Thiazolidin-2,4-dion

Thiazolidinedione

HCID 5437CAS 2295-31-0

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Grundinformationen

Standard-SMILES: O=C1CSC(=O)N1
InChIKey: ZOBPZXTWZATXDG-UHFFFAOYSA-N
Summenformel: C3H3NO2S
Durchschnittliche Molmasse: 117,13 g/mol
Monoisotopische Masse: 116,98844934

Überblick

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.

Namen und Bezeichner

Bevorzugter Name: Thiazolidinedione
IUPAC: 1,3-thiazolidine-2,4-dione
Lokaler Name: Thiazolidin-2,4-dion
Englischer Name: 2,4-Thiazolidinedione
Summenformel: C3H3NO2S
Molmasse: 117.13

Namen und Synonyme

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

Weitere Namen anzeigen

TZD2,4-ThiazolidindioneU 25560idinedioneusafek-54962,4-ThiazoLAURORA 23272

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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,1
Polarare Oberfläche (TPSA): 71,5 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 0
Schwere Atome: 7
Formalladung: 0
Komplexität: 122

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

Physikochemische Eigenschaften

Schmelzpunkt: 125 · 125-127 °C (lit.)
Siedepunkt: 178 · 178-179 °C (19 mmHg)
Dichte: 1.408 · 1.408 (estimate)
Dampfdruck: 0 Pa · 0Pa at 25℃
Brechungsindex: 1.513 · 1.5130 (estimate)
Flammpunkt: 178 · 178-179°C/19mm
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: DMSO (Slightly), Methanol (Slightly)
Aggregatzustand: Crystalline Powder
pka: 6.5 · 6.50±0.10(Predicted)
Farbe: Slightly yellow
Wasserlöslichkeit: Soluble in water (30 mg/ml at 3°C), methanol, DMSO, ethanol, and ethyl ether.
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 Datenbank: 2295 · 2295-31-0(CAS DataBase Reference)
NIST chemische Informationen: 2 · 2,4-Thiazolidinedione(2295-31-0)
EPA chemische Informationen: 2 · 2,4-Thiazolidinedione (2295-31-0)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

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.

Gefahrenhinweise

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%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29341000
RTECS-Nr.: XJ5775000
risk_code: 36/37/38
hazard_code: Xi
safety_code: 24/25-36-26
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.

Verwendung und Herstellung

General Manufacturing Information2,4-Thiazolidinedione: ACTIVE

Anwendungen · 1 Eintrag

Verwenden2,4-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.