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T33006

Sigma-Aldrich

(Phenylthio)acetic acid

96%

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Synonym(s):
(Phenylmercapto)acetic acid, S-Phenylthioglycolic acid, Thiophenoxyacetic acid
Linear Formula:
C6H5SCH2COOH
CAS Number:
Molecular Weight:
168.21
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

mp

60-63 °C (lit.)

SMILES string

OC(=O)CSc1ccccc1

InChI

1S/C8H8O2S/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)

InChI key

MOTOSAGBNXXRRE-UHFFFAOYSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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R E Saari et al.
Biochemistry, 37(9), 3035-3042 (1998-04-16)
The first step in catabolism of the broadleaf herbicide 2,4-dichlorophenoxyacetic acid (2,4-D) is catalyzed by 2,4-D/alpha-ketoglutarate (alpha-KG)-dioxygenase (TfdA) in Ralstonia eutropha (formerly Alcaligenes eutrophus) JMP134. This oxygen- and ferrous-ion-dependent enzyme couples the oxidative decarboxylation of alpha-KG (yielding CO2 and succinate)
Rui Zhang et al.
Bioorganic & medicinal chemistry letters, 17(14), 3855-3859 (2007-05-26)
A novel series of potent and selective PPARdelta agonists, para-alkylthiophenoxyacetic acids, was identified. The synthesis and structure-activity relationships are described.
L Rodrigo et al.
Chemico-biological interactions, 119-120, 263-275 (1999-07-27)
The existence of two or more enzyme forms with paraoxonase activity has been reported in sheep, rabbit, human and rat serum and recently in mouse and rat liver. In this study we describe the presence of two peaks with paraoxonase
Rui Zhang et al.
Bioorganic & medicinal chemistry letters, 19(4), 1101-1104 (2009-01-27)
Synthesis and SAR of para-alkylthiophenoxyacetic acids is described. Achiral compounds 30, 31 and 32 were identified as potent and selective PPARdelta agonists.
John F Bower et al.
Organic & biomolecular chemistry, 4(10), 1868-1877 (2006-05-12)
A structurally representative series of 1,2- and 1,3-cyclic sulfamidates react with enolates derived from methyl alpha-phenylthioacetate 9b to give 5- and 6-substituted alpha-phenylthio lactams 20-24. These products provide, via the corresponding sulfoxides, an entry to alpha,beta-unsaturated lactams e.g. 12, 27

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