41250-31-1

Basic information

• Product Name: 5-(4-DIMETHYLAMINO-BENZYLIDENE)-2-THIOXO-IMIDAZOLIDIN-4-ONE
• Synonyms: (5E)-5-[[4-(dimethylamino)phenyl]methylidene]-2-sulfanylideneimidazolidin-4-one
• CAS NO: 41250-31-1
• Molecular Formula: C₁₂H₁₃N₃OS
• Molecular Weight: 247.3161
• Mol File: 41250-31-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.32g/cm³
• Refractive Index: 1.679
• CAS DataBase Reference: 5-(4-DIMETHYLAMINO-BENZYLIDENE)-2-THIOXO-IMIDAZOLIDIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-DIMETHYLAMINO-BENZYLIDENE)-2-THIOXO-IMIDAZOLIDIN-4-ONE(41250-31-1)
• EPA Substance Registry System: 5-(4-DIMETHYLAMINO-BENZYLIDENE)-2-THIOXO-IMIDAZOLIDIN-4-ONE(41250-31-1)

Safety Data

• Hazardous Substances Data: 41250-31-1(Hazardous Substances Data)

Usage

Chemical Structure

Thioxo-imidazolidin-4-one derivative with a dimethylamino-benzylidene substituent at the 5-position

Potential Applications

Pharmaceutical applications, particularly in the treatment of neurological disorders and cancer

Unique Molecular Structure

Presence of thioxo and imidazolidin-4-one moieties
Dimethylamino-benzylidene substituent at the 5-position

Properties

Potential for antioxidant and antimicrobial activities

Research Significance

Interesting target for further research and development in medicinal chemistry

Current Status

Requires further studies to fully understand and harness pharmaceutical potential

InChI:InChI=1/C12H13N3OS/c1-15(2)9-5-3-8(4-6-9)7-10-11(16)14-12(17)13-10/h3-7H,1-2H3,(H2,13,14,16,17)/b10-7+

Upstream product

• 100-10-7 4-dimethylamino-benzaldehyde 
• 100142-53-8 4-(4-dimethylamino-benzylidene)-2-thioxo-thiazolidin-5-one 
• 503-87-7 2-thiohydantoin 

Downstream Products

• 10040-87-6 (5Z)-5-(4-(dimethylamino)benzylidene)imidazolidine-2,4-dione 

Relevant articles and documents

Voltammetric Studies on Some Substituted 5-Arylidene-2-Thiohydantoin in non Aqueous Medium

Differently substituted 5-arylidene-2-thiohydantions (2a-f) were studied electrochemically in benzonitrile with 0.1 M tetra-n-butylammonium-perchlorate as supportin electrolyte using DC-, cyclic voltammetry (CV), coulometry and controlled potential electr

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.

Imidazo[2,1-b]thiazepines: Synthesis, structure and evaluation of benzodiazepine receptor binding

As a continuation of our search for new ligands acting on benzodiazepine receptors among the fused 2-thiohydantoin derivatives, a series of 5-substituted imidazo[2,1-b]thiazepines was synthesized and investigated in radioligand binding studies at the benz