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    Lotilaner

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    INTERMEDIATES

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    2D Structure
    Also known as: 1369852-71-0, Lotilaner [inn], Credelio, Heh4938d7k, Lotilaner (ema epar: veterinary), (s)-5-[5-(3,4,5-trichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-3-methylthiophene-2-carboxylic acid [(2,2,2-trifluoroethyl carbamoyl) methyl] amide
    Molecular Formula
    C20H14Cl3F6N3O3S
    Molecular Weight
    596.8  g/mol
    InChI Key
    HDKWFBCPLKNOCK-SFHVURJKSA-N
    FDA UNII
    HEH4938D7K
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-methyl-N-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]-5-[(5S)-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]thiophene-2-carboxamide
    2.1.2 InChI
    InChI=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
    2.1.3 InChI Key
    HDKWFBCPLKNOCK-SFHVURJKSA-N
    2.1.4 Canonical SMILES
    CC1=C(SC(=C1)C2=NOC(C2)(C3=CC(=C(C(=C3)Cl)Cl)Cl)C(F)(F)F)C(=O)NCC(=O)NCC(F)(F)F
    2.1.5 Isomeric SMILES
    CC1=C(SC(=C1)C2=NO[C@@](C2)(C3=CC(=C(C(=C3)Cl)Cl)Cl)C(F)(F)F)C(=O)NCC(=O)NCC(F)(F)F
    2.2 Other Identifiers
    2.2.1 UNII
    HEH4938D7K
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 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)-2-thiophenecarboxamide

    2. Credelio

    2.3.2 Depositor-Supplied Synonyms

    1. 1369852-71-0

    2. Lotilaner [inn]

    3. Credelio

    4. Heh4938d7k

    5. Lotilaner (ema Epar: Veterinary)

    6. (s)-5-[5-(3,4,5-trichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-3-methylthiophene-2-carboxylic Acid [(2,2,2-trifluoroethyl Carbamoyl) Methyl] Amide

    7. 3-methyl-n-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]-5-[(5s)-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]thiophene-2-carboxamide

    8. 2-thiophenecarboxamide, 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)-

    9. Lotilaner [usan:inn]

    10. Unii-heh4938d7k

    11. Lotilaner [mi]

    12. Lotilaner (usan/inn)

    13. Lotilaner [usan]

    14. Lotilaner [green Book]

    15. Chembl3707310

    16. Schembl16860871

    17. Dtxsid701027551

    18. Ex-a3269

    19. Ac-36763

    20. Hy-116564

    21. Cs-0065903

    22. D11212

    23. Q27279888

    24. 3-methyi-n-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)-5-((55)-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl)thiophene-2-carboxamide

    2.4 Create Date
    2014-08-25
    3 Chemical and Physical Properties
    Molecular Weight 596.8 g/mol
    Molecular Formula C20H14Cl3F6N3O3S
    XLogP36.6
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count6
    Exact Mass594.972565 g/mol
    Monoisotopic Mass594.972565 g/mol
    Topological Polar Surface Area108 Ų
    Heavy Atom Count36
    Formal Charge0
    Complexity868
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    For the treatment of flea and tick infestations.

    Fleas and ticks must attach to the host and commence feeding in order to be exposed to the active substance.

    The veterinary medicinal product can be used as part of a treatment strategy for the control of flea allergy dermatitis (FAD).

    * Dogs:

    This veterinary medicinal product provides immediate and persistent killing activity for 1 month for fleas (Ctenocephalides felis and C. canis) and ticks (Rhipicephalus sanguineus, Ixodes ricinus, I. hexagonus and Dermacentor reticulatus).

    * Cats:

    This veterinary medicinal product provides immediate and persistent killing activity for 1 month against fleas (Ctenocephalides felis and C. canis) and ticks (Ixodes ricinus).

    5 Pharmacology and Biochemistry
    5.1 ATC Code

    QP53BE04