Enalapril maleate (Ref: MK 421) |
Last updated: 08/02/2024 |
(Also known as: Renitek) |
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A veterinary prodrug which is an angiotensin-converting enzyme (ACE) inhibitor | |
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Current | |
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Used to treat hypertension, symptomatic heart failure, and asymptomatic left ventricular dysfunction | |
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Cats; Dogs |
Approval status |
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Approved | |
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Approved |
Chemical structure |
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Isomeric | |
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C₂₄H₃₂N₂O₉ | |
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CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2CCCC2C(=O)O.C(=CC(=O)O)C(=O)O | |
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CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2CCC[C@H]2C(=O)O.C(=C\C(=O)O)\C(=O)O | |
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OYFJQPXVCSSHAI-QFPUQLAESA-N | |
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InChI=1S/C20H28N2O5.C4H4O4/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25;5-3(6)1-2-4(7)8/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,16-,17-;/m0./s1 | |
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Yes |
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Common Name | Relationship | Link |
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enalapril | Parent | |
enalapril maleate | - |
General status |
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Medicinal drug: hypertension agent | |
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Peptide | |
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Synthetic | |
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Undergoes biotransformation to the active enalaprilat. An angiotensin-converting-enzyme (ACE) inhibitor; Blocks the angiotensin-converting enzyme. | |
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[Angiotensin-converting enzyme, Inhibitor] | |
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76095-16-4 | |
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75847-73-3 | |
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278-375-7 | |
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Agents acting on the renin-angiotensin system: ACE inhibitors, plain; Antihypertensive drug | |
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QC09AA02 | |
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No | |
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492.52 | |
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(S)-1-(N-(1-(Ethoxycarbonyl)-3-phenylpropyl)-L-alanyl)-L-proline | |
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(S)-1-((S)-2-(1-((S)-ethoxycarbonyl)-3-phenyl-propylamino)-propionyl)-pyrrolidine-2-carboxylic acid | |
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1-(N-((S)-1-Carboxy-3-phenylpropyl)-L-alanyl)-L-proline 1'-ethyl ester | |
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White to off-white crystalline powder |
Formulations |
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Prilenal Tablets | Ceva Animal Health Ltd | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | ||||||
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Usually formulated as tablets for oral administration |
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16400 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) at 25 °C3 = Unverified data of known source |
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80.0 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Ethanol3 = Unverified data of known source |
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200 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Methanol3 = Unverified data of known source |
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143 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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165.3 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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416.7 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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1.17 X 1000 | Calculated | - | |||||||
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0.07 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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2.97 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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pKa(2)=5.35 | |||||||||||
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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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enalapril | - | Animals inc. humans | - |
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Terrestrial ecotoxicology |
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2973 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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Aquatic ecotoxicology |
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> 1000 | Q3 Q = Miscellaneous data from online sources Pimephales promelas3 = Unverified data of known source |
Low | ||||||||
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354 | Q3 Q = Miscellaneous data from online sources Daphnia magna3 = Unverified data of known source |
Low | ||||||||
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General |
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High (class III) | - | - | ||||||||
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2973 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
Low | ||||||||
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Subcutaneous LD₅₀ = 1418 mg kg⁻¹ | Q3 Q = Miscellaneous data from online sources Rat3 = Unverified data of known source |
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Intravenous LD₅₀ = 849 mg kg⁻¹ | Q3 Q = Miscellaneous data from online sources Rat3 = Unverified data of known source |
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Hepatic metabolism, renal excretion. Some evidence of some loss in maternal milk | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Health issues |
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May cause dizziness, low blood pressure, synope and a dry cough Possible kidney toxicant |
Handling issues |
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Will produce toxic gases when heated to decomposition Reactive with oxidising agents |
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Not listed (Not listed) | |||
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enalapril maleate | ||
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Record last updated: | 08/02/2024 |
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 |