Thiazolidinedione (HCID 5437)

개요

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.

이름 및 식별자

우선 이름: Thiazolidinedione
IUPAC: 1,3-thiazolidine-2,4-dione
현지명: 2,4-티아졸리딘 디온
영어명: 2,4-Thiazolidinedione
분자식: C3H3NO2S
분자량: 117.13

이름 및 동의어

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

이름 더 보기

2,4-티아졸리딘디온2,4-티아졸리딘다이온TZD2,4-ThiazolidindioneU 25560idinedioneusafek-54962,4-ThiazoLAURORA 23272

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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: 0.1
극성 표면적: 71.5 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 3
회전 가능 결합 수: 0
무거운 원자 수: 7
형식 전하: 0
복잡도: 122

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

물리화학적 성질

녹는점: 125 · 125-127 °C (lit.)
끓는 점: 178 · 178-179 °C (19 mmHg)
밀도: 1.408 · 1.408 (estimate)
증기압: 0 Pa · 0Pa at 25℃
굴절률: 1.513 · 1.5130 (estimate)
인화점: 178 · 178-179°C/19mm
저장 조건: Sealed in dry,Room Temperature
용해도: DMSO(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태: 결정성 분말
산도 계수 (pKa): 6.5 · 6.50±0.10(Predicted)
색상: 약간 노란색
수용성: 물(3°C에서 30mg/ml), 메탄올, DMSO, 에탄올 및 에틸 에테르에 용해됩니다.
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℃
NIST: 2 · 2,4-Thiazolidinedione(2295-31-0)
EPA: 2 · 2,4-Thiazolidinedione (2295-31-0)

화학적 성질

White to Off-White Powder

안전 및 규제

GHS 분류

GHS Classification · 5건

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.

유해성 정보

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%)

안전 데이터

wgk: 3
tsca: TSCA listed
rtecs: XJ5775000
HS 번호: 29341000
risk_code: 36/37/38
hazard_code: Xi
safety_code: 24/25-36-26
위험 등급: IRRITANT
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.

용도 및 제조

General Manufacturing Information2,4-Thiazolidinedione: ACTIVE

응용 분야 · 2건

용도2,4-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.

일반 설명2,4-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.