Identification of unknown impurities J, RRT 2.2, 2.4, 2.6 and 3.4 in tetralysal® capsules.

12-aminotetracycline Allotetracycline Retro-Claisen Tetralysal®

Journal

European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences
ISSN: 1879-0720
Titre abrégé: Eur J Pharm Sci
Pays: Netherlands
ID NLM: 9317982

Informations de publication

Date de publication:
01 Sep 2023
Historique:
received: 19 05 2023
revised: 16 06 2023
accepted: 05 07 2023
medline: 23 10 2023
pubmed: 22 7 2023
entrez: 21 7 2023
Statut: ppublish

Résumé

Tetralysal® is a Galderma oral drug product (DP) marketed for the treatment of acne. Tetralysal® is sold in capsules containing either 150 mg or 300 mg of the drug substance. In the British Pharmacopoeia monograph for Lymecycline Capsules, the impurities already specified in the drug substance (A-G), visible in the European Pharmacopoeia 〈1654〉, are also specified together with an unidentified impurity at RRT 1.6 (Impurity J). Based on both monographs Galderma has focused on characterizing most of specified and unspecified impurities to better understand the stability and degradation processes of the formulation. In this manuscript, through both formal synthesis, preparative LCMS and formal degradation studies, we are the first group to confirm the structural identities of 5 unidentified impurities (Impurity J (RRT 1.6), RRT 2.2, 2.4, 2.6 and 3.4), conditions which exacerbate the formation of all 5 impurities and response factors for RRT 2.2, 2.6 and 3.4.

Identifiants

pubmed: 37478583
pii: S0928-0987(23)00149-5
doi: 10.1016/j.ejps.2023.106519
pii:
doi:

Substances chimiques

Lymecycline 7D6EM3S13P

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

106519

Informations de copyright

Copyright © 2023 The Author(s). Published by Elsevier B.V. All rights reserved.

Auteurs

Stéphan Billié (S)

Galderma SA, Av. d'Ouchy 4, Lausanne 1006, Switzerland.

Kevin Reversé (K)

Nuvisan France SARL - CS 10287, Sophia-Antipolis 06905, France.

Jean-Marie Arlabosse (JM)

Nuvisan France SARL - CS 10287, Sophia-Antipolis 06905, France.

Didier Bertin (D)

Galderma SA, Av. d'Ouchy 4, Lausanne 1006, Switzerland.

Antoine Boulier (A)

Laboratoires Galderma SAS, ZI Montdésir, Alby-sur-Chéran 74540, France.

Tony Cachot (T)

Nuvisan France SARL - CS 10287, Sophia-Antipolis 06905, France.

Sandrine Chambon (S)

Nuvisan France SARL - CS 10287, Sophia-Antipolis 06905, France.

Karine Charras (K)

Laboratoires Galderma SAS, ZI Montdésir, Alby-sur-Chéran 74540, France. Electronic address: karine.charras@galderma.com.

Cécile Cren (C)

Galderma SA, Av. d'Ouchy 4, Lausanne 1006, Switzerland.

Bjarte Furnes (B)

Galderma SA, Av. d'Ouchy 4, Lausanne 1006, Switzerland.

Thibaud Gerfaud (T)

Nuvisan France SARL - CS 10287, Sophia-Antipolis 06905, France.

Marine Joly-Battaglini (M)

Galderma SA, Av. d'Ouchy 4, Lausanne 1006, Switzerland.

Davide Longoni (D)

Olon SpA, Strada Rivoltana, km 6/7, Rodano, Milan 20053, Italy.

Gregoire Mouis (G)

Nuvisan France SARL - CS 10287, Sophia-Antipolis 06905, France.

Romain Pierre (R)

Nuvisan France SARL - CS 10287, Sophia-Antipolis 06905, France.

Héloïse Raynard (H)

Galderma SA, Av. d'Ouchy 4, Lausanne 1006, Switzerland.

Thomas Texier (T)

Nuvisan France SARL - CS 10287, Sophia-Antipolis 06905, France.

Caroline Trognon (C)

Galderma SA, Av. d'Ouchy 4, Lausanne 1006, Switzerland.

Ugo Zanelli (U)

Galderma SA, Av. d'Ouchy 4, Lausanne 1006, Switzerland.

Jean-Guy Boiteau (JG)

Nuvisan France SARL - CS 10287, Sophia-Antipolis 06905, France. Electronic address: Jean-Guy.Boiteau@nuvisan.com.

Craig S Harris (CS)

Galderma SA, Av. d'Ouchy 4, Lausanne 1006, Switzerland. Electronic address: craigstevenharris@gmail.com.

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