2946 Phenmetrazine Phenmetrazine is an exogenous organic compound with the formula C11H15NO and an average molecular weight of 177.24 g/mol. It exists as a solid at room temperature. Phenmetrazine belongs to the morpholines, a subclass of oxazinanes within the organic compounds. It serves as a biological metabolite and is applied as a sympathomimetic agent. The compound has been detected in the liver and kidney. It acts on three recorded protein targets: the sodium-dependent noradrenaline transporter (SLC6A2), the sodium-dependent dopamine transporter (SLC6A3), and amine oxidase [flavin-containing] A (MAOA). Phenmetrazine is thought to block the reuptake of norepinephrine and dopamine into the presynaptic neuron, leading to an increase in the release of these monoamines into the extraneuronal space. Dopamine integrates incoming sensory stimuli, initiates and controls fine movement via the nigro-neostriatal pathway, controls emotional behavior through the midbrain mesolimbic-forebrain system, and controls the hypothalamic-pituitary endocrine system via the tubero-infundibular system. Phenmetrazine is found in or released from eight recorded sources. These include household cleaning and consumer products such as soap detergents, cigar cigarettes, and non-electric simulated smoking devices. It is also associated with electrical and electronic equipment, including antennas, auxiliary devices, radio transmission systems, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials. 134-49-6 4762 C11H15NO 177.115360 White powder. 139°C >5 mg/L Readily absorbed from the gastro-intestinal tract and buccal mucosa. Phenmetrazine is thought to block the reuptake of norepinephrine and dopamine into the presynaptic neuron leading to an increase in the release of these monoamines into the extraneuronal space. Dopamine integrates incoming sensory stimuli, initiates and controls fine movement (nigro-neostriatal pathway), controls emotional behavior (midbrain mesolimbic-forebrain system) and controls hypothalamic-pituitary endocrine system (tubero-infundibular system). It is this latter effect on the tubero-infundibular systm that seems to lead to reduced food intake. Phenmetrazine also acts as a monoamine oxidase inhibitor. Adult monkeys have an LD₅₀ of 15 to 20 mg/kg, whereas for young monkeys the LD₅₀ is only 5 mg/kg. (A308) Primarily hepatic (via CYP3A and CYP2D6). Resistant to metabolism by monoamine oxidase. Metabolism involves deamination to para-hydroxyamphetamine and phenylacetone; this latter compound is subsequently oxidize to benzoic acid and excreted as glucuronide or glycine (hippuric acid) conjugate. Smaller amounts of amphetamine are converted to norephedrine by oxidation. Half Life: 16 to 31 hours Adult monkeys have an LD₅₀ of 15 to 20 mg/kg, whereas for young monkeys the LD₅₀ is only 5 mg/kg. (A308) No indication of carcinogenicity to humans (not listed by IARC). Used as an anorectic in the treatment of obesity. Using large amounts of these drugs can result in a condition known as amphetamine psychosis -- which can result in auditory, visual and tactile hallucinations, intense paranoia, irrational thoughts and beliefs, delusions, and mental confusion. Symptoms of overdose include acute central nervous system stimulation, cardiotoxicity causing tachycardia, arrhythmias, hypertension, and cardiovascular collapse. Whilst some patients show signs of toxicity at blood concentrations of 20 µg/L, chronic abusers of amphetamine have been known to have blood concentration of up to 3000 µg/L. 2009-07-21T20:27:45Z 2026-05-14T16:50:05Z Phenmetrazine C07432 8067 Phenmetrazine DB00830 true CC1NCCOC1C1=CC=CC=C1 C11H15NO InChI=1S/C11H15NO/c1-9-11(13-8-7-12-9)10-5-3-2-4-6-10/h2-6,9,11-12H,7-8H2,1H3 OOBHFESNSZDWIU-UHFFFAOYSA-N 177.2429 177.115364107 Exogenous Solid 1.7 HMDB14968 4598 CHEM002282 DTXSID5023455 NS00002554 3-methyl-2-phenylmorpholine 21.259999999999998 52.46950000000001 20.09805902270938 1 2 1 8.222129279868874 1 2 1.45 -1.86 2.44e+00 g/l Organic compounds Organoheterocyclic compounds Oxazinanes Morpholines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 776t3gAAAAAQAAAAAwAAAAAAAAANAAAADgAAAIABBgBgAAAAAQMGAGAAAAAD AQcAYAAAAAIBBgBgAAAAAgIGAGAAAAACAggAIAAAAAIGAGAAAAADAQZAKAAA AAMEBkBoAAAAAwMBBkBoAAAAAwMBBkBoAAAAAwMBBkBoAAAAAwMBBkBoAAAA AwMBCwABAAECAAIDAAMEAAQFAAUGAAYHAAcIaAwICWgMCQpoDAoLaAwLDGgM BgEADAdoDEICAAAABgEGBQQDAgYICQoLDAcXBAAAAAAAAAAW 2026-09-19T04:00:38Z