6949-82-2

Basic information

• Product Name: (Z)-3-[[(4-bromophenyl)amino]carbamoyl]prop-2-enoic acid
• Synonyms: (Z)-3-[[(4-bromophenyl)amino]carbamoyl]prop-2-enoic acid
• CAS NO: 6949-82-2
• Molecular Formula: C₁₀H₉BrN₂O₃
• Molecular Weight: 0
• Mol File: 6949-82-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 394.7°C at 760 mmHg
• Flash Point: 192.5°C
• Appearance: /
• Density: 1.689g/cm³
• Vapor Pressure: 6.13E-07mmHg at 25°C
• Refractive Index: 1.665
• CAS DataBase Reference: (Z)-3-[[(4-bromophenyl)amino]carbamoyl]prop-2-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-3-[[(4-bromophenyl)amino]carbamoyl]prop-2-enoic acid(6949-82-2)
• EPA Substance Registry System: (Z)-3-[[(4-bromophenyl)amino]carbamoyl]prop-2-enoic acid(6949-82-2)

Safety Data

• Hazardous Substances Data: 6949-82-2(Hazardous Substances Data)

Usage

Description

(Z)-3-[[(4-bromophenyl)amino]carbamoyl]prop-2-enoic acid, also known as bromfenac, is a nonsteroidal anti-inflammatory drug (NSAID) characterized by its ability to alleviate pain and reduce inflammation. It is a derivative of phenylacetic acid with a bromine atom attached to the phenyl ring, which contributes to its pharmacological properties. Bromfenac exerts its effects by inhibiting the production of prostaglandins, chemicals responsible for pain and inflammation within the body.

Uses

Used in Pharmaceutical Industry:
Bromfenac is used as an anti-inflammatory agent for the treatment of conditions such as rheumatoid arthritis and osteoarthritis. Its application in this context is due to its ability to reduce the production of prostaglandins, which are involved in the inflammatory process and the sensation of pain.
Used in Ophthalmology:
In the field of ophthalmology, bromfenac is utilized as an anti-inflammatory agent in the form of eye drops. It is specifically prescribed for the treatment of postoperative inflammation and pain following cataract surgery. The localized application of bromfenac directly to the eye allows for targeted relief of inflammation and discomfort associated with the surgical procedure.

InChI:InChI=1/C10H9BrN2O3/c11-7-1-3-8(4-2-7)12-13-9(14)5-6-10(15)16/h1-6,12H,(H,13,14)(H,15,16)/b6-5-

Upstream product

• 108-31-6 maleic anhydride 
• 589-21-9 (4-bromophenyl)hydrazine 

Relevant articles and documents

A new synthetic route to authentic N-substituted aminomaleimides

A number of compounds reported in the literature as N-aminomaleimides (2) are, instead, isomeric N-aminoisomaleimides (3). The ubiquity of this mischaracterization and its propagation within the literature are discussed. In addition, the first general synthetic route to aliphatic and aromatic N-substituted aminomaleimides is described. As an illustration, the compound reported to be N-(4-bromophenylamino)maleimide (2b) was prepared and determined to be N-(4-bromophenylamino)isomaleimide (3b). The authentic compound was synthesized by the condensation of 4-bromophenylhydrazine (7b) and the exo-furan/maleic anhydride Diels-Alder adduct (8) in acetic acid to produce the furan-protected aminomaleimide 10b, followed by heating to remove furan through the retro Diels-Alder reaction. The structures of 2b, 3b, and 10b were established unequivocally by X-ray crystallography and other spectroscopic techniques.