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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
205-505-1
Beilstein/REAXYS Number:
110701
MDL number:
Assay:
97%
Form:
solid
mp
165-169 °C (lit.)
solubility
methanol: soluble 2.5%, clear (yellow-green to orange-brown)
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
97%
form
solid
Quality Level
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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.
signalword
Warning
hcodes
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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H J Eggers et al.
Science (New York, N.Y.), 167(3916), 294-297 (1970-01-16)
A search for compounds which have previously unrecognized antiviral activity led to the discovery that rhodanine inhibits the multiplication of echovirus 12 and also the development of virus-induced morphologic changes. Eighteen derivatives and analogs of rhodanine were synthesized and tested
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
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
W T Sing et al.
Bioorganic & medicinal chemistry letters, 11(2), 91-94 (2001-02-24)
Arylalkylidene rhodanines 2(a-d) inhibit HCV NS3 protease at moderate concentrations. They are better inhibitors of other serine proteases such as chymotrypsin and plasmin. However, the selectivity of arylmethyliden e rhodanines (8a, 9a) with bulkier and more hydrophobic functional groups increases
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)
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