Vedaprofen

Vedaprofen is a nonsteroidal anti-inflammatory drug (NSAID) used in veterinary medicine for the treatment of pain and inflammation due to musculoskeletal disorders in dogs and horses and for the treatment of pain due to horse colic. It is a member of the profen drug class.

Vedaprofen

Names
IUPAC name 2-(4-Cyclohexyl-1-naphthyl)propanoic acid
Identifiers
CAS Number	71109-09-6 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:32292
ChEMBL	ChEMBL2104464
ChemSpider	65131
ECHA InfoCard	100.068.339
PubChem CID	72158
UNII	OKX88EO7OI Y
CompTox Dashboard (EPA)	DTXSID5049077
InChI InChI=1S/C19H22O2/c1-13(19(20)21)15-11-12-16(14-7-3-2-4-8-14)18-10-6-5-9-17(15)18/h5-6,9-14H,2-4,7-8H2,1H3,(H,20,21) Key: VZUGVMQFWFVFBX-UHFFFAOYSA-N InChI=1/C19H22O2/c1-13(19(20)21)15-11-12-16(14-7-3-2-4-8-14)18-10-6-5-9-17(15)18/h5-6,9-14H,2-4,7-8H2,1H3,(H,20,21) Key: VZUGVMQFWFVFBX-UHFFFAOYAU
SMILES O=C(O)C(c2ccc(c1ccccc12)C3CCCCC3)C
Properties
Chemical formula	C19H22O2
Molar mass	282.383 g·mol−1
Pharmacology
ATCvet code	QM01AE90 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Synthesis

Vedaprofen can be synthesized beginning with 1-cyclohexylnaphthylene (left). Chloromethylation followed by functional group interconversion provides the ester (center right). Alkylation with methyl iodide then gives vedaprofen (right).

Vedaprofen synthesis: