Amfonelic acid

Synonym(s):7-Benzyl-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

CAS NO.：15180-02-6
Empirical Formula: C18H16N2O3
Molecular Weight: 308.33
MDL number: MFCD00055095
EINECS: 605-001-5
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-28 23:16:16

What is Amfonelic acid?

Description

Amfonelic acid (AFA) is a dopamine reuptake inhibitor. Experiments on rats have shown that AFA treatment completely prevented the effects of methamphetamine on the dopaminergic system, both morphologically and biochemically.

Description

Amfonelic acid, a derivative of nalidixic acid, was originally developed as a central nervous system stimulant. It is a highly potent nonamphetamine stimulant whose actions are inhibited by reserpine but not by the tyrosine hydroxylase inhibitor, a-methyltyrosine. Additionally, it enhances the impacts of antipsychotic medicines such as haloperidol, trifluoperazine, and spiperone.

The Uses of Amfonelic acid

Stimulant (central).

Biological Activity

Amfonelic acid (AFA), an inhibitor of dopamine (DA) uptake, has been found to increase the levels of tryptophan (TRYP) and 5-hydroxyindoleacetic acid (5-HIAA) in the rat c. striatum, cerebral cortex, and brain stem. The duration of action of the effect of AFA on TRYP and 5-HIAA appeared to be longer than that of the increase of the striatal DA metabolites homovanillic acid and 3,4-dihydroxyphenylacetic acid[1].

References

The effects of amfonelic acid alone and in combination with naloxone on brain-stimulation reward DOI: 10.1016/0091-3057(89)90069-5
Pharmacologic properties and mechanism of action of amfonelic acid DOI: 10.1016/0014-2999(70)90206-2

References

[1] P C Waldmeier. “The effects of amfonelic acid on 5-HT metabolism in rat brain.” Journal of Neural Transmission 57 3 (1983): 149–65.

Properties of Amfonelic acid

Melting point:	>1000 °C
Boiling point:	499℃
Density	1.297
Flash point:	256℃
solubility	0.1 M NaOH: soluble
form	powder
pka	3.50±0.20(Predicted)
color	yellow
InChI	InChI=1S/C18H16N2O3/c1-2-20-11-15(18(22)23)16(21)14-9-8-13(19-17(14)20)10-12-6-4-3-5-7-12/h3-9,11H,2,10H2,1H3,(H,22,23)

Safety information for Amfonelic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.