3947-58-8

Basic information

• Product Name: 2-BROMOACETAMIDO-4-NITROPHENOL
• Synonyms: KOSHLAND'S REAGENT III;2-BROMO-2'-HYDROXY-5'-NITRO ACETANILIDE;2-BROMOACETAMIDO-4-NITROPHENOL;2-bromo-n-(2-hydroxy-5-nitrophenyl)-acetamid;2-bromo-N-(2-hydroxy-5-nitrophenyl)acetamide;2-bromoacetamide-4-nitrophenol;2-Bromoacetamido-4-nitrophenol, Koshlands Reagent III;2-(Bromoacetylamino)-4-nitrophenol
• CAS NO: 3947-58-8
• Molecular Formula: C₈H₇BrN₂O₄
• Molecular Weight: 275.06
• EINECS: 223-539-5
• Product Categories: marker
• Mol File: 3947-58-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 215-220 °C (dec.)(lit.)
• Boiling Point: 472.3°Cat760mmHg
• Flash Point: 239.5°C
• Appearance: /
• Density: 1.884g/cm³
• Storage Temp.: Store at -20
• CAS DataBase Reference: 2-BROMOACETAMIDO-4-NITROPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMOACETAMIDO-4-NITROPHENOL(3947-58-8)
• EPA Substance Registry System: 2-BROMOACETAMIDO-4-NITROPHENOL(3947-58-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 3947-58-8(Hazardous Substances Data)

Usage

General Description

2-Bromoacetamido-4-nitrophenol, also known as bromonitroacetanilide, is a chemical compound that is commonly used as a pharmaceutical intermediate. It is a yellow crystalline powder with a molecular formula of C8H8BrN3O4. 2-BROMOACETAMIDO-4-NITROPHENOL is often used in the synthesis of various pharmaceutical products, including analgesics and anti-inflammatory drugs. It is known for its antibacterial and antimicrobial properties and has been studied for its potential use in the treatment of various bacterial infections. It is important to handle 2-Bromoacetamido-4-nitrophenol with caution, as it is considered hazardous and should be handled and stored according to proper safety protocols.

Upstream product

• 598-21-0 2-Bromoacetyl bromide 
• 99-57-0 2-hydroxy-5-nitroaniline 

Downstream Products

• 81721-87-1 6-nitro-4H-benzo[1,4]oxazin-3-one 

Relevant articles and documents

Identification of 3-hydroxy-4[3,4-dihydro-3-oxo-2H-1,4-benzoxazin-4-yl]-2,2-dimethyldihydro-2H-benzopyran derivatives as potassium channel activators and anti-inflammatory agents

The present study described the design, synthesis and identification of 3-hydroxy-4[3,4-dihydro-3-oxo-2H-1,4-benzoxazin-4-yl]-2,2-dimethyldihydro-2H-benzopyran derivatives. Their biological activity was tested for KATP channel opener as antihypertensives, COX-1 and COX-2 activity. The results were compared with the activity of cromakalim, ibuprofen and celecoxib. The study aimed at exploring the influence of introduction of a benzoxazine substituent at position 6 of various derivatives of benzopyrans in order to improve biological activity. Several compounds were found to be equipotent or even more potent than cromakalim. Out of these nitro-substituted benzopyrans, nitro substitution at benzoxazino group possessed potent antihypertensive activity in the R/S isomers. With amino derivatives, activity remains constant when compared with standard cromakalim. Similarly, compounds 17b, 17c, 17e and 17h have exhibited around 40 % inhibition of COX-1 as compared to the inhibition of COX-2. Only two compounds 17g and 17i exhibited effective inhibition more than 50 % of COX-2 compared with the inhibition of COX-1 at a concentration of 0.3 mg/ml.

Synthesis and vasorelaxant activity of new 1,4-benzoxazine derivatives potassium channel openers

As part of a search for new potassium channel openers, the synthesis and vasorelaxant activity of new 1,4-benzoxazine derivatives derived from transformation of the benzopyran skeleton of cromakalim were described. Several new 1,4-benzoxazine derivatives were provided with significant vasorelaxant activity with an overall pharmacological behavior similar to CRK (1f, 1i, 2d, 2e, 2f and 2i).