clamoxyquine
{{Short description|Chemical compound}}
{{Drugbox
| IUPAC_name = 5-Chloro-7-({[3-(diethylamino)propyl]amino}methyl)quinolin-8-ol
| image = Clamoxyquine.svg
| tradename =
| pregnancy_category =
| legal_status =
| routes_of_administration =
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
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| CAS_number = 2545-39-3
| ATC_prefix = none
| ATC_suffix =
| PubChem = 18029
| DrugBank =
| ChEMBL = 2106065
| ChemSpiderID = 17033
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = JUN13FZ6RF
| C=17 | H=24 | Cl=1 | N=3 | O=1
| smiles = Clc1cc(c(O)c2ncccc12)CNCCCN(CC)CC
}}
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.
File:Clamoxyquin synthesis.svg
Thus, Mannich condensation of the hydroxyquinoline (1) with formaldehyde and N,N-diethylpropylenediamine affords clamoxyquin (2).