CAS Number2645-32-1
SynonymsThiocyanic 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); PR-619
Molecular FormulaC7H5N5S2
Molecular Weight223.28
Purity≥95 (HPLC)%
Density1.6±0.1 g/cm3
Boiling Point406.0±45.0 °C at 760 mmHg
Melting Point210℃
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 2645-32-1 |
| Catalog No. | 2A-9093342 |
| Chinese Name | 2,6-二氨基-3,5-二硫氰基吡啶 |
| 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); PR-619 |
| Molecular Formula | C7H5N5S2 |
| Molecular Weight | 223.28 |
| Purity | ≥95 (HPLC) |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 406.0±45.0 °C at 760 mmHg |
| Melting Point | 210℃ |
| Appearance | powder |
| Water Solubility | DMSO: soluble5mg/mL (clear solution) |
| Storage Condition | ?20°C |
| Application | PR-619 is a DUB inhibitor that targets USP4, USP8, USP7, USP2 and USP5 with EC50 of 3.93, 4.9, 6.86, 7.2 and 8.61 μM respectively. |
| PubChem ID | 329825425 |
| MDL Number | MFCD00830384 |
| SMILES | Nc1nc(N)c(SC#N)cc1SC#N |
| InChI | 1S/C7H5N5S2/c8-2-13-4-1-5(14-3-9)7(11)12-6(4)10/h1H,(H4,10,11,12) |
| InChI Key | ZXOBLNBVNROVLC-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/93342_1_2645_32_1.pdf |
| Bioactivity | 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 Signaling Pathways >> Cell Cycle/DNA Damage >> Deubiquitinase Research Areas >> Cancer 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 Chemical & Physical Properties 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 of Characters white to beige Vapour Pressure 0.0±0.9 mmHg at 25°C Index of Refraction 1.764 InChIKey ZXOBLNBVNROVLC-UHFFFAOYSA-N SMILES N#CSc1cc(SC#N)c(N)nc1N Storage condition ?20°C Water Solubility DMSO: soluble5mg/mL (clear solution) |
| Use of | 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. Properties Name (2,6-diamino-5-thiocyanatopyridin-3-yl) thiocyanate Synonym More Synonyms PR-619 Biological Activity 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 Signaling Pathways >> Cell Cycle/DNA Damage >> Deubiquitinase Research Areas >> Cancer EC50: 3.93 μM (USP4), 4.9 μM (USP8), 6.86 μM (USP7), 7.2 μM (USP2), 8.61 μM (USP5)[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 Chemical & Physical Properties Molecular Formula C7H5N5S2 Exact Mass 222.998642 PSA 163.84000 Appearance of Characters white to beige Index of Refraction 1.764 InChIKey ZXOBLNBVNROVLC-UHFFFAOYSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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