65131-09-1

Basic information

• Product Name: 7-METHOXY-3-PHENYLSULFONYL-1(3H)-ISOBENZOFURANONE
• Synonyms: 7-METHOXY-3-PHENYLSULFONYL-1(3H)-ISOBENZOFURANONE;Methoxyphenylsulfonylisobenzofuranone;7-Methoxy-3-phenylsulfonyl-1(3H)-isobenzofuranone
• CAS NO: 65131-09-1
• Molecular Formula: C₁₅H₁₂O₅S
• Molecular Weight: 304.32
• Mol File: 65131-09-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 186.0 to 190.0 °C
• Boiling Point: 575.785°C at 760 mmHg
• Flash Point: 302.024°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: 7-METHOXY-3-PHENYLSULFONYL-1(3H)-ISOBENZOFURANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXY-3-PHENYLSULFONYL-1(3H)-ISOBENZOFURANONE(65131-09-1)
• EPA Substance Registry System: 7-METHOXY-3-PHENYLSULFONYL-1(3H)-ISOBENZOFURANONE(65131-09-1)

Safety Data

• Hazardous Substances Data: 65131-09-1(Hazardous Substances Data)

Usage

Description

7-METHOXY-3-PHENYLSULFONYL-1(3H)-ISOBENZOFURANONE, also known as Methyl Piroctone, is a chemical compound widely used in personal care products such as shampoos, conditioners, and creams. It is primarily recognized for its anti-dandruff properties, as it effectively inhibits the growth of Malassezia, a fungus that is commonly linked to dandruff. Methyl Piroctone also possesses antimicrobial, hair conditioning, and antifungal attributes, making it a valuable and versatile ingredient in the cosmetic industry.
Used in Personal Care Industry:
7-METHOXY-3-PHENYLSULFONYL-1(3H)-ISOBENZOFURANONE is used as an anti-dandruff agent for its ability to inhibit the growth of Malassezia, the fungus associated with dandruff, thereby promoting overall scalp health.
7-METHOXY-3-PHENYLSULFONYL-1(3H)-ISOBENZOFURANONE is used as an antimicrobial agent to treat scalp conditions such as seborrheic dermatitis and psoriasis, providing relief and improving scalp health.
7-METHOXY-3-PHENYLSULFONYL-1(3H)-ISOBENZOFURANONE is used as a hair conditioning agent to enhance the manageability and appearance of hair, making it a popular ingredient in hair care formulations.
7-METHOXY-3-PHENYLSULFONYL-1(3H)-ISOBENZOFURANONE is used as an antifungal agent to combat fungal infections of the scalp, further contributing to the maintenance of scalp health.

InChI:InChI=1/C15H12O5S/c1-19-12-9-5-8-11-13(12)14(16)20-15(11)21(17,18)10-6-3-2-4-7-10/h2-9,15H,1H3

Upstream product

• 73713-37-8 2-Dibromomethyl-6-methoxy-benzoic acid ethyl ester 
• 73274-87-0 3-hydroxy-7-methoxy-3H-isobenzofuran-1-one 
• 6520-83-8 ethyl 2-methoxy-6-methylbenzoate 
• 80241-80-1 3,7-dimethoxyisobenzofuran-1(3H)-one 
• 108-98-5 thiophenol 
• 73318-26-0 7-methoxy-3-(phenylthio)-1(3H)-isobenzofuranone 

Downstream Products

• 70151-07-4 methyl 3-<(phenylthio)methyl>-1,4,8-trimethoxy-2-naphthoate 
• 70151-08-5 methyl 3-<(phenylsulfinyl)methyl>-1,4,8-trimethoxy-2-naphthoate 
• 73713-39-0 methyl 3-<(phenylsulfonyl)methyl>-1,4,8-trimethoxy-2-naphthoate 
• 6155-37-9 Rhein methyl ester 
• 3300-25-2 8-O-methylchrysophanol 
• 478-43-3 1,8-dihydroxy-3-carboxy-anthraquinone 
• 481-74-3 Chrysophanol 
• 88453-64-9 [3-(3-Benzyloxy-pentyl)-9,10-dihydroxy-5-methoxy-4-oxo-1,2,3,4-tetrahydro-anthracen-2-yl]-acetic acid methyl ester 
• 87923-63-5 3-Benzenesulfonyl-4-methoxy-5,6,7,8-tetrahydro-naphthalen-1-ol 
• 87923-62-4 11-Hydroxy-1,6-dimethoxy-7,8,9,10-tetrahydro-naphthacene-5,12-dione 
• 88453-87-6 [3-(3-Benzyloxy-pentyl)-9,10-dihydroxy-5-methoxy-4-oxo-1,2,3,4-tetrahydro-anthracen-2-yl]-acetic acid tert-butyl ester 
• 75963-92-7 4-Hydroxy-1,5-dimethoxy-9,10-anthrachinon 

Relevant articles and documents

Facile access to versatile polyaromatic building blocks: Selectively protected benzocyclobutenedione derivatives via regioselective [2 + 2] cycloaddition of α-alkoxybenzyne and ketene silyl acetal

A facile, divergent access to highly oxygenated benzocyclobutene derivatives was developed via the regioselective [2 + 2] cycloaddition of α-alkoxybenzynes and ketene silyl acetals. The cycloadducts could be converted to selectively protected alkoxybenzocyclobutenediones, an attractive class of compounds for the synthesis of polyaromatic compounds. As one possible application, divergent access to a regioisomer pair of sulfonylphthalides for the Hauser approach to polyaromatic compounds is described.

Annelation Reactions of Quinone Monoketals. Studies Directed at an Efficient Synthesis of Anthracyclinones

The annelation chemistry of quinone monoketals with dimethyl homophthalate, 7-methoxy-3-(phenylsulfonyl)-1(3H)-isobenzofuranone, and 7-methoxy-3-cyano-1(3H)-isobenzofuranone has been studied.The first two reagents mentioned above allowed the formation of oxygenated tri- and tetracyclic anthrone and anthraquinone systems in 40-50percent yields.While less extensively studied, the 7-methoxy-3-cyano-1(3H)-isobenzofuranone afforded a 75percent yield in an annelation reaction with a highly functionalized monoketal.These reactions, coupled with the unique effect of an allylic methoxylgroup on the regiochemistry of quinone bisketal hydrolysis, allowed a regiospecific preparation of certain tetracyclic anthraquinones.The work reported herein comprises a formal synthesis of racemic daunomycinone and forms a basis for an efficient, practical synthesis of fully functionalized anthracyclinones.