Nepafenac

• CAT Number: A001187
• CAS Number: 78281-72-8
• Molecular Formula: C15H14N2O2
• Molecular Weight: 254.28
• Purity: ≥95%
• Synonyms: AHR 9434, AL 6515
• Target: Anti-infection
• Solubility: >10mg/mL in DMSO
• Storage: 3 years -20C powder
• IUPAC Name: 2-(2-amino-3-benzoylphenyl)acetamide
• InChI: InChI=1S/C15H14N2O2/c16-13(18)9-11-7-4-8-12(14(11)17)15(19)10-5-2-1-3-6-10/h1-8H,9,17H2,(H2,16,18)
• InChIKey: QEFAQIPZVLVERP-UHFFFAOYSA-N
• SMILES: O=C(N)CC1=CC=CC(C(C2=CC=CC=C2)=O)=C1N

Nepafenac (Cat No.: A001187) is a nonsteroidal anti-inflammatory drug (NSAID) used in ophthalmology to manage pain and inflammation following cataract surgery. It is a prodrug that penetrates the cornea and is converted into its active form, amfenac, which inhibits cyclooxygenase (COX) enzymes, reducing prostaglandin synthesis. This action helps alleviate inflammation and prevent complications like cystoid macular edema. Administered as an eye drop, nepafenac is generally well-tolerated. Possible side effects include eye irritation, increased intraocular pressure, and, rarely, delayed wound healing or corneal issues.

Reference

1:Ophthalmic nepafenac use in the Netherlands and Denmark. Margulis AV, Houben E, Hallas J, Overbeek JA, Pottegård A, Torp-Pedersen T, Perez-Gutthann S, Arana A.Acta Ophthalmol. 2017 May 10. doi: 10.1111/aos.13468. [Epub ahead of print] PMID: 28493461
2:Effect of topical nepafenac in prevention of macular edema after cataract surgery in patients with non-proliferative diabetic retinopathy. Sarfraz MH, Haq RI, Mehboob MA.Pak J Med Sci. 2017 Jan-Feb;33(1):210-214. doi: 10.12669/pjms.331.11644. PMID: 28367202 Free PMC Article
3:Nepafenac 0.3% after Cataract Surgery in Patients with Diabetic Retinopathy: Results of 2 Randomized Phase 3 Studies. Singh RP, Lehmann R, Martel J, Jong K, Pollack A, Tsorbatzoglou A, Staurenghi G, Cervantes-Coste Cervantes G, Alpern L, Modi S, Svoboda L, Adewale A, Jaffe GJ.Ophthalmology. 2017 Mar 4. pii: S0161-6420(16)31411-7. doi: 10.1016/j.ophtha.2017.01.036. [Epub ahead of print] PMID: 28268098 Free Article
4:Comparison of the efficacy and patients/’ tolerability of Nepafenac and Ketorolac in the treatment of ocular inflammation following cataract surgery: A meta-analysis of randomized controlled trials. Zhao X, Xia S, Wang E, Chen Y.PLoS One. 2017 Mar 2;12(3):e0173254. doi: 10.1371/journal.pone.0173254. eCollection 2017. PMID: 28253334 Free PMC Article
5:Pseudophakic cystoid macular edema prevention and risk factors; prospective study with adjunctive once daily topical nepafenac 0.3% versus placebo. McCafferty S, Harris A, Kew C, Kassm T, Lane L, Levine J, Raven M.BMC Ophthalmol. 2017 Feb 20;17(1):16. doi: 10.1186/s12886-017-0405-7. PMID: 28219426 Free PMC Article
6:Effect of nepafenac on the foveal profile of glaucomatous patients undergoing phacoemulsification. Milla E, Stirbu O, Franco IJ, Hernández SJ, Rios J, Duch S.Int Ophthalmol. 2016 Oct 22. [Epub ahead of print] PMID: 27771823
7:Eyelid excoriation and erythema with nepafenac eye drop. Saurabh K, Roy R, Das D, Lobo A.Indian Dermatol Online J. 2016 Jul-Aug;7(4):324-5. doi: 10.4103/2229-5178.185478. No abstract available. PMID: 27559517 Free PMC Article
8:Comparison of the Tolerability of Diclofenac and Nepafenac. Achiron A, Karmona L, Mimouni M, Gershoni A, Dzhanov Y, Gur Z, Burgansky Z.J Ocul Pharmacol Ther. 2016 Nov;32(9):601-605. Epub 2016 Aug 11. PMID: 27513223
9:Prospective randomised clinical trial to evaluate the safety and efficacy of nepafenac 0.1% treatment for the prevention of macular oedema associated with cataract surgery in patients with diabetic retinopathy. Pollack A, Staurenghi G, Sager D, Mukesh B, Reiser H, Singh RP.Br J Ophthalmol. 2017 Apr;101(4):423-427. doi: 10.1136/bjophthalmol-2016-308617. Epub 2016 Jul 7. PMID: 27388251
10:Corneal Melting after Collagen Cross-Linking for Keratoconus in a Thin Cornea of a Diabetic Patient Treated with Topical Nepafenac: A Case Report with a Literature Review. Mohamed-Noriega K, Butrón-Valdez K, Vazquez-Galvan J, Mohamed-Noriega J, Cavazos-Adame H, Mohamed-Hamsho J.Case Rep Ophthalmol. 2016 Feb 26;7(1):119-24. doi: 10.1159/000444437. eCollection 2016 Jan-Apr. PMID: 27293413 Free PMC Article