ABC00579EZ

N Desmethyl Doxycycline (Crude)

N-Desmethyl Doxycycline (Crude) is a tetracycline derivative characterized by a demethylated dimethylamino group at the D-ring nitrogen, retaining the core tetracyclic nucleus with hydroxyl substituents at positions C4, C6, and C10, a methoxy group at C7, and an ethyl substituent at C8. Its structure lacks the secondary methyl group present in doxycycline, altering the steric and electronic properties of the amino functionality. This compound arises as a synthetic byproduct during doxycycline manufacturing via N-demethylation pathways. It serves as an HPLC reference standard for quantifying process-related impurities in doxycycline active pharmaceutical ingredients.

On Request
Molecular Formula C21H22N2O8
Molecular Weight 430.4000
CAS Number 86271-83-2 โœ“ Verified
PubChem CID 54692977 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Doxycycline
Lead Time On Request
IUPAC Name (4S,4aR,5S,5aR,6R,12aR)-1,5,10,11,12a-pentahydroxy-6-methyl-4-(methylamino)-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide

๐Ÿ“ Synonyms

86271-83-2 N-Desmethyl Doxycycline (2Z,4S,4aR,5S,5aR,6R,12aS)-2-(amino-hydroxy-methylidene)-5,10,11,12a-tetrahydroxy-6-methyl-4-methylamino-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione (4S,4aR,5S,5aR,6R,12aR)-1,5,10,11,12a-pentahydroxy-6-methyl-4-(methylamino)-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide [4S-(4alpha,4aalpha,5alpha,5aalpha,6alpha,12aalpha)]-1,4,4a,5,5a,6,11,12a-Octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-4-(methylamino)-1,11-dioxo-2-naphthacenecarboxamide Doxycycline Hyclate Impurity 10 2-Naphthacenecarboxamide, 1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-4-(methylamino)-1,11-dioxo-, (4S-(4alpha,4aalpha,5alpha,5aalpha,6alpha,12aalpha))- (2Z,4S,4aR,5S,5aR,6R,12aS)-2-[amino(hydroxy)methylene]-5,10,11,12a-tetrahydroxy-6-methyl-4-(methylamino)-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione (4S,4aR,5S,5aR,6R,12aS)-3,5,10,12,12a-pentahydroxy-6-methyl-4-(methylamino)-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

๐Ÿ”ฌ Chemical Identifiers

C[C@@H]1[C@H]2[C@@H]([C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)NC)O
InChI=1S/C21H22N2O8/c1-6-7-4-3-5-8(24)10(7)15(25)11-9(6)16(26)13-14(23-2)17(27)12(20(22)30)19(29)21(13,31)18(11)28/h3-6,9,13-14,16,23-26,29,31H,1-2H3,(H2,22,30)/t6-,9+,13+,14-,16-,21-/m0/s1
RNNLTLVVHHDBRY-BTGWETQASA-N

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