17692-71-6

Basic information

• Product Name: Vanitiolide
• Synonyms: VANITIOLIDE;(4-HYDROXY-3-METHOXY-PHENYL)-MORPHOLIN-4-YL-METHANETHIONE;4-(thiovanilloyl)morpholine;4-(4-hydroxy-3-methoxyphenylthiocarbonyl)morpholine;CHEMBRDG-BB 5378542;4-[(4-Hydroxy-3-methoxyphenyl)thioxomethyl]morpholine
• CAS NO: 17692-71-6
• Molecular Formula: C₁₂H₁₅NO₃S
• Molecular Weight: 253.32
• EINECS: 241-690-5
• Mol File: 17692-71-6.mol

Chemical Properties

• Boiling Point: 411.31 °C at 760 mmHg
• Flash Point: 202.553 °C
• Appearance: /
• Density: 1.293 g/cm³
• Vapor Pressure: 2.21E-06mmHg at 25°C
• Refractive Index: 1.597
• Storage Temp.: 2-8°C
• PKA: 9.25±0.31(Predicted)
• CAS DataBase Reference: Vanitiolide(CAS DataBase Reference)
• NIST Chemistry Reference: Vanitiolide(17692-71-6)
• EPA Substance Registry System: Vanitiolide(17692-71-6)

Safety Data

• Hazardous Substances Data: 17692-71-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Vanitiolide is used as a potential therapeutic agent for its anti-inflammatory properties, which can help in managing various inflammatory conditions. Its antimicrobial capabilities also make it a candidate for developing new antibiotics to combat resistant bacteria.
Used in Cancer Research:
Vanitiolide is used as a cytotoxic agent in cancer research, targeting cancer cells and potentially inhibiting their growth and proliferation. Its cytotoxic effects are being studied for their potential application in the development of novel anticancer drugs.
Used in Drug Delivery Systems:
Vanitiolide's potential applications in drug delivery systems are being explored to improve the bioavailability and therapeutic outcomes of various medications. Its unique molecular structure may allow for the development of innovative drug carriers that can enhance the efficacy of existing treatments.

InChI:InChI=1/C12H15NO3S/c1-15-11-8-9(2-3-10(11)14)12(17)13-4-6-16-7-5-13/h2-3,8,17H,4-7H2,1H3/b12-9+

Upstream product

• 110-91-8 morpholine 
• 141-84-4 2-thioxo-4-thiazolidinone 
• 121-33-5 vanillin 

Relevant articles and documents

Cellulose-reinforced poly(ethylene-co-vinyl acetate)-supported Ag nanoparticles with excellent catalytic properties: Synthesis of thioamides using the Willgerodt-Kindler reaction

Cellulose, a bio-derived polymer, is widely used in food packaging, dye removal, coatings, and solidsupported catalysis. Heterogeneous catalysts play a critical role in environmental remediation. In this context, the demand for green and cost-effective catalysts has rapidly increased. In this study, cellulose was extracted from rice straw, and a highly active solid-supported catalytic model was developed. First, cellulose was conjugated with poly(ethylene-co-vinyl acetate) (PEVA), and then Ag nanoparticles (AgNPs) were inserted into the cellulose-PEVA composite. The process involved the reduction of AgNPs in the presence of sodium borohydride. The fabricated hybrid catalyst was characterized using Fouriertransform infrared spectroscopy, scanning electron microscopy, energy dispersive X-ray, and powder Xray diffraction. Thereafter, the obtained hybrid was used as a catalyst for the Willgerodt-Kindler reaction of aromatic aldehydes, amines, and S8 to synthesize thioamides with excellent yields. The developed catalytic system exhibited high stability and recyclability. Moreover, the mechanical properties of the hybrid catalyst were evaluated using tensile strength and impact tests. RGB analysis of digital images was also performed to investigate the primary components of the catalyst.

A new application of rhodanine as a green sulfur transferring agent for a clean functional group interconversion of amide to thioamide using reusable MCM-41 mesoporous silica

A novel thionation protocol for amide compounds, with the system rhodanine/secondary amine has been discovered. Clean and efficient synthesis of a variety of thioamides can be achieved through this simple and convenient method using MCM-41 mesoporous silica as an acid catalyst. For this purpose we have synthesized MCM-41 silica and characterized by using an array of sophisticated analytical techniques like BET, HR TEM, EDX, XRD, 29Si MAS NMR and FTIR. This reaction is therefore a very neat example of a functional group interconversion.