98316-89-3

Basic information

• Product Name: Thiazole, 5-(2-methoxyethyl)-4-methyl-
• Synonyms: Thiazole, 5-(2-methoxyethyl)-4-methyl-
• CAS NO: 98316-89-3
• Molecular Formula: C₇H₁₁NOS
• Molecular Weight: 0
• Mol File: 98316-89-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Thiazole, 5-(2-methoxyethyl)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiazole, 5-(2-methoxyethyl)-4-methyl-(98316-89-3)
• EPA Substance Registry System: Thiazole, 5-(2-methoxyethyl)-4-methyl-(98316-89-3)

Safety Data

• Hazardous Substances Data: 98316-89-3(Hazardous Substances Data)

Upstream product

• 137-00-8 5-hydroxyethyl-4-methylthiazole 
• 74-88-4 methyl iodide 

Downstream Products

• 1417745-62-0 5-(2-methoxyethyl)-4-methyl-3-(pent-4-ynyl)thiazol-3-ium 4-methylbenzenesulfonate 
• 1387556-60-6 2-(5-(2-methoxyethyl)-4-methylthiazol-2-yl)-5-phenyloxazole 
• 1387556-78-6 5,5'-bis(2-methoxyethyl)-4,4'-dimethyl-2,2'-bithiazole 
• 17064-30-1 5,5'-diphenyl-2,2'-bi-1,3-oxazole 

Relevant articles and documents

Synthesis and Antibacterial Evaluation of Bis-thiazolium, Bis-imidazolium, and Bis-triazolium Derivatives

Given the worldwide spread of bacterial drug resistance, there is an urgent need to develop new compounds that exhibit potent antibacterial activity and that are unimpaired by this phenomenon. Quaternary ammonium compounds have been used for many years as disinfectants, but recent advances have shown that polycationic derivatives exhibit much stronger activity and are less prone to bacterial resistance than commonly used monocationic compounds. In this sense, we prepared three series of new bis-cationic compounds: bis-thiazoliums, bis-imidazoliums, and bis-1,2,4-triazoliums. If some compounds of the first series showed fair antibacterial activity, most of those belonging to the two other series were highly potent, with minimum inhibitory concentrations close to 1 μg mL?1. Some of them also exhibited low toxicity toward eukaryotic MRC-5 lung fibroblasts, and we showed that this toxicity is clearly correlated with clogP. Finally, four selected compounds were found to exhibit a clear bactericidal effect.

Mono- and bis-thiazolium salts have potent antimalarial activity

Three new series comprising 24 novel cationic choline analogues and consisting of mono- or bis (N or C-5-duplicated) thiazolium salts have been synthesized. Bis-thiazolium salts showed potent antimalarial activity (much superior to monothiazoliums). Among them, bis-thiazolium salts 12 and 13 exhibited IC50 values of 2.25 nM and 0.65 nM, respectively, against P. falciparum in vitro. These compounds also demonstrated good in vivo activity (ED50 ≤ 0.22 mg/kg), and low toxicity in mice infected by Plasmodium vinckei.