Robenidine
Identification
- Generic Name
- Robenidine
- DrugBank Accession Number
- DB11542
- Background
Robenidine is identified as a coccidiostat drug, which slows both the growth and reproductive cycles of coccidian parasites. Robenidine is used to control coccidiosis, a lethal infection in poultry which has shown a significant economic burden. Despite the availability of other agents to treat coccidiosis, robenidine has been proven to be effective in delaying the development of antibiotic resistance through intermittent and rotating use with other antimicrobials. Farmers alternate the use of robenidine with other antimicrobial agents in order to maintain effectiveness by slowing the development of antimicrobial resistance.
- Type
- Small Molecule
- Groups
- Experimental, Vet approved
- Structure
- Weight
- Average: 334.2
Monoisotopic: 333.0548008 - Chemical Formula
- C15H13Cl2N5
- Synonyms
- Robenidina
- Robenidine
- Robenidinum
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
- Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API
- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Products
- Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.
- Product Ingredients
Ingredient UNII CAS InChI Key Robenidine hydrochloride 8STT15Y392 25875-50-7 LTWIBTYLSRDGHP-HCURTGQUSA-N
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as chlorobenzenes. These are compounds containing one or more chlorine atoms attached to a benzene moiety.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Halobenzenes
- Direct Parent
- Chlorobenzenes
- Alternative Parents
- Aryl chlorides / Hydrazidines / Guanidines / Organopnictogen compounds / Organochlorides / Hydrocarbon derivatives
- Substituents
- Aromatic homomonocyclic compound / Aryl chloride / Aryl halide / Chlorobenzene / Guanidine / Hydrazidine / Hydrocarbon derivative / Organic nitrogen compound / Organochloride / Organohalogen compound
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 4888ME6C4E
- CAS number
- 25875-51-8
- InChI Key
- MOOFYEJFXBSZGE-LQGKIZFRSA-N
- InChI
- InChI=1S/C15H13Cl2N5/c16-13-5-1-11(2-6-13)9-19-21-15(18)22-20-10-12-3-7-14(17)8-4-12/h1-10H,(H3,18,21,22)/b19-9+,20-10+
- IUPAC Name
- N,N'-bis[(E)-[(4-chlorophenyl)methylidene]amino]guanidine
- SMILES
- ClC1=CC=C(\C=N\NC(=N)N\N=C\C2=CC=C(Cl)C=C2)C=C1
References
- General References
- McLoughlin DK, Chute MB: Robenidine resistance in Eimeria tenella. J Parasitol. 1978 Oct;64(5):874-7. [Article]
- Zagar JB, Ascione PP, Chrekian GP: Automated high-pressure liquid chromatographic assay of robenidine hydrochloride. J Assoc Off Anal Chem. 1975 Jul;58(4):822-7. [Article]
- Peeters JE, Geeroms R: Efficacy of diclazuril against robenidine resistant Eimeria magna in rabbits. Vet Rec. 1989 Jun 3;124(22):589-90. [Article]
- Peeters JE, Geeroms R, Norton CC: Eimeria magna: resistance against robenidine in the rabbit. Vet Rec. 1987 Dec 5;121(23):545-6. [Article]
- Peeters JE, Halen P: Robenidine treatment of rabbits naturally infected with coccidia. Lab Anim. 1980 Jan;14(1):53-4. [Article]
- Wilga J, Wasik AK, Namiesnik J: Comparison of extraction techniques of robenidine from poultry feed samples. Talanta. 2007 Oct 31;73(5):812-9. doi: 10.1016/j.talanta.2007.04.046. Epub 2007 May 10. [Article]
- Joyner LP, Norton CC: Robenidine-dependence in a strain of Eimeria maxima. Parasitology. 1975 Feb;70(1):47-51. [Article]
- Peeters JE, Halen P, Meulemans G: Efficacy of robenidine in the prevention of rabbit coccidiosis. Br Vet J. 1979 Jul-Aug;135(4):349-54. [Article]
- Bakhtari SK, Jira J: Chemotherapy of experimental toxoplasmosis with special reference to robenidine. Folia Parasitol (Praha). 1988;35(3):193-8. [Article]
- Berger H, Wang GT, Shor AL, Gale GO, Simkins KL: Safety evaluation of robenidine in the feed of broiler chickens. Poult Sci. 1974 May;53(3):1013-5. [Article]
- External Links
- KEGG Drug
- D08486
- ChemSpider
- 7844905
- 1311554
- ChEMBL
- CHEMBL97137
- ZINC
- ZINC000002013227
- Wikipedia
- Robenidine
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.00865 mg/mL ALOGPS logP 1.98 ALOGPS logP 4.38 Chemaxon logS -4.6 ALOGPS pKa (Strongest Acidic) 14.71 Chemaxon pKa (Strongest Basic) 4.99 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 72.63 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 122.65 m3·mol-1 Chemaxon Polarizability 33.91 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 184.83678 predictedDeepCCS 1.0 (2019) [M+H]+ 187.19478 predictedDeepCCS 1.0 (2019) [M+Na]+ 193.86977 predictedDeepCCS 1.0 (2019)
Drug created at February 26, 2016 17:41 / Updated at February 21, 2021 18:53