Thiazolidine

Base Information

• Chemical Name: Thiazolidine
• CAS No.: 504-78-9
• Molecular Formula: C3H7NS
• Molecular Weight: 89.1613
• Hs Code.: 29341000
• European Community (EC) Number: 208-002-5
• NSC Number: 357911
• UNII: I320806BKW
• DSSTox Substance ID: DTXSID10198447
• Nikkaji Number: J149.955F
• Wikipedia: Thiazolidine
• Wikidata: Q413761
• Metabolomics Workbench ID: 57336
• ChEMBL ID: CHEMBL1916078
• Mol file: 504-78-9.mol

Synonyms:Thiazolidine;Thiazolidines

Chemical Property of Thiazolidine

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 1.96mmHg at 25°C
• Refractive Index: n20/D 1.5508(lit.)
• Boiling Point: 164.5 °C at 760 mmHg
• PKA: 8.84±0.20(Predicted)
• Flash Point: 56.1 °C
• PSA: 37.33000
• Density: 1.058 g/cm³
• LogP: 0.60910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 89.02992040
• Heavy Atom Count: 5
• Complexity: 30.1

Purity/Quality:

97% ^*data from raw suppliers

Thiazolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSCN1
• Recent NIPH Clinical Trials: Japan Prospective Long Term Clinical Trial in Type 2 Diabetes Patients with Sulfonyl Urea and Sitagliptin
• General Description: Thiazolidine is a heterocyclic organic compound featuring a five-membered ring containing nitrogen and sulfur, which serves as a core structure for various bioactive derivatives, including 3-thiocarbamoylthiazolidines. These derivatives exhibit diverse pharmacological properties, such as antibacterial, immunomodulatory, anti-inflammatory, antidiabetic, and antiviral activities, highlighting their potential in pharmaceutical development. The reactivity of thiazolidine derivatives often centers on the endocyclic nitrogen atom, enabling structural modifications for enhanced bioactivity.

Technology Process of Thiazolidine

There total 9 articles about Thiazolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

→ 1,3-thiazolidine (504-78-9) + (4-R)-2-(pyridin-3-yl)thiazolidine-4-carboxylic acid (59777-95-6)

Guidance literature:

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-mercaptoethylamine hydrochloride (156-57-0) → 1,3-thiazolidine (504-78-9)

Guidance literature:

DOI:10.1021/ja01280a050

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Cysteamine (60-23-1) → 1,3-thiazolidine (504-78-9)

Guidance literature:

With phosphate buffer; In water; at 25 ℃; for 0.5h;

DOI:10.1021/jf9705633

upstream raw materials:

formaldehyd

2-mercaptoethylamine hydrochloride

Cysteamine

Downstream raw materials:

3-(4-nitro-benzenesulfonyl)-thiazolidine

3-(4-acetoxy-3,5-dimethoxy-benzoyl)-thiazolidine

3-(3,4,5-Trimethoxybenzoyl)thiazolidin

2-(methylamino)ethanethiol

Refernces

The synthesis and transformations of some 3-thiocarbamoylthiazolidines

10.1002/jhet.5570340108

The research focuses on the synthesis and transformations of polysubstituted 3-thiocarbamoylthiazolidines, which are potential bioactive compounds. The study aims to prepare new compounds with potential pharmacological properties, including antibacterial, immunomodulatory, anti-inflammatory, antidiabetic, anti-platelet activating factor, and antiviral activities. The research concluded that the reaction takes place at the endocyclic nitrogen atom of the thiazolidine ring, and the structures of the synthesized compounds were established through various analytical methods, including X-ray analyses. The synthesized compounds were also tested for immunorestoration activity, showing potential in the development of new pharmaceuticals.

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