Lufenuron
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This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Explore a selection of our essential drug information below, or:
Identification
- Generic Name
- Lufenuron
- DrugBank Accession Number
- DB11424
- Background
Lufenuron is used in veterinary for the control of flea.
- Type
- Small Molecule
- Groups
- Experimental, Vet approved
- Structure
- Weight
- Average: 511.15
Monoisotopic: 509.9784228 - Chemical Formula
- C17H8Cl2F8N2O3
- Synonyms
- 1-(2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl)-3-(2,6-difluorobenzoyl)urea
- Fluphenacur
- Lufenuron
- Lufenurone
- Lufenuronum
- N-({[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]amino}carbonyl)-2,6-difluorobenzamide
Pharmacology
- Indication
Not Available
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- 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
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as n-phenylureas. These are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- N-phenylureas
- Direct Parent
- N-phenylureas
- Alternative Parents
- Phenoxy compounds / Phenol ethers / Dichlorobenzenes / Fluorobenzenes / Aryl chlorides / Aryl fluorides / Organic carbonic acids and derivatives / Propargyl-type 1,3-dipolar organic compounds / Organic oxides / Hydrocarbon derivatives show 6 more
- Substituents
- 1,4-dichlorobenzene / Alkyl fluoride / Alkyl halide / Aromatic homomonocyclic compound / Aryl chloride / Aryl fluoride / Aryl halide / Carbonic acid derivative / Carbonyl group / Chlorobenzene show 17 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- organofluorine compound, aromatic ether, dichlorobenzene, N-acylurea, benzoylurea insecticide (CHEBI:39384) / Pesticides (C18434)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 1R754M4918
- CAS number
- 103055-07-8
- InChI Key
- PWPJGUXAGUPAHP-UHFFFAOYSA-N
- InChI
- InChI=1S/C17H8Cl2F8N2O3/c18-6-5-11(32-17(26,27)14(22)16(23,24)25)7(19)4-10(6)28-15(31)29-13(30)12-8(20)2-1-3-9(12)21/h1-5,14H,(H2,28,29,30,31)
- IUPAC Name
- 1-[2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-3-(2,6-difluorobenzoyl)urea
- SMILES
- FC(C(F)(F)F)C(F)(F)OC1=C(Cl)C=C(NC(=O)NC(=O)C2=C(F)C=CC=C2F)C(Cl)=C1
References
- General References
- Ben Ziony Y, Arzi B: Comments on dosing lufenuron. J Am Vet Med Assoc. 2002 Oct 1;221(7):932. [Article]
- Strakosch MR: Lufenuron and tick paralysis. Aust Vet J. 2000 Feb;78(2):98. [Article]
- Hotz RP, Hassler S, Maurer MP: Determination of Lufenuron in canine skin layers by radioluminography. Schweiz Arch Tierheilkd. 2000 Apr;142(4):173-6. [Article]
- Wilson TG, Cryan JR: Lufenuron, a chitin-synthesis inhibitor, interrupts development of Drosophila melanogaster. J Exp Zool. 1997 May 1;278(1):37-44. [Article]
- Fisher MA, Jacobs DE, Hutchinson MJ, Dick IG: Evaluation of flea control programmes for cats using fenthion and lufenuron. Vet Rec. 1996 Jan 27;138(4):79-81. [Article]
- Hink WF, Zakson M, Barnett S: Evaluation of a single oral dose of lufenuron to control flea infestations in dogs. Am J Vet Res. 1994 Jun;55(6):822-4. [Article]
- Dean SR, Meola RW, Meola SM, Sittertz-Bhatkar H, Schenker R: Mode of action of lufenuron on larval cat fleas (Siphonaptera: Pulicidae). J Med Entomol. 1998 Sep;35(5):720-4. [Article]
- Bar-Oz B, Ito S, Parks V, Maurer MP, Koren G: Estimation of neonatal exposure after accidental ingestion of lufenuron in a breastfeeding mother. J Hum Lact. 2000 Aug;16(3):229-30. [Article]
- Moya P, Flores S, Ayala I, Sanchis J, Montoya P, Primo J: Evaluation of lufenuron as a chemosterilant against fruit flies of the genus Anastrepha (Diptera: Tephritidae). Pest Manag Sci. 2010 Jun;66(6):657-63. doi: 10.1002/ps.1925. [Article]
- Miller PF, Peters BA, Hort CA: Comparison of lufenuron and nitenpyram versus imidacloprid for integrated flea control. Vet Ther. 2001 Fall;2(4):285-92. [Article]
- External Links
Clinical Trials
- Clinical Trials
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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 0.00139 mg/mL ALOGPS logP 6.04 ALOGPS logP 6.12 Chemaxon logS -5.6 ALOGPS pKa (Strongest Acidic) 9.02 Chemaxon pKa (Strongest Basic) -5.2 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 67.43 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 96.63 m3·mol-1 Chemaxon Polarizability 37.68 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No 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]- 195.71022 predictedDeepCCS 1.0 (2019) [M+H]+ 198.10579 predictedDeepCCS 1.0 (2019) [M+Na]+ 204.2122 predictedDeepCCS 1.0 (2019)
Drug created at February 25, 2016 18:40 / Updated at February 21, 2021 18:53