Tiamulin hydrogen fumarate |
Last updated: 20/03/2024 |
(Also known as: tiamulin fumarate; dynamutilin ) |
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A semi-synthetic derivative of pleuromutilin active against gram-positive bacteria, mycoplasmas, and anaerobes | |
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early-1980s, first registrations | |
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Used in the treatment of dysentery, enzootic pneumonia and mycoplasmal infections | |
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Pigs; Chicken; Turkeys |
Approval status |
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Not approved | |
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Not approved |
Chemical structure |
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Isomeric | |
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C₃₂H₅₁NO₈S | |
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CCN(CC)CCSCC(=O)OC1CC(C(C(C23CCC(C1(C2C(=O)CC3)C)C)C)O)(C)C=C.C(=CC(=O)O)C(=O)O | |
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CCN(CC)CCSCC(=O)O[C@@H]1C[C@@]([C@H]([C@@H](C23CC[C@H](C1([C@H]2C(=O)CC3)C)C)C)O)(C)C=C.C(=C/C(=O)O)\C(=O)O | |
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YXQXDXAHCSEVSD-QETAFFDQSA-N | |
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InChI=1S/C28H47NO4S.C4H4O4/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28;5-3(6)1-2-4(7)8/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t19-,20+,22-,24+,25+,26-,27-,28+;/m1./s1 | |
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Yes |
General status |
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Antibiotic, Antimicrobial, Antibacterial, Feed Additive | |
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Pleuromutilin | |
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Synthetic | |
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Inhibition of ribosomal protein synthesis in sensitive bacteria | |
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[50S rRNA, Antagonist] | |
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55297-96-6 | |
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259-581-6 | |
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86280312 | |
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Antiinfectants for systemic use: Antibacterials for systemic use | |
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QJ01XQ01 | |
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No | |
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Allowed substance (Table 1: Porcine, Chicken, Turkey, Rabbit) | |
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609.82 | |
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(E)-but-2-enedioic acid;[(1S,2R,3S,4S,6R,7S,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[2-(diethylamino)ethylsulfanyl]acetate | |
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14-deoxy-14-((2-diethylaminoethyl)-mercaptoacetoxy)-mutilin | |
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White to yellow coloured crystalline powder |
Formulations |
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Denagard 10% Premix for medicated feed for pigs | Novartis Animal Health UK Ltd | Not licensed | Not licensed | ||||||
Denagard 12.5% w/v concentrate oral solution | Novartis Animal Health UK Ltd | Not licensed | Not licensed | |||||||
Tiamulabs Tiamulin Soluble Powder | Abbey Laboratories Pty Ltd | Not licensed | Not licensed | |||||||
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Available in a variety of formulations including oral solutions and medicated pre-mix feeds |
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147 | 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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1.26 X 1002 | Calculated | - | |||||||
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2.1 | 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 |
Low | ||||||||
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Not applicable | R4 R = Peer reviewed scientific publications 4 = Verified data |
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No dissociation | |||||||||||
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Substance may enter the environment via the urine faeces of treated animals or by leaching from spilt medicated feed. |
Degradation |
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106.5 | 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 |
Persistent | ||||||||
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USEPA data: lab studt DT₅₀ range 43-301 days, Soils=8 | ||||||||||
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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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841 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
Moderate | ||||||||
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> 1860 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Gallus domesticus3 = Unverified data of known source |
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Aquatic ecotoxicology |
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5.2 | R3 R = Peer reviewed scientific publications Unknown species3 = Unverified data of known source |
Moderate | ||||||||
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32 | R3 R = Peer reviewed scientific publications Daphnia magna3 = Unverified data of known source |
Moderate | ||||||||
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> 0.165 | R4 R = Peer reviewed scientific publications Selenastrum capricornutum4 = Verified data |
Moderate | ||||||||
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General |
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High (class III) | - | - | ||||||||
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841 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
Moderate | ||||||||
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Subcutaneous LD₅₀ = 521 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Following absorption, it is rapidly metabolised and excreted | 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 ) 5 = Verified data used for regulatory purposes |
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Health issues |
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May cause dermatitis or asthma Possible liver and kidney toxicant |
Handling issues |
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Emits toxic fumes under fire conditions | |||
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Not listed (Not listed) | |||
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tiamulin hydrogen fumarate | ||
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Record last updated: | 20/03/2024 |
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 |