Fenoprofen

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Fenoprofen
Clinical data
Trade namesNalfon
AHFS/Drugs.comMonograph
MedlinePlusa681026
Pregnancy
category
  • C
Routes of
administration
By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
MetabolismMajor urinary metabolites are fenoprofen glucuronide and 4′-hydroxyfenoprofen glucuronide.
Elimination half-life3 hours
ExcretionRenal (~90%)
Identifiers
  • 2-(3-phenoxyphenyl)propanoic acid
JSmol)
  • O=C(O)C(c2cc(Oc1ccccc1)ccc2)C
  • InChI=1S/C15H14O3/c1-11(15(16)17)12-6-5-9-14(10-12)18-13-7-3-2-4-8-13/h2-11H,1H3,(H,16,17) checkY
  • Key:RDJGLLICXDHJDY-UHFFFAOYSA-N checkY
  (verify)

Fenoprofen, sold under the brand name Nalfon among others, is a

generic medication.[3][4]

Pharmacology

Decreases inflammation, pain, and fever, probably through inhibition of cyclooxygenase (

COX-2 inhibitor
) activity and prostaglandin synthesis.

Chirality and biological activity

Fenoprofen is chiral drug with one stereogenic center and exists as chiral twins. (S)-enantiomer has the desired pharmacological action where as the (R)-isomer is less active. It is observed that there is stereoselective bioconversion of the (R)- to (S)-fenoprofen. This stereoselective conversion is called chiral inversion.[5][6]

Contraindications

History of significantly impaired renal function; patients with known hypersensitivity to any component of the product; patients who have experienced

urticaria, or allergic-type reactions after taking aspirin or other NSAIDs; treatment of perioperative pain in the setting of coronary artery bypass graft
(CABG) surgery.

Adverse effects

In October 2020, the U.S. Food and Drug Administration (FDA) required the drug label to be updated for all nonsteroidal anti-inflammatory medications to describe the risk of kidney problems in unborn babies that result in low amniotic fluid.[7][8] They recommend avoiding NSAIDs in pregnant women at 20 weeks or later in pregnancy.[7][8]

Drug interactions

Laboratory test interactions

False elevation in free and total serum T 3 as measured by Amerlex-M kit.[medical citation needed]

Brand names

See also

References

  1. FDA
    . Retrieved 22 October 2023.
  2. PMID 21328296
    .
  3. ^ "2022 First Generic Drug Approvals". U.S. Food and Drug Administration (FDA). 3 March 2023. Archived from the original on 30 June 2023. Retrieved 30 June 2023.
  4. ^ "Competitive Generic Therapy Approvals". U.S. Food and Drug Administration (FDA). 29 June 2023. Archived from the original on 29 June 2023. Retrieved 29 June 2023.
  5. PMID 3920382
    .
  6. .
  7. ^ a b "FDA Warns that Using a Type of Pain and Fever Medication in Second Half of Pregnancy Could Lead to Complications". U.S. Food and Drug Administration (FDA) (Press release). 15 October 2020. Retrieved 15 October 2020. Public Domain This article incorporates text from this source, which is in the public domain.
  8. ^ a b "NSAIDs may cause rare kidney problems in unborn babies". U.S. Food and Drug Administration. 21 July 2017. Retrieved 15 October 2020. Public Domain This article incorporates text from this source, which is in the public domain.

External links