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Amfonelic acid

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Amfonelic acid
Systematic (IUPAC) name
1-ethyl-4-oxo-7-(phenylmethyl)-1,8-naphthyridine-3-carboxylic acid;
Clinical data
Pregnancy cat.  ?
Legal status Uncontrolled
Identifiers
CAS number 15180-02-6 N
ATC code None
PubChem CID 2137
ChemSpider 2052 YesY
UNII RR302AR19Y N
KEGG D02897 YesY
ChEMBL CHEMBL35337 YesY
Chemical data
Formula C18H16N2O3 
Mol. mass 308.331 g/mol
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

Amfonelic acid (AFA; WIN 25,978; Oxaprozin) is a psychoactive drug and research chemical used in scientific studies. It was discovered while researchers were investigating novel antibiotics.[1] It acts as a potent and highly selective dopamine reuptake inhibitor (DRI).[2][3] It has a moderately long half-life of approximately 12 hours & a dopaminergic potency approximately 50 fold that of methylphenidate.[4] It is currently being researched as a medication to offset the sedative side-effects and enhance the noiciceptive activity of strong opioid analgesics[5]

[edit] See also

[edit] References

  1. ^ US Patent 3590036 - Naphthyridine-3-carboxylic Acids, Their Derivatives and Preparation Thereof
  2. ^ Fuller RW, Perry KW, Bymaster FP, Wong DT. (1978). "Comparative effects of pemoline, amfonelic acid and amphetamine on dopamine uptake and release in vitro and on brain 3,4-dihydroxyphenylacetic acid concentration in spiperone-treated rats.". J Pharm Pharmacol. 30 (3): 197–198. PMID 24701. 
  3. ^ McMillen BA, Shore PA. (1978). "Amfonelic acid, a non-amphetamine stimulant, has marked effects on brain dopamine metabolism but not noradrenaline metabolism: association with differences in neuronal storage systems.". J Pharm Pharmacol. 30 (7): 464–466. PMID 27622. 
  4. ^ Izenwasser S, Werling LL, Cox BM.. Comparison of the effects of cocaine and other inhibitors of dopamine uptake in rat striatum, nucleus accumbens, olfactory tubercle, and medial prefrontal cortex.. PMID 2145054. 
  5. ^ WO Patent 2005/107467(A2) - COMPOSITIONS INCLUDING OPIOIDS AND METHODS OF THEIR USE IN TREATING PAIN


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