Clamoxyquine

Clamoxyquine
Clinical data
ATC code none
Identifiers
CAS Number 2545-39-3
PubChem (CID) 18029
ChemSpider 17033
UNII JUN13FZ6RF YesY
ChEMBL CHEMBL2106065
Chemical and physical data
Formula C17H24ClN3O
Molar mass 321.846 g·mol−1
3D model (Jmol) Interactive image

Clamoxyquine (INN) or clamoxyquin (former BAN), as the pamoate or hydrochloride salt, is an antiamebic and antidiarrheal drug.

It has been used as a veterinary medicine to treat salmonids for infection with the myxozoan parasite Myxobolus cerebralis.

Synthesis

Antimalarial activity also predominates in a quinoline that bears a diaminoalkyl side chain at a rather different position from the other agents noted.

Clamoxyquin synthesis:[1]

Thus, Mannich condensation of the hydroxyquinoline (1) with formaldehyde and N,N-diethylpropylenediamine affords clamoxyquin (2).

References

  1. Burckhalter, J. H.; Brinigar, W. S.; Thompson, P. E. (1961). "Antiamebic Agents. V.1Promising Basic Amebicides Derived from 5-Chloro-8-quinolinol". The Journal of Organic Chemistry. 26 (10): 4070. doi:10.1021/jo01068a103.
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