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118192

Sigma-Aldrich

Rhodanine

97%

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Synonym(s):
2-Thioxo-4-thiazolidinone
Empirical Formula (Hill Notation):
C3H3NOS2
CAS Number:
Molecular Weight:
133.19
Beilstein:
110701
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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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This Item
8369583689R6626
Rhodanine 97%

Sigma-Aldrich

118192

Rhodanine

Rhodamine 110 chloride suitable for fluorescence, BioReagent, ≥99.0% (UV)

Sigma-Aldrich

83695

Rhodamine 110 chloride

Rhodamine B for fluorescence

Sigma-Aldrich

83689

Rhodamine B

Rhodamine B ≥95% (HPLC)

Sigma-Aldrich

R6626

Rhodamine B

form

solid

form

crystals

form

powder or crystals

form

powder

mp

165-169 °C (lit.)

mp

>300 °C (lit.)

mp

210-211 (dec.) (lit.)

mp

210-211 (dec.) (lit.)

solubility

methanol: soluble 2.5%, clear (yellow-green to orange-brown)

solubility

ethanol: soluble, methanol: soluble

solubility

H2O: soluble, methanol: soluble

solubility

H2O: 1 mg/mL

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.

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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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)
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
N Hotta et al.
Diabetic medicine : a journal of the British Diabetic Association, 29(12), 1529-1533 (2012-04-18)
The goal of the study was to evaluate the efficacy of epalrestat, an aldose reductase inhibitor, on diabetic retinopathy and diabetic nephropathy, based on analysis of the results of the Aldose Reductase Inhibitor-Diabetes Complications Trial, a 3-year multicentre comparative clinical
Feng Yu et al.
Organic letters, 14(8), 2038-2041 (2012-04-10)
A bulky group was introduced by design into a diamine catalyst, and a series of robust and tunable bulky chiral primary amine catalysts were developed and successfully applied in the direct conjugate addition of substituted rhodanines to α,β-unsaturated ketones. High
Thomas Mendgen et al.
Journal of medicinal chemistry, 55(2), 743-753 (2011-11-15)
Rhodanines and related five-membered heterocycles with multiple heteroatoms have recently gained a reputation of being unselective compounds that appear as "frequent hitters" in screening campaigns and therefore have little value in drug discovery. However, this judgment appears to be based

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