Clamoxyquine
Chemical compound
- none
- 5-Chloro-7-({[3-(diethylamino)propyl]amino}methyl)quinolin-8-ol
- 2545-39-3
- 18029
- 17033
- JUN13FZ6RF
- ChEMBL2106065
- DTXSID50180109
- Interactive image
- 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.
![](http://upload.wikimedia.org/wikipedia/commons/thumb/6/69/Clamoxyquin_synthesis.svg/500px-Clamoxyquin_synthesis.svg.png)
Thus, Mannich condensation of the hydroxyquinoline (1) with formaldehyde and N,N-diethylpropylenediamine affords clamoxyquin (2).
References
- ^ Burckhalter JH, Brinigar WS, Thompson PE (1961). "Antiamebic Agents. V.1Promising Basic Amebicides Derived from 5-Chloro-8-quinolinol". The Journal of Organic Chemistry. 26 (10): 4070–4078. doi:10.1021/jo01068a103.
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