3086-91-7

Basic information

• Product Name: FUROSEMIDE RELATED COMPOUND B (100 MG) (4-CHLORO-5-SULFAMOYLANTHRANILIC ACID)
• Synonyms: FUROSEMIDE RELATED COMPOUND B (100 MG) (4-CHLORO-5-SULFAMOYLANTHRANILIC ACID);2-amino-5-(aminosulphonyl)-4-chlorobenzoic acid;2-Amino-4-chloro-5-sulfamoylbenzoic Acid;4-Chloro-5-sulfamoylanthranilic Acid;4-Chloro-5-sulfamoyl-anthranilic Acid;Desfurylmethylfurosemide;Saluamine;Benzoic acid, 2-amino-5-(aminosulfonyl)-4-chloro-
• CAS NO: 3086-91-7
• Molecular Formula: C₇H₇ClN₂O₄S
• Molecular Weight: 250.65948
• EINECS: 221-408-7
• Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 3086-91-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 268-271?C (dec.)
• Boiling Point: 549.2°Cat760mmHg
• Flash Point: 286°C
• Appearance: powder
• Density: 1.726g/cm³
• Vapor Pressure: 6.74E-13mmHg at 25°C
• Refractive Index: 1.665
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.18±0.10(Predicted)
• Water Solubility: 556mg/L(25 oC)
• CAS DataBase Reference: FUROSEMIDE RELATED COMPOUND B (100 MG) (4-CHLORO-5-SULFAMOYLANTHRANILIC ACID)(CAS DataBase Reference)
• NIST Chemistry Reference: FUROSEMIDE RELATED COMPOUND B (100 MG) (4-CHLORO-5-SULFAMOYLANTHRANILIC ACID)(3086-91-7)
• EPA Substance Registry System: FUROSEMIDE RELATED COMPOUND B (100 MG) (4-CHLORO-5-SULFAMOYLANTHRANILIC ACID)(3086-91-7)

Safety Data

• Hazardous Substances Data: 3086-91-7(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 3086-91-7 differently. You can refer to the following data:
1. A metabolite of Furosemide
2. A metabolite of Furosemide.

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 1383, 1962 DOI: 10.1021/jo01051a062

InChI:InChI=1/C7H7ClN2O4S/c8-4-2-5(9)3(7(11)12)1-6(4)15(10,13)14/h1-2H,9H2,(H,11,12)(H2,10,13,14)

Upstream product

• 54-31-9 4-chloro-2-furfurylamino-5-sulfamoyl-benzoic acid 
• 67-56-1 methanol 
• 5900-55-0 N-(5-chloro-2-methylphenyl)acetamide 
• 17560-53-1 6-acetylamino-4-chloro-toluene-3-sulfonic acid amide 
• 17560-54-2 2-acetylamino-4-chloro-5-sulfamoyl-benzoic acid 

Downstream Products

• 75833-13-5 4-Chloro-2-[(furan-2-carbonyl)-amino]-5-sulfamoyl-benzoic acid 
• 34121-17-0 2-Amino-4-chloro-5-sulfamoylbenzamide 
• 54-31-9 4-chloro-2-furfurylamino-5-sulfamoyl-benzoic acid 
• 3994-89-6 methyl 2-amino-4-chloro-5-sulfamoylbenzoate 
• 19806-88-3 4-amino-2-chloro-5-(hydrazinocarbonyl)benzenesulfonamide 

Relevant articles and documents

Oxidation of fursemide by diperiodatocuprate(III) in aqueous alkaline medium-a kinetic study

Fursemide is the chemical compound 4-chloro-2-(furan-2-ylmethylamino)-5- (aminosulfonyl) benzoic acid. It was oxidized by diperiodatocuprate(III) in alkali solutions, and the oxidation products were identified as furfuraldehyde and 2-amino-4-chloro-5-(aminosulfonyl) benzoic acid. The reaction kinetics were studied spectrophotometrically. The reaction was observed to be first order in [oxidant] and fractional order each in [fursemide] and [periodate], whereas added alkali retarded the rate of reaction. The reactive form of the oxidant was inferred to be [Cu(H3IO6)2]-. A mechanism consistent with the experimental results was proposed, in which oxidant interacts with the substrate to give a complex as a pre-equilibrium state. This complex decomposed in a slow step to give a free radical that was further oxidized by reaction with another molecule of DPC to yield 2-amino-4-chloro-5-(aminosulfonyl) benzoic acid and furfuraldehyde in a fast step. This reaction was studied at 25, 30, 35, 40 and 45∈°C, and the activation parameters E a,ΔH #,ΔS # and ΔG # were determined to be 51 kJ · mol -1,48.5 kJ · mol-1,-63.5 J·K -1· mol-1 and 67 kJ · mol-1, respectively. The value of log∈10 A was calculated to be 6.8.

Studies on the photolysis and hydrolysis of furosemide in aqueous solution

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Preparative access to transformation products (TPs) of furosemide: A versatile application of anodic oxidation

Furosemide, a pharmaceutical prescribed for the treatment of edema and hypertension, is a known contaminant of water. In this study, chemoselective anodic oxidation was implemented to assist in the identification and the preparation of furosemide transformation products (TPs), i.e., compounds deriving from furosemide and likely to appear in the environment. An aniline and a pyridinium are proposed as plausible TPs and an analytical study of the pyridinium is presented.