Page last updated: 2024-11-05

aminorex

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Aminorex is a synthetic anorectic drug that was marketed in the 1960s and 1970s under the trade name Aminorex for the treatment of obesity. It is a potent appetite suppressant that acts on the central nervous system, specifically the hypothalamus, to reduce food intake. However, due to serious adverse effects, including pulmonary hypertension and valvular heart disease, aminorex was withdrawn from the market in most countries. Aminorex is structurally similar to amphetamine and has a similar mechanism of action. It is a stimulant and releases dopamine and norepinephrine in the brain, leading to increased alertness, energy, and a sense of well-being. Aminorex was synthesized in the 1950s and studied extensively in the 1960s and 1970s for its anorectic effects. Its importance lies in its historical role as an example of a drug with significant potential benefits but also serious adverse effects, highlighting the need for careful evaluation of drug safety before widespread use. Despite being withdrawn from the market, aminorex continues to be studied in research labs to understand its mechanism of action and the potential for developing safer and more effective appetite suppressants.'

Aminorex: An amphetamine-like anorectic agent. It may cause pulmonary hypertension. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID16630
CHEMBL ID106258
CHEBI ID134792
SCHEMBL ID123039
MeSH IDM0000968

Synonyms (55)

Synonym
DIVK1C_006935
apiquel (tn)
aminorex (usan/inn)
D02909
wln: t5n co autj bz dr
nsc-66952
nsc66952
2-oxazoline, 2-amino-5-phenyl-
aminoxaphen
2207-50-3
aminorex
mcn 742
2-amino-5-phenyl-2-oxazoline
mcn-742
aminoxafen
apiquel
2-oxazolamine,5-dihydro-5-phenyl-
4,5-dihydro-5-phenyl-2-oxazolamine
dea no. 1585
nsc 66952
2-oxazolamine, 4,5-dihydro-5-phenyl-
2-amino-4,5-dihydro-5-phenyloxazol
aminorex [usan:inn:ban]
aminorexum [inn-latin]
DB01490
KBIO1_001879
SPECPLUS_000839
CHEBI:134792
CHEMBL106258
5-phenyl-4,5-dihydro-1,3-oxazol-2-amine
AKOS006271622
2sh16612i9 ,
aminorexum
unii-2sh16612i9
hsdb 7596
cas_2207-50-3
nsc_16630
bdbm85705
aminorex [mart.]
aminorex [usan]
aminorex [hsdb]
aminorex [inn]
aminorex [mi]
aminorex [who-dd]
(+/-)-2-amino-5-phenyl-2-oxazoline
SCHEMBL123039
SYAKTDIEAPMBAL-UHFFFAOYSA-N
menocil (salt/mix)
aminorex fumarate (salt/mix)
2-amino-4,5-dihydro-5-phenyloxazole
5-phenyl-4,5-dihydro-1,3-oxazol-2-amine #
2-imino-5-phenyl-oxazolidin
5-phenyl-4,5-dihydrooxazol-2-amine
Q4064330
DTXSID00862867

Research Excerpts

Overview

Aminorex is a cyclic phenylisopropylamine that has been marketed as an anorectic. It is occasionally detected in racing horses.

ExcerptReferenceRelevance
"Aminorex is a US DEA Schedule 1 controlled substance occasionally detected in racing horses. "( Synthesis and characterization of barbarin, a possible source of unexplained aminorex identifications in forensic science.
Childers, T; Eisenberg, R; Fenger, C; Hartmann, P; Kudrimoti, S; Machin, J; Maylin, G; Shults, T; Tobin, T, 2020
)
2.23
"Aminorex is a cyclic phenylisopropylamine that has been marketed as an anorectic. "( Evaluation of the abuse liability of aminorex.
Harris, LS; Massey, BW; Patrick, GA; Winger, G; Woolverton, WL, 1994
)
2

Effects

ExcerptReferenceRelevance
"Aminorex has been reported as a metabolite of levamisole in man, but data on the aminorex concentrations in clinical samples are scant. "( Plasma and Urine Levamisole in Clinical Samples Containing Benzoylecgonine: Absence of Aminorex.
Belsey, SL; Couchman, L; Flanagan, RJ; Handley, SA, 2019
)
2.18

Pharmacokinetics

ExcerptReferenceRelevance
"Decrease of aminorex from plasma following IV administration was described by a 3-compartment pharmacokinetic model."( Pharmacokinetics and effects of aminorex in horses.
Rudy, JA; Snapp, HM; Soma, LR; Uboh, CE; Xu, F, 2008
)
1.01

Dosage Studied

ExcerptRelevanceReference
" Two dogs in each dosage group died in the course of the experiment."( [Two-year peroral administration of aminorex in the dog. 2].
Stepanek, J; Zak, F, 1975
)
0.53
" In most cases onset of symptoms in IPH began after six to nine months of aminorex use, with average dosage ranges of 10 to 40 mg per day."( Aminorex poisoning in cocaine abusers.
Bartolini, V; Bertol, E; Karch, SB; Mari, F, 2012
)
2.05
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
benzenesAny benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (3)

Assay IDTitleYearJournalArticle
AID146257Inhibition of neuronal nitric oxide synthase (nNOS) in mice2004Bioorganic & medicinal chemistry letters, Jan-19, Volume: 14, Issue:2
4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor.
AID92171Inhibition of inducible nitric oxide synthase (iNOS) in mice2004Bioorganic & medicinal chemistry letters, Jan-19, Volume: 14, Issue:2
4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor.
AID235180Selectivity ratio of IC50 of nNOS to IC50 of iNOS; not determined2004Bioorganic & medicinal chemistry letters, Jan-19, Volume: 14, Issue:2
4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (84)

TimeframeStudies, This Drug (%)All Drugs %
pre-199033 (39.29)18.7374
1990's17 (20.24)18.2507
2000's16 (19.05)29.6817
2010's14 (16.67)24.3611
2020's4 (4.76)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 36.49

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index36.49 (24.57)
Research Supply Index4.51 (2.92)
Research Growth Index4.50 (4.65)
Search Engine Demand Index79.51 (26.88)
Search Engine Supply Index3.00 (0.95)

This Compound (36.49)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews18 (20.00%)6.00%
Case Studies11 (12.22%)4.05%
Observational0 (0.00%)0.25%
Other61 (67.78%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]