17781-16-7

Basic information

• Product Name: 3-Ketocarbofuranphenol
• Synonyms: 3-ketocarbofuranphenol;CARBOFURANPHENOL-3-KETO, 50MG, NEAT;7-HYDROXY-2,2-DIMETHYL-3(2H)-BENZOFURANONE);2,2-Dimethyl-7-hydroxy-2,3-dihydrobenzofuran-3-one;2,2-Dimethyl-7-hydroxybenzofuran-3(2H)-one;2,3-Dihydro-7-hydroxy-2,2-dimethylbenzofuran-3-one;7-Hydroxy-2,2-dimethylbenzofuran-3(2H)-one;3(2H)-Benzofuranone, 7-hydroxy-2,2-dimethyl-
• CAS NO: 17781-16-7
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.2
• Product Categories: CA - CGEnvironmental Standards;Alphabetic;C;Metabolites;Pesticides&Metabolites
• Mol File: 17781-16-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 314.5 °C at 760 mmHg
• Flash Point: 127.3 °C
• Appearance: /
• Density: 1.246g/cm³
• Vapor Pressure: 0.000251mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 3-Ketocarbofuranphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Ketocarbofuranphenol(17781-16-7)
• EPA Substance Registry System: 3-Ketocarbofuranphenol(17781-16-7)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-51/53
• Safety Statements: 26-36/37-61
• RIDADR: 2757
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 17781-16-7(Hazardous Substances Data)

Usage

Description

3-Ketocarbofuranphenol is a chemical compound derived from Carbophenothion, which is an organophosphorus pesticide. It is characterized by its unique chemical structure, which includes a furan ring, a phenol group, and a ketone functional group. 3-Ketocarbofuranphenol has been found to have various applications in different fields due to its specific properties.

Uses

Used in the Agricultural Industry:
3-Ketocarbofuranphenol is used as a pesticide for controlling a wide range of pests in various crops. Its application helps protect plants from damage caused by insects, leading to increased crop yield and quality.
Used in the Chemical Industry:
3-Ketocarbofuranphenol serves as an intermediate in the synthesis of other organic compounds. Its unique structure allows for further chemical modifications, making it a valuable building block in the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in the Flavor and Fragrance Industry:
3-Ketocarbofuranphenol is used as a component in the creation of various aroma compounds. Its application in this industry is due to its ability to contribute to the overall scent profile of a product, enhancing the sensory experience for consumers.
Used in the Biological Study of Aroma Compounds:
3-Ketocarbofuranphenol is used as a reference compound in the study of free and bound aroma compounds in various plant materials, such as the peel and seed kernel of Rosa roxburghii Tratt. This application helps researchers understand the chemical composition and aroma profile of these plant materials, which can be useful in the development of new flavors and fragrances.

InChI:InChI=1/C10H10O3/c1-10(2)9(12)6-4-3-5-7(11)8(6)13-10/h3-5,11H,1-2H3

Upstream product

• 16709-30-1 2,3-dihydro-3-oxo-2,2-dimethylbenzofuran-7-yl methylcarbamate 
• 1563-66-2 2,3-dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate 
• 1563-38-8 2,3-dihydro-2,2-dimethylbenzofuran-7-ol 
• 98-88-4 benzoyl chloride 
• 55285-14-8 carbosulfan 

Downstream Products

• 222641-44-3 benzyloxymethylcarbamic acid 2,2-dimethyl-3-oxo-2,3-dihydrobenzofuran-7-yl ester 
• 19019-30-8 hydroxymethylcarbamic acid 2,2-dimethyl-3-oxo-2,3-dihydrobenzofuran-7-yl ester 

Relevant articles and documents

Metabolism of carbosulfan II. Human interindividual variability in its in vitro hepatic biotransformation and the identification of the cytochrome P450 isoforms involved

This study aims to characterize interindividual variability and individual CYP enzymes involved in the in vitro metabolism of the carbamate insecticide carbosulfan. Microsomes from ten human livers (HLM) were used to characterize the interindividual variability in carbosulfan activation. Altogether eight phase I metabolites were analyzed by LC-MS. The primary metabolic pathways were detoxification by the initial oxidation of sulfur to carbosulfan sulfinamide ('sulfur oxidation pathway') and activation via cleavage of the nitrogen sulfur bond (N-S) to give carbofuran and dibutylamine ('carbofuran pathway'). Differences between maximum and minimum carbosulfan activation values with HLM indicated nearly 5.9-, 7.0, and 6.6-fold variability in the km, Vmax and CLint values, respectively. CYP3A5 and CYP2B6 had the greatest efficiency to form carbosulfan sulfinamide, while CYP3A4 and CYP3A5 were the most efficient in the generation of the carbofuran metabolic pathway. Based on average abundances of CYP enzymes in human liver, CYP3A4 contributed to 98% of carbosulfan activation, while CYP3A4 and CYP2B6 contributed 57 and 37% to detoxification, respectively. Significant correlations between carbosulfan activation and CYP marker activities were seen with CYP3A4 (omeprazole sulfoxidation), CYP2C19 (omeprazole 5-hydroxylation) and CYP3A4 (midazolam 1′-hydroxylation), displaying r2=0.96, 0.87 and 0.82, respectively. Activation and detoxification pathways were inhibited by ketoconazole, a specific CYP3A4 inhibitor, by 90-97% and 47-94%, respectively. Carbosulfan inhibited relatively potently CYP3A4 and moderately CYP1A1/2 and CYP2C19 in pooled HLM. These results suggest that the carbosulfan activation pathway is more important than the detoxification pathway, and that carbosulfan activation is predominantly catalyzed in humans by CYP3A4.

Heterocyclic dioxethane substrates, process for their preparation and their use

PCT No. PCT/EP96/04506 Sec. 371 Date Apr. 20, 1998 Sec. 102(e) Date Apr. 20, 1998 PCT Filed Oct. 17, 1996 PCT Pub. No. WO97/14696 PCT Pub. Date Apr. 24, 1997Compounds of the general formula Ia and Ib are described in which R1 and R2 are the same or differ