Milbemycin oxime

  • CAT Number: A001227
  • CAS Number: 129496-10-2
  • Molecular Formula: 2C31H43NO7 (A3:80%) and 2C32H45NO7 (A4:20%)
  • Molecular Weight: 2194.8
  • Purity: ≥95%
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Milbemycin oxime (CAS 129496-10-2) is a veterinary drug from the group of milbemycins, used as a broad spectrum antiparasitic.

Catalog Number A001227
CAS Number 129496-10-2
Molecular Formula

2C31H43NO7 (A3:80%) and 2C32H45NO7 (A4:20%)

Purity 95%
Solubility DMSO: 35 mg/mL
Storage -20°C
IUPAC Name (1R,4S,5'S,6R,6'R,8R,10E,13R,14E,16E,20R,21E,24S)-6'-ethyl-24-hydroxy-21-hydroxyimino-5',11,13,22-tetramethylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one;(1R,4S,5'S,6R,6'R,8R,10E,13R,14E,16E,20R,21Z,24S)-6'-ethyl-24-hydroxy-21-hydroxyimino-5',11,13,22-tetramethylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one;(1R,4S,5'S,6R,6'R,8R,10E,13R,14E,16E,20R,21E,24S)-24-hydroxy-21-hydroxyimino-5',6',11,13,22-pentamethylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one;(1R,4S,5'S,6R,6'R,8R,10E,13R,14E,16E,20R,21Z,24S)-24-hydroxy-21-hydroxyimino-5',6',11,13,22-pentamethylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one
InChI InChI=1S/2C32H45NO7.2C31H43NO7/c2*1-6-27-21(4)12-13-31(40-27)17-25-16-24(39-31)11-10-20(3)14-19(2)8-7-9-23-18-37-29-28(33-36)22(5)15-26(30(34)38-25)32(23,29)35;2*1-18-7-6-8-23-17-36-28-27(32-35)21(4)14-26(31(23,28)34)29(33)37-25-15-24(10-9-19(2)13-18)39-30(16-25)12-11-20(3)22(5)38-30/h2*7-10,15,19,21,24-27,29,35-36H,6,11-14,16-18H2,1-5H3;2*6-9,14,18,20,22,24-26,28,34-35H,10-13,15-17H2,1-5H3/b8-7+,20-10+,23-9+,33-28+;8-7+,20-10+,23-9+,33-28-;7-6+,19-9+,23-8+,32-27+;7-6+,19-9+,23-8+,32-27-/t2*19-,21-,24+,25-,26-,27+,29+,31+,32+;2*18-,20-,22+,24+,25-,26-,28+,30-,31+/m0000/s1
InChIKey LKMMLHTWKLEARD-OAXGTHRDSA-N
SMILES CCC1C(CCC2(O1)CC3CC(O2)CC=C(CC(C=CC=C4COC5C4(C(C=C(C5=NO)C)C(=O)O3)O)C)C)C.CCC1C(CCC2(O1)CC3CC(O2)CC=C(CC(C=CC=C4COC5C4(C(C=C(C5=NO)C)C(=O)O3)O)C)C)C.CC1CCC2(CC3CC(O2)CC=C(CC(C=CC=C4COC5C4(C(C=C(C5=NO)C)C(=O)O3)O)C)C)OC1C.CC1CCC2(CC3CC(O2)CC=C(CC(C=CC=C4COC5C4(C(C=C(C5=NO)C)C(=O)O3)O)C)C)OC1C
Reference

<br />
1:Efficacy of afoxolaner plus milbemycin oxime chewable tablets (NexGard Spectra<sup>&reg;</sup>, Merial) against adult Ancylostoma ceylanicum hookworm, in dogs. Tielemans E, Lebon W, Dumont P, Taweethavonsawat P, Larsen D, Rehbein S.Vet Parasitol. 2017 Apr 30;238:87-89. doi: 10.1016/j.vetpar.2017.03.028. Epub 2017 Apr 1. PMID: 28408213<br />
2:Effect of an Otic Milbemycin Oxime Formulation on Tegastes acroporanus Infesting Corals. Christie BL, Raines JA.J Aquat Anim Health. 2016 Dec;28(4):235-239. doi: 10.1080/08997659.2016.1206636. PMID: 28005491<br />
3:Safety evaluation of orally administered afoxolaner and milbemycin oxime in eight-week-old dogs. Drag M, Saik J, Harriman J, Letendre L, Yoon S, Larsen D.J Vet Pharmacol Ther. 2016 Nov 27. doi: 10.1111/jvp.12375. [Epub ahead of print] PMID: 27891622<br />
4:Efficacy against nematode infections and safety of afoxolaner plus milbemycin oxime chewable tablets in domestic dogs under field conditions in Europe. Rehbein S, Knaus M, Mallouk Y, Breiltgens T, Brianti E, Cap&aacute;ri B, Dantas-Torres F, Gau M, Joachim A, Kaulfu&szlig; KH, Kirkova Z, Lechner J, Mihalca AD, Mirabito R, Petkevičius S, Rapti D, Shukullari E, Sedeilhan M, Dollhofer D, Kley K, Lebon W, Visser M, Jeannin P.Parasitol Res. 2017 Jan;116(1):259-269. Epub 2016 Oct 22. PMID: 27771803<br />
5:The intravenous and oral pharmacokinetics of afoxolaner and milbemycin oxime when used as a combination chewable parasiticide for dogs. Letendre L, Harriman J, Drag M, Mullins A, Malinski T, Rehbein S.J Vet Pharmacol Ther. 2017 Jan;40(1):35-43. doi: 10.1111/jvp.12332. Epub 2016 Sep 7. PMID: 27604405<br />
6:Monthly administrations of milbemycin oxime plus afoxolaner chewable tablets to prevent Angiostrongylus vasorum infection in dogs. Lebon W, Tielemans E, Rehbein S, Dumont P, Yoon S, Beugnet F, Jeannin P, Larsen D, Halos L.Parasit Vectors. 2016 Sep 2;9(1):485. doi: 10.1186/s13071-016-1773-1. PMID: 27589951 Free PMC Article<br />
7:Evaluation of the efficacy of monthly oral administration of afoxolaner plus milbemycin oxime (NexGard Spectra(&reg;), Merial) in the prevention of adult Spirocerca lupi establishment in experimentally infected dogs. Beugnet F, Crafford D, de Vos C, Kok D, Larsen D, Fourie J.Vet Parasitol. 2016 Aug 15;226:150-61. doi: 10.1016/j.vetpar.2016.07.002. Epub 2016 Jul 2. PMID: 27514901 Free Article<br />
8:Efficacy of oral afoxolaner plus milbemycin oxime chewables against induced gastrointestinal nematode infections in dogs. Fankhauser R, Hamel D, Dorr P, Reinemeyer CR, Crafford D, Bowman DD, Ulrich M, Yoon S, Larsen DL.Vet Parasitol. 2016 Jul 30;225:117-22. doi: 10.1016/j.vetpar.2016.06.003. Epub 2016 Jun 3. PMID: 27369586<br />
9:Comparative speed of kill of sarolaner (Simparica) and spinosad plus milbemycin oxime (Trifexis) against induced infestations of Ctenocephalides felis on dogs. Six RH, Everett WR, Myers MR, Mahabir SP.Parasit Vectors. 2016 Feb 19;9:93. doi: 10.1186/s13071-016-1374-z. PMID: 26896448 Free PMC Article<br />
10:Efficacy of afoxolaner plus milbemycin oxime chewable tablets against naturally acquired intestinal nematodes in dogs. Rehbein S, Dorr P, Bowman DD, Crafford D, Kusi I, Postoli R, Yoon S, Chester ST, Dollhofer D, Visser M, Larsen DL.Vet Parasitol. 2016 Feb 15;217:29-35. doi: 10.1016/j.vetpar.2015.12.032. Epub 2016 Jan 2. PMID: 26827857

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