Bromfenac sodium
Bromfenac sodium
  • CAS No.:91714-94-2
Other grades of this product :
Bromfenac sodium Basic information
Product Name:Bromfenac sodium
Synonyms:BROMFENAC;2-Amino-3-(4-bromobenzoyl)benzeneacetic acid;Bromofenac;Benzeneacetic acid, 2-amino-3-(4-bromobenzoyl)-;Bromfenaco;Bromfenaco [spanish];Bromfenacum;Bromfenacum [latin]
CAS:91714-94-2
MF:C15H12BrNO3
MW:334.16
EINECS:
Product Categories:Miscellaneous
Mol File:91714-94-2.mol
Bromfenac sodium Chemical Properties
Boiling point 562.2±50.0 °C(Predicted)
density 1.565±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka4.07±0.10(Predicted)
Safety Information
MSDS Information
Bromfenac sodium Usage And Synthesis
OriginatorDuract,Wyeth-Ayerst
UsesAnalgesic.
UsesBromfenac (Xibrom, ISTA Pharmaceuticals, Irvine, USA; Bronuck, Senju Pharmaceutical, Osaka, Japan) is indicated for the treatment of postoperative inflammation and the reduction of ocular pain in patients after undergoing cataract extraction. For this task, one drop of Xibrom may be applied to the affected eye twice daily beginning 24 hours after cataract surgery and continuing for the first 2 weeks of the postoperative period. The clinical safety and efficacy of bromfenac have been extensively studied in diverse comparative investigations, including the treatment of external or anterior ocular inflammatory diseases, allergic conjunctivitis, scleritis, and postoperative inflammation.The results of two phase III multicenter, randomized double-masked placebo-controlled clinical trials showed that bromfenac ophthalmic solution 0.09% was effective in the rapid resolution of ocular pain after cataract surgery, and there was a statistically significant difference between the bromfenac and placebo groups demonstrated in these phase III clinical trials.
DefinitionChEBI: Amfenac in which the the hydrogen at the 4 position of the benzoyl group is substituted by bromine. It is used for the management of ocular pain and treatment of postoperative inflammation in patients who have undergone cataract extraction. It was withdraw from the US market in 1998, following concerns over off-label abuse and hepatic failure.
Manufacturing ProcessReaction of (2-aminophenyl)-(4-bromophenyl)-methanone with methylsulfanylacetic acid ethyl ester and tert-butyl hypochlorite gives a corresponding sulfonium salt. This salt was transformed to initially to the betaine. Electrocyclic rearrangement of that transient intermediate leads, after rearomatization, to the homoanthranilic acid. Internal ester-amine interchange leads then to 4-bromophenyl-(3-(methylthio)indolin-7-yl)methanone. The thiomethyl group is then removed with Raney nickel to give 4-bromophenyl- (indolin-7-yl)methanone. Saponification of this intermediate affords the (2- amino-3-(4-bromobenzoyl)-phenyl)-acetic acid (Bromfenac). In practice it is usually used as sodium salt.
Brand nameXibrom (Ista).
Therapeutic FunctionAnalgesicá Antiinflammatory
Veterinary Drugs and TreatmentsBromfenac is a nonsteroidal anti-inflammatory drug (NSAID) by virtue of its ability to block prostaglandin synthesis by inhibiting cyclooxygenase 1 and 2. Bromfenac is indicated for treatment of postoperative inflammation in patients who have undergone cataract extraction.
Bromfenac sodium Preparation Products And Raw materials
Raw materialslibaotao-->2-AMINO-4'-BROMOBENZOPHENONE-->ETHYL (METHYLTHIO)ACETATE-->tert-Butyl Hypochlorite-->Aluminium-nickel

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