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Merck
CN

375004

2,4-Thiazolidinedione

technical grade, 90%

Synonym(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

Empirical Formula (Hill Notation):
C3H3NO2S
CAS Number:
2295-31-0
Molecular Weight:
117.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24863353
EC Number:
218-941-2
Beilstein/REAXYS Number:
110700
MDL number:
MFCD00005478
Assay:
90%

Key Documents

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Product Name

2,4-Thiazolidinedione, technical grade, 90%

InChI key

ZOBPZXTWZATXDG-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1CSC(=O)N1

grade

technical grade

assay

90%

mp

125-127 °C (lit.)

Quality Level

100

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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.

General description

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000443728
0000443728
BCCM2006
BCCK1446
0000173815

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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
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
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
Joanna Bukowska et al.
Cell and tissue research, 374(1), 149-163 (2018-04-11)
Skin injuries in mammals are healed through repair or regeneration. Our previous studies demonstrated that deficient expression of the transcription factor Foxn1 in epidermis of nude mice accounts for their skin's pronounced regenerative properties. Since homeostasis within the skin depends
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