911040-42-1

Basic information

• Product Name: 1-[(4R)-4-benzyl-2-thioxo-1,3-thiazolidin-3-yl]ethanone
• Synonyms: 1-[(4R)-4-benzyl-2-thioxo-1,3-thiazolidin-3-yl]ethanone
• CAS NO: 911040-42-1
• Molecular Weight: 251.373
• Mol File: 911040-42-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-[(4R)-4-benzyl-2-thioxo-1,3-thiazolidin-3-yl]ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(4R)-4-benzyl-2-thioxo-1,3-thiazolidin-3-yl]ethanone(911040-42-1)
• EPA Substance Registry System: 1-[(4R)-4-benzyl-2-thioxo-1,3-thiazolidin-3-yl]ethanone(911040-42-1)

Safety Data

• Hazardous Substances Data: 911040-42-1(Hazardous Substances Data)

Usage

Chemical class

Thiazolidine derivative

Core structure

Thiazolidinone

Benzyl group

Attached to the 4-position

Ethanone group

Attached to the 3-position

Chirality

(4R) configuration at the 4-position

Biological activities

Potential antimicrobial, antiviral, anti-inflammatory, and antitumor properties

Applications

Drug discovery and development, particularly in the treatment of infectious diseases and inflammatory conditions

Research interest

Further exploration of its pharmacological properties and potential therapeutic applications

Upstream product

• 110199-17-2 (R)-4-benzyl-thiazolidine-2-thione 
• 75-36-5 acetyl chloride 
• 5267-64-1 (R)-2-amino-3-phenylpropanol 
• 673-06-3 D-(R)-phenylalanine 

Downstream Products

• 1374979-90-4 (R)-1-((R)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxyoctan-1-one 
• 1374979-95-9 (S)-1-((R)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxyoctan-1-one 
• 1383331-13-2 (S)-1-[(R)-4-benzyl-2-thioxothiazolidin-3-yl]-3-(tert-butyldimethylsilyloxy)pent-4-en-1-one 
• 1205666-47-2 (S)-1-[(R)-4-benzyl-2-thioxothiazolidin-3-yl]-3-hydroxypent-4-en-1-one 
• 1383331-43-8 (R)-1-[(R)-4-benzyl-2-thioxothiazolidin-3-yl]-3-hydroxypent-4-en-1-one 
• 1445989-81-0 (S,E)-1-{(R)-4-benzyl-2-thioxothiazolidin-3-yl}-3-hydroxy-6-methylnona-6,8-dien-1-one 
• 1445989-80-9 (3R,6E)-1-((4R)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxy-6-methylnona-6,8-dien-1-one 
• 1384192-99-7 (R)-4-benzyl-3-[(3R,5R,6E)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-7-phenylhept-6-enoyl]-1,3-thiazolidine-2-thione 
• 1384193-08-1 (R)-4-benzyl-3-[(3S,5R,6E)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-hydroxy-7-phenylhept-6-enoyl]-1,3-thiazolidine-2-thione 
• 1222190-45-5 (R)-1-((R)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxydecan-1-one 

Relevant articles and documents

Radical-Mediated Thiol-Ene Strategy: Photoactivation of Thiol-Containing Drugs in Cancer Cells

Photoactivated drugs provide an opportunity to improve efficacy alongside reducing side-effects in the treatment of severe diseases such as cancer. Described herein is a photoactivation decaging method of isobutylene-caged thiols through a UV-initiated thiol-ene reaction. The method was demonstrated with an isobutylene-caged cysteine, cyclic disulfide-peptide, and thiol-containing drug, all of which were rapidly and efficiently released under mild UV irradiation in the presence of thiol sources and a photoinitiator. Importantly, it is shown that the activity of histone deacetylase inhibitor largazole can be switched off when stapled, but selectively switched on within cancer cells when irradiated with non-phototoxic light.

Stereoselective synthesis towards verbalactone and (+)-(3R,5R)-3-hydroxy-5- decanolide

The stereoselective synthesis towards biologically active verbalactone and (+)-(3R,5R)-3-hydroxy-5-decanolide has been described. The key functionalities are derived from a chiral-auxiliary mediated acetate aldol addition, an oxa-Michael reaction and a 1,3-syn-reduction.