Retapamulin and its Impurities
Retapamulin is a topical antibiotic developed by GlaxoSmithKline. It is the first drug in the new class of pleuromutilin antibiotics to be approved for human use. It is marketed as an ointment under the brand names Altabax and Altargo. Reference standards of Retapamulin API, and its pharmacopeial, non pharmacopeial impurities, and stable isotopes are listed below.


(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-Hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-((8-methyl-8-azabicyclo[3.2.1]oct-2-en-3-yl)thio)acetate
(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-Hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-((8-methyl-8-azabicyclo[3.2.1]oct-2-en-3-yl)thio)acetate
Catalogue No.:PA 18 1101000
CAS :
NA
Molecular Formula : C30H45NO4S
Molecular Weight : 515.75


(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-Hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-((R)-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)sulfinyl)acetate
(3aR,4R,5R,7S,8S,9R,9aS,12R)-8-Hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-((R)-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)sulfinyl)acetate
Catalogue No.:PA 18 1101001
CAS :
NA
Molecular Formula : C30H47NO5S
Molecular Weight : 533.77


3-((2-(((3aS,4R,5S,6S,8R,9R,9aR)-5-Hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl)oxy)-2-oxoethyl)thio)-8-methyl-8-azabicyclo[3.2.1]octane 8-Oxide
3-((2-(((3aS,4R,5S,6S,8R,9R,9aR)-5-Hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl)oxy)-2-oxoethyl)thio)-8-methyl-8-azabicyclo[3.2.1]octane 8-Oxide
Catalogue No.:PA 18 1101002
CAS :
NA
Molecular Formula : C30H47NO5S
Molecular Weight : 533.77


(3aS,4R,5S,6R,8R,9R,9aR)-5-Hydroxy-4,6,9,10-tetramethyl-6-(oxiran-2-yl)-1-oxodecahydro-3a,9-propanocyclopenta[8]annulen-8-yl 2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)thio)acetate
(3aS,4R,5S,6R,8R,9R,9aR)-5-Hydroxy-4,6,9,10-tetramethyl-6-(oxiran-2-yl)-1-oxodecahydro-3a,9-propanocyclopenta[8]annulen-8-yl 2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)thio)acetate
Catalogue No.:PA 18 1101003
CAS :
NA
Molecular Formula : C30H47NO5S
Molecular Weight : 533.77


(3aS,4R,5S,6S,8R,9R,9aR)-4,6,9,10-Tetramethyl-5-((methylsulfonyl)oxy)-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl 2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)thio)acetate
(3aS,4R,5S,6S,8R,9R,9aR)-4,6,9,10-Tetramethyl-5-((methylsulfonyl)oxy)-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl 2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)thio)acetate
Catalogue No.:PA 18 1101004
CAS :
NA
Molecular Formula : C31H49NO6S2
Molecular Weight : 595.85


(3aS,4R,5S,6S,8R,9R,9aR)-5-Hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl 2-(((3aR,4R,5R,7S,8S,9R,9aS,12R)-5-(2-hydroxyacetoxy)-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-8-yl)oxy)acetate
(3aS,4R,5S,6S,8R,9R,9aR)-5-Hydroxy-4,6,9,10-tetramethyl-1-oxo-6-vinyldecahydro-3a,9-propanocyclopenta[8]annulen-8-yl 2-(((3aR,4R,5R,7S,8S,9R,9aS,12R)-5-(2-hydroxyacetoxy)-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-8-yl)oxy)acetate
Catalogue No.:PA 18 1101005
CAS :
NA
Molecular Formula : C44H66O9
Molecular Weight : 739