetamide.
Claim 11
Dependent Claim 189 words
Method of treatment to induce antipruritic, anti-inflammatory, antiarthritic, antieczematic, analgesic and tranquilizing effects in humans and animals comprising the administration of a composition comprising a therapeutic effective amount of a phenyl-alpha-acyloxyacetamide compound having the formula: ##STR5## wherein R 1 , R 2 =H, alkyl or aralkyl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, R 3 =alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; R 4 =H, alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; and the hydrogen atom of the phenyl, R 1 , R 2 , R 3 or R 4 may be substituted by a nonfunctional halogen or a radical such as a lower alkyl or alkoxy having 1 to 9 carbon atoms; and the carbon atom of R 1 or R 2 may be substituted by a nonfunctional N, S or O, in a pharmaceutically acceptable vehicle for topical application to involved body areas or internal administration.
Claim 12
Dependent Claim 189 words
Method of treatment to induce antipruritic, anti-inflammatory, antiarthritic, antieczematic, analgesic and tranquilizing effects in humans and animals comprising the administration of a composition comprising a therapeutic effective amount of a phenyl-alpha-acyloxyacetamide compound having the formula: ##STR5## wherein R 1 , R 2 =H, alkyl or aralkyl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, R 3 =alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; R 4 =H, alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; and the hydrogen atom of the phenyl, R 1 , R 2 , R 3 or R 4 may be substituted by a nonfunctional halogen or a radical such as a lower alkyl or alkoxy having 1 to 9 carbon atoms; and the carbon atom of R 1 or R 2 may be substituted by a nonfunctional N, S or O, in a pharmaceutically acceptable vehicle for topical application to involved body areas or internal administration.
Claim 13
Dependent Claim 70 words
The phenyl-alpha-acyloxyacetamide of claim 7 wherein the compound is a member selected from the group consisting of: N-ethyl phenyl-alpha-acetoxyacetamide N-phenethyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-phenylacetoxyacetamide N-phenethyl phenyl-alpha-phenylacetoxyacetamide N-ethyl phenyl-alpha-benzoyloxyacetamide N-allyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-lauroyloxyacetamide N-phenethyl phenyl-alpha-linoleoyloxyacetamide N-phenethyl phenyl-alpha-linolenoyloxyacetamide N-isopropyl phenyl-alpha-acetoxyacetamide N-t-butyl phenyl-alpha-acetoxyacetamide N-p-chlorobenzyl phenyl-alpha-acetoxyacetamide N-p-methoxybenzyl phenyl-alpha-acetoxyacetamide N-p-methoxyphenethyl phenyl-alpha-acetoxyacetamide N-(3,4-dimethoxyphenethyl) phenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) phenyl-alpha-acetoxyacetamide N-hydroxyethylthioethylphenyl-alpha-acetoxyacetamide N-(2-phenylethanol) phenyl-alpha-acetoxyacetamide N,N-dibenzyl phenyl-alpha-acetoxyacetamide N-hydroxyethoxyethyl phenyl-alpha-acetoxyacetamide N-diphenylmethyl phenyl-alpha-acetoxyacetamide N-p-fluorobenzyl phenyl-alpha-acetoxyacetamide N-p-methylbenzyl phenyl-alpha-acetoxyacetamide N-p-chlorophenethyl phenyl-alpha-acetoxyacetamide N-phenylpropyl phenyl-alpha-acetoxyacetamide N-phenylbutyl phenyl-alpha-acetoxyacetamide N-benzyl phenyl-alpha-acetoxyacetamide.
Claim 14
Dependent Claim 61 words
The phenyl-alpha-acyloxyacetamide of claim 7 wherein the compound is a member selected from the group consisting of: N-ethyl diphenyl-alpha-acetoxyacetamide N-phenethyl diphenyl-alpha-acetoxyacetamide N-ethyl diphenyl-alpha-phenylacetoxyacetamide N-phenethyl diphenyl-alpha-phenylacetoxyacetamide N-isopropyl diphenyl alpha-acetoxyacetamide N-t-butyl diphenyl alpha-acetoxyacetamide N-benzyl diphenyl-alpha-acetoxyacetamide N-allyl diphenyl-alpha-acetoxyacetamide N,N-diethyl diphenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) diphenyl-alpha-acetoxyacetamide N-P-chlorobenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxybenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxyphenethyl diphenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminopropyl) diphenyl-alpha-acetoxyacetamide N-(N',N'-dimethylamino propyl) diphenyl-alpha acetoxyacetamide N-p-fluorobenzyl diphenyl-alpha-acetoxyacetamide N-p-methylbenzyl diphenyl-alpha-acetoxyacetamide N-p-chlorophenethyl diphenyl-alpha-acetoxyacetamide N-phenylpropyl diphenyl-alpha-acetoxyacetamide N-phenylbutyl diphenyl-alpha-acetoxyacetamide.
Claim 15
Dependent Claim 70 words
The method of claim 7 wherein the compound is a member selected from the group consisting: N-ethyl phenyl-alpha-acetoxyacetamide N-phenethyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-phenylacetoxyacetamide N-benzyl phenyl-alpha-acetoxyacetamide N-phenethyl phenyl-alpha-phenylacetoxyacetamide N-ethyl phenyl-alpha-benzoyloxyacetamide N-allyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-lauroyloxyacetamide N-phenethyl phenyl-alpha-linoleoyloxyacetamide N-phenethyl phenyl-alpha-linolenoyloxyacetamide N-isopropyl phenyl-alpha-acetoxyacetamide N-t-butyl phenyl-alpha-acetoxyacetamide N-p-chlorobenzyl phenyl-alpha-acetoxyacetamide N-p-methoxybenzyl phenyl-alpha-acetoxyacetamide N-p-methoxyphenethyl phenyl-alpha-acetoxyacetamide N-(3,4-dimethoxyphenethyl) phenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) phenyl-alpha-acetoxyacetamide N-hydroxyethylthioethylphenyl-alpha-acetoxyacetamide N-(2-phenylethanol) phenyl-alpha-acetoxyacetamide N,N-dibenzyl phenyl-alpha-acetoxyacetamide N-hydroxyethoxyethyl phenyl-alpha-acetoxyacetamide N-diphenylmethyl phenyl-alpha-acetoxyacetamide N-p-fluorobenzyl phenyl-alpha-acetoxyacetamide N-p-methylbenzyl phenyl-alpha-acetoxyacetamide N-p-chlorophenethyl phenyl-alpha-acetoxyacetamide N-phenylpropyl phenyl-alpha-acetoxyacetamide; and N-phenylbutyl phenyl-alpha-acetoxyacetamide.
Claim 16
Dependent Claim 60 words
The method of claim 7 wherein the compound is a member selected from the group consisting of: N-ethyl diphenyl-alpha-acetoxyacetamide N-phenethyl diphenyl-alpha-acetoxyacetamide N-ethyl diphenyl-alpha-phenylacetoxyacetamide N-phenethyl diphenyl-alpha-phenylacetoxyacetamide N-isopropyl diphenyl alpha-acetoxyacetamide N-t-butyl diphenyl alpha-acetoxyacetamide N-benzyl diphenyl-alpha-acetoxyacetamide N-allyl diphenyl-alpha-acetoxyacetamide N,N-diethyl diphenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) diphenyl-alpha-acetoxyacetamide N-P-chlorobenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxybenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxyphenethyl diphenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminopropyl) diphenyl-alpha-acetoxyacetamide N-(N',N'-dimethylamino propyl) diphenyl-alpha-acetoxyacetamide N-p-fluorobenzyl diphenyl-alpha-acetoxyacetamide N-p-methylbenzyl diphenyl-alpha-acetoxyacetamide N-p-chlorophenethyl diphenyl-alpha-acetoxyacetamide N-phenylpropyl diphenyl-alpha-acetoxyacetamide N-phenylbutyl diphenyl-alpha-acetoxyacetamide.
Claim 17
Dependent Claim 211 words
Method of treatment to induce antripruritic, anti-inflammatory, antiarthritic, antieczematic, analgesic and tranquilizing effects in humans and animals comprising the administration of a composition comprising, in combination, a therapeutic effect amount of a phenyl-alpha-acyloxyacetamide compound having the following formula: ##STR6## wherein R 1 , R 2 =H, alkyl or aralkyl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, R 3 =alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; R 4 =H, alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; and the hydrogen atom of the phenyl, R 1 , R 2 , R 3 or R 4 may be substituted by a nonfunctional halogen or a radical such as a lower alkyl or alkoxy having 1 to 9 carbon atoms; and the carbon atom of R 1 or R 2 may be substituted by a nonfunctional N, S or O; an effective amount a dermatologic agent effective as an antiyeast, antifungal, antibacterial, antiviral, anti-inflammatory, keratolytic, antipsoriatic, or antieczematic agent in a pharmaceutically acceptable vehicle for topical application to involved body areas or internal administration.
Claim 18
Dependent Claim 211 words
Method of treatment to induce antripruritic, anti-inflammatory, antiarthritic, antieczematic, analgesic and tranquilizing effects in humans and animals comprising the administration of a composition comprising, in combination, a therapeutic effect amount of a phenyl-alpha-acyloxyacetamide compound having the following formula: ##STR6## wherein R 1 , R 2 =H, alkyl or aralkyl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, R 3 =alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; R 4 =H, alkyl, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms; and the hydrogen atom of the phenyl, R 1 , R 2 , R 3 or R 4 may be substituted by a nonfunctional halogen or a radical such as a lower alkyl or alkoxy having 1 to 9 carbon atoms; and the carbon atom of R 1 or R 2 may be substituted by a nonfunctional N, S or O; an effective amount a dermatologic agent effective as an antiyeast, antifungal, antibacterial, antiviral, anti-inflammatory, keratolytic, antipsoriatic, or antieczematic agent in a pharmaceutically acceptable vehicle for topical application to involved body areas or internal administration.
Claim 19
Dependent Claim 47 words
The composition of claim 12 wherein said agent is a member selected from the group consisting of clotrimazole, miconazole, nystatin, neomycin, gramicidin, haloprogin, griseofulvin, salicylic acid, sodium thiosulfate, selenium sulfide, zinc pyrithione, benzyl benzoate, crotamiton, lindane, phenol, methol, amphotericins, penicillins, corticosteroids, antihistamines, antibiotics, anthralin, or tar preparations.
Claim 20
Dependent Claim 70 words
The phenyl-alpha-acyloxyacetamide of claim 12 wherein the compound is a member selected from the group consisting of: N-ethyl phenyl-alpha-acetoxyacetamide N-phenethyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-phenylacetoxyacetamide N-phenethyl phenyl-alpha-phenylacetoxyacetamide N-ethyl phenyl-alpha-benzoyloxyacetamide N-allyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-lauroyloxyacetamide N-phenethyl phenyl-alpha-linoleoyloxyacetamide N-phenethyl phenyl-alpha-linolenoyloxyacetamide N-isopropyl phenyl-alpha-acetoxyacetamide N-t-butyl phenyl-alpha-acetoxyacetamide N-p-chlorobenzyl phenyl-alpha-acetoxyacetamide N-p-methoxybenzyl phenyl-alpha-acetoxyacetamide N-p-methoxyphenethyl phenyl-alpha-acetoxyacetamide N-(3,4-dimethoxyphenethyl) phenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) phenyl-alpha-acetoxyacetamide N-hydroxyethylthioethylphenyl-alpha-acetoxyacetamide N-(2-phenylethanol) phenyl-alpha-acetoxyacetamide N,N-dibenzyl phenyl-alpha-acetoxyacetamide N-hydroxyethoxyethyl phenyl-alpha-acetoxyacetamide N-diphenylmethyl phenyl-alpha-acetoxyacetamide N-p-fluorobenzyl phenyl-alpha-acetoxyacetamide N-p-methylbenzyl phenyl-alpha-acetoxyacetamide N-p-chlorophenethyl phenyl-alpha-acetoxyacetamide N-phenylpropyl phenyl-alpha-acetoxyacetamide N-phenylbutyl phenyl-alpha-acetoxyacetamide N-benzyl phenyl-alpha-acetoxyacetamide.
Claim 21
Dependent Claim 60 words
The phenyl-alpha-acyloxyacetamide of claim 12 wherein the compound is a member selected from the group consisting of: N-ethyl diphenyl-alpha-acetoxyacetamide N-phenethyl diphenyl-alpha-acetoxyacetamide N-ethyl diphenyl alpha-phenylacetoxyacetamide N-phenethyl diphenyl-alpha-phenylacetoxyacetamide N-isopropyl diphenyl alpha-acetoxyacetamide N-t-butyl diphenyl alpha-acetoxyacetamide N-benzyl diphenyl-alpha-acetoxyacetamide N-allyl diphenyl-alpha-acetoxyacetamide N,N-diethyl diphenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) diphenyl-alpha-acetoxyacetamide N-P-chlorobenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxybenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxyphenethyl diphenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminopropyl) diphenyl-alpha-acetoxyacetamide N-(N',N'-dimethylamino propyl)diphenyl-alpha-acetoxyacetamide N-p-fluorobenzyl diphenyl-alpha-acetoxyacetamide N-p-methylbenzyl diphenyl-alpha-acetoxyacetamide N-p-chlorophenethyl diphenyl-alpha-acetoxyacetamide N-phenylpropyl diphenyl-alpha-acetoxyacetamide N-phenylbutyl diphenyl-alpha-acetoxyacetamide.
Claim 22
Dependent Claim 70 words
The method of claim 12 wherein the compound is a member selected from the group consisting of: N-ethyl phenyl-alpha-acetoxyacetamide N-phenethyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-phenylacetoxyacetamide N-phenethyl phenyl-alpha-phenylacetoxyacetamide N-ethyl phenyl-alpha-benzoyloxyacetamide N-allyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-lauroyloxyacetamide N-phenethyl phenyl-alpha-linoleoyloxyacetamide N-phenethyl phenyl-alpha-linolenoyloxyacetamide N-isopropyl phenyl-alpha-acetoxyacetamide N-t-butyl phenyl-alpha-acetoxyacetamide N-p-chlorobenzyl phenyl-alpha-acetoxyacetamide N-p-methoxybenzyl phenyl-alpha-acetoxyacetamide N-p-methoxyphenethyl phenyl-alpha-acetoxyacetamide N-(3,4-dimethoxyphenethyl) phenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) phenyl-alpha-acetoxyacetamide N-hydroxyethylthioethylphenyl-alpha-acetoxyacetamide N-(2-phenylethanol) phenyl-alpha-acetoxyacetamide N,N-dibenzyl phenyl-alpha-acetoxyacetamide N-hydroxyethoxyethyl phenyl-alpha-acetoxyacetamide N-diphenylmethyl phenyl-alpha-acetoxyacetamide N-p-fluorobenzyl phenyl-alpha-acetoxyacetamide N-p-methylbenzyl phenyl-alpha-acetoxyacetamide N-p-chlorophenethyl phenyl-alpha-acetoxyacetamide N-phenylpropyl phenyl-alpha-acetoxyacetamide N-phenylbutyl phenyl-alpha-acetoxyacetamide N-benzyl phenyl-alpha-acetoxyacetamide.
Claim 23
Dependent Claim 60 words
The method of claim 12 wherein the compound is a member selected from the group consisting of: N-ethyl diphenyl-alpha-acetoxyacetamide N-phenethyl diphenyl-alpha-acetoxyacetamide N-ethyl diphenyl-alpha-phenylacetoxyacetamide N-phenethyl diphenyl-alpha-phenylacetoxyacetamide N-isopropyl diphenyl alpha-acetoxyacetamide N-t-butyl diphenyl alpha-acetoxyacetamide N-benzyl diphenyl-alpha-acetoxyacetamide N-allyl diphenyl-alpha-acetoxyacetamide N,N-diethyl diphenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) diphenyl-alpha-acetoxyacetamide N-P-chlorobenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxybenzyl diphenyl-alpha-acetoxy-acetamide N-P-methoxyphenethyl diphenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminopropyl diphenyl-alpha-acetoxyacetamide N-(N',N'-dimethylamino propyl) diphenyl-alpha-acetoxyacetamide N-p-fluorobenzyl diphenyl-alpha-acetoxyacetamide N-p-methylbenzyl diphenyl-alpha-acetoxyacetamide N-p-chlorophenethyl diphenyl-alpha-acetoxyacetamide N-phenylpropyl diphenyl-alpha-acetoxyacetamide N-phenylbutyl diphenyl-alpha-acetoxyacetamide.
Claim 24
Dependent Claim 185 words
Method of treatment comprising administering an antipruritic or anti-inflammatory effect amount of a phenyl-alpha-hydroxyacetamide compound having the formula: ##STR7## wherein R 1 , R 2 =H, alkyl or aralkyl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, R 3 =H, aklyk, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, and the hydrogen atom of the phenyl, R 1 , R 2 or R 3 may be substituted by a nonfunctional halogen or a radical such as a lower alkyl or alkoxy having 1 to 9 carbon atoms; and the carbon atom of R or R 2 may be substituted by a nonfunctional N, S or O; provided that both R 1 and R 2 are not N,N-diethyl, N,N-dipropyl, or N,N-dibutyl when R 3 =CH 3 and R 4 =H, and R 1 is not ethyl or isopropyl when R 2 is H and R 3 is phenyl in a pharmaceutically acceptable vehicle for topical application to involved body areas or internal administration.
Claim 25
Dependent Claim 185 words
Method of treatment comprising administering an antipruritic or anti-inflammatory effect amount of a phenyl-alpha-hydroxyacetamide compound having the formula: ##STR7## wherein R 1 , R 2 =H, alkyl or aralkyl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, R 3 =H, aklyk, aralkyl or aryl group of saturated or unsaturated, straight or branched chain or cyclic form, having 1 to 25 carbon atoms, and the hydrogen atom of the phenyl, R 1 , R 2 or R 3 may be substituted by a nonfunctional halogen or a radical such as a lower alkyl or alkoxy having 1 to 9 carbon atoms; and the carbon atom of R or R 2 may be substituted by a nonfunctional N, S or O; provided that both R 1 and R 2 are not N,N-diethyl, N,N-dipropyl, or N,N-dibutyl when R 3 =CH 3 and R 4 =H, and R 1 is not ethyl or isopropyl when R 2 is H and R 3 is phenyl in a pharmaceutically acceptable vehicle for topical application to involved body areas or internal administration.
Claim 26
Dependent Claim 77 words
The phenyl-alpha-hydroxyacetamide of claim 18 wherein the compound is a member selected from the group consisting of: N-ethyl phenyl-alpha-hydroxyacetamide N-phenethyl phenyl-alpha-hydroxyacetamide N-benzyl phenyl-alpha-hydroxyacetamide N,N-diethyl phenyl-alpha-hydroxyacetamide N-P-chlorobenzyl phenyl-alpha-hydroxyacetamide N-P-fluorobenzyl phenyl-alpha-hydroxyacetamide N-phenethyl diphenyl-alpha-hydroxyacetamide N-benzyl diphenyl-alpha-hydroxyacetamide N-P-chlorobenzyl diphenyl-alpha-hydroxyacetamide N,N-diethyl diphenyl-alpha-hydroxyacetamide N-(N',N'-diethylaminoethyl) diphenyl-alpha-hydroxyacetamide N-p-fluorobenzyl diphenyl-alpha-hydroxyacetamide N-isopropyl phenyl-alpha-hydroxyacetamide N-t-butyl phenyl-alpha-hydroxyacetamide N-(N',N'-diethylaminoethyl) phenyl-alpha-hydroxyacetamide N-allyl phenyl-alpha-hydroxyacetamide N-P-methoxybenzyl phenyl-alpha-hydroxyacetamide N-P-methoxyphenethyl phenyl-alpha-hydroxyacetamide N-(3,4-dimethoxyphenethyl) phenyl-alpha-hydroxyacetamide N-hydroxyethylthioethyl phenyl-alpha-hydroxyacetamide N-(N',N'-diethylaminopropyl) phenyl-alpha-hydroxyacetamide N-(N',N'-dimethylaminopropyl) phenyl-alpha-hydroxy-acetamide N-(N',N'-diethylaminopropyl) diphenyl-alpha-hydroxyacetamide N-(N',N'-dimethylaminopropyl) diphenyl-alpha-hydroxyacetamide N-P-methoxybenzyl diphenyl-alpha-hydroxyacetamide N-P-methoxyphenethyl diphenyl-alpha-hydroxyacetamide N-(3,4-dimethoxyphenethyl) diphenyl-alpha-hydroxy-acetamide N-hydroxyethylthioethyl diphenyl-alpha-hydroxy-acetamide N-t-butyl diphenyl-alpha-hydroxyacetamide N-allyl diphenyl-alpha-hydroxyacetamide.
Claim 27
Dependent Claim 63 words
A phenyl-alpha-acyloxyacetamide compound selected from the group consisting of: N-ethyl phenyl-alpha-acetoxyacetamide N-phenethyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-phenylacetoxyacetamide N-phenethyl phenyl-alpha-phenylacetoxyacetamide N-ethyl phenyl-alpha-benzoyloxyacetamide N-allyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-lauroyloxyacetamide N-phenethyl phenyl-alpha-linoleoyloxyacetamide N-phenethyl phenyl-alpha-linolenoyloxyacetamide N-isopropyl phenyl-alpha-acetoxyacetamide N-t-butyl phenyl-alpha-acetoxyacetamide N-p-chlorobenzyl phenyl-alpha-acetoxyacetamide N-p-methoxybenzyl phenyl-alpha-acetoxyacetamide N-p-methoxyphenylethyl phenyl-alpha-acetoxyacetamide N-(3,4-dimethoxyphenethyl) phenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) phenyl-alpha-acetoxyacetamide N-hydroxyethylthioethylphenyl-alpha-acetoxyacetamide N-(2-phenylethanol) phenyl-alpha-acetoxyacetamide N,N-dibenzyl phenyl-alpha-acetoxyacetamide N-hydroxyethoxyethyl phenyl-alpha-acetoxyacetamide N-diphenylmethyl phenyl-alpha-acetoxyacetamide N-p-fluorobenzyl phenyl-alpha-acetoxyacetamide N-p-methylbenzyl phenyl-alpha-acetoxyacetamide N-p-chlorophenethyl phenyl-alpha-acetoxyacetamide N-phenylpropyl phenyl-alpha-acetoxyacetamide N-phenylbutyl phenyl-alpha-acyloxyacetamide; and N-benzyl phenyl-alpha-acetoxyacetamide.
Claim 28
Dependent Claim 63 words
A phenyl-alpha-acyloxyacetamide compound selected from the group consisting of: N-ethyl phenyl-alpha-acetoxyacetamide N-phenethyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-phenylacetoxyacetamide N-phenethyl phenyl-alpha-phenylacetoxyacetamide N-ethyl phenyl-alpha-benzoyloxyacetamide N-allyl phenyl-alpha-acetoxyacetamide N-ethyl phenyl-alpha-lauroyloxyacetamide N-phenethyl phenyl-alpha-linoleoyloxyacetamide N-phenethyl phenyl-alpha-linolenoyloxyacetamide N-isopropyl phenyl-alpha-acetoxyacetamide N-t-butyl phenyl-alpha-acetoxyacetamide N-p-chlorobenzyl phenyl-alpha-acetoxyacetamide N-p-methoxybenzyl phenyl-alpha-acetoxyacetamide N-p-methoxyphenylethyl phenyl-alpha-acetoxyacetamide N-(3,4-dimethoxyphenethyl) phenyl-alpha-acetoxyacetamide N-(N',N'-diethylaminoethyl) phenyl-alpha-acetoxyacetamide N-hydroxyethylthioethylphenyl-alpha-acetoxyacetamide N-(2-phenylethanol) phenyl-alpha-acetoxyacetamide N,N-dibenzyl phenyl-alpha-acetoxyacetamide N-hydroxyethoxyethyl phenyl-alpha-acetoxyacetamide N-diphenylmethyl phenyl-alpha-acetoxyacetamide N-p-fluorobenzyl phenyl-alpha-acetoxyacetamide N-p-methylbenzyl phenyl-alpha-acetoxyacetamide N-p-chlorophenethyl phenyl-alpha-acetoxyacetamide N-phenylpropyl phenyl-alpha-acetoxyacetamide N-phenylbutyl phenyl-alpha-acyloxyacetamide; and N-benzyl phenyl-alpha-acetoxyacetamide.
Claim 29
Dependent Claim 31 words
A diphenyl-alpha-acyloxyacetamide compound selected from the group consisting of: N-ethyl diphenyl-alpha-acetoxyacetamide N-phenethyl diphenyl-alpha-acetoxyacetamide N-ethyl diphenyl-alpha-phenylacetoxyacetamide N-phenethyl diphenyl-alpha-phenylacetoxyacetamide N-isopropyl diphenyl alpha-acetoxyacetamide N-t-butyl diphenyl alpha-acetoxyacetamide N-benzyl diphenyl-alpha-acetoxyacetamide N-allyl diphenyl-alpha-acetoxyacetamide N,N-diethyl diphenyl-alpha-acetoxyacetamide; N-(N',N'-diethylaminoethyl) diphenyl-alpha-acetoxyacetamide.
Claim 30
Dependent Claim 31 words
A diphenyl-alpha-acyloxyacetamide compound selected from the group consisting of: N-ethyl diphenyl-alpha-acetoxyacetamide N-phenethyl diphenyl-alpha-acetoxyacetamide N-ethyl diphenyl-alpha-phenylacetoxyacetamide N-phenethyl diphenyl-alpha-phenylacetoxyacetamide N-isopropyl diphenyl alpha-acetoxyacetamide N-t-butyl diphenyl alpha-acetoxyacetamide N-benzyl diphenyl-alpha-acetoxyacetamide N-allyl diphenyl-alpha-acetoxyacetamide N,N-diethyl diphenyl-alpha-acetoxyacetamide; N-(N',N'-diethylaminoethyl) diphenyl-alpha-acetoxyacetamide.

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