Clamoxyquine

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

Clamoxyquine

Clinical data
ATC code	none
Identifiers
IUPAC name 5-Chloro-7-({[3-(diethylamino)propyl]amino}methyl)quinolin-8-ol
CAS Number	2545-39-3
PubChem CID	18029
ChemSpider	17033
UNII	JUN13FZ6RF
ChEMBL	ChEMBL2106065
CompTox Dashboard (EPA)	DTXSID50180109
Chemical and physical data
Formula	C17H24ClN3O
Molar mass	321.85 g·mol−1
3D model (JSmol)	Interactive image
SMILES Clc1cc(c(O)c2ncccc12)CNCCCN(CC)CC

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).