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Amfonelic acid

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CAS:15180-02-6
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CAS:15180-02-6
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  • CAS:15180-02-6
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Amfonelic acid Basic information
Product Name:Amfonelic acid
Synonyms:AMFONELIC ACID;1,8-Naphthyridine-3-carboxylicacid, 1-ethyl-1,4-dihydro-4-oxo-7-(phenylMethyl)-;7-Benzyl-1-ethyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid;1-Ethyl-1,4-dihydro-4-oxo-7-(phenylmethyl)-1,8-naphthyridine-3-carboxylic acid;AMFONELIC ACID INCREASES DOPAMINE RE;amfonelic acid (7-benzyl-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid);Amfonelic;7-Benzyl-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid
CAS:15180-02-6
MF:C18H16N2O3
MW:308.33
EINECS:605-001-5
Product Categories:
Mol File:15180-02-6.mol
Amfonelic acid Structure
Amfonelic acid Chemical Properties
Melting point >1000 °C
Boiling point 499℃
density 1.297
Fp 256℃
solubility 0.1 M NaOH: soluble
form powder
pka3.50±0.20(Predicted)
color yellow
InChIInChI=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)
InChIKeyWHHHJDGNBVQNAU-UHFFFAOYSA-N
SMILESN1(CC)C2C(=CC=C(CC3=CC=CC=C3)N=2)C(=O)C(C(O)=O)=C1
Safety Information
Hazard Codes Xn
Risk Statements 40-43
Safety Statements 36/37
WGK Germany 3
HS Code 2933.99.8290
MSDS Information
ProviderLanguage
SigmaAldrich English
Amfonelic acid Usage And Synthesis
DescriptionAmfonelic 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.
UsesAmfonelic acid (AFA) is a dopamine reuptake inhibitor, that has marked effects on brain dopamine metabolism but not noradrenaline metabolism. Experiments on rats have shown that AFA treatment completely prevented the effects of methamphetamine on the dopaminergic system, both morphologically and biochemically. Rats are shown to self-administer amfonelic acid in a dose-dependent manner.
Biological ActivityAmfonelic 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].
ReferencesThe 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.
Amfonelic acid Preparation Products And Raw materials
Tag:Amfonelic acid(15180-02-6) Related Product Information
Amfonelic acid 2-Amino-6-methylpyridine 2-Amino-4-methylpyrimidine 2-Amino-3-acetylpyridine ISOAMYLAMINE 3-PROPIONYLPYRIDINE 5-Ethyl-2-methylpyridine 2-AMINO-3-ETHYL-6-METHYLPYRIDINE 2-Dimethylaminopyridine 2-Methylaminopyridine-3-carbaldehyde 2-AMINO-6-ETHYLPYRIDINE 2-Amino-3-pyridinecarboxaldehyde Nalidixic acid 5-ACETYL-2-METHYLPYRIDINE 3-Pyridinepropanol 3-FORMYL-6-METHYL-PYRIDINE 3-Pyridinepropionic acid 3,6-DIMETHYL-2-PYRIDINAMINE

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