65562-43-8

Basic information

• Product Name: (5Z)-3-hexopyranosyl-5-(phenylmethylidene)-2-thioxo-1,3-thiazolidin-4-one
• CAS NO: 65562-43-8
• Molecular Formula: C₁₆H₁₇NO₆S₂
• Molecular Weight: 383.4393
• Mol File: 65562-43-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 628°C at 760 mmHg
• Flash Point: 333.6°C
• Density: 1.66g/cm³
• Vapor Pressure: 1.23E-16mmHg at 25°C
• Refractive Index: 1.765
• CAS DataBase Reference: (5Z)-3-hexopyranosyl-5-(phenylmethylidene)-2-thioxo-1,3-thiazolidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (5Z)-3-hexopyranosyl-5-(phenylmethylidene)-2-thioxo-1,3-thiazolidin-4-one(65562-43-8)
• EPA Substance Registry System: (5Z)-3-hexopyranosyl-5-(phenylmethylidene)-2-thioxo-1,3-thiazolidin-4-one(65562-43-8)

Safety Data

• Hazardous Substances Data: 65562-43-8(Hazardous Substances Data)

Usage

Description

(5Z)-3-hexopyranosyl-5-(phenylmethylidene)-2-thioxo-1,3-thiazolidin-4-one is a complex chemical compound characterized by the presence of a thiazolidine ring, a hexopyranosyl group, and a phenylmethylidene group. (5Z)-3-hexopyranosyl-5-(phenylmethylidene)-2-thioxo-1,3-thiazolidin-4-one is of interest in medicinal chemistry research due to its potential pharmaceutical and therapeutic applications.

Uses

Used in Pharmaceutical Industry:
(5Z)-3-hexopyranosyl-5-(phenylmethylidene)-2-thioxo-1,3-thiazolidin-4-one is used as a potential therapeutic agent for various medical conditions due to its anti-inflammatory, anti-cancer, and anti-diabetic activities. The presence of the thiazolidin-4-one ring, which has shown medicinal properties, and the hexopyranosyl group, commonly found in natural products, contribute to its potential as a pharmaceutical candidate.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, (5Z)-3-hexopyranosyl-5-(phenylmethylidene)-2-thioxo-1,3-thiazolidin-4-one is used for studying its structure-activity relationships and exploring its potential as a lead compound for the development of new drugs targeting inflammation, cancer, and diabetes. (5Z)-3-hexopyranosyl-5-(phenylmethylidene)-2-thioxo-1,3-thiazolidin-4-one's unique structure, which includes a thiazolidine ring and a hexopyranosyl group, makes it a valuable subject for further investigation and optimization to enhance its therapeutic properties.

Upstream product

• 65562-18-7 N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-(3,4-dimethoxybenzylidene)rhodanine 
• 3806-42-6 5-benzylidene-2-thioxothiazolidin-4-one 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Relevant articles and documents

N glucopyranosyl 5 aralkylidenerhodanines: Synthesis and antibacterial and antiviral activities

A series of N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-aralkylidenerhodanines was synthesized, and the acetyl groups were removed to give N-β-D-glucopyranosyl-5-aralkylidenerhodanines without cleavage of the rhodanine ring by means of acid hydrolysis. Alkaline hydrolysis with ammonia in methanol resulted in cleavage to N-glucosylthiourea, providing evidence for N-glycoside formation. A number of the rhodanine derivatives, especially those with nitro or chloro groups in the aromatic ring, showed antibacterial activity. N-β-D-Glucopyranosyl-5-(4-nitrobenzylidene)rhodanine showed antiviral activity by inhibition of viral RNA synthesis. Some effect on blood sugar levels also was observed with several rhodanines.