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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
  • 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
FormulaC17H24ClN3O
Molar mass321.85 g·mol−1
3D model (JSmol)
  • Interactive image
  • 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 Edit

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 Edit

  1. ^ 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.

clamoxyquine, clamoxyquin, former, pamoate, hydrochloride, salt, antiamebic, antidiarrheal, drug, clinical, dataatc, codenoneidentifiersiupac, name, chloro, diethylamino, propyl, amino, methyl, quinolin, olcas, number2545, 3pubchem, cid18029chemspider17033unii. Clamoxyquine INN or clamoxyquin former BAN as the pamoate or hydrochloride salt is an antiamebic and antidiarrheal drug ClamoxyquineClinical dataATC codenoneIdentifiersIUPAC name 5 Chloro 7 3 diethylamino propyl amino methyl quinolin 8 olCAS Number2545 39 3PubChem CID18029ChemSpider17033UNIIJUN13FZ6RFChEMBLChEMBL2106065CompTox Dashboard EPA DTXSID50180109Chemical and physical dataFormulaC 17H 24Cl N 3OMolar mass321 85 g mol 13D model JSmol Interactive imageSMILES Clc1cc c O c2ncccc12 CNCCCN CC CCIt has been used as a veterinary medicine to treat salmonids for infection with the myxozoan parasite Myxobolus cerebralis Synthesis EditAntimalarial activity also predominates in a quinoline that bears a diaminoalkyl side chain at a rather different position from the other agents noted nbsp Clamoxyquin synthesis 1 Thus Mannich condensation of the hydroxyquinoline 1 with formaldehyde and N N diethylpropylenediamine affords clamoxyquin 2 References Edit 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 nbsp This antiinfective drug article is a stub You can help Wikipedia by expanding it vte nbsp This veterinary medicine related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Clamoxyquine amp oldid 1147749599, wikipedia, wiki, book, books, library,

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