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ChemicalBook >  Product Catalog >  Organic Chemistry >  Amides >  Amino compound >  N1,N2-Bis[[4-(2-pyridinyl)phenyl]methyl]- 1,2-ethanediamine

N1,N2-Bis[[4-(2-pyridinyl)phenyl]methyl]- 1,2-ethanediamine

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N1,N2-Bis[[4-(2-pyridinyl)phenyl]methyl]- 1,2-ethanediamine Basic information

Product Name:
N1,N2-Bis[[4-(2-pyridinyl)phenyl]methyl]- 1,2-ethanediamine
Synonyms:
  • BC-1215
  • N1,N2-Bis[[4-(2-pyridinyl)phenyl]methyl]- 1,2-ethanediamine
  • BC-1215 (BC 1215
  • 1,2-Ethanediamine, N1,N2-bis[[4-(2-pyridinyl)phenyl]methyl]-
  • BC-1215 >=98% (HPLC)
  • {[4-(pyridin-2-yl)phenyl]methyl}[2-({[4-(pyridin-2-yl)phenyl]methyl}amino)ethyl]amine
  • N1,N2-bis(4-(pyridin-2-yl)benzyl)ethane-1,2-diamine
  • Ligands for E3 Ligase,E3 ligase-recruiting Moiety,F-box protein 3 (Fbxo3),Inhibitor,inhibit,inflammation,MLE cells,BC 1215,PBMC cells,BC-1215,BC1215,U937 cells,TRAF
CAS:
1507370-20-8
MF:
C26H26N4
MW:
394.51
Mol File:
1507370-20-8.mol
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N1,N2-Bis[[4-(2-pyridinyl)phenyl]methyl]- 1,2-ethanediamine Chemical Properties

Boiling point:
589.9±50.0 °C(Predicted)
Density 
1.125±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
DMSO: soluble2mg/mL, clear (warmed)
pka
9.05±0.20(Predicted)
form 
A crystalline solid
color 
white to beige
InChI
InChI=1S/C26H26N4/c1-3-15-29-25(5-1)23-11-7-21(8-12-23)19-27-17-18-28-20-22-9-13-24(14-10-22)26-6-2-4-16-30-26/h1-16,27-28H,17-20H2
InChIKey
IXEPQJQQSLMESJ-UHFFFAOYSA-N
SMILES
C(NCC1=CC=C(C2=NC=CC=C2)C=C1)CNCC1=CC=C(C2=NC=CC=C2)C=C1
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
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N1,N2-Bis[[4-(2-pyridinyl)phenyl]methyl]- 1,2-ethanediamine Usage And Synthesis

Description

BC-1215 (N1,N2-Bis[[4-(2-pyridinyl)phenyl]methyl]- 1,2-ethanediamine) is an inhibitor of F-box protein 3 (FBXO3; IC50 = 0.9 μg/mL for Il-1β release). It decreases FBXO3 interaction with F-box/LRR-repeat protein 2 (FBXL2) in a dose-dependent manner and prevents FBXO3-dependent ubiquitination of FBXL2. It also lowers expression of Tnf receptor-associated factors (TRAFs) 1-6 without affecting TRAF1-6 mRNA levels in resting and LPS-stimulated peripheral blood mononuclear cells (PBMCs). BC-1215 (100 μg, i.p., per animal) reduces plasma levels of the inflammatory cytokines Il-6, Tnf, and Il-1β and decreases peritoneal bacteria counts in a mouse model of cecal ligation and puncture-induced sepsis. It also reduces inflammation in mouse models of DSS-induced colitis, paw edema, and ear edema.

Uses

BC-1215 is a F-box protein 3 (Fbxo3) inhibitor. BC-1215 works by antagonizing of Fbxo3 on TRAF cytokine signaling and exhibits a low IC50 in vitro. BC-1215 can be used for the research of inflammation[1].

in vivo

BC-1215 (i.p.; 100 μg) reduces bacterial-induced inflammationa[1].

Animal Model:Cecal ligation and puncture (CLP)-induced sepsis model[1]
Dosage:100 μg
Administration:i.p.
Result:Significantly attenuated CLP-induced secretion of all three circulating pro-inflammatory cytokines and decreased bacterial counts in the CLP model.

IC 50

Fbxo3

References

[1] Chen BB, et al. A combinatorial F box protein directed pathway controls TRAF adaptor stability to regulateinflammation. Nat Immunol. 2013 May;14(5):470-9. DOI:10.1038/ni.2565

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