Bromfenac sodium

ChemicalBook > CAS DataBase List > Bromfenac sodium

Product Name: Bromfenac sodium
CAS No.: 91714-93-1
Chemical Name: Bromfenac sodium
Synonyms: Bronuck;AHR 10282R;Ahr 10282b;Bromfenac Sodium b;bromfenacsodiumsal;bromfenac sodium salt;Bromfenac Sodium Base;Bromfenac sodium USP/EP/BP;Bromfenac Sodium (AHR 10282R);Bromfenac sodium(Diclofenac Impurity 11)
CBNumber: CB1121670
Molecular Formula: C15H11BrNNaO3
Formula Weight: 356.15
MOL File: 91714-93-1.mol

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Bromfenac sodium Property

Melting point:: 285 ºC
storage temp.: 2-8°C
solubility: H2O: ≥5mg/mL
form: powder
color: faint yellow to dark yellow
InChIKey: HZFGMQJYAFHESD-UHFFFAOYSA-M
CAS DataBase Reference: 91714-93-1

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Safety

Hazard Codes: N
Risk Statements: 50
Safety Statements: 61
RIDADR: UN 3077 9 / PGIII
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H400Very toxic to aquatic life
Precautionary statements: P273Avoid release to the environment.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0289
Product name: Bromfenac sodium
Purity: ≥98% (HPLC)
Packaging: 10mg
Price: $81.4
Updated: 2024/03/01

Sigma-Aldrich

Product number: SML0289
Product name: Bromfenac sodium
Purity: ≥98% (HPLC)
Packaging: 50mg
Price: $333
Updated: 2024/03/01

Cayman Chemical

Product number: 23763
Product name: Bromfenac (sodium salt)
Purity: ≥99%
Packaging: 10mg
Price: $73
Updated: 2024/03/01

Cayman Chemical

Product number: 23763
Product name: Bromfenac (sodium salt)
Purity: ≥99%
Packaging: 50mg
Price: $288
Updated: 2024/03/01

AK Scientific

Product number: 2285AH
Product name: Bromfenac sodium
Packaging: 100mg
Price: $189
Updated: 2021/12/16

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Bromfenac sodium Chemical Properties,Usage,Production

Description

Bromfenac Sodium was launched in the US as a potent, orally-active, long lasting peripheral analgesic with antiinflammatory properties. It is structurally similar to ketoprofen and diclofenac and can be prepared in three steps from 2-amino-4’-bromophenone using Gassman’s oxindole synthesis. Duract’s biological effects are a result of its ability to reduce prostaglandin production through inhibition of cyclooxygenase. As a 4-bromo derivative of Amfenac, this modification increased the duration of analgesic activity and antiinflammatory potency. It was also free of any CNS, cardiovascular or autonomic effects. In comparison, 5 mg of Duract was equipotent to 650 mg of ASA and 25 mg was slightly more potent than 400 mg of Ibuprofen.

Description

Bromfenac is an inhibitor of cyclooxygenase 2 (COX-2; IC₅₀ = 6.6 nM) that is selective over COX-1 (IC₅₀ = 210 nM). It inhibits prostaglandin E₂ (PGE₂; ) production in a rabbit model of LPS-induced eye inflammation. Bromfenac also decreases inflammation following cataract removal in dogs when administered as a 0.9% topical solution on a tapering schedule for 24 weeks. Formulations containing bromfenac have been used in the treatment of postoperative inflammation following cataract surgery.

Originator

American Home Products (US)

Uses

Bromfenac (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.

Uses

Bromfenac sodium has been used:

to study its ability to bind to melanin
in the synthesis of bromfenac indolinone standard
to analyze its permeability in porcine conjunctiva

Definition

ChEBI: The sodium salt of bromfenac. Note that 'bromfenac sodium' commonly refers to the sesquihydrate (120638-55-3); this is the anhydrous form.

Manufacturing Process

Reaction 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 name

Duract

Therapeutic Function

Analgesicá Antiinflammatory

Biochem/physiol Actions

Bromfenac exhibits antipyretic and prostaglandin synthetase inhibiting properties. It has therapeutic properties against the reduction of ocular pain and inflammation in postoperative cataract patients. Bromfenac acts as an effective agent against allergic conjunctivitis. It has the potential to treat acute muscle pain, osteoarthritis, and rheumatoid arthritis.

Bromfenac sodium Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Bromfenac sodium manufacturers

Wuhan Senwayer Century Chemical Co.,Ltd

Product: Bromfenac sodium 91714-93-1
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20 TONS
Release date: 2022-11-08

Zhuozhou Wenxi import and Export Co., Ltd

Product: Bromfenac sodium 91714-93-1
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: Bromfenac sodium 91714-93-1
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-08

91714-93-1, Bromfenac sodiumRelated Search:

Benzyl acetate Cellulose acetate Butyl acetate Ammonium acetate 3-Bromofluorobenzene Ethyl acetate 2-Bromobenzaldehyde 3,4'-DIAMINODIPHENYLMETHANE Sodium bromite Bromoxynil 1,2-Dibromobenzene 1,4-Dibromobenzene Sodium acetate 4-Bromobenzaldehyde Glycine Sodium formate Isopropyl acetate Sodium hydroxide

2-AMINO-3-(4-BROMOBENZOYL)PHENYLACETIC ACID SODIUM

2-Amino-3-(4-bromobenzoyl)phenylacetic acid sodium salt

Sodium [2-amino-3-(4-bromobenzoyl)phenyl]acetate

Ahr 10282b

Benzeneacetic acid, 2-amino-3-(4-bromobenzoyl)-, monosodium salt

Bronuck

2-{2-aMino-3-[(4-broMophenyl)carbonyl]phenyl}acetic acid

AHR 10282R

Benzeneacetic acid, 2-amino-3-(4-bromobenzoyl)-, sodium salt (1:1)

2-Amino-3-(4-bromobenzoyl)benzeneacetic acid sodium salt

Bromfenac sodium###7-(4-Bromobenzoyl)-1,3- dihydro-2H-indol-2-one

bromfenac sodium salt

sodium 2-(2-amino-3-(4-bromobenzoyl)phenyl)acetate

Bromfenac Sodium b

Bromfenac sodium USP/EP/BP

Bromfenac Sodium (AHR 10282R)

Bromfenac sodiumQ: What is Bromfenac sodium Q: What is the CAS Number of Bromfenac sodium Q: What is the storage condition of Bromfenac sodium Q: What are the applications of Bromfenac sodium

bromfenacsodiumsal

Bromfenac sodium(Diclofenac Impurity 11)

Bromfenac Sodium Base

91714-93-1

C15H11BrNO3Na

Inhibitors

Aromatic Phenylacetic Acids and Derivatives