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Merck
CN

375004

2,4-噻唑烷二酮

technical grade, 90%

别名:

2,4(3H,5H)-噻唑二酮, 2,4-二氧代-1,3-噻唑烷, 2,4-二氧代噻唑烷, 2-羟基-4,5-二氢-1,3-噻唑-4-酮, 噻唑-2,4-二酮, 噻唑啉-2,4-二酮, 噻唑烷二酮 (6CI)

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关于此项目

经验公式(希尔记法):
C3H3NO2S
化学文摘社编号:
分子量:
117.13
Beilstein:
110700
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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等级

technical grade

质量水平

方案

90%

mp

125-127 °C (lit.)

SMILES字符串

O=C1CSC(=O)N1

InChI

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

InChI key

ZOBPZXTWZATXDG-UHFFFAOYSA-N

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一般描述

2,4-噻唑烷二酮是一种著名的过氧化物酶体增殖物激活受体(PPAR)激活剂。它对衰老过程的影响通过使用来自Fischer 344大鼠的肾脏已被报道。2,4-噻唑烷二酮的耦合物文库已通过Knoevenagel缩合以及后续使用氢气和Pd/C催化剂的还原反应而合成得到。已经报道了各种芳香醛与聚乙二醇-300中的2,4-噻唑烷二酮的Knoevenagel缩合。

应用

2,4-噻唑烷二酮可通过超声促进的羟醛缩合反应用于十六个5-亚芳基-2,4-噻唑烷二酮的合成。它可作为起始材料用于合成具有抗高血糖活性的药物。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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A Zask et al.
Journal of medicinal chemistry, 33(5), 1418-1423 (1990-05-01)
A series of 5-(naphthalenylsulfonyl)-2,4-thiazolidinediones were synthesized and evaluated for antihyperglycemic activity in an insulin-resistant, genetically diabetic db/db mouse model of non-insulin-dependent diabetes mellitus (NIDDM). The sulfones could be synthesized by a novel, selective C-5 sulfonylation of dilithio-2,4-thiazolidinedione with appropriate sulfonyl
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
A Koch et al.
British journal of pharmacology, 166(3), 1018-1032 (2012-01-10)
PPARγ agonists [thiazolidinediones (TZDs)] are known to exert anti-fibrotic effects in the kidney. In addition, we previously demonstrated that sphingosine kinase 1 (SK-1) and intracellular sphingosine-1-phosphate (S1P), by reducing the expression of connective tissue growth factor (CTGF), have a protective
Suzanne V Arnold et al.
Circulation. Heart failure, 12(6), e005855-e005855 (2019-05-28)
Background Thiazolidinediones (rosiglitazone, pioglitazone) are oral insulin-sensitizing medications used in type 2 diabetes mellitus that reduce glucose with minimal risk of hypoglycemia and potential benefits on atherosclerosis. However, thiazolidinediones can cause fluid retention thereby increasing the risk of heart failure-a
Tien-Jyun Chang et al.
Pharmacogenetics and genomics, 21(12), 829-836 (2011-09-22)
This study aimed to analyze the association of thiazolidinedione (TZD)-related edema with genetic and clinical variables and develop a simple points system to predict the risk of developing TZD-related edema. Fifty-eight (21.6%) of 268 individuals who received TZD for type

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