CAS 1055980-72-7

(5Z)-5-[(3-Bromo-4-methoxyphenyl)methylene]-2,4-thiazolidinedione

Description:

(5Z)-5-[(3-Bromo-4-methoxyphenyl)methylene]-2,4-thiazolidinedione is a thiazolidinedione derivative, characterized by its thiazolidine ring structure, which contains a sulfur atom and two carbonyl groups. This compound features a methylene bridge connecting a 3-bromo-4-methoxyphenyl group to the thiazolidinedione core, contributing to its potential biological activity. The presence of the bromine atom and methoxy group on the phenyl ring can influence the compound's lipophilicity and reactivity, potentially enhancing its pharmacological properties. Thiazolidinediones are known for their role in glucose metabolism and have been studied for their effects on insulin sensitivity, making this compound of interest in medicinal chemistry, particularly in the context of diabetes research. Its specific stereochemistry, indicated by the (5Z) designation, suggests a particular geometric configuration that may affect its biological interactions. Overall, this compound exemplifies the complexity and potential utility of thiazolidinedione derivatives in therapeutic applications.

Formula: C₁₁H₈BrNO₃S

InChI: InChI=1S/C11H8BrNO3S/c1-16-8-3-2-6(4-7(8)12)5-9-10(14)13-11(15)17-9/h2-5H,1H3,(H,13,14,15)/b9-5-

InChI key: InChIKey=KCNLJTNNQJEBIE-UITAMQMPSA-N

SMILES: C(=C/1\SC(=O)NC1=O)\C2=CC(Br)=C(OC)C=C2

Synonyms:

• 2,4-Thiazolidinedione, 5-[(3-bromo-4-methoxyphenyl)methylene]-, (5Z)-
• (5Z)-5-[(3-Bromo-4-methoxyphenyl)methylene]-2,4-thiazolidinedione

5-((3-bromo-4-methoxyphenyl)methylene)-1,3-thiazolidine-2,4-dione

CAS: 1055980-72-7

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Purity: Min. 95%

Ref: 3D-FSB98072