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CHEBI:229657 - lotilaner

ChEBI IDCHEBI:229657
ChEBI Namelotilaner
Stars
DefinitionA member of the class of isoxazoles that is 4,5-dihydro-1,2-oxazole substituted by 4-methyl-5-({2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}carbamoyl)thiophen-2-yl, trifluoromethyl, and 3,4,5-trichlorophenyl groups at positions 3, 5 and 5, respectively (the 5S-stereoisomer). It is a γ-aminobutyric acid (GABA)-gated chloride channel inhibitor selective for mites, approved for the treatment of Demodex blepharitis.
Last Modified16 April 2024
SubmitterAdnan
DownloadsMolfile
FormulaC20H14Cl3F6N3O3S
Net Charge0
Average Mass596.764
Monoisotopic Mass594.97256
SMILESCc1cc(C2=NO[C@@](c3cc(Cl)c(Cl)c(Cl)c3)(C(F)(F)F)C2)sc1C(=O)NCC(=O)NCC(F)(F)F
InChIInChI=1S/C20H14Cl3F6N3O3S/c1-8-2-13(36-16(8)17(34)30-6-14(33)31-7-19(24,25)26)12-5-18(35-32-12,20(27,28)29)9-3-10(21)15(23)11(22)4-9/h2-4H,5-7H2,1H3,(H,30,34)(H,31,33)/t18-/m0/s1
InChIKeyHDKWFBCPLKNOCK-SFHVURJKSA-N
Wikipedia
Roles Classification
Biological Role:
Applications:
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
ChEBI Ontology
Outgoing Relation(s)
lotilaner (CHEBI:229657) has role ectoparasiticide (CHEBI:38956)
lotilaner (CHEBI:229657) has role GABA-gated chloride channel antagonist (CHEBI:38999)
lotilaner (CHEBI:229657) has role ophthalmology drug (CHEBI:66981)
lotilaner (CHEBI:229657) is a isoxazoles (CHEBI:55373)
lotilaner (CHEBI:229657) is a organofluorine compound (CHEBI:37143)
lotilaner (CHEBI:229657) is a secondary carboxamide (CHEBI:140325)
lotilaner (CHEBI:229657) is a thiophenes (CHEBI:26961)
lotilaner (CHEBI:229657) is a trichlorobenzene (CHEBI:27096)
IUPAC Name 
3-methyl-N-{2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl}-5-[(5S)-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]thiophene-2-carboxamide
INNs  Source
lotilanerWHO MedNet
lotilanerWHO MedNet
lotilanerumWHO MedNet
lotilanerWHO MedNet
Synonyms  Source
5-[(5S)-4,5-dihydro-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-3-isoxazolyl]-3-methyl-N-[2-oxo-2-[(2,2,2-trifluoroethyl)amino]ethyl]-2-thiophenecarboxamideChEBI
TP 03DrugBank
TP03DrugBank
TP-03DrugBank
Brand Names  Source
XdemvyKEGG DRUG
CredelioChEBI
Manual XrefsDatabases
lotilanerAlan Wood's Pesticides
DB17992DrugBank
D11212KEGG DRUG
LotilanerWikipedia
Registry NumbersSources
CAS:1369852-71-0DrugBank
Citations