Cefapirin |
Last updated: 18/05/2024 |
(Also known as: cephapirin; cephapirine; cefadyl) |
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A broad spectrum antibiotic active against gram-positive and gram-negative bacteria used as a growth promoters, and chemotherapeutic, and/or prophylactic agents. | |
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Current | |
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Used to treat infections of soft tissue and bone due to bacteria that are resistant to other commonly used antimicrobials | |
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Cattle |
Approval status |
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Approved | |
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Approved |
Chemical structure |
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Isomeric | |
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C₁₇H₁₇N₃O₆S₂ | |
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CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CSC3=CC=NC=C3)SC1)C(=O)O | |
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CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CSC3=CC=NC=C3)SC1)C(=O)O | |
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UQLLWWBDSUHNEB-CZUORRHYSA-N | |
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InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1 | |
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Yes |
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Common Name | Relationship | Link |
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cefapirin hydrogen sulfate | Variant |
General status |
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Antibiotic, Antibacterial, Medicinal drug | |
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Cephalosporin | |
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Synthetic | |
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Inhibits bacterial cell-wall synthesis | |
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[Penicillin-binding proteins 1A/1B, Antagonist] | |
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21593-23-7 | |
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244-466-5 | |
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30699 | |
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Antiinfectants for systemic use: Antibacterials for intramammary use | |
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QJ51DA30 | |
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No | |
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Allowed substance (Table 1: Bovine) | |
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423.46 | |
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(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7- {[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia- 1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | |
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7-(2-(4-pyridylthio)acetamido)cephalosporanic acid | |
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White crystalline powder |
Formulations |
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Mastiplan suspension for lactating cows | MSD Animal Health UK Ltd | GB National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | ||||||
Bimacure Intrauterine Supension | Bimeda Animal Health UK Ltd | UK National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
Metricure 500 mg intrauterine suspension | MSD Animal Health UK Ltd | UK National authorisation | Prescription only medicine to be authorised by a veterinarian (POM-V) | |||||||
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Often formulated as suspension solutions for intramammary, interuterine administration |
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1030 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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7.08 X 10-02 | Calculated | - | |||||||
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-1.15 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
Low | ||||||||
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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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desacetylcefapirin | - | Animal (Milk) | - |
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Terrestrial ecotoxicology |
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> 14000 | 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 |
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Aquatic ecotoxicology |
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General |
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High (class III) | - | - | ||||||||
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> 14000 | 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 |
Low | ||||||||
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Subcutaneous LD₅₀ > 14400 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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Intravenous LD₅₀ = 6048 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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Majority (70-90%) of administered dose is eliminated unchanged in the urine. Substance can cross the placenta and can be identified in milk. | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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Health issues |
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May cause contact dermatitis or hypersensitivity |
Handling issues |
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No information available | |||
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Not listed (Not listed) | |||
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cefapirin | ||
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cefapirine | ||
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cefapirina | ||
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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 |