219821-18-8

Basic information

• Product Name: (S)-4-BENZYL-1,3-THIAZOLIDINE-2-ONE
• Synonyms: 2-Thiazolidinone, 4-(phenylmethyl)-, (4S)-;(4S)-4-benzyl-1,3-thiazolidin-2-one
• CAS NO: 219821-18-8
• Molecular Formula: C₁₀H₁₁NOS
• Molecular Weight: 193.27
• Mol File: 219821-18-8.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.215g/cm³
• Refractive Index: 1.603
• CAS DataBase Reference: (S)-4-BENZYL-1,3-THIAZOLIDINE-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-BENZYL-1,3-THIAZOLIDINE-2-ONE(219821-18-8)
• EPA Substance Registry System: (S)-4-BENZYL-1,3-THIAZOLIDINE-2-ONE(219821-18-8)

Safety Data

• Hazardous Substances Data: 219821-18-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-4-Benzyl-1,3-thiazolidine-2-one is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of molecules with therapeutic potential.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, (S)-4-Benzyl-1,3-thiazolidine-2-one is utilized as a compound with demonstrated bioactivity, particularly in studies exploring its anti-inflammatory and antiviral properties.
Used in Drug Discovery:
(S)-4-Benzyl-1,3-thiazolidine-2-one is employed as a valuable component in drug discovery, given its potential as an anti-cancer agent, which underscores its importance in advancing cancer treatment options.
Used in Organic Compounds Synthesis:
This thiazolidine derivative is also used as a building block in the synthesis of organic compounds, owing to its structural and functional group versatility.

InChI:InChI=1/C10H11NOS/c12-10-11-9(7-13-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,12)/t9-/m0/s1

Upstream product

• 171877-39-7 (S)-4-benzylthiazolidin-2-thione 

Downstream Products

• 1008742-67-3 3-{4-[(4S)-4-benzyl-2-oxo-1,3-thiazolidin-3-yl]-4-oxobutyl}-1,2,3-benzotriazin-4(3H)-one 

Relevant articles and documents

Desulfurization-oxygenation of chiral 1,3-thiazolidine-2-thiones and 1,3-oxazolidine-2-thiones using propylene oxide and microwave irradiation

An efficient method for the desulfurization-oxygenation of 1,3-thiazolidine-2-thiones and 1,3-oxazolidine-2-thiones using propylene oxide and employing microwave irradiation is described. This strategy of oxygenation of the thiocarbonyl group provides an attractive methodology to prepare chiral 1,3-thiazolidin-2-ones and 1,3-oxazolidin-2-ones from the corresponding precursors in good yields. Copyright

A convenient synthesis of thiazolidin-2-ones from thiazolidine-2-thiones: Antibiotic activity and revisiting the mechanism

Various substituted thiazolidin-2-ones were synthesized from the corresponding thiazolidine-2-thiones with bromoethanol in ethanol with sodium ethoxide as a base. The optimal reaction conditions and mechanism were reinvestigated in detail. The bioassay indicated that (S)-4-isobutyl and (S)-4-benzylthiazolidin-2-ones show certain inhibitive activities against Candida albicans and Escherichia coli. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

MATRIX METALLOPROTEINASE INHIBITORS

The present invention relates to β-hydroxy and amino substituted carboxylic acids, which act as matrix metalloprotease inhibitors, particularly diastereomerically pure β-hydroxy carboxylic acids, corresponding processes for the synthesis of and pharmaceutical compositions containing the compounds of the present invention. Compounds of the present invention are useful in the treatment of various inflammatory, autoimmune and allergic diseases, such as methods of treating asthma, rheumatoid arthritis, COPD, rhinitis, osteoarthritis, psoriatic arthritis, psoriasis, pulmonary fibrosis, wound healing disorders, pulmonary inflammation, acute respiratory distress syndrome, perodontitis, multiple sclerosis, gingivitis, atherosclerosis, neointimal proliferation, which leads to restenosis and ischemic heart failure, stroke, renal diseases, tumor metastasis, and other inflammatory disorders characterized by the over-expression and over- activation of a matrix metalloproteinase using the compounds.