91714-94-2

Basic information

• Product Name: Bromfenac sodium
• Synonyms: BROMFENAC;AKOS 91023;2-Amino-3-(4-bromobenzoyl)benzeneacetic acid;Bromofenac;Benzeneacetic acid, 2-amino-3-(4-bromobenzoyl)-;Bromfenaco;Bromfenaco [spanish];Bromfenacum
• CAS NO: 91714-94-2
• Molecular Formula: C15H12BrNO3
• Molecular Weight: 334.16
• Product Categories: Miscellaneous
• Mol File: 91714-94-2.mol

Chemical Properties

• Boiling Point: 562.224 °C at 760 mmHg
• Flash Point: 293.823 °C
• Appearance: /
• Density: 1.565 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.07±0.10(Predicted)
• CAS DataBase Reference: Bromfenac sodium(CAS DataBase Reference)
• NIST Chemistry Reference: Bromfenac sodium(91714-94-2)
• EPA Substance Registry System: Bromfenac sodium(91714-94-2)

Safety Data

• Hazardous Substances Data: 91714-94-2(Hazardous Substances Data)

Usage

Originator

Duract,Wyeth-Ayerst

Uses

Analgesic.

Definition

ChEBI: 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.

Veterinary Drugs and Treatments

Bromfenac 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.

InChI:InChI=1/C15H12BrNO3/c16-11-6-4-9(5-7-11)15(20)12-3-1-2-10(14(12)17)8-13(18)19/h1-7H,8,17H2,(H,18,19)

Upstream product

• 91714-50-0 7-(4-bromobenzoyl)-1-hydro-indole 
• 91713-91-6 7-(4-bromobenzoyl)-1,3-dihydro-2H-indol-2-one 
• 586-75-4 4-chlorobenzoyl chloride 
• 103205-34-1 2-(2-acetamidophenyl)acetic acid 
• 3342-78-7 2-(2-aminophenyl)acetic acid 

Relevant articles and documents

Novel synthesis method of bromfenac sodium

The novel synthesis method is characterized by comprising the following steps: taking o-aminophenylacetic acid as a starting raw material, and performing acylation reaction to obtain the intermediate I. The intermediate I is subjected to a sulfonation reaction to obtain an intermediate II. The intermediate II is reacted with p-bromobenzoyl chloride to give an intermediate III. The intermediate III is hydrolyzed to give bromfenac. The final finished product bromfenac sodium is obtained by reacting bromfenac and sodium hydroxide. The method has the beneficial effects that an indole ring-containing impurity generated due to a synthetic method in the prior art is avoided. The problem of exceeding standard of final finished product pH caused by using phosphoric acid or glacial acetic acid to produce acid salt in the prior art is avoided.

A method for preparation of sodium bromine fragrance

The invention relates to a preparation method of bromfenac sodium. The preparation method comprises the following steps of (a) reacting a compound represented by a formula (V) with an electrophilic substitutional reagent in the presence of N,N-dimethylformamide or dimethyl sulfoxide to obtain a compound represented by a formula (IV), (b) adding the compound represented by the formula (IV) into 2-methoxyethanol, adding phosphoric acid and carrying out acid hydrolysis to obtain a compound represented by a formula (III), (c) hydrolyzing the compound represented by the formula (III) with sodium hydroxide, extracting with dichloromethane and adding acetic acid to neutralize to obtain a compound represented by a formula (II) and (d) in the presence of an organic alcohol solvent, adding a sodium hydroxide solution, hydrolyzing the compound represented by the formula (II) to form a salt, adding the organic alcohol solvent, cooling and crystallizing to obtain bromfenac sodium. According to the preparation method disclosed by the invention, the reaction yield of the intermediate (IV) and the quality of the product are improved, high-purity bromfenac sodium can be obtained just by virtue of crystallizing with the organic alcohol solvent, the good environmental benefit is achieved and the generation of bromfenac sodium polymer impurity is reduced.