84104-30-3

Basic information

• Product Name: (R)-4-(Methylsulfinyl)-1-butylaMine
• Synonyms: (R)-4-(Methylsulfinyl)-1-butylaMine;(R)-4-(Methylsulfinyl)butylaMine
• CAS NO: 84104-30-3
• Molecular Formula: C₅H₁₃NOS
• Molecular Weight: 135.22782
• Product Categories: Amines;Sulfur & Selenium Compounds
• Mol File: 84104-30-3.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• CAS DataBase Reference: (R)-4-(Methylsulfinyl)-1-butylaMine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-(Methylsulfinyl)-1-butylaMine(84104-30-3)
• EPA Substance Registry System: (R)-4-(Methylsulfinyl)-1-butylaMine(84104-30-3)

Safety Data

• Hazardous Substances Data: 84104-30-3(Hazardous Substances Data)

Usage

Description

(R)-4-(Methylsulfinyl)-1-butylaMine is a chiral organosulfur compound characterized by its yellow oil appearance. It is a key intermediate in the synthesis of (R)-Sulforaphane, a biologically active isothiocyanate derived from cruciferous vegetables. (R)-4-(Methylsulfinyl)-1-butylaMine exhibits unique chemical properties, including its distinct stereochemistry, which is crucial for its potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
(R)-4-(Methylsulfinyl)-1-butylaMine is used as a key intermediate in the preparation of (R)-Sulforaphane (S699105) for its potential therapeutic applications. (R)-4-(Methylsulfinyl)-1-butylaMine serves as a precursor in the synthesis of biologically active molecules, which can be further utilized in the development of pharmaceuticals targeting various health conditions.
Used in Chemical Synthesis:
(R)-4-(Methylsulfinyl)-1-butylaMine is used as a chiral building block in the synthesis of enantioselective compounds. Its unique stereochemistry allows for the creation of specific molecules with desired properties, making it valuable in the field of asymmetric synthesis and the production of enantiomerically pure compounds.
Used in Research and Development:
(R)-4-(Methylsulfinyl)-1-butylaMine is utilized as a research compound for studying the properties and potential applications of organosulfur compounds. Its role in the synthesis of (R)-Sulforaphane and other biologically active molecules makes it an important tool for scientists working on the development of new drugs and therapeutic agents.

Upstream product

• 55021-77-7 4-(methylthio)-1-butylamine 
• 163956-72-7 N-(4-methanesulfinyl-butyl)-phthalimide 
• 52096-68-1 2-<2-(Methylthio)butyl>-1H-isoindole-1,3(2H)-dione 
• 59121-24-3 4-(methylthio)butyronitrile 
• 74-89-5 methylamine 

Downstream Products

• 142825-10-3 R-sulforaphane 
• 4478-93-7 D,L-sulforaphane 
• 1356346-85-4 1-(1-benzyl-piperidin-4-yl)-3-4-(methylsulfinyl)butyl thiourea 
• 504-84-7 erysolin 

Relevant articles and documents

Antioxidant activity of two edible isothiocyanates: Sulforaphane and erucin is due to their thermal decomposition to sulfenic acids and methylsulfinyl radicals

Sulforaphane (SFN) and erucin (ERN) are isothiocyanates (ITCs) bearing, respectively, methylsulfinyl and methylsulfanyl groups. Their chemopreventive and anticancer activity is attributed to ability to modulate cellular redox status due to induction of Phase 2 cytoprotective enzymes (indirect antioxidant action) but many attempts to connect the bioactivity of ITCs with their radical trapping activity failed. Both ITCs are evolved from their glucosinolates during food processing of Cruciferous vegetables, therefore, we studied antioxidant behaviour of SFN/ERN at elevated temperature in two lipid systems. Neither ERN nor SFN inhibit the oxidation of bulk linolenic acid (below 100 °C) but both ITCs increase oxidative stability of soy lecithin (above 150 °C). On the basis of GC-MS analysis we verified our preliminary hypothesis (Antioxidants 2020, 9, 1090) about participation of sulfenic acids and methylsulfinyl radicals as radical trapping agents responsible for the antioxidant effect of edible ITCs during thermal oxidation of lipids at elevated temperatures (above 140 °C).

Analysis and anti- helicobacter activity of sulforaphane and related compounds present in Broccoli (Brassica oleracea L.) sprouts

A crude methanol extract prepared from fresh broccoli sprouts was extracted with hexane, chloroform, ethyl acetate, and butanol sequentially. Residual water fraction was obtained from the residual aqueous layer. The greatest inhibition zones (>5 cm) were noted for Helicobacter pylori strain by the chloroform extract, followed by the hexane extract (5.03 cm), the ethyl acetate extract (4.90 cm), the butanol extract (3.10 cm), and the crude methanol extract (2.80 cm), whereas the residual water fraction did not show any inhibition zone. Including sulforaphane, five sulforaphane-related compounds were positively identified in the chloroform extract, of which 5- methylsulfinylpentylnitrile was found in the greatest concentration (475.7 mg/kg of fresh sprouts), followed by sulforaphane (222.6 mg/kg) and 4-methylsulfinylbutylnitrile (63.0 mg/kg). Among 18 sulforaphane and related compounds synthesized (6 amines, 6 isothiocyanates, and 6 nitriles), 2 amines, 6 isothiocyanates, and 1 nitrile exhibited >5 cm inhibitory zones for H. pylori strain. The results indicate that broccoli sprouts can be an excellent food source for medicinal substances.

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