52096-68-1

Basic information

• Product Name: N-(4-methylsulfanyl-butyl)phthalimide
• Synonyms: N-(4-methylsulfanyl-butyl)phthalimide
• CAS NO: 52096-68-1
• Molecular Formula: C₁₃H₁₅NO₂S
• Molecular Weight: 249.33
• Mol File: 52096-68-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(4-methylsulfanyl-butyl)phthalimide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methylsulfanyl-butyl)phthalimide(52096-68-1)
• EPA Substance Registry System: N-(4-methylsulfanyl-butyl)phthalimide(52096-68-1)

Safety Data

• Hazardous Substances Data: 52096-68-1(Hazardous Substances Data)

Upstream product

• 5394-18-3 2-(4-bromobutyl)isoindoline-1,3-dione 
• 74-93-1 methylthiol 
• 5188-07-8 sodium thiomethoxide 
• 27160-24-3 ω-chloro-1-methylsulfanylbutane 
• 1074-82-4 potassium phtalimide 
• 74-83-9 methyl bromide 
• 118312-98-4 2-(4-mercaptobutyl)isoindoline-1,3-dione 
• 396073-46-4 S-(4-(1,3-dioxoisoindolin-2-yl)butyl) ethanethioate 
• 136918-14-4 phthalimide 

Downstream Products

• 163956-72-7 N-(4-methanesulfinyl-butyl)-phthalimide 
• 504-84-7 erysolin 
• 142825-10-3 R-sulforaphane 
• 334829-66-2 sulforaphane-N-acetyl-cysteine 
• 4478-93-7 D,L-sulforaphane 
• 84104-30-3 (+/-)-1-amino-4-(methylsulfinyl)butane 
• 155320-20-0 (S)-Sulforaphane 
• 55021-77-7 4-(methylthio)-1-butylamine 

Relevant articles and documents

4 - methanesulfonyl-butyl isothiocyanate synthetic method (by machine translation)

The invention relates to a 4 - methanesulfonyl-butyl isothiocyanate (Erysolin) chemical synthesis method, the method to 1 - bromo - 4 - chlorobutane, aqueous methyl mercaptan sodium as initial material to synthetic chlorinated thioether, then with the phthalimide potassium salt reaction, to form the tertiary amine combination, continue to hydrazinolysis by thioether primary amine, primary amine in the sulfur phosgene formed under action of the isothiocyanate, final oxidation to obtain Erysolin. The invention provides a method for synthesizing the operation is simple, less dangerous reagent consumption, both cost and yield, is suitable for industrial production of Erysolin synthetic method. (by machine translation)

Synthesis and biological evaluation of sulforaphane derivatives as potential antitumor agents

A series of sulforaphane derivatives were synthesized and evaluated in vitro for their cytotoxicity against five cancer cell lines (HepG2, A549, MCF-7, HCT-116 and SH-SY5Y). The pharmacological results showed that many of the derivatives displayed more potent cytotoxicity than sulforaphane (SFN). Furthermore, SFN and derivative 85 could induce cell cycle arrest at S or G2/M phase and cell apoptosis. SFN and 85 exhibited time- and dose-dependent activation on Nrf2 transcription factor, and 85 acted as a more potent Nrf2 inducer than SFN.

ISOTHIOCYNATES AND GLUCOSINOLATE COMPOUNDS AND ANTI-TUMOR COMPOSITIONS CONTAINING SAME

The present invention provides glucosinolate and isothiocyanate compounds and related methods for synthesizing these compounds and analogs. In certain embodiments, these glucosinolate and isothiocyanate compounds are useful and chemopreventive and or chemotherapeutic agents.

Stabilized sulforaphane

A method of stabilizing sulforaphane is provided. The method includes contacting sulforaphane, or an analog thereof, and a cyclodextrin to form a complex between the sulforaphane, or analog thereof, and the cyclodextrin.

ISOTHIOCYANATES AND GLUCOSINOLATE COMPOUNDS AND ANTI-TUMOR COMPOSITIOS CONTAINING SAME

The present invention provides glucosinolate and isothiocyante compounds and related methods for synthesizing these compounds and analogs. In certain embodiments, these glucosinolate and isothiocyanate compounds are useful and chemopreventive and or chemotherapeutic agents.

Cancer chemopreventive activity of sulforamate derivatives

Chemoprevention can be defined as an intervention in the carcinogenic process by use of natural or synthetic substances. Induction of Phase II enzyme is an important mechanism of chemoprevention. In the present studies we have synthesized several derivati

Novel thiophene amidines, compositions thereof, and methods of treating complement-mediated diseases and conditions

Disclosed is a method for treating the symptoms of an acute or chronic disorder mediated by the classical pathway of the complement cascade, comprising administering to a mammal in need of such treatment a therapeutically effective amount of a compound of Formula I or a solvate, hydrate or pharmaceutically acceptable salt thereof; wherein R1, R2, R3, R4 and R7 are defined in the specification, Z is SO or SO2, and Ar is an aromatic or heteroaromatic group as defined herein.

NOVEL THIOPHENE AMIDINES, COMPOSITIONS THEREOF, AND METHODS OF TREATING COMPLEMENT-MEDIATED DISEASES AND CONDITIONS

Disclosed is a method for treating the symptoms of an acute or chronic disorder mediated by the classical pathway of the complement cascade, comprising administering to a mammal in need of such treatment a therapeutically effective amount of a compound of Formula (I) or a solvate, hydrate or pharmaceutically acceptable salt thereof; wherein R1, R2, R3, R4 and R7 are defined in the specification, Z is SO or SO2, and Ar is an aromatic or heteroaromatic group as defined herein.

Synthesis of isothiocyanate-derived mercapturic acids

Twelve mercapturic acids derived from saturated and unsaturated aliphatic and aromatic isothiocyanates were synthesised, by adding isothiocyanate to a solution of N-acetyl-L-cysteine and sodium bicarbonate, in a typical yield of 77%. Isothiocyanates were synthesised first by adding the corresponding alkyl bromide to phthalimide potassium salt. The obtained N-alkyl-phthalimide was hydrazinolysed yielding the alkyl amine, which subsequently was reacted with thiophosgene yielding the isothiocyanate with an overall yield of 16%. Mercapturic acids in urine can serve as a biomarker of intake to determine the health promoting potential of isothiocyanates present in cruciferous vegetables.

BIOTRANSFORMATION OF ORGANIC SULFIDES. PART 7. FORMATION OF CHIRAL ISOTHIOCYANATO SULFOXIDES AND RELATED COMPOUNDS BY MICROBIAL BIOTRANSFORMATION

The fungi Helminthosporium species NRRL 4671 and Mortierella isabellina ATCC 42613 have been used for the biotransformation of a series of isothiocyanatoalkyl methyl sulfides and their synthetic precursors, ω-(methylthio)alkylphthalimides.H. species gave predominantly (S) sulfoxides in all cases; M. isabellina gave (R) isothiocyanatoalkyl methyl sulfoxides, but in the case of two ω-(methylthio)alkylphthalimides substantial conversion of sulfoxide to sulfone resulted in the isolation of the former with predominant (S) configuration.A correction is made of the previously reported configurations of two biotransformation products (Tetrahedron: Asymmetry, 1994, 5, 1129).