6-chloro-1H-indazol-3-amine Chemical Properties

Boiling point:

408.7±25.0 °C(Predicted)

Density 

1.533±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

13.72±0.40(Predicted)

Appearance

Off-white to pale purple Solid

InChI

InChI=1S/C7H6ClN3/c8-4-1-2-5-6(3-4)10-11-7(5)9/h1-3H,(H3,9,10,11)

InChIKey

BPTYMRSBTUERSW-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC(Cl)=C2)C(N)=N1

6-chloro-1H-indazol-3-amine Usage And Synthesis

Uses

Starting from 6-chloro-1H-indazol-3-amine, the EDC/HOAt promoted coupling with the (S)-carboxylic acid derivative furnished (S)-1-(3-Amino-6-chloro-1H-indazol-1-yl)-2-methyl-3-phenoxypro-pan-1-one. This synthesis was performed to explore the structure-activity relationships (SAR) by substituting the indazole scaffold at the 6-position with a chlorine atom, facilitating the identification of novel CFTR potentiators.^[1]

References

[1] Liu, F., Kaplan, A. L., Levring, J., Einsiedel, J., Tiedt, S., Distler, K., Omattage, N. S., Kondratov, I. S., Moroz, Y. S., Pietz, H. L., Irwin, J. J., Gmeiner, P., Shoichet, B. K., & Chen, J. (2024). Structure-based discovery of CFTR potentiators and inhibitors. Cell, 42 1. https://doi.org/10.1016/j.cell.2024.04.046

6-chloro-1H-indazol-3-amine(16889-21-7)Related Product Information

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