130024-22-5

Basic information

• Product Name: (R)-2-phenyl-4-hydroxymethyl-4,5-dihydrothiazole
• Synonyms: (R)-2-phenyl-4-hydroxymethyl-4,5-dihydrothiazole
• CAS NO: 130024-22-5
• Molecular Weight: 193.269
• Mol File: 130024-22-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-2-phenyl-4-hydroxymethyl-4,5-dihydrothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-phenyl-4-hydroxymethyl-4,5-dihydrothiazole(130024-22-5)
• EPA Substance Registry System: (R)-2-phenyl-4-hydroxymethyl-4,5-dihydrothiazole(130024-22-5)

Safety Data

• Hazardous Substances Data: 130024-22-5(Hazardous Substances Data)

Upstream product

• 2518-12-9 (4R)-2-phenyl-4,5-dihydrothiazole-4-carboxylic acid methyl ester 
• 825-60-5 benzimidic acid ethyl ester 
• 7471-86-5 methyl benzimidate 
• 89530-19-8 ethyl (4R)-2-phenyl-4,5-dihydrothiazole-4-carboxylate 

Downstream Products

• 498-40-8 L-Cysteic acid 
• 130024-26-9 N-[(R)-2-(1H-Indol-3-yl)-1-mercaptomethyl-ethyl]-benzamide 
• 130024-24-7 3-((R)-2-Phenyl-4,5-dihydro-thiazol-4-ylmethyl)-1H-indole 
• 130024-25-8 1-(2-Phenyl-4,5-dihydro-thiazol-4-ylmethyl)-1H-indole 
• 130024-27-0 (R)-3-Benzoylamino-2,3,4,9-tetrahydrothiopyrano<2,3-b>indole 
• 130024-23-6 2-Phenyl-4-tosyloxymethyl-2-thiazoline 

Relevant articles and documents

Design and synthesis of new 2-aryl-4,5-dihydro-thiazole analogues: In vitro antibacterial activities and preliminary mechanism of action

Sixty 2-aryl-4,5-dihydrothiazoles were designed and synthesized in yields ranging from 64% to 89% from cysteine and substituted-benzonitriles via a novel metal- and catalyst-free method. The structures of the title compounds were confirmed mainly by NMR spectral data analysis. Antibacterial activity assays showed that the compounds (S)-2-(2′-hydroxyphenyl)-4-hydroxy-methyl-4,5-dihydrothiazole (7h) and (R)-2-(2′-hydroxyphenyl)-4-hydroxymethyl-4,5-dihydro-thiazole (7h′) exhibited significant inhibition against Ralstonia solanacearum, Pseudomonas syringae pv. actinidiae, Bacillus subtilis and Bacillus cereus, with minimum inhibitory concentrations (MICs) ranging from 3.91 to 31.24 μg·mL-1. The effect of substituents showed that not only electron-withdrawing groups, but also electron-donating groups could abolish the antibacterial activities unless a 2′-hydroxy group was introduced on the 2-aryl substituent of the 4,5-dihydrothiazole analogues. The results of scanning electron microscope (SEM) and fatty acid exposure experiments indicated that these antibacterial compounds influence fatty acid synthesis in the tested bacteria.

Indole Grignard reaction. III. Synthesis, crystal structure, and analgesic activity of (R)- and (S)-3-amino-2,3,4,9-tetrahydrothiopyrano[2,3-b]indoles

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