Cyclo(.alpha.R)-.alpha.-hydroxy-4-(4-morpholinyl)benzenepropanoyl-N-methyl-L-leucyl-(2R)-2-hydroxypr

For research use only. Not for therapeutic Use.

  • CAT Number: M093470
  • CAS Number: 155030-63-0
  • Molecular Formula: C60H90N6O14
  • Molecular Weight: 1119.4
  • Purity: ≥95%
Inquiry Now

Emodepside is an anthelmintic drug that is effective against a number of gastrointestinal nematodes, is licensed for use in cats and belongs to the class of drugs known as the octadepsipeptides, a relatively new class of anthelmintic (research into these compounds began in the early 1990s), which are suspected to achieve their anti-parasitic effect by a novel mechanism of action due to their ability to kill nematodes resistant to other anthelmintics.


Catalog Number M093470
CAS Number 155030-63-0
Molecular Formula C60H90N6O14
Purity ≥95%
Storage -20°C
InChI InChI=1S/C60H90N6O14/c1-37(2)31-47-57(71)77-41(9)53(67)61(11)50(34-40(7)8)60(74)80-52(36-44-17-21-46(22-18-44)66-25-29-76-30-26-66)56(70)64(14)48(32-38(3)4)58(72)78-42(10)54(68)62(12)49(33-39(5)6)59(73)79-51(55(69)63(47)13)35-43-15-19-45(20-16-43)65-23-27
InChIKey ZMQMTKVVAMWKNY-YSXLEBCMSA-N
SMILES O=C([C@H](CC(C)C)N(C)C([C@@H](C)OC([C@H](CC(C)C)N(C)C([C@@H](CC1=CC=C(N2CCOCC2)C=C1)OC([C@H](CC(C)C)N(C)C([C@@H](C)OC([C@H](CC(C)C)N3C)=O)=O)=O)=O)=O)=O)O[C@H](CC4=CC=C(N5CCOCC5)C=C4)C3=O
Reference

</br> 1: Crisford A, Ebbinghaus-Kintscher U, Schoenhense E, Harder A, Raming K, O/’Kelly I, Ndukwe K, O/’Connor V, Walker RJ, Holden-Dye L. The Cyclooctadepsipeptide Anthelmintic Emodepside Differentially Modulates Nematode, Insect and Human Calcium-Activated Potassium (SLO) Channel Alpha Subunits. PLoS Negl Trop Dis. 2015 Oct 5;9(10):e0004062. doi: 10.1371/journal.pntd.0004062. eCollection 2015 Oct 5. PubMed PMID: 26437177; PubMed Central PMCID: PMC4593646.</br> 2: Kulke D, von Samson-Himmelstjerna G, Miltsch SM, Wolstenholme AJ, Jex AR, Gasser RB, Ballesteros C, Geary TG, Keiser J, Townson S, Harder A, Krücken J. Characterization of the Ca2+-gated and voltage-dependent K+-channel Slo-1 of nematodes and its interaction with emodepside. PLoS Negl Trop Dis. 2014 Dec 18;8(12):e3401. doi: 10.1371/journal.pntd.0003401. eCollection 2014 Dec 18. PubMed PMID: 25521608; PubMed Central PMCID: PMC4270693.</br> 3: Buxton SK, Robertson AP, Martin RJ. Diethylcarbamazine increases activation of voltage-activated potassium (SLO-1) currents in Ascaris suum and potentiates effects of emodepside. PLoS Negl Trop Dis. 2014 Nov 20;8(11):e3276. doi: 10.1371/journal.pntd.0003276. eCollection 2014 Nov 20. PubMed PMID: 25411836; PubMed Central PMCID: PMC4238981.</br> 4: Böhm C, Wolken S, Schnyder M, Basso W, Deplazes P, Di Cesare A, Deuster K, Schaper R. Efficacy of Emodepside/Praziquantel Spot-on (Profender®) against adult Aelurostrongylus abstrusus Nematodes in Experimentally Infected Cats. Parasitol Res. 2015 Aug;114 Suppl 1:S155-64. doi: 10.1007/s00436-015-4521-0. PubMed PMID: 26152416.</br> 5: Böhm C, Petry G, Schaper R, Wolken S, Strube C. Prevention of Lactogenic Toxocara cati Infections in Kittens by Application of an Emodepside/Praziquantel Spot-on (Profender®) to the Pregnant Queen. Parasitol Res. 2015 Aug;114 Suppl 1:S175-84. doi: 10.1007/s00436-015-4523-y. PubMed PMID: 26152418.</br> 6: Elmshäuser S, Straehle LC, Kranz J, Krebber R, Geyer J. Brain penetration of emodepside is increased in P-glycoprotein-deficient mice and leads to neurotoxicosis. J Vet Pharmacol Ther. 2015 Feb;38(1):74-9. doi: 10.1111/jvp.12149. Epub 2014 Aug 1. PubMed PMID: 25131706.</br> 7: Miltsch SM, Krücken J, Demeler J, Janssen IJ, Krüger N, Harder A, von Samson-Himmelstjerna G. Decreased emodepside sensitivity in unc-49 γ-aminobutyric acid (GABA)-receptor-deficient Caenorhabditis elegans. Int J Parasitol. 2012 Jul;42(8):761-70. doi: 10.1016/j.ijpara.2012.05.009. Epub 2012 Jun 19. PubMed PMID: 22727682.</br> 8: Holden-Dye L, Crisford A, Welz C, von Samson-Himmelstjerna G, Walker RJ, O/’Connor V. Worms take to the slo lane: a perspective on the mode of action of emodepside. Invert Neurosci. 2012 Jun;12(1):29-36. doi: 10.1007/s10158-012-0133-x. Epub 2012 Apr 27. Review. PubMed PMID: 22539031; PubMed Central PMCID: PMC3360863.</br> 9: Petry G, Altreuther G, Wolken S, Swart P, Kok DJ. Efficacy of emodepside plus toltrazuril oral suspension for dogs (Procox®, Bayer) against Trichuris vulpis in naturally infected dogs. Parasitol Res. 2013 Aug;112 Suppl 1:133-8. doi: 10.1007/s00436-013-3287-5. PubMed PMID: 23756961.</br> 10: De Tommasi AS, Giannelli A, de Caprariis D, Ramos RA, Di Paola G, Crescenzo G, Dantas-Torres F, Baneth G, Otranto D. Failure of imidocarb dipropionate and toltrazuril/emodepside plus clindamycin in treating Hepatozoon canis infection. Vet Parasitol. 2014 Mar 1;200(3-4):242-5. doi: 10.1016/j.vetpar.2013.12.013. Epub 2013 Dec 22. PubMed PMID: 24439769.</br> 11: Krüdewagen EM, Remer C, Deuster K, Schunack B, Wolken S, Crafford D, Fourie J, Stanneck D. Chemical Compatibility and Safety of Imidacloprid/Flumethrin Collar (Seresto®) Concomitantly Used with Imidacloprid/Moxidectin (Advocate®, Advantage® Multi) and Emodepside/Praziquantel (Profender®) Spot-on Formulations. Parasitol Res. 2015 Aug;114 Suppl 1:S55-80. doi: 10.1007/s00436-015-4514-z. PubMed PMID: 26152409.</br> 12: Crisford A, Murray C, O/’Connor V, Edwards RJ, Kruger N, Welz C, von Samson-Himmelstjerna G, Harder A, Walker RJ, Holden-Dye L. Selective toxicity of the anthelmintic emodepside revealed by heterologous expression of human KCNMA1 in Caenorhabditis elegans. Mol Pharmacol. 2011 Jun;79(6):1031-43. doi: 10.1124/mol.111.071043. Epub 2011 Mar 17. PubMed PMID: 21415309; PubMed Central PMCID: PMC3102553.</br> 13: Martin RJ, Buxton SK, Neveu C, Charvet CL, Robertson AP. Emodepside and SL0-1 potassium channels: a review. Exp Parasitol. 2012 Sep;132(1):40-6. doi: 10.1016/j.exppara.2011.08.012. Epub 2011 Sep 3. Review. PubMed PMID: 21910990; PubMed Central PMCID: PMC3262936.</br> 14: Buxton SK, Neveu C, Charvet CL, Robertson AP, Martin RJ. On the mode of action of emodepside: slow effects on membrane potential and voltage-activated currents in Ascaris suum. Br J Pharmacol. 2011 Sep;164(2b):453-70. doi: 10.1111/j.1476-5381.2011.01428.x. PubMed PMID: 21486286; PubMed Central PMCID: PMC3188918.</br> 15: Altreuther G, Gasda N, Adler K, Hellmann K, Thurieau H, Schimmel A, Hutchens D, Krieger KJ. Field evaluations of the efficacy and safety of Emodepside plus toltrazuril (Procox® oral suspension for dogs) against naturally acquired nematode and Isospora spp. infections in dogs. Parasitol Res. 2011 Aug;109 Suppl 1:S21-8. doi: 10.1007/s00436-011-2399-z. PubMed PMID: 21739372.</br> 16: Di Cesare A, Iorio R, Crisi P, Paoletti B, Di Costanzo R, Dimitri CF, Traversa D. Treatment of Troglostrongylus brevior (Metastrongyloidea, Crenosomatidae) in mixed lungworm infections using spot-on emodepside. J Feline Med Surg. 2015 Feb;17(2):181-5. doi: 10.1177/1098612X14533552. Epub 2014 May 2. PubMed PMID: 24793743.</br> 17: Petry G, Kruedewagen E, Bach T, Gasda N, Krieger KJ. Efficacy of Procox® oral suspension for dogs (0.1% emodepside and 2% toltrazuril) against experimental nematode (Toxocara cati and Ancylostoma tubaeforme) infections in cats. Parasitol Res. 2011 Aug;109 Suppl 1:S37-43. doi: 10.1007/s00436-011-2401-9. PubMed PMID: 21739374.</br> 18: Schimmel A, Schroeder I, Altreuther G, Settje T, Charles S, Wolken S, Kok DJ, Ketzis J, Young D, Hutchens D, Krieger KJ. Efficacy of emodepside plus toltrazuril (Procox(®) oral suspension for dogs) against Toxocara canis, Uncinaria stenocephala and Ancylostoma caninum in dogs. Parasitol Res. 2011 Aug;109 Suppl 1:S1-8. doi: 10.1007/s00436-011-2397-1. PubMed PMID: 21739370.</br> 19: Petry G, Kruedewagen E, Kampkoetter A, Krieger K. Efficacy of emodepside/toltrazuril suspension (Procox® oral suspension for dogs) against mixed experimental Isospora felis/Isospora rivolta infection in cats. Parasitol Res. 2011 Aug;109 Suppl 1:S29-36. doi: 10.1007/s00436-011-2400-x. PubMed PMID: 21739373.</br> 20: Welz C, Krüger N, Schniederjans M, Miltsch SM, Krücken J, Guest M, Holden-Dye L, Harder A, von Samson-Himmelstjerna G. SLO-1-channels of parasitic nematodes reconstitute locomotor behaviour and emodepside sensitivity in Caenorhabditis elegans slo-1 loss of function mutants. PLoS Pathog. 2011 Apr;7(4):e1001330. doi: 10.1371/journal.ppat.1001330. Epub 2011 Apr 7. PubMed PMID: 21490955; PubMed Central PMCID: PMC3072372.</br></br></br>

Request a Quote