Monepantel information

Monepantel
Names
	IUPAC name N-[(2S)-2-cyano-1-[5-cyano-2-(trifluoromethyl)phenoxy]propan-2-yl]-4-(trifluoromethylsulfanyl)benzamide
Identifiers
CAS Number	887148-69-8;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:78621;
ChEMBL	ChEMBL256563;
ChemSpider	23315674;
EC Number	639-775-0;
PubChem CID	44449087;
UNII	82MA79VJ33;
CompTox Dashboard (EPA)	DTXSID001008318 ;
	InChI InChI=1S/C20H13F6N3O2S/c1-18(10-28,11-31-16-8-12(9-27)2-7-15(16)19(21,22)23)29-17(30)13-3-5-14(6-4-13)32-20(24,25)26/h2-8H,11H2,1H3,(H,29,30)/t18-/m0/s1 Key: WTERNLDOAPYGJD-SFHVURJKSA-N;
	SMILES C[C@@](COC1=C(C=CC(=C1)C#N)C(F)(F)F)(C#N)NC(=O)C2=CC=C(C=C2)SC(F)(F)F;
Properties
Chemical formula	C20H13F6N3O2S
Molar mass	473.39 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Monepantel is an anthelmintic approved for use in sheep and cattle to control gastrointestinal nematodes. It belongs to a new class of anthelmintics called aminoacetonitrile derivatives (AAD).^[1]^[2]^[3] It is marketed by Elanco as Zolvix (United Kingdom) as a single active, or Zolvix Plus (New Zealand, Australia) in combination with the macrocyclic lactone abamectin.

^ Kaminsky, Ronald; Ducray, Pierre; Jung, Martin; Clover, Ralph; Rufener, Lucien; Bouvier, Jacques; Weber, Sandra Schorderet; Wenger, Andre; Wieland-Berghausen, Susanne; Goebel, Thomas; Gauvry, Noelle; Pautrat, François; Skripsky, Thomas; Froelich, Olivier; Komoin-Oka, Clarisse (March 2008). "A new class of anthelmintics effective against drug-resistant nematodes". Nature. 452 (7184): 176–180. Bibcode:2008Natur.452..176K. doi:10.1038/nature06722. ISSN 0028-0836. PMID 18337814. S2CID 4428834.
^ Karadzovska, D.; Seewald, W.; Browning, A.; Smal, M.; Bouvier, J.; Giraudel, J. M. (August 2009). "Pharmacokinetics of monepantel and its sulfone metabolite, monepantel sulfone, after intravenous and oral administration in sheep". Journal of Veterinary Pharmacology and Therapeutics. 32 (4): 359–367. doi:10.1111/j.1365-2885.2008.01052.x. PMID 19614841.
^ Kaminsky, R.; Gauvry, N.; Schorderet Weber, S.; Skripsky, T.; Bouvier, J.; Wenger, A.; Schroeder, F.; Desaules, Y.; Hotz, R.; Goebel, T.; Hosking, B. C.; Pautrat, F.; Wieland-Berghausen, S.; Ducray, P. (September 2008). "Identification of the amino-acetonitrile derivative monepantel (AAD 1566) as a new anthelmintic drug development candidate". Parasitology Research. 103 (4): 931–939. doi:10.1007/s00436-008-1080-7. ISSN 0932-0113. PMC 2491438. PMID 18594861.

[:0-1] Kaminsky, Ronald; Ducray, Pierre; Jung, Martin; Clover, Ralph; Rufener, Lucien; Bouvier, Jacques; Weber, Sandra Schorderet; Wenger, Andre; Wieland-Berghausen, Susanne; Goebel, Thomas; Gauvry, Noelle; Pautrat, François; Skripsky, Thomas; Froelich, Olivier; Komoin-Oka, Clarisse (March 2008). "A new class of anthelmintics effective against drug-resistant nematodes". Nature. 452 (7184): 176–180. Bibcode:2008Natur.452..176K. doi:10.1038/nature06722. ISSN 0028-0836. PMID 18337814. S2CID 4428834.

[:2-2] Karadzovska, D.; Seewald, W.; Browning, A.; Smal, M.; Bouvier, J.; Giraudel, J. M. (August 2009). "Pharmacokinetics of monepantel and its sulfone metabolite, monepantel sulfone, after intravenous and oral administration in sheep". Journal of Veterinary Pharmacology and Therapeutics. 32 (4): 359–367. doi:10.1111/j.1365-2885.2008.01052.x. PMID 19614841.

[:1-3] Kaminsky, R.; Gauvry, N.; Schorderet Weber, S.; Skripsky, T.; Bouvier, J.; Wenger, A.; Schroeder, F.; Desaules, Y.; Hotz, R.; Goebel, T.; Hosking, B. C.; Pautrat, F.; Wieland-Berghausen, S.; Ducray, P. (September 2008). "Identification of the amino-acetonitrile derivative monepantel (AAD 1566) as a new anthelmintic drug development candidate". Parasitology Research. 103 (4): 931–939. doi:10.1007/s00436-008-1080-7. ISSN 0932-0113. PMC 2491438. PMID 18594861.

Monepantel information

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Monepantel

Anthelmintic

ATCvet code QP52