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Merck
CN

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:
141-84-4
Molecular Weight:
133.19
UNSPSC Code:
12352200
NACRES:
NA.21
PubChem Substance ID:
329769083
EC Number:
205-505-1
Beilstein/REAXYS Number:
110701
MDL number:
MFCD00005488
Assay:
≥99.0% (HPLC), ≥99.0%
Form:
crystals

Key Documents

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InChI key

KIWUVOGUEXMXSV-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1CSC(=S)N1

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

Quality Level

100

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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
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF4855
BCCC0645
BCBT4437
BCBQ3553V

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M. Thies et al.
Mikrochimica Acta, 809-809 (1973)
Matjaž Brvar et al.
Bioorganic & medicinal chemistry, 20(8), 2572-2580 (2012-03-27)
Bacterial DNA gyrase is an established and validated target for the development of novel antibacterials. In our previous work, we identified a novel series of bacterial gyrase inhibitors from the class of 4-(2,4-dihydroxyphenyl) thiazoles. Our ongoing effort was designated to
Parminder Singh et al.
Biochemistry, 51(27), 5434-5442 (2012-06-19)
A perturbation of FtsZ assembly dynamics has been shown to inhibit bacterial cytokinesis. In this study, the antibacterial activity of 151 rhodanine compounds was assayed using Bacillus subtilis cells. Of 151 compounds, eight strongly inhibited bacterial proliferation at 2 μM.
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.
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)
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