Lotrifen Explained

Lotrifen, also known as trazisoquine and sold under the brand names Canocenta and Privaprol, is an abortifacient which is used in veterinary medicine.^{[1] [2]} It was described in 1978.

Synthesis

Reaction of the acyl hydrazide (1) and the carboximidate (2) gives compound (3). Heating this in the presence of sodium hydride cyclises this intermediate, forming the 1,2,4-triazole ring system of the drug. Oxidation of (4) with N-bromoacetamide yields lotrifen.^{[3] [4]}

Further reading

• Lerner LJ . Development of novel embryotoxic compounds for interceptive fertility control in the dog . Journal of Reproduction and Fertility. Supplement . 39 . 251–65 . 1989 . 2621727 .
• Wanke R, Hermanns W . Adverse effects of the antifertility agent DL 717-IT (Canocenta, Byk Gulden, FRG). Pathological findings in the rabbit . Research Communications in Chemical Pathology and Pharmacology . 63 . 1 . 69–80 . January 1989 . 2916081 .

Notes and References

1. Book: Elks J . The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. 14 November 2014. Springer. 978-1-4757-2085-3. 743–.
2. Book: Negwer M, Scharnow HG . Organic-chemical drugs and their synonyms: (an international survey). 4 October 2001. Wiley-VCH. 978-3-527-30247-5. 1184.
3. Web site: Lotrifen . chemdrug.com . 2024-07-03.
4. US . 4075341 . Amedeo Omodei-Sale, Pietro Consonni and Leonard Lerner . 2-Substituted phenyl-5-triazols [5,1-a]isoquinoline compounds . patent . 1978-02-21 . 1975-11-28 . 1975-05-24 . Gruppo Lepetit S.P.A..