tigecycline and its Impurities
A glycylcycline antibacterial drug. Tigecycline is a tetracycline derivative and is active against both gram positive and gram negative strains of bacteria.Reference standards of Tigecycline API,and its pharmacopeial, non pharmacopeial impurities, and stable isotopes are listed below.


Tigecycline - Impurity A (Freebase)
(4R,4aS,5aR,12aS)-9-[2-(tert-Butylamino)acetamido]-4,7-bis(dimethylamino)-3,10,12,12atetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
Catalogue No.:PA 20 95010
CAS :
1422262-97-2
Molecular Formula : C29H39N5O8
Molecular Weight : 585.65


Tigecycline - Impurity D
(3S,4R)-7-(2-(tert-Butylamino)acetamido)-3-(4-carbamoyl-2-(dimethylamino)-3,5,6-trihydroxybenzyl)-5-(dimethyliminio)-1,4-dihydroxy-8-oxo-3,4,5,8-tetrahydronaphthalene-2-carboxylate
Catalogue No.:PA 20 95040
CAS :
NA
Molecular Formula : C29H37N5O10
Molecular Weight : 615.63


(2R,3R,4R,5S,6R)-6-(((5aR,6aS,7R,10aS)-2-(2-(tert-Butylamino)acetamido)-9-carbamoyl-4,7-bis(dimethylamino)-8,10a,11-trihydroxy-10,12-dioxo-5,5a,6,6a,7,10,10a,12-octahydrotetracen-1-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic Acid
(2R,3R,4R,5S,6R)-6-(((5aR,6aS,7R,10aS)-2-(2-(tert-Butylamino)acetamido)-9-carbamoyl-4,7-bis(dimethylamino)-8,10a,11-trihydroxy-10,12-dioxo-5,5a,6,6a,7,10,10a,12-octahydrotetracen-1-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic Acid
Catalogue No.:PA 20 95540
CAS :
NA
Molecular Formula : C35H47N5O14
Molecular Weight : 761.77


(2R,3R,4R,5S,6R)-6-(((5aR,6aS,7S,10aS)-2-(2-(tert-Butylamino)acetamido)-9-carbamoyl-4,7-bis(dimethylamino)-8,10a,11-trihydroxy-10,12-dioxo-5,5a,6,6a,7,10,10a,12-octahydrotetracen-1-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic Acid
(2R,3R,4R,5S,6R)-6-(((5aR,6aS,7S,10aS)-2-(2-(tert-Butylamino)acetamido)-9-carbamoyl-4,7-bis(dimethylamino)-8,10a,11-trihydroxy-10,12-dioxo-5,5a,6,6a,7,10,10a,12-octahydrotetracen-1-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic Acid
Catalogue No.:PA 20 95550
CAS :
NA
Molecular Formula : C35H47N5O14
Molecular Weight : 761.77


Tigecycline - Impurity A (Hydrochloride Salt)
(4R,4aS,5aR,12aS)-9-(2-(tert-Butylamino)acetamido)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hydrochloride
Catalogue No.:PA 20 95011
CAS :
NA
Molecular Formula : C29H40ClN5O8
Molecular Weight : 622.12


(4S,4aS,5aR,12aS)-4,7-bis(Dimethylamino)-3,10,12,12a-tetrahydroxy-8-nitro-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
(4S,4aS,5aR,12aS)-4,7-bis(Dimethylamino)-3,10,12,12a-tetrahydroxy-8-nitro-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
Catalogue No.:PA 20 95560
CAS :
NA
Molecular Formula : C23H26N4O9
Molecular Weight : 502.48


(4S,4aS,5aR,12aS)-4,7-bis(Dimethylamino)-3,10,12,12a-tetrahydroxy-9-nitroso-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
(4S,4aS,5aR,12aS)-4,7-bis(Dimethylamino)-3,10,12,12a-tetrahydroxy-9-nitroso-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
Catalogue No.:PA 20 95570
CAS :
488817-78-3
Molecular Formula : C23H26N4O8
Molecular Weight : 486.48


(4S,4aS,5aR,12aS)-4,7-bis(Dimethylamino)-3,10,12,12a-tetrahydroxy-9-(hydroxyamino)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
(4S,4aS,5aR,12aS)-4,7-bis(Dimethylamino)-3,10,12,12a-tetrahydroxy-9-(hydroxyamino)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
Catalogue No.:PA 20 95580
CAS :
NA
Molecular Formula : C23H28N4O8
Molecular Weight : 488.5


(4S,4aS,5aR,12aS)-4,7-bis(Dimethylamino)-3,10,12,12a-tetrahydroxy-8-nitroso-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
(4S,4aS,5aR,12aS)-4,7-bis(Dimethylamino)-3,10,12,12a-tetrahydroxy-8-nitroso-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
Catalogue No.:PA 20 95590
CAS :
NA
Molecular Formula : C23H26N4O8
Molecular Weight : 486.48


(4S,4aS,5aR,12aS)-4,7-bis(Dimethylamino)-3,10,12,12a-tetrahydroxy-8-(hydroxyamino)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
(4S,4aS,5aR,12aS)-4,7-bis(Dimethylamino)-3,10,12,12a-tetrahydroxy-8-(hydroxyamino)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
Catalogue No.:PA 20 95600
CAS :
NA
Molecular Formula : C23H28N4O8
Molecular Weight : 488.5


(5aR,6aS,7S,10aS)-9-Carbamoyl-4,7-bis(dimethylamino)-8,10a,11-trihydroxy-2-nitro-10,12-dioxo-5,5a,6,6a,7,10,10a,12-octahydrotetracen-1-yl Nitrate
(5aR,6aS,7S,10aS)-9-Carbamoyl-4,7-bis(dimethylamino)-8,10a,11-trihydroxy-2-nitro-10,12-dioxo-5,5a,6,6a,7,10,10a,12-octahydrotetracen-1-yl Nitrate
Catalogue No.:PA 20 95610
CAS :
NA
Molecular Formula : C23H25N5O11
Molecular Weight : 547.48


2-(((2R,4aS,8S,8aS)-6-Carbamoyl-8-(dimethylamino)-4,4a,7-trihydroxy-5-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-2-yl)methyl)-3-(dimethylamino)-5-nitro-6-(nitrooxy)benzoic Acid
2-(((2R,4aS,8S,8aS)-6-Carbamoyl-8-(dimethylamino)-4,4a,7-trihydroxy-5-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-2-yl)methyl)-3-(dimethylamino)-5-nitro-6-(nitrooxy)benzoic Acid
Catalogue No.:PA 20 95620
CAS :
NA
Molecular Formula : C23H27N5O12
Molecular Weight : 565.49


5-(((2R,4aS,8S,8aS)-6-Carbamoyl-8-(dimethylamino)-4,4a,7-trihydroxy-5-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-2-yl)methyl)-4-(dimethylamino)-2-nitrophenyl Nitrate
5-(((2R,4aS,8S,8aS)-6-Carbamoyl-8-(dimethylamino)-4,4a,7-trihydroxy-5-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-2-yl)methyl)-4-(dimethylamino)-2-nitrophenyl Nitrate
Catalogue No.:PA 20 95630
CAS :
NA
Molecular Formula : C22H27N5O10
Molecular Weight : 521.48


Methyl 2-(((2R,4aS,8S,8aS)-6-carbamoyl-8-(dimethylamino)-4,4a,7-trihydroxy-5-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-2-yl)methyl)-3-(dimethylamino)-5-nitro-6-(nitrooxy)benzoate
Methyl 2-(((2R,4aS,8S,8aS)-6-carbamoyl-8-(dimethylamino)-4,4a,7-trihydroxy-5-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-2-yl)methyl)-3-(dimethylamino)-5-nitro-6-(nitrooxy)benzoate
Catalogue No.:PA 20 95640
CAS :
NA
Molecular Formula : C24H29N5O12
Molecular Weight : 579.52


Ethyl 2-(((2R,4aS,8S,8aS)-6-carbamoyl-8-(dimethylamino)-4,4a,7-trihydroxy-5-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-2-yl)methyl)-3-(dimethylamino)-5-nitro-6-(nitrooxy)benzoate
Ethyl 2-(((2R,4aS,8S,8aS)-6-carbamoyl-8-(dimethylamino)-4,4a,7-trihydroxy-5-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-2-yl)methyl)-3-(dimethylamino)-5-nitro-6-(nitrooxy)benzoate
Catalogue No.:PA 20 95650
CAS :
NA
Molecular Formula : C25H31N5O12
Molecular Weight : 593.55


Isopropyl 2-(((2R,4aS,8S,8aS)-6-carbamoyl-8-(dimethylamino)-4,4a,7-trihydroxy-5-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-2-yl)methyl)-3-(dimethylamino)-5-nitro-6-(nitrooxy)benzoate
Isopropyl 2-(((2R,4aS,8S,8aS)-6-carbamoyl-8-(dimethylamino)-4,4a,7-trihydroxy-5-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-2-yl)methyl)-3-(dimethylamino)-5-nitro-6-(nitrooxy)benzoate
Catalogue No.:PA 20 95660
CAS :
NA
Molecular Formula : C26H33N5O12
Molecular Weight : 607.57


(5aR,6aS,7S,10aS)-9-Carbamoyl-4,7-bis(dimethylamino)-8,10a,11-trihydroxy-2-nitro-10,12-dioxo-5,5a,6,6a,7,10,10a,12-octahydrotetracen-1-yl tert-butylglycinate
(5aR,6aS,7S,10aS)-9-Carbamoyl-4,7-bis(dimethylamino)-8,10a,11-trihydroxy-2-nitro-10,12-dioxo-5,5a,6,6a,7,10,10a,12-octahydrotetracen-1-yl tert-butylglycinate
Catalogue No.:PA 20 95670
CAS :
NA
Molecular Formula : C29H37N5O10
Molecular Weight : 615.64


(1S,4aS,11aR,12aS)-3-Carbamoyl-1,10-bis(dimethylamino)-4a,5,7-trihydroxy-8-nitro-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-2-yl tert-butylglycinate
(1S,4aS,11aR,12aS)-3-Carbamoyl-1,10-bis(dimethylamino)-4a,5,7-trihydroxy-8-nitro-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-2-yl tert-butylglycinate
Catalogue No.:PA 20 95680
CAS :
NA
Molecular Formula : C29H37N5O10
Molecular Weight : 615.64


(4S,4aS,5aR,12aS)-9-(2-(tert-Butylamino)acetamido)-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methyl(nitroso)amino)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
(4S,4aS,5aR,12aS)-9-(2-(tert-Butylamino)acetamido)-7-(dimethylamino)-3,10,12,12a-tetrahydroxy-4-(methyl(nitroso)amino)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
Catalogue No.:PA 20 0951001
CAS :
NA
Molecular Formula : C28H36N6O9
Molecular Weight : 600.63


(4S,4aS,5aR,12aS)-9-(2-(tert-Butylamino)acetamido)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-7-(methyl(nitroso)amino)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
(4S,4aS,5aR,12aS)-9-(2-(tert-Butylamino)acetamido)-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-7-(methyl(nitroso)amino)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
Catalogue No.:PA 20 0951002
CAS :
NA
Molecular Formula : C28H36N6O9
Molecular Weight : 600.63


(4S,4aS,5aR,12aR)-11a-Bromo-9-(2-(tert-butylamino)acetamido)-4,7-bis(dimethylamino)-3,10,12a-trihydroxy-1,11,12-trioxo-1,4,4a,5,5a,6,11,11a,12,12a-decahydrotetracene-2-carboxamide
(4S,4aS,5aR,12aR)-11a-Bromo-9-(2-(tert-butylamino)acetamido)-4,7-bis(dimethylamino)-3,10,12a-trihydroxy-1,11,12-trioxo-1,4,4a,5,5a,6,11,11a,12,12a-decahydrotetracene-2-carboxamide
Catalogue No.:PAI 20 007011
CAS :
NA
Molecular Formula : C29H38BrN5O8
Molecular Weight : 664.55


(4S,4aS,12aR)-9-(2-(tert-Butylamino)acetamido)-11a-chloro-4,7-bis(dimethylamino)-3,10,12a-trihydroxy-1,11,12-trioxo-1,4,4a,5,11,11a,12,12a-octahydrotetracene-2-carboxamide
(4S,4aS,12aR)-9-(2-(tert-Butylamino)acetamido)-11a-chloro-4,7-bis(dimethylamino)-3,10,12a-trihydroxy-1,11,12-trioxo-1,4,4a,5,11,11a,12,12a-octahydrotetracene-2-carboxamide
Catalogue No.:PAI 20 007012
CAS :
NA
Molecular Formula : C29H36ClN5O8
Molecular Weight : 618.08


(4S,4aS,12aR)-9-(2-(tert-Butylamino)acetamido)-4,7-bis(dimethylamino)-3,10,12a-trihydroxy-11a-iodo-1,11,12-trioxo-1,4,4a,5,11,11a,12,12a-octahydrotetracene-2-carboxamide
(4S,4aS,12aR)-9-(2-(tert-Butylamino)acetamido)-4,7-bis(dimethylamino)-3,10,12a-trihydroxy-11a-iodo-1,11,12-trioxo-1,4,4a,5,11,11a,12,12a-octahydrotetracene-2-carboxamide
Catalogue No.:PAI 20 007013
CAS :
NA
Molecular Formula : C29H36IN5O8
Molecular Weight : 709.54


rel-7-(2-(tert-Butylamino)acetamido)-3-(4-carbamoyl-2-(dimethylamino)-3,5,6-trihydroxybenzyl)-5-(dimethyliminio)-1,4-dihydroxy-8-oxo-3,4,5,8-tetrahydronaphthalene-2-carboxylate
rel-7-(2-(tert-Butylamino)acetamido)-3-(4-carbamoyl-2-(dimethylamino)-3,5,6-trihydroxybenzyl)-5-(dimethyliminio)-1,4-dihydroxy-8-oxo-3,4,5,8-tetrahydronaphthalene-2-carboxylate
Catalogue No.:PA 20 0951004
CAS :
1138343-10-8
Molecular Formula : C29H37N5O10
Molecular Weight : 615.64


(R)-4-((6-(2-(tert-Butylamino)acetamido)-8-(dimethylamino)-5-hydroxy-4-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-2,5-dihydroxy-3,6-dioxocyclohexa-1,4-diene-1-carboxamide
(R)-4-((6-(2-(tert-Butylamino)acetamido)-8-(dimethylamino)-5-hydroxy-4-oxo-1,2,3,4-tetrahydronaphthalen-2-yl)methyl)-2,5-dihydroxy-3,6-dioxocyclohexa-1,4-diene-1-carboxamide
Catalogue No.:PA 20 0951005
CAS :
NA
Molecular Formula : C26H32N4O8
Molecular Weight : 528.56