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SBE 13 hydrochloride structure, CAS 1052532-15-6

SBE 13 hydrochloride

CAS Number1052532-15-6

SynonymsN-(4-<(3,6-Dichlor-2-pyridiyl)-methoxy>-phenyl)-propanamid; Propanamide,N-[4-[(3,6-dichloro-2-pyridinyl)methoxy]phenyl]; N-[4-(3,6-dichloro-pyridin-2-ylmethoxy)-phenyl]-propionamide; N-(4-((3,6-dichloro-2-pyridinyl)methoxy)phenyl)propanamide; SBE 13 hydrochloride; SBE13 (Hydrochloride)

Molecular FormulaC24H28Cl2N2O4

Molecular Weight479.396

Purity

Density

Boiling Point

Melting Point

Flash Point

Appearancewhite to tan

EINECS

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Cat. No.: 2A-9093267 Purity:
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Quality Control of [ 1052532-15-6 ] SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number1052532-15-6
Catalog No.2A-9093267
Chinese NameN-[[4-[(6-氯-3-吡啶基)甲氧基]-3-甲氧基苯基]甲基]-3,4-二甲氧基苯乙胺盐酸盐
SynonymsN-(4-<(3,6-Dichlor-2-pyridiyl)-methoxy>-phenyl)-propanamid; Propanamide,N-[4-[(3,6-dichloro-2-pyridinyl)methoxy]phenyl]; N-[4-(3,6-dichloro-pyridin-2-ylmethoxy)-phenyl]-propionamide; N-(4-((3,6-dichloro-2-pyridinyl)methoxy)phenyl)propanamide; SBE 13 hydrochloride; SBE13 (Hydrochloride)
Molecular FormulaC24H28Cl2N2O4
Molecular Weight479.396
Appearancewhite to tan
Water SolubilityDMSO: ≥17mg/mL
Storage Condition2-8°C
ApplicationSBE13 Hydrochloride is a potent and selective Plk1 inhibitor with an IC50 value of 200 pM and a weak effect on Plk2 (IC50>66μM) or Plk3 (IC50=875nM).
PubChem ID17386820
SMILESCOc1ccc(CCNCc2ccc(OCc3ccc(Cl)nc3)c(OC)c2)cc1OC.Cl
InChIInChI=1S/C24H27ClN2O4.ClH/c1-28-20-7-4-17(12-22(20)29-2)10-11-26-14-18-5-8-21(23(13-18)30-3)31-16-19-6-9-24(25)27-15-19;/h4-9,12-13,15,26H,10-11,14,16H2,1-3H3;1H
InChI KeyQBGSVDJLQQXEGG-UHFFFAOYSA-N
Hazard Symbolstransportation
BioactivitySBE13 Hydrochloride is a potent and selective Plk1 inhibitor, with an IC50 of 200 pM; SBE13 Hydrochloride poorly inhibits Plk2 (IC50>66 μM) or Plk3 (IC50=875 nM). Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Cell Cycle/DNA Damage >> Polo-like Kinase (PLK) Research Areas >> Cancer Target PLK1:200 pM (IC50) PLK3:875 nM (IC50) In Vitro SBE13 significantly reduce cell proliferation and induce apoptosis in HeLa cells, with an EC50 of 18 μM[1]. SBE13 (1-100 μM) shows no effect on Caspase 3/7 activity in NIH-3T3 cells. SBE13 (66 and 100 μM) does not change morphology after treatment of primary cells. SBE13 (10 and 100 μM) reduces pRb staining in primary cells, and this indicates a G0/G1 arrest[2]. SBE13 (66 and 100 μM) increases levels of cyclin B1, phospho histone H3, Wee1, Emi1 and securin, and results in cleavage of Cdc27 in HeLa cells. SBE13 (10 and 100 μM) also induces apoptosis of HeLa cells[3]. Kinase Assay To assay Plk1 kinase activity, cells are lysed after 13 h release in the presence of SBE13 after double thymidine block and kinase is immunoprecipitated from lysates using antibodies. In brief, for each immunoprecipitation 800 μg of total protein are incubated with Plk1 antibody cocktail (1.5 μg) for 2 h at 4°C on a rotator. Immunoprecipitated protein is collected using Protein A/G Agarose beads. Plk1 immunoprecipitates are incubated with casein (1 μg) and with [γ-32P]ATP (1 μCi) for 30 min at 37°C in kinase buffer. Products from the kinase assays are fractionated on 10 % bis-tris-polyacrylamide gels, and phosphorylated substrate is visualized by autoradiography after an exposure of 12-36 h. Equal amounts of immunoprecipitates are subjected to Western blot analysis to confirm equal loading of Plk1 protein in kinase reactions[1]. References [1]. Keppner S, et al. Identification and validation of a potent type II inhibitor of inactive polo-like kinase 1. ChemMedChem. 2009 Nov;4(11):1806-9. [2]. Keppner S, et al. Fate of primary cells at the G?/S boundary after polo-like kinase 1 inhibition by SBE13. Cell Cycle. 2011 Feb 15;10(4):708-20. Epub 2011 Feb 15. [3]. Keppner S, et al. Biological impact of freezing Plk1 in its inactive conformation in cancer cells. Cell Cycle. 2010 Feb 15;9(4):761-73. Epub 2010 Feb 16. Chemical & Physical Properties Molecular Formula C24H28Cl2N2O4 Molecular Weight 479.396 Exact Mass 478.142609 PSA 61.84000 LogP 5.86500 Appearance of Characters white to tan InChIKey QBGSVDJLQQXEGG-UHFFFAOYSA-N SMILES COc1ccc(CCNCc2ccc(OCc3ccc(Cl)nc3)c(OC)c2)cc1OC.Cl Storage condition 2-8°C Water Solubility DMSO: ≥17mg/mL
Use ofSBE13 Hydrochloride is a potent and selective Plk1 inhibitor, with an IC50 of 200 pM; SBE13 Hydrochloride poorly inhibits Plk2 (IC50>66 μM) or Plk3 (IC50=875 nM). Properties Name N-[[4-[(6-chloropyridin-3-yl)methoxy]-3-methoxyphenyl]methyl]-2-(3,4-dimethoxyphenyl)ethanamine,hydrochloride Synonym More Synonyms SBE 13 hydrochloride Biological Activity Description SBE13 Hydrochloride is a potent and selective Plk1 inhibitor, with an IC50 of 200 pM; SBE13 Hydrochloride poorly inhibits Plk2 (IC50>66 μM) or Plk3 (IC50=875 nM). Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Cell Cycle/DNA Damage >> Polo-like Kinase (PLK) Research Areas >> Cancer PLK1:200 pM (IC50) PLK3:875 nM (IC50) References [3]. Keppner S, et al. Biological impact of freezing Plk1 in its inactive conformation in cancer cells. Cell Cycle. 2010 Feb 15;9(4):761-73. Epub 2010 Feb 16. Chemical & Physical Properties Exact Mass 478.142609 PSA 61.84000 LogP 5.86500 Appearance of Characters white to tan InChIKey QBGSVDJLQQXEGG-UHFFFAOYSA-N
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 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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