59121-24-3

Basic information

• Product Name: 4-(Methylthio)butanenitrile
• Synonyms: 4-(Methylthio)butanenitrile
• CAS NO: 59121-24-3
• Molecular Formula: C₅H₉NS
• Molecular Weight: 115.1967
• Product Categories: Aliphatics;Intermediates;Sulfur & Selenium Compounds
• Mol File: 59121-24-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 228.9°Cat760mmHg
• Flash Point: 92.2°C
• Appearance: /
• Density: 0.972g/cm³
• Vapor Pressure: 0.0717mmHg at 25°C
• Refractive Index: 1.471
• Storage Temp.: -20°C Freezer
• CAS DataBase Reference: 4-(Methylthio)butanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Methylthio)butanenitrile(59121-24-3)
• EPA Substance Registry System: 4-(Methylthio)butanenitrile(59121-24-3)

Safety Data

• Hazardous Substances Data: 59121-24-3(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Oil

Uses

4-(Methylthio)butylnitrile is a volatile compound in pickles produced by inoculated or natural fermentation.

InChI:InChI=1/C5H9NS/c1-7-5-3-2-4-6/h2-3,5H2,1H3

Upstream product

• 74-93-1 methylthiol 
• 109-75-1 but-3-enenitrile 
• 628-20-6 4-Chlorobutyronitrile 
• 5188-07-8 sodium thiomethoxide 
• 5332-06-9 4-bromobutanenitrile 
• 151-50-8 potassium cyanide 
• 187722-18-5 3-(methylthio)-1-propanol mono-p-toluenesulfonate 

Downstream Products

• 55021-77-7 4-(methylthio)-1-butylamine 
• 42919-64-2 4-(methylthio)butanal 
• 504-84-7 erysolin 
• 1356346-85-4 1-(1-benzyl-piperidin-4-yl)-3-4-(methylsulfinyl)butyl thiourea 
• 61121-65-1 4-(methylsulfinyl)butanenitrile 
• 4478-93-7 D,L-sulforaphane 
• 84104-30-3 (+/-)-1-amino-4-(methylsulfinyl)butane 

Relevant articles and documents

BENZYL SUBSTITUTED INDAZOLES

Compounds of formula (I) and their use as pharmaceuticals.

Heme-coordinating inhibitors of neuronal nitric oxide synthase. Iron-thioether coordination is stabilized by hydrophobic contacts without increased inhibitor potency

The heme-thioether ligand interaction often occurs between heme iron and native methionine ligands, but thioether-based heme-coordinating (type II) inhibitors are uncommon due to the difficulty in stabilizing the Fe-S bond. Here, a thioether-based inhibitor (3) of neuronal nitric oxide synthase (nNOS) was designed, and its binding was characterized by spectrophotometry and crystallography. A crystal structure of inhibitor 3 coordinated to heme iron was obtained, representing, to our knowledge, the first crystal structure of a thioether inhibitor complexed to any heme enzyme. A series of related potential inhibitors (4-8) also were evaluated. Compounds 4-8 were all found to be type I (non-heme-coordinating) inhibitors of ferric nNOS, but 4 and 6-8 were found to switch to type II upon heme reduction to the ferrous state, reflecting the higher affinity of thioethers for ferrous heme than for ferric heme. Contrary to what has been widely thought, thioether-heme ligation was found not to increase inhibitor potency, illustrating the intrinsic weakness of the thioether-ferric heme linkage. Subtle changes in the alkyl groups attached to the thioether sulfur caused drastic changes in the binding conformation, indicating that hydrophobic contacts play a crucial role in stabilizing the thioether-heme coordination.

Medicine comprising a thiourea for use as depigmenting agent or anti-mutagenic and anti-carcinogenic agent

The invention concerns a medicine or a cosmetic composition comprising at least one thiourea of general formula (I), or at least one of its monooxide or dioxide derivatives of general formulae (IIa), (IIb) and (III), or mixtures thereof. This medicine is advantageously used for inhibiting tyrosinase, inhibiting melanin synthesis, for lightening or depigmenting the skin or for eliminating age spots and as antimutagenic and anti-carcinogenic agent.