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Documentation

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Includes: HPLC, MASS/LC-MS, 1H NMR, FT-IR, Potency, Structure Elucidation Report (SER), and additional analytical data depending on the product.

N-Nitroso 2-acetyl-2-decarbamoyldoxycycline

● Under Development

Catalogue No.:	VE0018720
CAS No.:	N/A
Mol. Formula:	C22H22N2O9
Mol. Weight:	458.4 g/mol

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Additional information on

Parent drug

Doxycycline

IUPAC Name

N-((1S,4aS,11R,11aR,12S,12aR)-3-acetyl-2,4a,5,7,12-pentahydroxy-11-methyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-yl)-N-methylnitrous amide

Pharmacopeial Synonyms

N/A

Synonyms

N/A

Smiles

O=NN([C@@H]([C@@]1([H])[C@]2(O)C(O)=C3[C@]([C@@H](C)C4=CC=CC(O)=C4C3=O)([H])[C@@H]1O)C(O)=C(C(C)=O)C2=O)C

InChI

InChI=1S/C22H22N2O9/c1-7-9-5-4-6-10(26)13(9)17(27)14-11(7)18(28)15-16(24(3)23-33)19(29)12(8(2)25)20(30)22(15,32)21(14)31/h4-7,11,15-16,18,26,28-29,31-32H,1-3H3/t7-,11+,15+,16-,18-,22+/m0/s1

Description

N-Nitroso 2-acetyl-2-decarbamoyldoxycycline is the N-nitroso derivative and a nitrosamine impurity arising from nitrosation of 2-acetyl-2-decarbamoyldoxycycline during synthesis or storage. As a nitrosamine-class impurity it is associated with potential genotoxicity and therefore requires stringent control and sensitive quantification. Analytical characterization typically employs LC-MS/MS or GC-MS with tailored sample preparation such as solid phase extraction and method validation to achieve ng per gram detection limits. Control strategies include monitoring nitrite levels, adjusting synthesis pH, and implementing in-process controls. Accurate identification, impurity profiling and regulatory-compliant limits are critical for risk assessment and release testing.