Cefazolin |
Last updated: 09/02/2024 |
(Also known as: cefazoline; cephazolin; HSDB 3213; cefazolin acid) |
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A drug used to treat gram-positive and some gram-negative bacterial infections | |
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Broad spectrum uses including those of the skin and involving the lung, bone, joint, stomach, blood, heart valve, and urinary tract. | |
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Horses |
Approval status |
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Not approved | |
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Not approved |
Chemical structure |
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C₁₄H₁₄N₈O₄S₃ | |
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CC1=NN=C(S1)SCC2=C(N3C(C(C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)O | |
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CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)O | |
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MLYYVTUWGNIJIB-BXKDBHETSA-N | |
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InChI=1S/C14H14N8O4S3/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26)/t9-,12-/m1/s1 | |
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Yes |
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Common Name | Relationship | Link |
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Cefazolin sodium pentahydrate | Variant |
General status |
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Antibiotic, Antibacterial, Medicinal drug | |
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Cephalosporin | |
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Semi-synthetic | |
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Interferes with the later stages of bacterial cell wall synthesis | |
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[Penicillin-binding protein 1A, Antagonist], [Penicillin-binding protein 1B, Antagonist], [Penicillin-binding protein 1C, Antagonist], [Penicillin-binding protein 2, Antagonist], [Peptidoglycan synthetase ftsI, Antagonist], [Serum paraoxonase/arylesterase 1, Antagonist] | |
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25953-19-9 | |
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247-362-8 | |
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33255 | |
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Antiinfectants for systemic use: Antibacterials for intramammary use | |
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QJ51DA04 | |
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No | |
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Allowed susbstance (Table 1: Bovine, Ovine, Caprine) | |
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454.51 | |
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(6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)thio]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | |
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White to yellowish-white, odorless crystalline powder |
Formulations |
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210 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) at 25 °C3 = Unverified data of known source |
Moderate | ||||||||
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198 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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2.63 X 10-01 | Calculated | - | |||||||
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-0.58 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
Low | ||||||||
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3.6 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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2.0 X 10-13 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
Low volatility | ||||||||
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Max = 272nm with a possible shoulder above 290nm) | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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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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- | V1 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 1 = Estimated data with little or no verification |
Very mobile | |||||||
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Estimated | ||||||||||
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Fate indices |
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Low risk | Q3 Q = Miscellaneous data from online sources Based on LogP < 33 = Unverified data of known source |
Low risk | |||||||||||||||||||||||||
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Known metabolites |
None
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Terrestrial ecotoxicology |
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> 11000 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
Low | ||||||||
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Aquatic ecotoxicology |
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> 1000 | R4 R = Peer reviewed scientific publications Selenastrum capricornutum as sodium salt4 = Verified data |
Low | ||||||||
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> 1000 | R4 R = Peer reviewed scientific publications Selenastrum capricornutum as sodium salt4 = Verified data |
Low | ||||||||
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General |
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High (class III) | - | - | ||||||||
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> 11000 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
Low | ||||||||
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Intramuscular LD₅₀ > 4000 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Intravenous LD₅₀ > 3000 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Excreted virtually unchanged in the urine | 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 gastrointestinal problems May cause hypoprothrombinemia or hypersensitivity Possible liver toxicant |
Handling issues |
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No information available | |||
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Not listed (Not listed) | |||
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cefazolin | ||
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cefazoline | ||
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cefazolina | ||
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Record last updated: | 09/02/2024 |
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 |