Stock Locations

New Jersey, USA
Czech Republic, EU
Mumbai, India

* Stock subject to availability.

Documentation

Download MSDS

Download Sample COA

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

N-Nitroso Desmethyl Metacycline; Synthesis Attempts and Failure Report (NAP Test)

● Report Available Immediately

Catalogue No.:	VE0027992
CAS No.:	N/A

How can we help?

Add to RFQ list

Additional information on

Smiles

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

Experiments

10 synthesis attempts (5 experiments performed twice) under recommended conditions for nitroso impurity formation. Along with HPLC, MASS/LCMS, NMR, IR performed for all 10 synthesis attempts

Report Format

Delivered in digital PDF format. Printed copies available on request (additional shipping and handling charges apply).

Report Language

English by default. Certified translations available at extra cost via our third-party translation partner.

Description

N-Nitroso Desmethyl Metacycline is a proposed nitrosamine impurity related to desmethyl metacycline, a metacycline-related tetracycline antibiotic impurity. The impurity is considered a potential nitrosation product of a nitrosatable amine/amide-containing tetracycline-related moiety that, in the presence of nitrosating agents (e.g., nitrite/nitrous acid) under acidic conditions, could form the corresponding N-nitroso derivative.

EMA Guidance on Nitrosamines

According to EMA guidelines, if repeated synthesis attempts fail to detect the formation of nitrosamine impurities, it is likely that the impurity either does not exist or poses an extremely low risk.

Nitrosation

We conducted multiple nitrosation assays under rigorous forced conditions (NAP tests), to evaluate the risk of N-Nitroso-N-Desmethyl-Metacycline formation. Our findings revealed that N-Nitroso-N-Desmethyl-Metacycline does not readily undergo nitrosation under the expected conditions, significantly reducing concerns about its potential formation.

Request Synthesis Failure Report Quote

Our synthesis failure report provides a detailed account of the findings from our synthesis attempts and rigorous testing, demonstrating the non-formation of the nitroso impurity. It offers a comprehensive overview of the evaluated conditions and the resulting data.

N-Nitroso-N-Desmethyl-Metacycline Technical Information

Molecular Weight: 457.39 g/mol
Molecular Formula: C21H19N3O9
IUPAC Name: (4S,4aS,5S,5aR,12aS)-3,5,10,12,12a-pentahydroxy-4-(methyl(nitroso)amino)-6-methylene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
CAS Number: N/A
Synonyms: N/A

Need a Sample Synthesis Failure Report? Contact us