Page last updated: 2024-12-05

phenmetrazine

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

Description

Phenmetrazine is a central nervous system stimulant with a chemical structure similar to amphetamine. It was originally developed in the 1950s as a treatment for obesity, but it has also been used as a recreational drug. Phenmetrazine acts as a norepinephrine and dopamine reuptake inhibitor, leading to increased levels of these neurotransmitters in the brain. This can result in a range of effects, including increased alertness, energy, and focus. However, it is also associated with potential adverse effects, including insomnia, anxiety, and dependence. While its use as an appetite suppressant has declined due to concerns about its potential for abuse and dependence, research interest in phenmetrazine persists due to its potential therapeutic applications, including its use in the treatment of attention-deficit hyperactivity disorder (ADHD) and narcolepsy.'

Phenmetrazine: A sympathomimetic drug used primarily as an appetite depressant. Its actions and mechanisms are similar to DEXTROAMPHETAMINE. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

phenmetrazine : A member of the class of morpholines that is morpholine substituted with a phenyl group at position 2 and a methyl group at position 3. [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]

Cross-References

ID SourceID
PubMed CID4762
CHEMBL ID1201208
CHEBI ID8067
SCHEMBL ID33984
MeSH IDM0016512

Synonyms (42)

Synonym
AC-16023
3-methyl-2-phenylmorpholine
hsdb 3156
fenmetrazina [inn-spanish]
oxazimedrine
3-methyl-2-phenyltetrahydro-2h-1,4-oxazine
dexphenmetrazine
dea no. 1631
phenmetrazinum [inn-latin]
psychamine a 66
probese-p
einecs 205-143-4
2-fenyl-3-methylmorfolin [czech]
brn 0140490
dl-2-phenyl-3-methyltetrahydro-1,4-oxazine
phenmetrazine [inn:ban]
defenmetrazin
morpholine, 3-methyl-2-phenyl-
preludin
phenmetrazine
134-49-6
C07432
2-phenyl-3-methylmorpholine
fenmetrazin
phenmetrazin
DB00830
NCGC00164535-01
AKOS003662804
NCGC00164535-02
CHEMBL1201208
CHEBI:8067 ,
phenmetrazinum
2-fenyl-3-methylmorfolin
fenmetrazina
AB07481
SCHEMBL33984
OOBHFESNSZDWIU-UHFFFAOYSA-N
W-205439
FT-0699580
DTXSID5023455
Q3329406
134-49-6 (free)

Research Excerpts

Overview

Phenmetrazine is a central nervous system stimulant. It is currently used as an anorectic agent.

ExcerptReferenceRelevance
"Phenmetrazine is a central nervous system stimulant and is currently used as an anorectic agent. "( Determination of phenmetrazine in urine by gas chromatography-mass spectrometry after liquid-liquid extraction and derivatization with perfluorooctanoyl chloride.
Dasgupta, A; Mahle, CE, 1997
)
2.08
"Phenmetrazine is a central nervous system stimulant currently used as an anorectic agent. "( A convenient derivatization method for gas chromatography/mass spectrometric determination of phenmetrazine in urine using 2,2,2-trichloroethyl chloroformate.
Dasgupta, A; Handler, MS; Nine, JS, 1998
)
1.96
"Phenmetrazine is a central nervous system stimulant currently used as an anorectic agent. "( Gas chromatography-electron ionization and chemical ionization mass spectrometric analysis of urinary phenmetrazine after derivatization with 4-carbethoxyhexafluorobutyryl chloride--a new derivative.
Blackwell, W; Dasgupta, A; Hart, A; Humphrey, P, 1998
)
1.96

Toxicity

ExcerptReferenceRelevance
"New psychoactive substances (NPS) are often poorly pharmacologically documented and the production is unregulated, implying high risks for toxic side effects."( Adverse events related to the new psychoactive substance 3-fluorophenmetrazine - results from the Swedish STRIDA project.
Bäckberg, M; Beck, O; Helander, A; Westerbergh, J, 2016
)
0.67

Pharmacokinetics

Phendimetrazine may serve as a prodrug for the N-demethylated metabolite and potent dopamine/norepinephrine releaser phenmetrazine.

ExcerptReferenceRelevance
" This study examined the behavioral and pharmacokinetic profile of the Schedule III compound phendimetrazine, which may serve as a prodrug for the N-demethylated metabolite and potent dopamine/norepinephrine releaser phenmetrazine."( Role of phenmetrazine as an active metabolite of phendimetrazine: evidence from studies of drug discrimination and pharmacokinetics in rhesus monkeys.
Banks, ML; Blough, BE; Fennell, TR; Negus, SS; Snyder, RW, 2013
)
1.01
" Parallel pharmacokinetic studies in the same monkeys examined plasma phenmetrazine and phendimetrazine levels for correlation with cocaine-like discriminative stimulus effects."( Role of phenmetrazine as an active metabolite of phendimetrazine: evidence from studies of drug discrimination and pharmacokinetics in rhesus monkeys.
Banks, ML; Blough, BE; Fennell, TR; Negus, SS; Snyder, RW, 2013
)
1.06
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
sympathomimetic agentA drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
[role 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]

Drug Classes (1)

ClassDescription
morpholinesAny compound containing morpholine as part of its structure.
[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 (1)

Assay IDTitleYearJournalArticle
AID504749qHTS profiling for inhibitors of Plasmodium falciparum proliferation2011Science (New York, N.Y.), Aug-05, Volume: 333, Issue:6043
Chemical genomic profiling for antimalarial therapies, response signatures, and molecular targets.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (460)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990428 (93.04)18.7374
1990's9 (1.96)18.2507
2000's2 (0.43)29.6817
2010's19 (4.13)24.3611
2020's2 (0.43)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 41.72

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 Index41.72 (24.57)
Research Supply Index6.25 (2.92)
Research Growth Index5.57 (4.65)
Search Engine Demand Index72.46 (26.88)
Search Engine Supply Index2.39 (0.95)

This Compound (41.72)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials29 (5.93%)5.53%
Reviews13 (2.66%)6.00%
Case Studies23 (4.70%)4.05%
Observational0 (0.00%)0.25%
Other424 (86.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]