Thiazolidinedione (HCID 5437)

概要

1,3-thiazolidine-2,4-dione is a thiazolidenedione carrying oxo substituents at positions 2 and 4. It derives from a hydride of a 1,3-thiazolidine.

名称と識別子

優先名称: Thiazolidinedione
IUPAC: 1,3-thiazolidine-2,4-dione
現地名: 2,4-チアゾリジンジオン
英語名: 2,4-Thiazolidinedione
分子式: C3H3NO2S
分子量: 117.13

名称と別名

2,4-THIAZOLIDINEDIONE2295-31-0Thiazolidinedione2,4-Dioxothiazolidine2,4(3H,5H)-ThiazoledioneNSC-6745AA68LXK93CDTXSID5040623RefChem:932950DTXCID3020623Thiazolidinedione Antidiabetic Agent218-941-2

名称をさらに表示

2,4-チアゾリジンジオンチアゾリジン-2,4-ジオン1,3-チアゾリジン-2,4-ジオンチアゾリジンジオン2.4-チアゾリジンジオン１，３チアゾリジン２，４ジオン2,4‐チアゾリジンジオン2,4-チアゾリジンジオン, 99%TZD2,4-ThiazolidindioneU 25560idinedioneusafek-54962,4-ThiazoLAURORA 23272

1,3-Thiazolidine-2,4-dionethiazolidine-2,4-dioneUSAF EK-5496MFCD00005478ThiazolidindioneC3H3NO2SNSC 67452,4thiazolidinedione

データベース識別子

CAS: 2295-31-0
PubChem CID: 5437
DTXSID: DTXSID5040623
ChEMBL: CHEMBL85398
ChEBI: CHEBI:50992
UNII: AA68LXK93C
EC Number: 218-941-2
Nikkaji: J48.702C

物性

構造計算による物性

XLogP: 0.1
極性表面積: 71.5 Å²
水素結合供与体数: 1
水素結合受容体数: 3
回転可能結合数: 0
重原子数: 7
形式電荷: 0
複雑度: 122

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

物理化学的性質

融点: 125 · 125-127 °C (lit.)
沸点: 178 · 178-179 °C (19 mmHg)
比重(密度): 1.408 · 1.408 (estimate)
蒸気圧: 0 Pa · 0Pa at 25℃
屈折率: 1.513 · 1.5130 (estimate)
闪点: 178 · 178-179°C/19mm
貯蔵温度: Sealed in dry,Room Temperature
溶解性: DMSO（微量）、メタノール（微量）
外見: 結晶性粉末
酸解離定数(Pka): 6.5 · 6.50±0.10(Predicted)
色: わずかに黄色
水溶解度: 3 ℃で30mg/ml）、メタノール、DMSO、エタノール、エーテルに可溶。 · 水（3℃で30mg/ml）、メタノール、DMSO、エタノール、エーテルに可溶。
BRN: 110700 · 110700
InChI: 1S/C3H3NO2S/c5-2-1-7-3(6)4-2/h1H2,(H,4,5,6)
InChIKey: ZOBPZXTWZATXDG-UHFFFAOYSA-N
SMILES: O=C1CSC(=O)N1
LogP: -0.29 at · -0.29 at 25℃
CAS データベース: 2295 · 2295-31-0(CAS DataBase Reference)
NISTの化学物質情報: 2 · 2,4-Thiazolidinedione(2295-31-0)
EPAの化学物質情報: 2 · 2,4-Thiazolidinedione (2295-31-0)

化学的性質

化学的特性White to Off-White Powder

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 15.4% (2 of 13) of reports.

Warning

H302 (53.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 13 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationStatus: Cease Manufacture Update: 01-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19571

Hazard Classes and CategoriesAcute Tox. 4 (53.8%)

安全データ

wgk: 3
tsca: TSCA listed
rtecs: XJ5775000
hs_code: 29341000
risk_code: 36/37/38
化審法: (5)-6527
hazard_code: Xi
safety_code: 24/25-36-26
hazard_class: IRRITANT
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.

用途と製造

General Manufacturing Information2,4-Thiazolidinedione: ACTIVE

応用分野 · 2 件

使用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.

一般的な説明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.