rel-2-[4-Chloro-2-[(5R,6R,7S)-6-[5-(4-methoxyphenyl)-3-(2-naphthyl)-3,4-dihydropyrazole-2-carbonyl]-5-methyl-2-oxo-3,5,6,7-tetrahydrothiopyrano[2,3-d]thiazol-7-yl]phenoxy]acetic Acid

The hetero-Diels–Alder reaction is the main synthetic tool for obtaining pharmacological agents with a thiopyrano[2,3-d]thiazole motif. In the present work, an efficient method for the synthesis of pyrazoline-containing thiopyrano[2,3-d]thiazole is described. The pyrazoline-bearing dienophile was pr...

Full description

Saved in:
Bibliographic Details
Published inMolBank Vol. 2022; no. 3; p. M1410
Main Authors Yushyn, Ihor, Holota, Serhii, Ivantsiv, Oksana, Lesyk, Roman
Format Journal Article
LanguageEnglish
Published Basel MDPI AG 01.09.2022
Subjects
Acetic acid
Acids
acylation
Anticancer properties
Cancer
Carbon
Carbonyls
Diels-Alder reactions
Ethanol
hetero-Diels–Alder reaction
Leukemia
Melanoma
NMR
Nuclear magnetic resonance
pyrazoline
Synthesis
thiopyrano[2,3-d]thiazoles
United States > US
Online AccessGet full text

Cover

More Information
Summary:The hetero-Diels–Alder reaction is the main synthetic tool for obtaining pharmacological agents with a thiopyrano[2,3-d]thiazole motif. In the present work, an efficient method for the synthesis of pyrazoline-containing thiopyrano[2,3-d]thiazole is described. The pyrazoline-bearing dienophile was proposed and used as effective building block for the synthesis of the title compound. The structure of the synthesized rel-2-[4-chloro-2-[(5R,6R,7S)-6-[5-(4-methoxyphenyl)-3-(2-naphthyl)-3,4-dihydropyrazole-2-carbonyl]-5-methyl-2-oxo-3,5,6,7-tetrahydrothiopyrano[2,3-d]thiazol-7-yl]phenoxy]acetic acid (3) was confirmed by 1H, 13C, 2D NMR, and LC-MS spectra. Anticancer activity in “60 lines screening” (NCI DTP protocol) was studied in vitro for the title compound.
ISSN:1422-8599
1422-8599
DOI:10.3390/M1410