118192
Rhodanine
97%
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:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
solid
mp
165-169 °C (lit.)
solubility
methanol: soluble 2.5%, clear (yellow-green to orange-brown)
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 possess anticonvulsant, antibacterial, antiviral and antidiabetic activities.
Application
Rhodanine has been used in tannase assay in cultures of tannin degrading fungi.
Biochem/physiol Actions
Rhodanine inhibits the multiplication of echovirus 12 and the development of virus-induced morphologic changes.
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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Neil S Cutshall et al.
Bioorganic & medicinal chemistry letters, 15(14), 3374-3379 (2005-06-18)
Dual-specificity phosphatases (DSPs) are a subclass within the protein tyrosine phosphatase family (PTPs). A series of rhodanine-based inhibitors was synthesized and shown to be novel, potent, and selective inhibitors against the DSP family member JNK-stimulating phosphatase-1 (JSP-1). Compounds of this
Culture conditions for the production of a tannase of Aspergillus tamarii IMI388810 (B).
Enemuor SC and Odibo FJC.
African Journal of Biotechnology, 8(11), 2554-2557 (2009)
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.
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