Milbemycin oxime (Ref: CGA-179246) |
Last updated: 14/01/2024 |
(Also known as: Milbemycin-A4-oxim ) |
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A broad-spectrum antiparasitic drug producted by the fermentation by Streptomyces hygroscopicus variant aureolacrimosus | |
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Current | |
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circa 1972, introduced | |
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Used for the treatment of heartworms, mites, fleas, ticks and nematodes (roundworms, tapeworms, hookworms) | |
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Dogs; Cats |
Approval status |
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Approved | |
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Approved |
Chemical structure |
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Isomeric | |
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C₆₃H₈₈N₂O₁₄ | |
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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 | |
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CC[C@@H]1[C@H](CC[C@@]2(O1)C[C@@H]3C[C@H](O2)C/C=C(/C[C@H](/C=C/C=C/4\CO[C@H]\5[C@@]4([C@@H](C=C(/C5=N/O)C)C(=O)O3)O)C)\C)C.C[C@H]1CC[C@]2(C[C@@H]3C[C@H](O2)C/C=C(/C[C@H](/C=C/C=C/4\CO[C@H]\5[C@@]4([C@@H](C=C(/C5=N/O)C)C(=O)O3)O)C)\C)O[C@@H]1C | |
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CKVMAPHTVCTEMM-ALPQRHTBSA-N | |
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InChI=1S/C32H45NO7.C31H43NO7/c1-6-27-21(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;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/h7-10,15,19,21,24-27,29,35-36H,6,11-14,16-18H2,1-5H3;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-;7-6+,19-9+,23-8+,32-27-/t19-,21-,24+,25-,26-,27+,29+,31+,32+;18-,20-,22+,24+,25-,26-,28+,30-,31+/m00/s1 | |
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Yes |
General status |
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Anthelmintic agent; Ectoparasiticide | |
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Micro-organism derived substance | |
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>95% | |
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Natural | |
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Opens glutamate sensitive chloride channels in neurons and myocytes of invertebrates, leading to hyperpolarisation of these cells and blocking of signal transfer. | |
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[GABA, Agonist] | |
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129496-10-2 | |
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Antiparasitic products, insecticides and repellents: Milbemycins | |
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QP54AB01 | |
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No | |
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1097.4 | |
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None | |
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mixture of 70% (10E,14E,16E)-(1R,4S,5'S,6R,6'R,8R,13R,20R,24S)-6'-ethyl-24-hydroxy-5',11,13,22-tetramethyl-(3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene)-6-spiro-2'-(tetrahydropyran)-2,21-dione 21-(EZ)-oxime and 30% (10E,14E,16E)-(1R,4S,5'S,6R,6'R,8R,13R,20R,24S)-24-hydroxy-5',6',11,13,22-pentamethyl-(3,7,19-trioxatetracyclo(15.6.1.14,8.020,24)pentacosa-10,14,16,22-tetraene)-6-spiro-2'-(tetrahydropyran)-2,21-dione 21-(EZ)-oxime | |
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(6R,25R)-5-demethoxy-28-deoxy-6,28-epoxy-25-ethyl-5-(hydroxyimino)milbemycin B mixture with (6R,25R)-5-demethoxy-28-deoxy-6,28-epoxy-5-(hydroxyimino)-25-methylmilbemycin B | |
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Crystalline solid |
Formulations |
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Aderexa Chewable Tablets | Krda d.d. Novo Mesto | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | ||||||
Mektix Chewable Tablets | Kr | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
Milbemax | Novartis | EU Mutually recognised procedure | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
Milprazon | Krka d.d. | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
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Usually supplied in tablet form for oral administration |
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Max @ 246nm | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Degradation |
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As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below. | ||||||||||
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Soil adsorption and mobility |
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Fate indices |
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Known metabolites |
None
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Terrestrial ecotoxicology |
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> 980 | P4 P = Other non-EU, UK or US Governments and Regulators Rat 4 = Verified data |
Moderate | ||||||||
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Aquatic ecotoxicology |
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0.059 | P4 P = Other non-EU, UK or US Governments and Regulators Cyprinus carpio4 = Verified data |
High | ||||||||
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> 100 | P4 P = Other non-EU, UK or US Governments and Regulators Daphnia magna4 = Verified data |
Low | ||||||||
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General |
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> 980 | P4 P = Other non-EU, UK or US Governments and Regulators Rat 4 = Verified data |
Moderate | ||||||||
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200 | P3 P = Other non-EU, UK or US Governments and Regulators Rat as product3 = Unverified data of known source |
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> 5.0 | P3 P = Other non-EU, UK or US Governments and Regulators Rat 4 hr3 = Unverified data of known source |
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Metabolised in the liver; biliary excretion | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Health issues |
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Harmful by inhalation and ingestion |
Handling issues |
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Non-corrosive Not expected to auto-ignite; Not highly flammable |
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Health: H302, H332 Environment: H400, H410 |
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Not listed (Not listed) | |||
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None allocated | |||
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milbemycin oxime | ||
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oxime de milbemycine | ||
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Record last updated: | 14/01/2024 |
Contact: | aeru@herts.ac.uk |
Please cite as: | Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 |