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2645-32-1

2645-32-1 structure
2645-32-1 structure
  • Name: PR-619
  • Chemical Name: (2,6-diamino-5-thiocyanatopyridin-3-yl) thiocyanate
  • CAS Number: 2645-32-1
  • Molecular Formula: C7H5N5S2
  • Molecular Weight: 223.278
  • Catalog: Biochemical Inhibitor Ubiquitin inhibitor DUB inhibitor
  • Create Date: 2018-08-09 23:16:09
  • Modify Date: 2025-08-24 18:54:19
  • PR-619 is a broad-range DUB inhibitor with EC50 of 3.93, 4.9, 6.86, 7.2, and 8.61 μM for USP4, USP8, USP7, USP2, and USP5, respectively.
Name (2,6-diamino-5-thiocyanatopyridin-3-yl) thiocyanate
Synonyms Thiocyanic acid, 2,6-diamino-3,5-pyridinediyl ester
2,6-Diaminopyridine-3,5-bis(thiocyanate)
2,6-diamino-5-(cyanothio)pyridin-3-yl thiocyanate
Thiocyanic acid,2,6-diamino-3,5-pyridinediyl ester
3,5-bis-thiocyanato-pyridine-2,6-diamine
HMS1440E01
2,6-Diamino-3,5-dithiocyanato-pyridin
2,6-diamino-3,5-bis(thiocyanato)pyridine
QC-8206
2,6-Diamino-3,5-pyridinediyl bis(thiocyanate)
3,5-dithiocyanatopyridine-2,6-diamine
PR-619
Description PR-619 is a broad-range DUB inhibitor with EC50 of 3.93, 4.9, 6.86, 7.2, and 8.61 μM for USP4, USP8, USP7, USP2, and USP5, respectively.
Related Catalog
Target

EC50: 3.93 μM (USP4), 4.9 μM (USP8), 6.86 μM (USP7), 7.2 μM (USP2), 8.61 μM (USP5)[1]

In Vitro PR-619, a deubiquitylase inhibitor, prevents degradation, indicating KCa3.1 is targeted for degradation by ubiquitylation. In PR-619 treated cells, channel degradation is significantly inhibited with 87±1% of KCa3.1 still remaining after 24 hrs (n=3; P<0.05)[2]. Cell viability is determined by MTT assay and revealed that PR-619 exerted concentration-dependent cytotoxicity in a very narrow concentration range of 7-10 μM[3].
Kinase Assay Recombinant enzymes in 20 mM Tris-HCl, pH 8.0, 2 mM CaCl2 and 2 mM β-mercaptoethanol (DUB assay buffer) are preincubated with single doses or dose ranges of PR-619 or P22077 for 30 minutes in a 96 well plate before the addition of Ub-PLA2 and NBD C6-HPC. The liberation of a fluorescent product within the linear range of the assay is monitored at room temperature using a Perkin Elmer Envision fluorescence plate reader. Vehicle (2%(v/v) DMSO) and 10mM N-ethylmaleimide are included as controls. Where ≥60% inhibition is observed, EC50 values are determined using a sigmoidal dose response equation. A similar assay protocol is used to measure other in vitro enzyme assay activities[1].
Cell Assay Growth inhibition is determined with the exception that HCT-116 or HEK293T cells maintained in DMEM supplemented with 10% (v/v) FBS, 1% (v/v) penicillin/streptomycin and 2 mM L-glutamine are exposed to dose ranges of PR-619 (1, 5, 10, 20, and 50 μM) or P22077 for 72 hours[1].
References

[1]. Altun M, et al. Activity-based chemical proteomics accelerates inhibitor development for deubiquitylating enzymes. Chem Biol. 2011 Nov 23;18(11):1401-12.

[2]. Bertuccio CA, et al. Anterograde trafficking of KCa3.1 in polarized epithelia is Rab1- and Rab8-dependent and recycling endosome-independent. PLoS One. 2014 Mar 14;9(3):e92013.

[3]. Seiberlich V, et al. The small molecule inhibitor PR-619 of deubiquitinating enzymes affects the microtubule network and causes protein aggregate formation in neural cells: implications for neurodegenerative diseases. Biochim Biophys Acta. 2012 Nov;1823(1
Density 1.6±0.1 g/cm3
Boiling Point 406.0±45.0 °C at 760 mmHg
Melting Point 210℃
Molecular Formula C7H5N5S2
Molecular Weight 223.278
Flash Point 199.3±28.7 °C
Exact Mass 222.998642
PSA 163.84000
LogP 2.05
Appearance white to beige
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.764
Storage condition ?20°C
Water Solubility DMSO: soluble5mg/mL (clear solution)
Symbol GHS05 GHS07
GHS05, GHS07
Signal Word Danger
Hazard Statements H302-H315-H317-H318-H335
Precautionary Statements P261-P280-P305 + P351 + P338
Hazard Codes Xn
Risk Phrases 22-37/38-41-43
Safety Phrases 26-36/37/39
RIDADR NONH for all modes of transport
Precursor  0

DownStream  1

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