6318-38-3

Basic information

• Product Name: 5-[(2,4-dichlorophenyl)methylidene]-2-thioxoimidazolidin-4-one
• CAS NO: 6318-38-3
• Molecular Formula: C₁₀H₆Cl₂N₂OS
• Molecular Weight: 273.1384
• Mol File: 6318-38-3.mol
• Article Data: 4

Chemical Properties

• Density: 1.6g/cm³
• Refractive Index: 1.718
• CAS DataBase Reference: 5-[(2,4-dichlorophenyl)methylidene]-2-thioxoimidazolidin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[(2,4-dichlorophenyl)methylidene]-2-thioxoimidazolidin-4-one(6318-38-3)
• EPA Substance Registry System: 5-[(2,4-dichlorophenyl)methylidene]-2-thioxoimidazolidin-4-one(6318-38-3)

Safety Data

• Hazardous Substances Data: 6318-38-3(Hazardous Substances Data)

Usage

General Description

5-[(2,4-dichlorophenyl)methylidene]-2-thioxoimidazolidin-4-one is a chemical compound with the molecular formula C10H6Cl2N2OS. It is a derivative of imidazolidin-4-one, a class of heterocyclic compounds with various pharmaceutical and industrial applications. This specific compound contains a 2,4-dichlorophenyl group attached to a methylidene functional group, as well as a thioxo group and an imidazolidin-4-one ring. The compound may have potential biological activities and may be of interest for further research in medicinal chemistry and drug development. Additionally, it may have applications in materials science and chemical synthesis due to its unique structural features.

Upstream product

• 503-87-7 2-thiohydantoin 
• 874-42-0 2,4-dichlorobenzaldeyhde 

Relevant articles and documents

Bicyclic imidazole-4-one derivatives: A new class of antagonists for the orphan G protein-coupled receptors GPR18 and GPR55

GPR18 and GPR55 are orphan G protein-coupled receptors (GPCRs) that interact with certain cannabinoid (CB) receptor ligands. In the present study bicyclic imidazole-4-one derivatives were discovered as new scaffolds for the development of antagonists for

Privileged scaffolds or promiscuous binders: A comparative study on rhodanines and related heterocycles in medicinal chemistry

Rhodanines and related five-membered heterocycles with multiple heteroatoms have recently gained a reputation of being unselective compounds that appear as "frequent hitters" in screening campaigns and therefore have little value in drug discovery. However, this judgment appears to be based mostly on anecdotal evidence. Having identified various rhodanines and related compounds in screening campaigns, we decided to perform a systematic study on their promiscuity. An amount of 163 rhodanines, hydantoins, thiohydantoins, and thiazolidinediones were synthesized and tested against several targets. The compounds were also characterized with respect to aggregation and electrophilic reactivity, and the binding modes of rhodanines and related compounds in published X-ray cocrystal structures were analyzed. The results indicate that the exocyclic, double bonded sulfur atom in rhodanines and thiohydantoins, in addition to other structural features, offers a particularly high density of interaction sites for polar interactions and hydrogen bonds. This causes a promiscuous behavior at concentrations in the "screening range" but should not be regarded as a general knockout criterion that excludes such screening hits from further development. It is suggested that special criteria for target affinity and selectivity are applied to these classes of compounds and that their exceptional and potentially valuable biomolecular binding properties are consequently exploited in a useful way.