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Merck
CN

83700

Supelco

Rhodanine

for spectrophotometric det. of gallic acid, ≥99.0%

Synonym(s):

2-Thioxo-4-thiazolidinone

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About This Item

Empirical Formula (Hill Notation):
C3H3NOS2
CAS Number:
Molecular Weight:
133.19
Beilstein:
110701
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.21
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Quality Level

Assay

≥99.0% (HPLC)
≥99.0%

form

crystals

quality

for spectrophotometric det. of gallic acid

technique(s)

UV/Vis spectroscopy: suitable

mp

165-169 °C (lit.)
165-169 °C

solubility

methanol: 0.5 g/10 mL, clear, colorless to greenish-yellow

SMILES string

O=C1CSC(=S)N1

InChI

1S/C3H3NOS2/c5-2-1-7-3(6)4-2/h1H2,(H,4,5,6)

InChI key

KIWUVOGUEXMXSV-UHFFFAOYSA-N

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General description

Rhodanine is a drug, which prevents the multiplication of echovirus 12.

Other Notes

Reagent for the gravimetric determination of silver; for the photometric determination of gallic acid

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Selective inhibition of uncoating of echovirus 12 by rhodanine A study on early virus-cell interactions
Eggers, Hans J
Virology, 78(1), 241-252 (1977)
Huan-qiu Li et al.
Bioorganic & medicinal chemistry, 20(14), 4194-4200 (2012-06-29)
A series of novel rhodanine-based acylsulfonamide derivatives were designed, synthesized, and evaluated as small-molecule inhibitors of anti-apoptotic Bcl-2 protein. These compounds exhibit potent antiproliferative activity in three human tumor cell lines (Hep G2, PC-3 and B16-F10). Among them, the most
Tihomir Tomašić et al.
Expert opinion on drug discovery, 7(7), 549-560 (2012-05-23)
Rhodanine-based compounds have been associated with numerous biological activities. After many years of research in drug discovery, they have gained a reputation as being pan assay interference compounds (PAINS) and frequent hitters in screening campaigns. Rhodanine-based compounds are also aggregators
T Tomasić et al.
Current medicinal chemistry, 16(13), 1596-1629 (2009-05-16)
Rhodanines, thiazolidine-2,4-diones and pseudothiohydantoins have become a very interesting class of heterocyclic compounds since the introduction of various glitazones and epalrestat into clinical use for the treatment of type II diabetes mellitus and diabetic complications, respectively. Chemical modifications of these
M. Thies et al.
Mikrochimica Acta, 809-809 (1973)

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