Basic information Safety Supplier Related

6-Imidazo[1,2-a]pyridin-3-yl-N-4-piperidinyl-2-pyridinamine

Basic information Safety Supplier Related

6-Imidazo[1,2-a]pyridin-3-yl-N-4-piperidinyl-2-pyridinamine Basic information

Product Name:
6-Imidazo[1,2-a]pyridin-3-yl-N-4-piperidinyl-2-pyridinamine
Synonyms:
  • 6-Imidazo[1,2-a]pyridin-3-yl-N-4-piperidinyl-2-pyridinamine
  • Cyclopamine inhibitor 1
  • IRAK inhibitor 1
  • 2-PyridinaMine, 6-iMidazo[1,2-a]pyridin-3-yl-N-4-piperidinyl-
  • 2-a]pyridin-3-yl-N-4-piperidinyl-
  • 6-imidazo[1
  • IRAK inhibitor
  • IRAK inhibitor 1,Inhibitor,inhibit,Interleukin-1 receptor associated kinase,IL-1R associated kinase,IRAK inhibitor1,IRAK inhibitor-1,IRAK
CAS:
1042224-63-4
MF:
C17H19N5
MW:
293.37
Mol File:
1042224-63-4.mol
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6-Imidazo[1,2-a]pyridin-3-yl-N-4-piperidinyl-2-pyridinamine Chemical Properties

Density 
1.32
storage temp. 
Store at -20°C
solubility 
insoluble in EtOH; insoluble in H2O; ≥14.4 mg/mL in DMSO
form 
Powder
pka
9.94±0.10(Predicted)
color 
Light yellow to yellow
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6-Imidazo[1,2-a]pyridin-3-yl-N-4-piperidinyl-2-pyridinamine Usage And Synthesis

Biological Activity

the interleukin-1 receptor associated kinase (irak) family is comprised of four family members irak-1, irak-2, irak-3/m, and irak-4. upon activation of their upstream cognate receptors, irak-4 is thought to phosphorylate irak-1 resulting in the activation and autophosphorylation of irak-1 an subsequent phosphorylation of downstream substrates. irak inhibitor 1 is an inhibitor of interleukin-1 receptor associated kinase 4 (irak-4).

in vitro

the regioisomeric pyridines irak inhibitor 1 (6) and it analogue (7) showed contrasting sar, with the 2,6-pyridine isomer irak inhibitor 1 having low-nanomolar potency whilst the 2,4-pyridine isomer 7 showed little activity, despite having a more accessible bidentate-binding motif. at 10 μm, irak inhibitor 1 was found to have 39% inhibition for jnk-1 and 15% inhibition for jnk-2, respectivley [1].

target

IRAK-4

IC 50

35 nm for irak-4

References

[1] buckley gm, ceska ta, fraser jl, gowers l, groom cr, higueruelo ap, jenkins k, mack sr, morgan t, parry dm, pitt wr, rausch o, richard md, sabin v. irak-4 inhibitors. part ii: a structure-based assessment of imidazo[1,2-a]pyridine binding. bioorg med chem lett. 2008;18(11):3291-5.

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