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M5324

Sigma-Aldrich

PX 12

≥98% (HPLC), powder

Synonym(s):

2-[(1-methylpropyl)dithio]-1H-imidazole

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About This Item

Empirical Formula (Hill Notation):
C7H12N2S2
CAS Number:
141400-58-0
Molecular Weight:
188.31
MDL number:
MFCD18086851
UNSPSC Code:
12352200
PubChem Substance ID:
329818011
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

off-white to tan

solubility

DMSO: >25 mg/mL

storage temp.

2-8°C

SMILES string

CCC(C)SSc1ncc[nH]1

InChI

1S/C7H12N2S2/c1-3-6(2)10-11-7-8-4-5-9-7/h4-6H,3H2,1-2H3,(H,8,9)

InChI key

BPBPYQWMFCTCNG-UHFFFAOYSA-N

Application

PX 12 has been used as a thioredoxin 1 inhibitor prostate cancer cell lines to analyse its effect on cell viability. It has also been used as a hypoxia-inducible factor (HIF)-1α inhibitor to treat H2228 cells.

Biochem/physiol Actions

PX-12 inhibits the thioredoxin redox system and HIF-1a activity. PX 12 inhibits hypoxia-induced HIF-1a transcriptional activity (IC50 11 nM) and proliferation of HT29 and MCF-7 tumor cells (IC50 1.9 and 0.9 uM, respectively).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Marissa Opelt et al.
Molecular pharmacology, 93(4), 335-343 (2018-01-24)
According to current views, oxidation of aldehyde dehydrogenase-2 (ALDH2) during glyceryltrinitrate (GTN) biotransformation is essentially involved in vascular nitrate tolerance and explains the dependence of this reaction on added thiols. Using a novel fluorescent intracellular nitric oxide (NO) probe expressed
Narin Changklungmoa et al.
Parasitology research, 113(6), 2335-2343 (2014-04-11)
In the present study, a cDNA encoding Trx from F. gigantica (FgTrx) was cloned by polymerase chain reaction (PCR). The sequence of FgTrx, analyzed by BLAST, SignalP, and ClustralW programs, showed 315 bp of an open reading frame (ORF), 12 bp 5'UTR
Huiwen Ren et al.
Plastic and reconstructive surgery, 142(1), 23e-33e (2018-04-13)
Thioredoxin-1 plays an important role in protecting the skin flap from ischemia-reperfusion injury. Ganoderma lucidum polysaccharide peptide is the major component of G. lucidum, which possesses potent antioxidant and antiapoptotic activity. This study aims to determine whether G. lucidum polysaccharide
EML4-ALK enhances programmed cell death-ligand 1 expression in pulmonary adenocarcinoma via hypoxia-inducible factor (HIF)-1alpha and STAT3
Koh J, et al.
Oncoimmunology, 5(3), e1108514-e1108514 (2016)
Cristina Antonella Nadalutti et al.
PloS one, 8(10), e77277-e77277 (2013-10-17)
To investigate the role of thioredoxin (TRX), a novel regulator of extracellular transglutaminase 2 (TG2), in celiac patients IgA (CD IgA) mediated TG2 enzymatic activation. TG2 enzymatic activity was evaluated in endothelial cells (HUVECs) under different experimental conditions by ELISA
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