179471-96-6Minocycline EP Impurity A (HCl Salt)

● Under Development

Catalogue No.:	VE0017101
CAS No.:	179471-96-6
Mol. Formula:	C23H27N3O7 . HCl
Mol. Weight:	457.5 .36.5 g/mol

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Additional information on CAS 179471-96-6

Parent drug

Minocycline

IUPAC Name

(4R,4aS,5aR,12aS)-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride

Pharmacopeial Synonyms

4-Epi Minocycline

Synonyms

N/A

Smiles

O=C(C1=C(O)[C@H](N(C)C)[C@@](C[C@@]2([H])C(C(C3=C(O)C=CC(N(C)C)=C3C2)=O)=C4O)([H])[C@@]4(O)C1=O)N.[H]Cl

InChI

InChI=1S/C23H27N3O7.ClH/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28;/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32);1H/t9-,11-,17+,23-;/m0./s1

Description

Minocycline EP Impurity A, identified as 4-Epi Minocycline hydrochloride, CAS 179471-96-6, is a stereochemical epimer of the tetracycline antibiotic minocycline formed by C4 epimerization during manufacture or storage. Its composition, C23H27N3O7·HCl, corresponds to a molecular weight of 457.5 and 36.5 g/mol for the hydrochloride component. This impurity is relevant in pharmacopeial impurity profiling because epimerization alters antibacterial potency and chromatographic behavior. Determination typically requires stability-indicating RP-HPLC with photodiode array detection, confirmed by LC-MS/MS for isomer discrimination, and occasionally NMR for stereochemical assignment.