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Chemistry

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Also known as: 1398609-39-6, Simparica, Pf-6450567, Dm113ftw7f, 1-(5'-((5s)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-3'-h-spiro(azetidine-3,1'-(2)benzofuran)-1-yl)-2-(methylsulfonyl)ethanone, Ethanone, 1-(5'-((5s)-5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl)spiro(azetidine-3,1'(3'h)-isobenzofuran)-1-yl)-2-(methylsulfonyl)-
Molecular Formula
C23H18Cl2F4N2O5S
Molecular Weight
581.4  g/mol
InChI Key
FLEFKKUZMDEUIP-QFIPXVFZSA-N
FDA UNII
DM113FTW7F

Sarolaner
1 2D Structure

Sarolaner

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-[6-[(5S)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]spiro[1H-2-benzofuran-3,3'-azetidine]-1'-yl]-2-methylsulfonylethanone
2.1.2 InChI
InChI=1S/C23H18Cl2F4N2O5S/c1-37(33,34)9-19(32)31-10-21(11-31)15-3-2-12(4-13(15)8-35-21)18-7-22(36-30-18,23(27,28)29)14-5-16(24)20(26)17(25)6-14/h2-6H,7-11H2,1H3/t22-/m0/s1
2.1.3 InChI Key
FLEFKKUZMDEUIP-QFIPXVFZSA-N
2.1.4 Canonical SMILES
CS(=O)(=O)CC(=O)N1CC2(C1)C3=C(CO2)C=C(C=C3)C4=NOC(C4)(C5=CC(=C(C(=C5)Cl)F)Cl)C(F)(F)F
2.1.5 Isomeric SMILES
CS(=O)(=O)CC(=O)N1CC2(C1)C3=C(CO2)C=C(C=C3)C4=NO[C@@](C4)(C5=CC(=C(C(=C5)Cl)F)Cl)C(F)(F)F
2.2 Other Identifiers
2.2.1 UNII
DM113FTW7F
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Simparica

2.3.2 Depositor-Supplied Synonyms

1. 1398609-39-6

2. Simparica

3. Pf-6450567

4. Dm113ftw7f

5. 1-(5'-((5s)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-3'-h-spiro(azetidine-3,1'-(2)benzofuran)-1-yl)-2-(methylsulfonyl)ethanone

6. Ethanone, 1-(5'-((5s)-5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl)spiro(azetidine-3,1'(3'h)-isobenzofuran)-1-yl)-2-(methylsulfonyl)-

7. (s)-1-(5'-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-3'h-spiro[azetidine-3,1'-isobenzofuran]-1-yl)-2-(methylsulfonyl)ethan-1-one

8. (s)-1-(5'-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-3'h-spiro[azetidine-3,1'-isobenzofuran]-1-yl)-2-(methylsulfonyl)ethanone

9. 1-[5'-[(5s)-5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]spiro[azetidine-3,1'(3'h)-isobenzofuran]-1-yl]-2-(methylsulfonyl)ethanone

10. 1-[6-[(5s)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]spiro[1h-2-benzofuran-3,3'-azetidine]-1'-yl]-2-methylsulfonylethanone

11. Sarolaner [usan]

12. Sarolaner [usan:inn]

13. Unii-dm113ftw7f

14. Sarolaner [inn]

15. Sarolaner [mi]

16. Sarolaner (usan/inn)

17. Sarolaner(pf-6450567)

18. Sarolaner [green Book]

19. Chembl3137302

20. Schembl12097270

21. Dtxsid101336934

22. Ex-a5583

23. Sarolaner [ema Epar Veterinary]

24. Hy-16730

25. Stronghold Plus Component Sarolaner

26. Cs-0012328

27. Sarolaner Component Of Stronghold Plus

28. D10668

29. Q27276475

2.4 Create Date
2014-03-15
3 Chemical and Physical Properties
Molecular Weight 581.4 g/mol
Molecular Formula C23H18Cl2F4N2O5S
XLogP33.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count10
Rotatable Bond Count4
Exact Mass580.0249609 g/mol
Monoisotopic Mass580.0249609 g/mol
Topological Polar Surface Area93.6 Ų
Heavy Atom Count37
Formal Charge0
Complexity1050
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 tick infestations (Dermacentor reticulatus, Ixodes hexagonus, Ixodes ricinus and Rhipicephalus sanguineus). The veterinary medicinal product has immediate and persistent tick killing activity for at least 5 weeks.

For the treatment of flea infestations (Ctenocephalides felis and Ctenocephalides canis). The veterinary medicinal product has immediate and persistent flea killing activity against new infestations for at least 5 weeks. The veterinary medicinal product can be used as part of a treatment strategy for the control of Flea Allergy Dermatitis (FAD).

For the treatment of sarcoptic mange (Sarcoptes scabiei).

For the treatment of ear mite infestations (Otodectes cynotis).

For the treatment of demodicosis (Demodex canis).

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


5 Pharmacology and Biochemistry
5.1 ATC Code

QP53BE03


API Reference Price

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19-Apr-2021
09-Aug-2021
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