83700
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
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
Signal Word
Warning
Hazard Statements
Precautionary 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)
Ming-Xia Song et al.
European journal of medicinal chemistry, 54, 403-412 (2012-06-19)
Five series of (Z)-5-(4-(2-oxo-2-phenylethoxy)benzylidene)-2-thioxothiazolidin-4-one derivatives (I-V) were synthesized, characterized, and evaluated for their anti-bacterial activity. Most of the synthesized compounds showed potent inhibition against several Gram-positive bacteria (including multidrug-resistant clinical isolates) with MIC values in the range of 1-32 μg/mL.
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
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
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