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Merck
CN

33986

Supelco

Tiopronin

VETRANAL®, analytical standard

Synonym(s):

N-(2-Mercaptopropionyl)glycine, Tiopronin

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About This Item

Linear Formula:
CH3CH(SH)CONHCH2COOH
CAS Number:
1953-02-2
Molecular Weight:
163.19
Beilstein:
1859822
EC Number:
217-778-4
MDL number:
MFCD00004861
UNSPSC Code:
41116107
PubChem Substance ID:
329754725

Key Documents

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grade

analytical standard

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

CC(S)C(=O)NCC(O)=O

InChI

1S/C5H9NO3S/c1-3(10)5(9)6-2-4(7)8/h3,10H,2H2,1H3,(H,6,9)(H,7,8)

InChI key

YTGJWQPHMWSCST-UHFFFAOYSA-N

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Xiaoqing Cai et al.
Analytical and bioanalytical chemistry, 401(3), 809-816 (2011-05-04)
Well-dispersed gold nanoparticles (NP) coated with tiopronin were synthesized by X-ray irradiation without reducing agents. High-resolution transmission electron microscopy shows that the average core diameters of the NPs can be systematically controlled by adjusting the tiopronin to Au mole ratio
Self-assembled ultra-high aspect ratio silver nanochains.
Matthew J Shiers et al.
Advanced materials (Deerfield Beach, Fla.), 24(38), 5227-5235 (2012-08-07)
Mildred Quintana et al.
Chemical communications (Cambridge, England), 48(100), 12159-12161 (2012-10-24)
Under ultrasonication, the production of high quality graphene layers by exfoliation of graphite was achieved via addition of tiopronin as an antioxidant.
Andrew S Goldsborough et al.
Journal of medicinal chemistry, 54(14), 4987-4997 (2011-06-11)
A major challenge in the treatment of cancer is multidrug resistance (MDR) that develops during chemotherapy. Here we demonstrate that tiopronin (1), a thiol-substituted N-propanoylglycine derivative, was selectively toxic to a series of cell lines expressing the drug efflux pump
Lei Cui et al.
Nanomedicine : nanotechnology, biology, and medicine, 9(2), 264-273 (2012-06-13)
The present study characterized the in vitro biological response of a comprehensive set of cancer cell lines to gold nanoparticles (2.7 nm) coated with tiopronin (AuNPs-TP). Our findings suggest that upon entering cells, the AuNPs-TP are sequestered in vacuoles such
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