2,4-Thiazolidinedione

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Names

[ CAS No. ]:
2295-31-0

[ Name ]:
2,4-Thiazolidinedione

[Synonym ]:
EINECS 218-941-2
2(5H)-Thiazolone, 4-hydroxy-
2,4-Thiazolidindione
usafek-5496
2,4-dioxothiazolidine
Thiazolidinedione
2,4-Thiazolidinedione
1,3-Thiazolidine-2,4-dione
2-thiazolidin-4-one
2,4-thiazolidinone
thiazolidine-2,4-dione
2,4-Thiazolinedione
4-Hydroxy-1,3-thiazol-2(5H)-one
MFCD00005478
TZD

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
178-179 ºC (19 mmHg)

[ Melting Point ]:
123-126 ºC

[ Molecular Formula ]:
C3H3NO2S

[ Molecular Weight ]:
117.13

[ Flash Point ]:
138.7±19.3 °C

[ Exact Mass ]:
116.988449

[ PSA ]:
71.47000

[ LogP ]:
-0.54

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.577

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XJ5775000
CHEMICAL NAME :
2,4-Thiazolidinedione
CAS REGISTRY NUMBER :
2295-31-0
BEILSTEIN REFERENCE NO. :
0110700
LAST UPDATED :
199701
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C3-H3-N-O2-S
MOLECULAR WEIGHT :
117.13
WISWESSER LINE NOTATION :
T5SVMV EHJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD277-689
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
335 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 9,274,1954

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
XJ5775000

[ HS Code ]:
2942000000

Synthetic Route

Precursor & DownStream

Precursor

  • Pseudothiohydantoin
  • Chloroacetic acid
  • Piperidine
  • Chloroacetyl chloride
  • Phenylthiocarbamide
  • 4-[2-[1-oxo-1,2-dihydrophthalazin-2-yl]ethoxy]benzaldehyde

DownStream

  • N-[4-[(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenyl]acetamide
  • 5-((4-(2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXIN-5-YL)QUINOLIN-6-YL)METHYLENE)THIAZOLIDINE-2,4-DIONE
  • 5-[(4-nitrophenyl)methylene]-1,3-thiazolane-2,4-dione
  • SMI-4a
  • 3-(2-hydroxy-3-phenoxypropyl)-1,3-thiazolidine-2,4-dione
  • 2,4-Dichloro-5-thiazolecarboxaldehyde
  • 2,4-Dibromothiazole
  • 2,4-Thiazolidinedione,5-[(4-hydroxy-3-methoxyphenyl)methylene]-
  • 5-[(3-NITROPHENYL)METHYLENE]-1,3-THIAZOLANE-2,4-DIONE
  • 5-Thiazolecarboxaldehyde, 4-chloro-2,3-dihydro-2-oxo-

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Cytotoxicity of thiazolidinedione-, oxazolidinedione- and pyrrolidinedione-ring containing compounds in HepG2 cells.

Toxicol. In Vitro 29 , 1887-96, (2015)

Liver damage occurred in some patients who took troglitazone (TGZ) for type II diabetes. The 2,4-thiazolidinedione (TZD) ring in TGZ's structure has been implicated in its hepatotoxicity. To further e...

Differential cardiovascular outcomes after dipeptidyl peptidase-4 inhibitor, sulfonylurea, and pioglitazone therapy, all in combination with metformin, for type 2 diabetes: a population-based cohort study.

PLoS ONE 10 , e0124287, (2015)

Data on the comparative effectiveness of oral antidiabetics on cardiovascular outcomes in a clinical practice setting are limited. This study sought to determine whether a differential risk of cardiov...

Effects of Various 5,7-Dihydroxyflavone Analogs on Adipogenesis in 3T3-L1 Cells.

Biol. Pharm. Bull. 38 , 1794-800, (2015)

We studied the effects of twelve 5,7-dihydroxyflavone analogs on adipogenesis in 3T3-L1 cells. Among the compounds, luteolin, diosmetin, and chrysoeriol partly inhibited adipogenesis by blocking the a...


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Related Compounds

  • 2,4-thiazolidinedione
  • 2,4-THIAZOLIDINEDIONE,[2-14C]
  • 3-Phenyl-2,4-thiazolidinedione
  • 3-Phenyl-2,4-thiazolidinedione
  • N-benzyl-2,4-thiazolidinedione
  • 2,4-Thiazolidinedione,5-chloro-