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419702

Sigma-Aldrich

2-Mercaptopyridine-3-carboxylic acid

technical grade

Synonym(s):

2-Mercaptonicotinic acid

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About This Item

Empirical Formula (Hill Notation):
C6H5NO2S
CAS Number:
Molecular Weight:
155.17
Beilstein/REAXYS Number:
119029
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

form

powder

mp

263-265 °C (lit.)

SMILES string

OC(=O)c1cccnc1S

InChI

1S/C6H5NO2S/c8-6(9)4-2-1-3-7-5(4)10/h1-3H,(H,7,10)(H,8,9)

InChI key

WYKHFQKONWMWQM-UHFFFAOYSA-N

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Application

2-Mercaptopyridine-3-carboxylic acid may be used for the synthesis of poly[[diaquabis([μ]2-4,4 ′-bipyridyl)iron(II)] bis{2-[(3-carboxypyridin-2-yl)disulfanyl]nicotinate}] and 2-(2-carboxyethylthio)nicotinic acid.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aamir Jalil et al.
Molecular pharmaceutics, 15(8), 3527-3534 (2018-07-27)
The aim of this study was to synthesize iodine containing polymeric excipients for mucosal treatment of microbial infection exhibiting a prolonged mucosal residence time by forming an adhesive gel on the mucosal surface. In order to achieve this aim, 2-(2
Xiao-Juan Wang et al.
Acta crystallographica. Section E, Structure reports online, 66(Pt 6), o1298-o1298 (2010-01-01)
The title compound, C(8)H(7)NO(4)S·H(2)O, was obtained by reaction of 2-mercaptopyridine-3-carboxylic acid with chloro-acetic acid. In the mol-ecular structure, the dihedral angle between the two least-squares planes defined by the pyridine ring and the carb-oxy group is 8.32 (9)°. The carboxy-methyl-sulfanyl group
Alexandra Partenhauser et al.
Journal of biomedical materials research. Part B, Applied biomaterials, 105(3), 551-559 (2015-11-28)
Assessment of preactivated and thiolated silicone oils as potential long-term vitreous replacement. Thioglycolic acid (TGA) and 3-mercaptopropionic acid (MPA) were covalently coupled to amino-modified silicone oil and subsequently preactivated with 2-mercaptonicotinic acid (2-MNA). Each silicone thiomer was evaluated in view
Ioannis I Verginadis et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 42(3), 253-261 (2010-12-07)
Nowadays, investigation for possible therapeutic applications of various metal-based drugs attracts the scientific interest worldwide. The triorganotin compound bis[triphenyltin(IV)](3-carboxy-pyridine-2-thionato) (SnMNA), was tested for its anti-proliferative and antitumor activities. Cytotoxic activity was assessed by Trypan blue and 3-(4.5-dimethylthiazol-2-yl)-2.5-diphenyltetrazolium bromide assay (MTT).
A M Bode et al.
Biochemistry and cell biology = Biochimie et biologie cellulaire, 71(3-4), 113-121 (1993-03-01)
3-Mercaptopicolinae (3-MP) blocks gluconeogenesis from lactate, pyruvate, alanine, and other substrates through its inhibition of phosphoenolpyruvate carboxykinase. Nevertheless, we observed increased glycogenesis, net glucose uptake, and glucose-6-P levels in livers perfused with glucose in the presence of 3-MP. In perfusions

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