AMFONELIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H16N2O3
Molecular Weight	308.3312
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN1C=C(C(O)=O)C(=O)C2=C1N=C(CC3=CC=CC=C3)C=C2

InChI

InChIKey=WHHHJDGNBVQNAU-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C18H16N2O3
Molecular Weight	308.3312
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24701

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Sodium-dependent dopamine transporter 42 Target ID: Q01959 Gene ID: 6531.0 Gene Symbol: SLC6A3 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/24701	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
A comparison of the patterns of striatal Fos-like immunoreactivity induced by various dopamine agonists in rats.	2000 Aug 4	10904129
Effects of norepinephrine and serotonin transporter inhibitors on hyperactivity induced by neonatal 6-hydroxydopamine lesioning in rats.	2002 Jun	12023542
Regulation of dopamine quantal size in midbrain and hippocampal neurons.	2002 Mar 10	11864736
Presynaptic control of striatal dopamine neurotransmission in adult vesicular monoamine transporter 2 (VMAT2) mutant mice.	2003 May	12716422
Neuropharmacological mechanisms underlying the neuroprotective effects of methylphenidate.	2008 Dec	19587858

Patents

Sample Use Guides

In Vivo Use Guide

adult rats: Amfonelic acid (AFA) was administered (20 mg/kg, i.p.) at the same time the last methamphetamine (MA) dose was given. AFA treatment completely prevented the effects of MA on the dopaminergic system, both morphologically and biochemically

Route of Administration: Intraperitoneal

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:25:09 GMT 2023` Edited by `admin` on `Fri Dec 15 15:25:09 GMT 2023`
Record UNII	RR302AR19Y
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

AMFONELIC ACID

Official Name

English

NSC-100638

Code

English

WIN-25978

Code

English

1,8-NAPHTHYRIDINE-3-CARBOXYLIC ACID, 1-ETHYL-1,4-DIHYDRO-4-OXO-7-(PHENYLMETHYL)-

Common Name

English

AMFONELIC ACID [USAN]

Common Name

English

WIN 25,978

Code

English

7-Benzyl-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Systematic Name

English

amfonelic acid [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47795