Buprenorphine |
Last updated: 18/05/2024 |
(Also known as: probuphenine; RX-6029-M) |
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An opioid analgesic agent for a variety of animals | |
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Current | |
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1965, patented; 1981, first medical approvals | |
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Used for pain relief or is used as a preanesthetic in a veterinary hospital or clinic setting | |
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Horses; Hedgehogs; Sheep; 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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C₂₉H₄₁NO₄ | |
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CC(C)(C)C(C)(C1CC23CCC1(C4C25CCN(C3CC6=C5C(=C(C=C6)O)O4)CC7CC7)OC)O | |
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C[C@]([C@H]1C[C@@]23CC[C@@]1([C@H]4[C@@]25CCN([C@@H]3CC6=C5C(=C(C=C6)O)O4)CC7CC7)OC)(C(C)(C)C)O | |
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RMRJXGBAOAMLHD-IHFGGWKQSA-N | |
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InChI=1S/C29H41NO4/c1-25(2,3)26(4,32)20-15-27-10-11-29(20,33-5)24-28(27)12-13-30(16-17-6-7-17)21(27)14-18-8-9-19(31)23(34-24)22(18)28/h8-9,17,20-21,24,31-32H,6-7,10-16H2,1-5H3/t20-,21-,24-,26+,27-,28+,29-/m1/s1 | |
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Yes |
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Common Name | Relationship | Link |
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buprenorphine | - |
General status |
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Analgesic, Medicinal drug | |
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Opioid | |
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Synthetic | |
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Acts as an epsilon-opioid antagonist | |
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[Mu-type opioid receptor, partial agonist], [Kappa-type opioid receptor, Antagonist], [Delta-type opioid receptor, Antagonist] | |
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52485-79-7 | |
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257-950-6 | |
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644073 | |
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Nervous system: Analgesics | |
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QN02AE01 | |
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UK: Class C, Schedule 3; EU: UN71, Class IV | |
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467.65 | |
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(2S)-2-[(-)-(5R,6R,7R,14S)-9α-cyclopropylmethyl-4,5-epoxy-6,14-ethano-3-hydroxy-6-methoxymorphinan-7-yl]-3,3-dimethylbutan-2-ol | |
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17-(cyclopropylmethyl)-α-(1,1-dimethylethyl)-4,5-epoxy-18,19-dihydro-3-hydroxy-6-methoxy-α-methyl-6,14-ethenomorphinan-7-methanol; Buprenex | |
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White crystalline powder |
Formulations |
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Bupaq solution for injection | VetViva Richter GmbH | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | ||||||
Vetergesic, 0.3mg/ml solution for injection for Dog and Cats | Ceva Animal Health Ltd | UK National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
Bupredine multidose solution injection | Le Vet Beheer B.V. | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
Buprevet Multidose Solution for injection | VetViva Richter GmbH | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
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Formulated as a solution for injection |
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0.636 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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209 | L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source |
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9.55 X 1004 | Calculated | - | |||||||
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4.98 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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8.31 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) at 25°C3 = Unverified data of known source |
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1.23 X 10-08 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
Low volatility | ||||||||
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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 soil and groundwater metabolites |
None
Other known metabolites |
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norbuprenorphine Note: Pharmacologically active |
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hydroxybuprenorphine | - | Human (Liver) | - | ||||
buprenorphine glucuronide | - | Human (Liver) | - |
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Terrestrial ecotoxicology |
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243 | Q3 Q = Miscellaneous data from online sources Rat3 = Unverified data of known source |
Moderate | ||||||||
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Aquatic ecotoxicology |
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General |
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High (class III) | - | - | ||||||||
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243 | Q3 Q = Miscellaneous data from online sources Rat3 = Unverified data of known source |
Moderate | ||||||||
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Intraperitoneal LD₅₀ = 90 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Intravenous LD₅₀ = 197 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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Liver metabolism, excreted ~70 in bile and ~30% in urine | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Health issues |
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May cuase respiratory depression, decreased blood pressure and heart rate |
Handling issues |
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No information available | |||
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Health: H302, H319, H332, H361, H373 | |||
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Not listed (Not listed) | |||
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buprenorphine | ||
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buprenorfina | ||
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Record last updated: | 18/05/2024 |
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 |