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US 6,723,717 B1Granted
Sulfur-containing thyroxane derivatives and their use as hair growth promotors
AssigneeThe University of Texas Southwestern Medical Center
InventorsRobert Scott Youngquist, John McMillan McIver
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Abstract
The present disclosure describes novel compounds of formula (A), wherein R1-R12, X and Y have the meanings given in the specification and compositions containing them which are particularly useful for treating hair loss in mammals, including arresting and/or reversing hair loss and promoting hair growth. The compounds described herein are cardiac-sparing.
Claims8
A compound characterized by the structure:
- and pharmaceutically acceptable salts, hydrates wherein:
- R1, R2, R5, R7, and R10 are each, independently, selected from the group consisting of hydrogen, halogen, alkyl, alkenyl, alkynyl, heteroalkyl, heteroalkenyl, and heteroalkynyl;
- R4 is selected from the group consisting of halogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, arylalkyl, heteroalkyl, heteroalkenyl, heteroalkynyl, heterocycloalkyl, heterocycloalkenyl, heteroaryl, heteroarylalkyl, and heteroarylalkenyl;
- R8 and R9 are each, independently, selected from the group consisting of halogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, arylalkyl, heteroalkyl, heteroalkenyl, heteroalkynyl, heterocycloalkyl, heterocycloalkenyl, heteroaryl, heteroarylalkyl, and heteroarylalkenyl;
- R3 is selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, arylalkyl, heteroalkyl, heteroalkenyl, heteroalkynyl, heterocycloalkyl, heterocycloalkenyl, heteroaryl, heteroarylalkyl and heteroarylalkenyl;
- R6 and R6′ are each, independently, selected from the group consisting of nil and oxo;
- Y is bond;
- X is selected from the group consisting of —NZ— and —NH—;
- R11 is selected from the group consisting of bond and —C(O)—;
- R12 is selected from the group consisting of alkyl, alkenyl, alkynyl, heteroalkyl, heteroalkenyl, heteroalkynyl, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, and heteroarylalkenyl;
- with the provisos that when R11 is bond, then R12 and Z optionally are bonded together to form a cycle selected from the group consisting of a morpholine and a pyrrolidine;
- when R12 is heteroalkyl, heteroalkenyl, heteroalkynyl, heterocycloalkyl, heterocycloalkenyl, heteroaryl, heteroarylalkyl, or heteroarylalkenyl, then a heteroatom of R12 is not directly covalently bonded to R11;
- when R12 is heteroalkyl, heteroalkenyl, heteroalkynyl, heterocycloalkyl, heterocycloalkenyl, heteroaryl, heteroarylalkyl, or heteroarylalkenyl, then a heteroatom of R12 is not directly covalently bonded to R11;
- and
- Z is selected from the group consisting of alkyl, alkenyl, alkynyl, heteroalkyl, heteroalkenyl, and heteroalkynyl;
- with the proviso that when R11 is bond, then R12 and Z are optionally bonded together to form a cycle selected from the group consisting of a morpholine and a pyrrolidine;
- wherein when R12 is heteroalkyl, heteroalkenyl, heteroalkynyl, heterocycloalkyl, heterocycloalkenyl, heteroaryl, heteroarylalkyl, or heteroarylalkenyl, then a heteroatom of R12 is not directly covalently bonded to R11.
14 more elements
Dependencies are inferred from the claim text.