Eprinomectin |
Last updated: 07/03/2024 |
(Also known as: MK 397) |
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A semi-synthetic compound of the avermectin family, intended for the treatment of internal and external parasites | |
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Current | |
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Used for treatment and control of gastrointestinal roundworms, lungworms, warbles, sucking and biting lice, chorioptic and sarcoptic mange mites in beef and dairy cattle | |
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Cattle; Sheep; Goats; Cats; Deer |
Approval status |
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Approved | |
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Approved |
Chemical structure |
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Eprinomectin is a mixture of two isomeric molecules. | |
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C₅₀H₇₅NO₁₄+C₄₉H₇₃NO₁₄ | |
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CCC(C)C1C(C=CC2(O1)CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5O)C)C(=O)O3)O)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)NC(=O)C)OC)OC)C)C | |
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CC[C@H](C)[C@@H]1[C@H](C=C[C@@]2(O1)C[C@@H]3C[C@H](O2)C/C=C(/[C@H]([C@H](/C=C/C=C/4\CO[C@H]5[C@@]4([C@@H](C=C([C@H]5O)C)C(=O)O3)O)C)O[C@H]6C[C@@H]([C@H]([C@@H](O6)C)O[C@H]7C[C@@H]([C@@H]([C@@H](O7)C)NC(=O)C)OC)OC)\C)C | |
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ZKWQQXZUCOBISE-CRTGXIDZSA-N | |
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InChI=1S/C49H73NO14/c1-25(2)43-28(5)17-18-48(64-43)23-35-20-34(63-48)16-15-27(4)44(26(3)13-12-14-33-24-57-46-42(52)29(6)19-36(47(53)60-35)49(33,46)54)61-40-22-38(56-11)45(31(8)59-40)62-39-21-37(55-10)41(30(7)58-39)50-32(9)51/h12-15,17-19,25-26,28,30-31,34-46,52,54H,16,20-24H2,1-11H3,(H,50,51)/b13-12-,27-15-,33-14-/t26-,28-,30-,31-,34+,35-,36-,37+,38-,39-,40-,41+,42+,43+,44-,45+,46+,48+,49+/m0/s1 | |
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Yes |
General status |
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Insecticide, Acaricide, Antiparasitic, Nematicide, Anthelminthic, Endectocide | |
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Avermectin | |
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Semi-synthetic | |
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Contact and stomach action with limited systemic activity, blocks electrical activity in nerves and muscles of pest. Glutamate-gated chloride channel (GluCl) allosteric modulator. | |
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[Glutamate-gated chloride channel (GluCl), Modulator] | |
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123997-26-2 | |
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Antiparasitic products, insecticides & repellents: Endectocides | |
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QP54AA04 | |
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No | |
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Allowed substance (Table 1: Bovine) | |
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900.11 | |
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mix of (10E,14E,16E)-(1R,4S,5'S,6S,6'R,8R,12S,13S,20R,21R,24S)-6'-[(S)-sec-butyl]-21,24-dihydroxy-5',11,13,22-tetramethyl-2-oxo-(3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene)-6-spiro-2'-(5',6'-dihydro-2'H-pyran)-12-yl 4-O-(4-acetamido-2,4,6-trideoxy-3-O-methyl-a-L-lyxo-hexopyranosyl)-2,6-dideoxy-3-O-methyl-a-L-arabino-hexopyranoside (major component) and (10E,14E,16E)-(1R,4S,5'S,6S,6'R,8R,12S,13S,20R,21R,24S)-21,24-dihydroxy-6'-isopropyl-5',11,13,22-tetramethyl-2-oxo-(3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene)-6-spiro-2'-(5',6'-dihydro-2'H-pyran)-12-yl 4-O-(4-acetamido-2,4,6-trideoxy-3-O-methyl-a-L-lyxo-hexopyranosyl)-2,6-dideoxy-3-O-methyl-a-L-arabino-hexopyranoside (minor component) | |
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(4'R)-4'-(acetylamino)-4'-deoxyavermectin B1 | |
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White or pale yellow crystalline powder |
Formulations |
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Bimeprine Pour-on Solution | Bimeda Animal Health Ltd | GB National authorisation | Prescription only medicine to be authorised by suitably qualified person (POM-VPS) | ||||||
Broadline Spot-on Solution | Boehringer Ingelheim Vetmedica GmbH | GB National authorisation | Prescription only medicine to be authorised by suitably qualified person (POM-VPS) | |||||||
Epricert Pour-on Solution | Ceva Animal Health Ltd | GB National authorisation | Prescription only medicine to be authorised by suitably qualified person (POM-VPS) | |||||||
Emperor Pour-On for Beef and Dairy Cattle and Deer | Nutrien Ag Solutions Limited | Not licensed | Not licensed | |||||||
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Available in a variety of formulations including solutions for injection and topically applied products such as spot-ons and pour-ons |
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3.5 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
Low | ||||||||
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164 | E3 E = Manufacturers safety data sheets 3 = Unverified data of known source |
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2.51 X 1005 | Calculated | - | |||||||
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5.4 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
High | ||||||||
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1.23 | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source |
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May be introduced into the environment via the faeces and urine of teated animals |
Degradation |
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64 | R3 R = Peer reviewed scientific publications 3 = Unverified data of known source |
Moderately persistent | |||||||
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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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- | F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source |
Slightly mobile | |||||||
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Fate indices |
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0.94 | Calculated | Low leachability | ||||||||||||||||||||||||||
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Known soil and groundwater metabolites |
None
Other known metabolites |
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24a-hydroxymethyl eprinomectin | - | Rat (Faeces) | - | ||||
24a-hydoxy eprinomectin | - | Rat (Faeces) | - |
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Terrestrial ecotoxicology |
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35 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Rat5 = Verified data used for regulatory purposes |
High | ||||||||
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272 | R4 R = Peer reviewed scientific publications Colinus virginianus4 = Verified data |
Moderate | ||||||||
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56 | R4 R = Peer reviewed scientific publications 4 = Verified data |
Moderate | ||||||||
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Aquatic ecotoxicology |
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1.2 | R4 R = Peer reviewed scientific publications Oncorhynchus mykiss4 = Verified data |
Moderate | ||||||||
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0.37 | R4 R = Peer reviewed scientific publications Oncorhynchus mykiss 96 hr4 = Verified data |
Moderate | ||||||||
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0.00045 | R4 R = Peer reviewed scientific publications Daphnia magna4 = Verified data |
High | ||||||||
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7 | R4 R = Peer reviewed scientific publications Selenastrum capricornutum 14 day4 = Verified data |
Low | ||||||||
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General |
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High (class III) | - | - | ||||||||
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35 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Rat5 = Verified data used for regulatory purposes |
High | ||||||||
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0.005 | A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications ) Dog SF=2005 = Verified data used for regulatory purposes |
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In cattle eprinomectin is mainly excreted in bile and faeces, only a small proportion is excreted in urine or is present in milk. | R3 R = Peer reviewed scientific publications 3 = Unverified data of known source |
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Health issues |
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Possible liver and kidney toxicant |
Handling issues |
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IMDG Transport Hazard Code 6.1 | |||
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Not listed (Not listed) | |||
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UN2811 | |||
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Packaging group II (moderate danger) | |||
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eprinomectin | ||
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eprinomectine | ||
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Eprinomectine | ||
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eprinomectina | ||
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Record last updated: | 07/03/2024 |
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 |