The Procter Gamble Company

Thomas R LaHann

Brian Lee Buckwalter

John M Janusz

Gerald B Kasting

Maurice E Loomans

Ralph W Farmer

Trienamide and tetraenamide compounds, and pharmaceutically-acceptable salts thereof, of the formula: ##STR1## wherein R is a straight or branched chain tri-unsaturated or tetra-unsaturated fatty acid amide having from 14 to 24 carbon atoms, exhibit anit-inflammatory and analgesic activity when administered to humans or lower animals.

Compounds and compositions having anti-inflammatory and analgesic

An analgesic composition comprising capsaicin or a capsaicin analog and an analgesic selected from the class of opioids is disclosed. This combination has been found to exhibit unexpectedly enhanced analgesic activity in humans and lower animals without a corresponding increase in undesirable side effects.

Pharmaceutical products providing enhanced analgesia

A composition, useful for producing analgesia in humans or lower animals, comprising a safe and effective amount of: an N-[(substituted pheynl)methyl]-cis-monounsaturated alkenamide pharmaceutically-acceptable salts thereof, or mixtures thereof; and a pharmaceutically-acceptable carrier. Preferably, these alkenamides are N-vanillyl-cis-monounsaturated alkenamides. Methods of treatment, comprising administering a safe and effective amount of these alkenamides, pharmaceutically-acceptable salts thereof, or mixtures thereof, include methods of parenteral, oral, and topical administration.

Compositions and methods useful for producing analgesia

A method for preventing or reducing dermal irritation caused by thioglycolate depilatories by applying capsaicin and/or its salt(s) to at least a portion of the depilated area.

Method for preventing or reducing dipilatory irritation

Alkadienamide compounds, and pharmaceutically-acceptable salts thereof, of the formula: ##STR1## wherein X is O or S; R is straight or branched diene having from 11 to 23 carbon atoms; R.sub.1 is H, OH, or OCH.sub.3 ; R.sub.2 is OH or a short-chain ester; and wherein at least one of R.sub.1 and R.sub.2 is OH or OCH.sub.3. Compositions, useful for producing analgesia in humans or lower animals, comprise a safe and effective amount of: an alkadienamide, pharmaceutically-acceptable salts thereof, or mixtures thereof; and a pharmaceutically-acceptable carrier. Preferably, these alkadienamides are N-vanillyl-alkadienamides. Methods of treatment, comprising administering a safe and effective amount of these alkadienamides, pharmaceutically-acceptable salts thereof, or mixtures thereof, include methods of parenteral, oral, and topical administration.

Compounds and compositions useful for producing analgesia

Methylenealkanamide compounds, and pharmaceutically-acceptable salts thereof, of the formula: ##STR1## wherein X is O or S; R is straight or branched methylene substituted alkane having from 11 to 23 carbon atoms; R.sub.1 is H, OH, or OCH.sub.3 ; R.sub.2 is OH or a short-chain ester; and wherein at least one of R.sub.1 and R.sub.2 is OH or OCH.sub.3. Compositions, useful for producing analgesia in humans or lower animals, comprise a safe and effective amount of: a methylenealkanamide, pharmaceutically-acceptable salts thereof, or mixtures thereof; and a pharmaceutically-acceptable carrier. Preferably, these methylenealkanamides are N-vanillyl-methylenealkanamides. Methods of treatment, comprising administering a safe and effective amount of these methylenealkanamides, pharmaceutically-acceptable salts thereof, or mixtures thereof, include methods of parenteral, oral and topical administration.

Alkynamide compounds, and pharmaceutically-acceptable salts thereof, of the formula: ##STR1## wherein X is O or S; R is straight or branched alkyne having from 11 to 23 carbon atoms; R.sub.1 is H, OH, or OCH.sub.3 ; R.sub.2 is OH or a short-chain ester; and wherein at least one of R.sub.1 and R.sub.2 is OH or OCH.sub.3. Compositions, useful for producing analgesia in humans or lower animals, comprise a safe and effective amount of: an alkynamide, pharmaceutically-acceptable salts thereof, or mixtures thereof; and a pharmaceutically-acceptable carrier. Preferably, these alkynamides are N-vanillyl-alkynamides. Methods of treatment, comprising administering a safe and effective amount of these alkynamides, pharmaceutically-acceptable salts thereof, or mixtures thereof, include methods of parenteral, oral, and topical administration.

A composition, useful for producing analgesia in humans or lower animals, comprising a safe and effective amount of: an N-[(substituted phenyl)methyl]-cis-monounsaturated alkenamide pharmaceutically-acceptable salts thereof, or mixtures thereof; and a pharmaceutically-acceptable carrier. Preferably, these alkenamides are N-vanillyl-cis-monounsaturated alkenamides. Methods of treatment, comprising administering a safe and effective amount of these alkenamides, pharmaceutically-acceptable salts thereof, or mixtures thereof, include methods of parenteral, oral, and topical administration.

A compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR1## wherein X is O or S; wherein n=1 or 0; wherein R is C.sub.3 -C.sub.12 alkyl or aralkyl, branched or unbranched, aryl or haloaryl, or C.sub.3 -C.sub.22 alkenyl, branched or unbranched; wherein R.sub.1 is OCH.sub.3, and wherein R.sub.2 is OH. These urea derivatives have analgesic and anti-irritant activity when administered to humans and lower animals.

Urea derivatives

A compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR1## wherein X is O or S; wherein R is C.sub.3 -C.sub.12 alkyl or aralkyl, branched or unbranched, aryl or haloaryl, C.sub.3 -C.sub.22 alkenyl, branched or unbranched, or benzyl; wherein R.sub.1 is H, OH or OCH.sub.3, and R.sub.2 is H or OH, at least one of R.sub.1 and R.sub.2 being OH or OCH.sub.3. These carbamates have analgesic and anti-irritant activity when administered to humans and lower animals.

Carbamate derivatives

A compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR1## wherein R is a linear or branched C.sub.3 -C.sub.11 alkyl, alkynyl or aralkyl group, a linear or branched C.sub.3 -C.sub.22 alkenyl group, or an unbranched or branched C.sub.6 -C.sub.11 cycloalkyl or cycloalkenyl group; and wherein one of R.sub.1 and R.sub.2 is OH, the other being OH or H. These hydroxyphenylacetamides have analgesic and/or anti-irritant activity when administered either topically or systemically.

Hydroxyphenylacetamides having analgesic and anti-irritant activity

A compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR1## wherein X is ##STR2## wherein R is C.sub.3 -C.sub.12 alkyl or aralkyl, branched or unbranched, unsubstituted aryl, haloaryl, or C.sub.3 -C.sub.22 alkenyl, branched or unbranched; wherein R.sub.1 is H, OH or OCH.sub.3, and wherein R.sub.2 is OH or H, at least one of R.sub.1 and R.sub.2 being OH or OCH.sub.3. These sulfonamides have analgesic and anti-irritant activity when administered to humans and lower animals.

Novel sulfonamide derivatives

Capsaicin (8-methyl-N-vanillyl-6-noneanamide) is a useful, potent analgesic.

Growing community of inventors

Cleves, OH, United States of America

Thomas R LaHann