(2-hydroxy)ethyl-thioureas useful as modulators of α2B adrenergic receptors
AssigneeAllergen Sales, Inc.
InventorsKen Chow, Daniel W. Gil, Wenkui Ken Fang, Michael E. Garst
Life of this patent
Estimating the term…
Abstract
Compounds of formula (i) and of formula (ii) wherein the symbols have the meaning disclosed in the specification, specifically or selectively modulate α2B and/or α2C adrenergic receptors in preference over α2A adrenergic receptors, and as such are useful for alleviating chronic pain and allodynia and have no or only minimal cardivascular and/or sedatory activity.
Claims54
A compound in accordance with formula (i) or formula (ii)
- wherein the dotted line represents a bond, or absence of a bond with the provisos that only one dotted line represents a bond in the ring of formula (i) or of formula (ii);
- R1 is H, or is absent when the carbon bearing the R1 is double bonded;
- R2 is H, alkyl of 1 to 4 carbons, alkenyl of 2 to 4 carbons, alkynyl of 2 to 4 carbons;
- OH, O-alkyl where the alkyl group has 1 to 4 carbons, OCOR4 where R4 is alkyl of 1 to 4 carbons, F, Cl, Br or I;
- m is an integer having the values of 1, 2 or 3 with the proviso that when the compound is in accordance with formula (i) and m is 2 then the dotted line designated γ represents absence of a bond, and
- R3 is H, or R4CO, with the further provisos that when the compound is in accordance with formula (ii) then R2 is not OH, and when the compound is in accordance with formula (ii) and m is 1 then at least one R2 of the five-membered ring is not H.
A compound of the formula
- wherein each dotted line represents a bond, or the absence of a bond, with the proviso that only one dotted line represents a bond;
- R1c is H or does not exist when the adjacent carbon is double bonded;
- R1d is H or does not exist when the adjacent carbon is double bonded or when p is 0;
- R2a is H, alkyl of 1 to 4 carbons, F, Cl, Br or I;
- R2b is H or alkyl of 1 to 4 carbons;
- R2c is H or alkyl of 1 to 4 carbons;
- R2d is H or does not exist when p is 0;
- R2e is H or alkyl of 1 to 4 carbons.
- R3 is H or COCH3;
- o is an integer having the values 1 or 2, and
- p is an integer having the values 0 or 1.
A compound of the formula
- wherein each dotted line represents a bond, or the absence of a bond, with the proviso that only one dotted line represents a bond;
- R1c is H or does not exist when the adjacent carbon is double bonded;
- R1d is H or does not exist when the adjacent carbon is double bonded or when p is 0;
- R2a is H, alkyl of 1 to 4 carbons, F, Cl, Br or l;
- R2b is H or alkyl of 1 to 4 carbons;
- R2c is H or alkyl of 1 to 4 carbons;
- R2d is H or does not exist when p is 0;
- R2e is H or alkyl of 1 to 4 carbons;
- R3 is H or COCH3;
- o is an integer having the values 1 or 2, and p is an integer having the values 0 or 1.
A method of activating α2B or α2C adrenergic receptors in a mammal in need of such activation by administering to the mammal a pharmaceutical composition containing a therapeutically effective dose of a compound that has α2B or α2C adrenergic receptor agonist activity and has no significant α2A agonist activity.
Dependencies are inferred from the claim text.