Nepafenac

Names

[ Name ]:
Nepafenac

[Synonym ]:
Benzeneacetamide, 2-amino-3-benzoyl-
Nevanac
2-(2-Amino-3-benzoylphenyl)acetamide
Nepafenac
Nepafanac
2-Amino-3-benzoylbenzeneacetamide
2-[2-amino-3-(phénylcarbonyl)phényl]acétamide
AL 6515
AHR 9434
2-[2-Amino-3-(phenylcarbonyl)phenyl]acetamid
2-[2-amino-3-(phenylcarbonyl)phenyl]acetamide
2-Amino-3-benzoyl-phenylacetamide

Biological Activity

[Description]:

Nepafenac(AHR 9434; AL 6515; Nevanac) is a selective COX-2 inhibitor; is prodrug of Amfenac.IC50 value:Target: COX-2Nepafenac is a NSAID (nonsteroidal anti inflammatory drug) that is routinely used in opthamology to control pain following cataract surgery.

[Related Catalog]:

Research Areas >> Inflammation/Immunology

[Target]

COX-1:64.3 μM (IC50)

COX-2

[References]

[1]. Gamache DA, Graff G, Brady MT et al. Nepafenac, a unique nonsteroidal prodrug with potential utility in the treatment of trauma-induced ocular inflammation: I. Assessment of anti-inflammatory efficacy. Inflammation. 2000 Aug;24(4):357-70.

[2]. Ke TL, Graff G, Spellman JM, Yanni JM. Nepafenac, a unique nonsteroidal prodrug with potential utility in the treatment of trauma-induced ocular inflammation: II. In vitro bioactivation and permeation of external ocular barriers. Inflammation. 2000 Aug;24(4):371-84.

[3]. Lindstrom R, Kim T. Ocular permeation and inhibition of retinal inflammation: an examination of data and expert opinion on the clinical utility of nepafenac. Curr Med Res Opin. 2006 Feb;22(2):397-404.

[4]. Marshall JC, Fernandes BF, Di Cesare S et al. The use of a cyclooxygenase-2 inhibitor (Nepafenac) in an ocular and metastatic animal model of uveal melanoma. Carcinogenesis. 2007 Sep;28(9):2053-8.

[5]. Singh R, Alpern L, Jaffe GJ et al. Evaluation of nepafenac in prevention of macular edema following cataract surgery in patients with diabetic retinopathy. Clin Ophthalmol. 2012;6:1259-69.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
562.5±50.0 °C at 760 mmHg

[ Melting Point ]:
177-181ºC

[ Molecular Formula ]:
C₁₅H₁₄N₂O₂

[ Molecular Weight ]:
254.284

[ Flash Point ]:
294.0±30.1 °C

[ Exact Mass ]:
254.105530

[ PSA ]:
86.18000

[ LogP ]:
0.73

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.641

[ Storage condition ]:
Refrigerator

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H400

[ Precautionary Statements ]:
P273

[ Hazard Codes ]:
N

[ Risk Phrases ]:
50/53

[ Safety Phrases ]:
60-61

[ RIDADR ]:
UN 3077 9 / PGIII

[ HS Code ]:
2924299090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Use of nepafenac (Nevanac) in combination with intravitreal anti-VEGF agents in the treatment of recalcitrant exudative macular degeneration requiring monthly injections.

Clin. Ophthalmol. 4 , 1249-52, (2010)

The purpose of this study is to determine the efficacy of combining topical nepafenac with monthly intravitreal injections of ranibizumab or bevacizumab in the treatment of recalcitrant exudative macu...

Related Compounds

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