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375004

Sigma-Aldrich

2,4-Thiazolidinedione

technical grade, 90%

Synonyme(s) :

2,4(3H,5H)-Thiazoledione, 2,4-Dioxo-1,3-thiazolidine, 2,4-Dioxothiazolidine, 2-Hydroxy-4,5-dihydro-1,3-thiazol-4-one, Thiazole-2,4-dione, Thiazolidin-2,4-dione, Thiazolidinedione (6CI)

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About This Item

Formule empirique (notation de Hill):
C3H3NO2S
Numéro CAS:
2295-31-0
Poids moléculaire :
117.13
Numéro Beilstein :
110700
Numéro CE :
218-941-2
Numéro MDL:
MFCD00005478
Code UNSPSC :
12352100
ID de substance PubChem :
24863353
Nomenclature NACRES :
NA.22

Qualité

technical grade

Niveau de qualité

100

Pureté

90%

Pf

125-127 °C (lit.)

Chaîne SMILES 

O=C1CSC(=O)N1

InChI

1S/C3H3NO2S/c5-2-1-7-3(6)4-2/h1H2,(H,4,5,6)

Clé InChI

ZOBPZXTWZATXDG-UHFFFAOYSA-N

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Description générale

2,4-Thiazolidinedione is a well-known peroxisome proliferator-activated receptors (PPAR) activator. Its effect on aging process using kidneys from Fischer 344 rats has been reported. A library of conjugates of 2,4-thiazolidinedione has been synthesized by Knoevenagel condensation followed by reduction using hydrogen gas and Pd/C catalyst. Knoevenagel condensation of various aromatic aldehydes with 2,4-thiazolidinedione in polyethylene glycol-300 has been reported.

Application

2,4-Thiazolidinedione may be used in the synthesis of sixteen 5-arylidene-2,4-thiazolidinediones, via ultrasound-promoted aldol condensation reaction. It may be used as starting material for the synthesis of drugs with antihyperglycemic activity.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Shana Jaaf et al.
Veterinary sciences, 6(2) (2019-05-22)
Background: In a prior experiment, treatment of goats with the putative PPARγ agonist 2,4-thiazolidinedione (2,4-TZD) did not affect milk fat or expression of milk-fat related genes. The lack of response was possibly due to deficiency of vitamin A and/or a
Jaelim Cho et al.
Clinical pharmacology and therapeutics, 107(3), 580-587 (2019-09-26)
Acute pancreatitis (AP) often progresses to recurrent acute pancreatitis (RAP) and chronic pancreatitis (CP). We investigated the relationship between the use of insulin after AP and progression from AP to RAP or CP, as well as the effect of diabetes
K M Schoenberg et al.
Journal of dairy science, 94(11), 5523-5532 (2011-10-29)
Administration of peroxisome proliferator-activated receptor gamma (PPARγ) ligands, thiazolidinediones (TZD), to prepartum dairy cattle has been shown to improve dry matter intake and decrease circulating nonesterified fatty acids (NEFA) around the time of calving. The objective of this work was
Xinyue Zhang et al.
Journal of diabetes investigation, 11(2), 349-355 (2019-09-19)
Asprosin is a novel secreted adipokine that is induced by fasting and promotes hepatic glucose release. In healthy humans, circulating asprosin shows circadian oscillation with an acute drop coinciding with the onset of eating. The present study investigated whether this
Oscar Lamas Longarela et al.
PloS one, 8(3), e58340-e58340 (2013-03-19)
The hepatitis delta virus (HDV) is a small, defective RNA virus that requires the presence of the hepatitis B virus (HBV) for its life cycle. Worldwide more than 15 million people are co-infected with HBV and HDV. Although much effort
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