| Ronidazole |
![]() Last updated: 20/10/2025 |
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(Also known as: MCMN; (1-methyl-5-nitroimidazole-2-yl)methyl carbamate) |
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An antiprotozoal agent used for prevention and treatment of various infections | |
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Multiple uses including histomoniasis in turkeys, trichomoniasis in pigeons, genital trichomoniasis in cattle, haemorrhagic enteritis in pigs and Tritrichomonas foetus in cats | |
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Cats; Pigeons; Turkeys and other birds; Pig; Cattle |
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Not approved | |
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Not approved |
| Chemical structure |
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Ronidazole exhibits tautomeric isomerism and potentially stereoisomerism, though the latter is less prominent in its pharmacological context. The molecule contains a nitroimidazole ring, which can undergo tautomerism, typically between the 1H- and 3H-imidazole forms. This tautomerism can subtly influence its chemical reactivity and binding properties. Additionally, ronidazole includes a carbamate side chain, which may allow for rotational isomerism around single bonds, though these do not result in distinct stereoisomers under normal conditions. | |
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C₆H₈N₄O₄ | |
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CN1C(=CN=C1COC(=O)N)[N+](=O)[O-] | |
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No data | |
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PQFRTXSWDXZRRS-UHFFFAOYSA-N | |
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InChI=1S/C6H8N4O4/c1-9-4(3-14-6(7)11)8-2-5(9)10(12)13/h2H,3H2,1H3,(H2,7,11) | |
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Yes |
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| Common Name | Relationship | Link |
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| ronidazole | - | ![]() |
| General status |
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Antibiotic, Medicinal drug, Antiparasitic, Antiprotazoal | ||||||||||||||
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Nitroimidazole drug | ||||||||||||||
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Synthetic | ||||||||||||||
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In vivo antiparasitic and antimycoplasmal activity. Its molecular mechanism involves reduction of the nitro group by microbial enzymes, particularly pyruvate:ferredoxin oxidoreductase, which generates reactive nitro radicals. These radicals then interact with nucleic acids, causing strand breaks and DNA damage, ultimately leading to cell death. | ||||||||||||||
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[Pyruvate:ferredoxin oxidoreductase (PFOR), Antagonist] | ||||||||||||||
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7681-76-7 | ||||||||||||||
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231-675-1 | ||||||||||||||
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Antiparasitic products, insecticides & repellents: Antiprotozoals | ||||||||||||||
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QP51AA08 | ||||||||||||||
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Prohibited | ||||||||||||||
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200.15 | ||||||||||||||
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(1-methyl-5-nitro-1H-imidazol-2-yl)methyl carbamate | ||||||||||||||
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1-methyl-2-(carbamoyloxymethyl)-5-nitroimidazole | ||||||||||||||
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Pale yellow crystals | ||||||||||||||
| Commercial |
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1970s, first synthesis; 1980s, use in vet medicine; 2013, not approved UK | |||
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Typically available as capsules, liquids or powders | |||
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The production of ronidazole typically begins with the synthesis of a 5-nitroimidazole core, a key pharmacophore responsible for its antiprotozoal activity. This involves nitration of imidazole derivatives to introduce the nitro group at the 5-position. Next, a methyl group is added at the 1-position through alkylation, followed by the attachment of a hydroxymethyl group at the 2-position. This intermediate is then reacted with carbamic acid derivatives to form the final carbamate ester, yielding ronidazole as the active compound. | |||
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Published GHG data is not available for most pharmaceuticals. However, according to industry, global averages suggest producing 1 kg of a typical active pharmaceutical ingredient can range from 10 to 100 kg CO₂e for small molecule drugs and potentially up to 1000 kg CO₂e for complex biologicals such as vaccines, depending on the drug type, its formulation, complexity of synthesis, solvent recovery, and energy sources used. |
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2900 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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168 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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502 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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258 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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4.17 X 10-01 | Calculated | - | |||||||
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-0.38 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
Low | ||||||||
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1.2 | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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1.651 | Q3 Q = Miscellaneous data from online sources 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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| 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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3400 | E3 E = Manufacturers safety data sheets Rat3 = Unverified data of known source |
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| Aquatic ecotoxicology |
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| General |
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High (class III) | - | - | ||||||||
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3400 | E3 E = Manufacturers safety data sheets Rat3 = Unverified data of known source |
Low | ||||||||
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Intraperitoneal LD₅₀ = 1500 mg kg⁻¹ | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Rapidly metabolised and eliminated mainly via the urine and faeces, up to 3% is exhaled as carbon dioxide | 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 ) 3 = Unverified data of known source |
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| Health issues |
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US FDA - possibly carcinogenic | ||||||||||||||||||||||||||||
| Handling issues |
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No information available | |||
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Health: H302, H361, H373 | |||
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Not listed (Not listed) | |||
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ronidazole | ||
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ronidazole | ||
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Ronidazol | ||
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ronidazol | ||
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| Record last updated: | 20/10/2025 |
| 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 |
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