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419702

Sigma-Aldrich

2-Mercaptopyridine-3-carboxylic acid

technical grade

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Synonym(s):
2-Mercaptonicotinic acid
Empirical Formula (Hill Notation):
C6H5NO2S
CAS Number:
Molecular Weight:
155.17
Beilstein:
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

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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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
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).
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
Maurizio Casarin et al.
Inorganic chemistry, 49(9), 4099-4108 (2010-04-02)
A Zn(II) 2-mercaptonicotinate coordination polymer (Zn1), with Zn(II) ions chelated by both sulfur and oxygen in a distorted square pyramidal environment, and a molecular Zn(II) 2-hydroxynicotinate complex (Zn2) were synthesized by the reaction of zinc acetylacetonate with 2-mercaptonicotinic (Zn1) and
Hao Qian et al.
Biotechnology progress, 25(2), 376-383 (2009-02-28)
A rapid and effective method to specifically isolate the antibodies from human serum was presented based on the fast magnetic separation and specific adsorption of the novel thiophilic magnetic polymer nanospheres, which were synthesized by using miniemulsion copolymerization. After the

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