Vedaprofen

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Vedaprofen
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Names
IUPAC name
2-(4-Cyclohexyl-1-naphthyl)propanoic acid
Other names
Quadrisol
Identifiers
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3D model (JSmol)
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  • 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
  • O=C(O)C(c2ccc(c1ccccc12)C3CCCCC3)C
Properties
C19H22O2
Molar mass 282.383 g·mol−1
Pharmacology
QM01AE90 (WHO)
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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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.[4] It is a member of the profen drug class.

Medical uses

Vedaprofen is indicated for the reduction of inflammation and relief of pain associated with musculo-skeletal disorders and soft tissue lesions (traumatic injuries and surgical trauma).[1][2]

Synthesis

Vedaprofen can be synthesized beginning with 1-cyclohexylnaphthylene (left).[5][6] Chloromethylation followed by functional group interconversion provides the ester (center right). Alkylation with methyl iodide then gives vedaprofen (right).

File:Vedaprofen synthesis.png
Vedaprofen synthesis:

Society and culture

Vedaprofen was approved for veterinary use in the European Union in April 1997.[1][2]

References

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  1. ^ a b c Page Module:Citation/CS1/styles.css has no content."Quadrisol EPAR". European Medicines Agency (EMA). 4 December 1997. Retrieved 26 December 2024.
  2. ^ a b c Page Module:Citation/CS1/styles.css has no content."Vedaprofen PI". Union Register of medicinal products. 5 December 1997. Retrieved 26 December 2024.
  3. ^ Page Module:Citation/CS1/styles.css has no content."Quadrisol 100 mg/ml". European Medicines Agency (EMA). 3 December 1997. Retrieved 26 December 2024.
  4. ^ Page Module:Citation/CS1/styles.css has no content."Specific Nonsteroidal Anti-inflammatory Drugs". Merck Veterinary Manual. Merck Sharp & Dohme Corp. Archived from the original on 5 April 2016. Retrieved 18 April 2012.
  5. ^ Page Template:Citation/styles.css has no content.BE 870553 
  6. ^ U.S. patent 4218473

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