Cefotaxime |
Last updated: 14/01/2024 |
(Not known by any other names) |
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A broad-spectrum drug used to treat gram-negative and gram-positive bacterial infections | |
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1981, first introduced | |
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Generally used for soft tissue and orthopedic infections | |
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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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Isomeric | |
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C₁₆H₁₇N₅O₇S₂ | |
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CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)O | |
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CC(=O)OCC1=C(N2[C@H]([C@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)O | |
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GPRBEKHLDVQUJE-CPAGPLPBSA-N | |
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InChI=1S/C16H17N5O7S2/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26)/b20-9-/t10-,14-/m1/s1 | |
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Yes |
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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Inhibits bacterial cell wall synthesis by binding to one or more of the penicillin-binding proteins (PBPs) | |
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[Penicillin-binding protein 1b, Antagonist], [Penicillin-binding protein 2a, Antagonist], [Penicillin-binding protein 3, Antagonist ], [Penicillin-binding protein 1A, Antagonistic action], [Penicillin-binding protein 2B, Antagonist] | |
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63527-52-6 | |
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264-299-1 | |
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5742673 | |
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Antiinfectives for systemic use: Antibacterials for systemic use | |
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QJ01DD01 | |
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No | |
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455.47 | |
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(6R,7R,Z)-3-(acetoxymethyl)-7-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]t-2-ene-2-carboxylic acid | |
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White solid |
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4.37 X 1000 | Calculated | - | |||||||
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0.64 | 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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Fate indices |
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Low risk | 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 ) Based on LogP < 33 = Unverified data of known source |
Low risk | |||||||||||||||||||||||||
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Known soil and groundwater metabolites |
None
Other known metabolites |
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desacetyl-cefotaxime Note: Pharmaceutically active metabolite |
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Terrestrial ecotoxicology |
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> 20000 | F4 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 ) Rat4 = Verified data |
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Aquatic ecotoxicology |
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General |
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High (class III) | - | - | ||||||||
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> 20000 | F4 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 ) Rat4 = Verified data |
Low | ||||||||
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Intravenous LD₅₀ > 7000 mg kg⁻¹ | F4 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 ) Rat4 = Verified data |
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Partially metabolised and excreted via the urine. Faecal eliminations accounts for 10-20% of administered dose | 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 gastrointestinal problems and headaches |
Handling issues |
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No information available | |||
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Not listed (Not listed) | |||
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cefotaxime | ||
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cefotaxima | ||
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Record last updated: | 14/01/2024 |
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 |