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psx:substance/prolintane/value/dose_tier/common@1

valuereferenced by edges — no row of its own

derived from · upstream

  • derived_fromdose_tier · commonpsx:substance/prolintane/proposal/dose_tier/7f9b7f39-5894-4a77-bc85-27e68bdf6b2b

feeds · downstream

none recorded

Closure of psx:substance/prolintane/value/dose_tier/common@1: 1 upstream, 0 downstream.

psx:substance/prolintane/value/dose_tier/common@1
└─ derived_from  proposal/dose_tier/7f9b7f39-5894-4a77-bc85-27e68bdf6b2b  dose_tier · common

indented by distance from this node, not by parentage

1Provenance card

the boundary, as counts

Sources

268 with DOI

6 strong · 9 moderate · 11 weak

Compilations

22026-05-12T23:55:08.456Z

pipeline-v5 · prompt hash not recorded — run predates 2026-09

Decisions

32last ruled 2026-06-04

0 awaiting a ruling

Issued documents

42026-10-19T20:33:46.848Z

notice · info card · emergency

Searches

00 with no results

queries and counts on the build

Claims checked

9079 supported

79 supported · 11 not

Correspondence

0received

consent field ships in Phase 4

Edges

251

derivations recorded for this entity

Complete over 26 sources, 2 compilations, and 32 decisions.Not here: the private journal (never).Working material — drafts, discards, unsupported claims — is listed below and readable on the working page.Cite: psychedex.org/substances/prolintane/archive

2Build

one panel per compilation run

generation run 2026-05-12

21 min failedmodel not recordedplan not recordedrun/7323b1b4…

research

no artifact

draft

no artifact

audit

no artifact

verify

no artifact

simplify

no artifact

publish

no artifact

Selection

results seen0
selected by the model0
consumed as sources26

Verification

claims checked0
supported0
partially supported0
not supported0
inconclusive0
  • record
  • seen / partial
  • working

The model's own caveats

none raised on this run

Reproduce

inputs
26 source keys (listed under Sources)
plan
not recorded — template version, prompt hash and git SHA are written from 2026-09 onward
model
not recorded
streams
none — agent transcripts are persisted from 2026-09 onward

generation run 2026-05-12

74 min completedmodel pipeline-v5plan not recordedrun/6b072f73…

Selection

results seen0
selected by the model0
consumed as sources26

Verification

claims checked90
supported64
partially supported15
not supported7
inconclusive4
  • record
  • seen / partial
  • working

The model's own caveats

  • sparse_evidence
  • safety_data_unverified

Reproduce

inputs
26 source keys (listed under Sources)
plan
not recorded — template version, prompt hash and git SHA are written from 2026-09 onward
model
pipeline-v5
streams
none — agent transcripts are persisted from 2026-09 onward
90 claims by section — every cited sentence, checked against its source
safety29 · 23 ok
  • Claim in safety — not_supportednot supportedworking →

  • Claim in safety — not_supportednot supportedworking →

  • Both documented clinical cases involved polysubstance use — a 34-year-old male with confusion, agitation, and inability to follow commands (concurrent amitriptyline, nortriptyline, nicotine) and a 26-year-old female with intrauterine fetal death (concurrent cannabinoids, cocaine, nicotine, hydrocodone) — preventing isolation of prolintane's individual toxicological contribution.supported

    Case 1: 34yo male, confused and agitated, GC-MS positive for prolintane, amitriptyline, nortriptyline, nicotine. Case 2: 26yo female, intrauterine fetal death, positive for prolintane plus cannabinoids, cocaine, nicotine, hydrocodone. pmid:17725890

  • Jeong et al. (2023) evaluated prolintane's cardiac safety in mice and rats and documented hERG potassium channel inhibition — the canonical biomarker for drug-induced QT interval prolongation and ventricular arrhythmia risksupported

    QT prolongation and hERG potassium channel inhibition observed at certain concentrations — ventricular arrhythmia risk. 01480545.2022.2049289

  • The authors concluded that prolintane "cannot be excluded" from causing ventricular arrhythmia risk.supported

    QT prolongation and hERG potassium channel inhibition observed at certain concentrations — ventricular arrhythmia risk. Not directly myocardiotoxic. 01480545.2022.2049289

  • At therapeutic oral doses (10–20 mg), prolintane produced minimal cardiovascular changes in a controlled human comparison study, in contrast to ephedrinesupported

    Minimal cardiovascular effects (vs ephedrine which significantly raised BP and HR). Doses in 10-20mg range commonly used medically. pmid:6471970

  • Jeong et al. (2023) documented shortened IBA-1 immunoreactive process length in rodent brain following prolintane administration — a marker of microglial activation and neuroinflammation that may disrupt synaptic contactssupported

    IHC showed shortened IBA-1 (microglial marker) length suggesting neuroinflammation. 01480545.2022.2049289

  • Reduced motor coordination was observed in both mice and ratssupported

    Prolintane reduced motor coordination in rodents. 01480545.2022.2049289

  • Prolintane was detected in a case involving intrauterine fetal death, though polysubstance use (cannabinoids, cocaine, nicotine, hydrocodone) prevents causal attributionsupported

    Case 2: 26yo female, intrauterine fetal death, positive for prolintane plus cannabinoids, cocaine, nicotine, hydrocodone. pmid:17725890

  • Claim in safety — not_supportednot supportedworking →

  • Visual hallucinations have been documented with prolintane use in two contexts: overdose settings and chronic therapeutic-dose combination with diphenhydraminesupported

    Young man developed visual hallucinations after 2 months of prolintane + diphenhydramine at therapeutic doses. pmid:11819155

  • Claim in safety — not_supportednot supportedworking →

  • The hallucinations observed with prolintane-diphenhydramine combination at therapeutic doses developed over a 2-month period and were attributed to pharmacological kindling — progressive sensitization of dopaminergic pathways producing hallucinatory experiences at doses that were initially well-tolerated.supported

    Young man developed visual hallucinations after 2 months of prolintane + diphenhydramine at therapeutic doses... Pharmacological kindling proposed. pmid:11819155

  • Claim in safety — not_supportednot supportedworking →

  • Dose-dependent REM sleep suppression is confirmed in controlled studies, and extended wakefulness at higher doses (15–30 mg) may precipitate sleep-deprivation-related psychological disturbance.supported

    Prolintane 15 and 30mg reduced REM sleep... Increased awakenings early in the night at higher doses. EEG-confirmed sleep disruption. pmid:7437258

  • Lee et al. (2022) conducted the first systematic evaluation of prolintane's abuse potential in rodents:supported

    Prolintane increased locomotor activity, produced conditioned place preference, supported intravenous self-administration, and partially substituted for cocaine in drug discrimination. j.neuropharm.2021.108917

  • The authors concluded that prolintane possesses "a certain level of abuse potential" comparable to cocaine at a moderate level.supported

    Results indicate moderate abuse potential similar to cocaine at moderate level. j.neuropharm.2021.108917

  • The historical discontinuation of prolintane from pharmaceutical markets was explicitly motivated by concerns about abuse liability.supported

    its medical use was discontinued due to concerns about abuse liability. j.jbc.2025.110903

  • Prolintane also inhibits NET and, at human transporters, releases serotonin via SERT substrate activitysupported

    Prolintane analogs display potent uptake inhibition at DAT and NET... Prolintane and analogs induced hSERT-mediated ionic currents and serotonin efflux. j.jbc.2025.110903

  • Deaths from tramadol combined with multiple serotonergic agents have been documented.supported

    Case report of death of 36-year-old from seizure activity while taking tramadol combined with venlafaxine, trazodone, and quetiapine. pmid:11111800

  • Claim in safety — not_supportednot supportedworking →

  • mdma is a potent serotonin, dopamine, and norepinephrine releaser that can cause serotonin syndrome and hyperthermia at high dosessupported

    MDMA is a potent releaser/reuptake inhibitor of serotonin, dopamine, and norepinephrine. Acute toxic effects include serotonin syndrome (muscle rigidity, hyperreflexia, hyperthermia). pmid:15228154

  • The combination of prolintane and diphenhydramine at therapeutic doses produced visual hallucinations in one documented case after 2 months of concurrent usesupported

    Young man developed visual hallucinations after 2 months of prolintane + diphenhydramine at therapeutic doses. pmid:11819155

  • Given prolintane's documented hERG channel inhibition in rodent models, combination with other QT-prolonging drugs (antiarrhythmics, certain antibiotics, antipsychotics, methadone) carries additive risk of ventricular arrhythmia.supported

    QT prolongation and hERG potassium channel inhibition observed at certain concentrations — ventricular arrhythmia risk. 01480545.2022.2049289

  • Cardiac conduction disorders (absolute): Prolintane inhibits the hERG potassium channel and prolongs the QT interval in rodent modelssupported

    QT prolongation and hERG potassium channel inhibition observed at certain concentrations — ventricular arrhythmia risk. 01480545.2022.2049289

  • Pregnancy (absolute): Prolintane was detected in a case of intrauterine fetal deathsupported

    Case 2: 26yo female, intrauterine fetal death, positive for prolintane plus cannabinoids, cocaine, nicotine, hydrocodone. pmid:17725890

  • Hallucinations and psychosis are documented overdose outcomes, and hallucinations occurred at therapeutic doses in combination with diphenhydramine.partially supported

    Young man developed visual hallucinations after 2 months of prolintane + diphenhydramine at therapeutic doses. pmid:11819155

  • Concurrent serotonergic medication (relative to absolute, depending on agent): The SERT substrate activity at human transporters creates serotonin syndrome risk when combined with SSRIs, SNRIs, MAOIs, tramadol, or other serotonergic agents.supported

    Prolintane and analogs induced hSERT-mediated ionic currents and serotonin efflux — classifying them as hybrid compounds at human monoamine transporters. j.jbc.2025.110903

  • Cardiovascular disease (relative): While therapeutic doses (10–20 mg) produced minimal cardiovascular effects, the hERG inhibition data and dose-dependent risk profile warrant caution in individuals with pre-existing cardiovascular conditions.supported

    Minimal cardiovascular effects (vs ephedrine which significantly raised BP and HR). Doses in 10-20mg range commonly used medically. pmid:6471970

pharmacology11 · 10 ok
  • These values are consistent with the pharmacodynamic timecourse observed in controlled sleep and performance studies (cognitive enhancement at 2.5 hours post-dose; REM suppression concentrated in the first 2 hours of post-dose sleep), but formal PK confirmation is lacking.partially supported

    Prolintane at 2.5h improved sign recording test performance (mental task). pmid:6471970

  • This mechanism is pharmacologically analogous to cocaine and methylphenidate — not amphetamine — in that prolintane inhibits transporter-mediated reuptake without inducing vesicular monoamine release.supported

    Prolintane is a synthetic stimulant that acts by inhibiting the uptake of dopamine and norepinephrine into neurons. j.jbc.2025.110903

  • This mechanism is pharmacologically analogous to cocaine and methylphenidate — not amphetamine — in that prolintane inhibits transporter-mediated reuptake without inducing vesicular monoamine release.supported

    Compared to amphetamine, prolintane mechanism more similar to methylphenidate, cocaine, amfonelic acid — acting as a reuptake inhibitor rather than releaser. pmid:572552

  • Fuller and Snoddy (1979) established this distinction by demonstrating that prolintane markedly enhanced 3,4-dihydroxyphenylacetic acid (DOPAC) concentrations in rat brain following spiperone treatment — a neurochemical pattern characteristic of DAT inhibitors rather than DAT releaserssupported

    Prolintane enhanced increase in DOPAC (dopamine metabolite) in rats treated with spiperone. Compared to amphetamine, prolintane mechanism more similar to methylphenidate, cocaine, amfonelic acid — acting as a reuptake inhibitor rather than releaser. pmid:572552

  • Kastner et al., using radiotracer flux assays in HEK293 cells expressing human transporters and parallel experiments in rat brain synaptosomes, demonstrated that prolintane is a hybrid compound — a potent DAT and NET inhibitor that also acts as a SERT substrate, inducing hSERT-mediated ionic currents and tritiated serotonin efflux at the human serotonin transportersupported

    Prolintane and analogs induced hSERT-mediated ionic currents and serotonin efflux — classifying them as hybrid compounds at human monoamine transporters. j.jbc.2025.110903

  • This serotonin-releasing activity was not observed in rat brain synaptosomes, representing a significant species difference that means prior rat-only pharmacology underestimated prolintane's serotonergic activity in humans.supported

    SERT inhibitory potencies at least 10-fold weaker at hSERT vs rSERT... classifying them as hybrid compounds at human monoamine transporters. j.jbc.2025.110903

  • An earlier case report by Paya et al. (2002) described prolintane as a dopamine releaser and diphenhydramine as a dopamine reuptake inhibitor — characterizations that reverse the established pharmacologysupported

    Proposed mechanism: prolintane induces dopamine release at synapse; diphenhydramine inhibits dopamine reuptake — synergistic dopaminergic potentiation. pmid:11819155

  • Claim in pharmacology — inconclusiveinconclusiveworking →

  • Vickers and Polsky (2000) described the general biotransformation pathway for pyrrolidine-containing xenobiotics, including prolintane, to lactam metabolitessupported

    Review of lactam metabolite formation from N-heterocyclic compounds including prolintane. Pathway involves iminium ion intermediates oxidized by aldehyde oxidases, or via CYP450 through carbinolamine. pmid:11465044

  • Species differences in lactam formation rates arise from variation in aldehyde oxidase and CYP450 isozyme expression and concentrationsupported

    Identifies species differences in lactam formation based on aldehyde oxidase and CYP450 activity. pmid:11465044

  • These values are consistent with the pharmacodynamic timecourse observed in controlled sleep and performance studies (cognitive enhancement at 2.5 hours post-dose; REM suppression concentrated in the first 2 hours of post-dose sleep), but formal PK confirmation is lacking.partially supported

    prolintane HCl 5 and 10mg reduced REM sleep in first 2h after sleep onset; no change in sleep latencies or slow wave sleep. pmid:6101960

summary10 · 10 ok
  • Prolintane (1-(1-phenylpentan-2-yl)pyrrolidine) is a synthetic pyrrolidine-class stimulant that acts primarily as a norepinephrine-dopamine reuptake inhibitor (NDRI), with recently characterized serotonin-releasing activity at the human serotonin transporter (hSERT)supported

    Prolintane is a synthetic stimulant that acts by inhibiting the uptake of dopamine and norepinephrine into neurons... Prolintane and analogs induced hSERT-mediated ionic currents and serotonin efflux — classifying them as hybrid compounds at human monoamine transporters. j.jbc.2025.110903

  • Prolintane was synthesized in the 1950s by Thomae (a Boehringer Ingelheim predecessor) and prescribed across Europe, South Africa, and Australia for fatigue, narcolepsy, and ADHD before market withdrawal in 2001 due to abuse liability concernspartially supported

    Initially prescribed for attention deficit hyperactivity disorder and narcolepsy, its medical use was discontinued due to concerns about abuse liability. j.jbc.2025.110903

  • The compound's research significance has grown since 2022, when rodent behavioral pharmacology studies confirmed its rewarding properties via conditioned place preference and intravenous self-administration paradigms, and a 2025 study revealed a species-dependent serotonergic mechanism absent in earlier rat-based assays.partially supported

    Prolintane increased locomotor activity, produced conditioned place preference, supported intravenous self-administration. j.neuropharm.2021.108917

  • The compound's research significance has grown since 2022, when rodent behavioral pharmacology studies confirmed its rewarding properties via conditioned place preference and intravenous self-administration paradigms, and a 2025 study revealed a species-dependent serotonergic mechanism absent in earlier rat-based assays.partially supported

    Prolintane and analogs induced hSERT-mediated ionic currents and serotonin efflux — classifying them as hybrid compounds at human monoamine transporters. j.jbc.2025.110903

  • Prolintane blocks the dopamine transporter (DAT) and norepinephrine transporter (NET) in a manner pharmacologically analogous to cocaine and methylphenidate rather than amphetamine — that is, it inhibits reuptake without inducing vesicular releasesupported

    Compared to amphetamine, prolintane mechanism more similar to methylphenidate, cocaine, amfonelic acid — acting as a reuptake inhibitor rather than releaser. pmid:572552

  • At human transporters, however, prolintane also functions as a SERT substrate, inducing serotonin efflux — a hybrid mechanism not observed in rat tissuesupported

    Prolintane and analogs induced hSERT-mediated ionic currents and serotonin efflux — classifying them as hybrid compounds at human monoamine transporters. SERT inhibitory potencies at least 10-fold weaker at hSERT vs rSERT. j.jbc.2025.110903

  • The subjective profile at therapeutic doses (10–20 mg oral) is characterized by mild cognitive enhancement, wakefulness promotion, and dose-dependent REM sleep suppression, with set, setting, and individual catecholamine tone modulating the experience.partially supported

    Prolintane at 2.5h improved sign recording test performance (mental task). Doses in 10-20mg range commonly used medically. pmid:6471970

  • The subjective profile at therapeutic doses (10–20 mg oral) is characterized by mild cognitive enhancement, wakefulness promotion, and dose-dependent REM sleep suppression, with set, setting, and individual catecholamine tone modulating the experience.partially supported

    Prolintane 15 and 30mg reduced REM sleep (delayed first REM period, reduced total REM) in 6 healthy males. Increased awakenings early in the night at higher doses. pmid:7437258

  • Cardiovascular safety data are limited to rodent models, where prolintane produces hERG potassium channel inhibition and QT interval prolongation — markers of ventricular arrhythmia risksupported

    QT prolongation and hERG potassium channel inhibition observed at certain concentrations — ventricular arrhythmia risk. 01480545.2022.2049289

  • Rodent studies confirm abuse potential via mesolimbic dopamine elevation and self-administration, though at a moderate level relative to methamphetaminepartially supported

    Results indicate moderate abuse potential similar to cocaine at moderate level. j.neuropharm.2021.108917

comparative-pharmacology8 · 7 ok
  • In drug discrimination paradigms, cumulative prolintane doses up to 10 mg/kg intraperitoneally produced only 38.57% cocaine-appropriate responding in cocaine-trained mice — a partial substitution indicating overlapping but non-identical discriminative stimulus propertiessupported

    partially substituted for cocaine in drug discrimination (38.57% at up to 10 mg/kg). j.neuropharm.2021.108917

  • At therapeutic oral doses (10–20 mg), prolintane produced minimal cardiovascular effects in a controlled comparison with ephedrine, fenfluramine, and phentermine — each of which generated more pronounced blood pressure and heart rate changessupported

    Minimal cardiovascular effects (vs ephedrine which significantly raised BP and HR). pmid:6471970

  • The critical differentiator is prolintane's hybrid mechanism — potent DAT/NET reuptake inhibition combined with SERT substrate activity (serotonin efflux) at human transporterssupported

    Prolintane analogs display potent uptake inhibition at DAT and NET... Prolintane and analogs induced hSERT-mediated ionic currents and serotonin efflux — classifying them as hybrid compounds at human monoamine transporters. j.jbc.2025.110903

  • Pyrovalerone is the beta-keto derivative of prolintane — structurally identical except for a carbonyl group at the benzylic positionpartially supported

    Pyrovalerone (4-methyl-β-keto-prolintane) is a synthetic cathinone. brb3.1420

  • Claim in comparative-pharmacology — not_supportednot supportedworking →

  • The authors characterized prolintane's abuse potential as moderate relative to cocaine.supported

    Results indicate moderate abuse potential similar to cocaine at moderate level. j.neuropharm.2021.108917

  • Prolintane blocks transporter-mediated reuptake without inducing reverse transport — as demonstrated by the DOPAC enhancement pattern in rat brain following spiperone treatmentsupported

    Prolintane enhanced increase in DOPAC (dopamine metabolite) in rats treated with spiperone... acting as a reuptake inhibitor rather than releaser. pmid:572552

  • The serotonin-releasing activity at human SERT does introduce a release component, but this is restricted to the serotonergic system and has ≥10-fold lower potency than the catecholaminergic reuptake inhibition.partially supported

    SERT inhibitory potencies at least 10-fold weaker at hSERT vs rSERT... Prolintane and analogs induced hSERT-mediated ionic currents and serotonin efflux. j.jbc.2025.110903

history7 · 6 ok
  • The Spanish pharmaceutical company FHER marketed the compound as Katovit — orange-coated tablets containing 200 mg prolintane combined with vitamins, sold over the counter at approximately €1.93 per 20-tablet packpartially supported

    Prolintane found in orange tablets ('Katovit') sold at rave parties in south-west France. Katovit: available in Spain OTC with vitamins, 200mg prolintane per tablet, sold at low price. pmid:11974443

  • Claim in history — inconclusiveinconclusiveworking →

  • A double-blind trial by Gmür and Angst (1977) evaluated prolintane (as Katovit) in combination with oxazepam against opipramol for depressive syndromessupported

    No abstract available in PubMed record. Double-blind study of prolintane (Katovit brand) combined with oxazepam for depressive syndromes, compared with opipramol. pmid:330439

  • Medical use was discontinued more broadly as abuse liability became increasingly recognized.supported

    its medical use was discontinued due to concerns about abuse liability. j.jbc.2025.110903

  • Gaulier et al. (2002) documented prolintane use at rave parties in southwest France, where Katovit tablets circulated as a cheap stimulantsupported

    Prolintane found in orange tablets ('Katovit') sold at rave parties in south-west France... sold at low price. pmid:11974443

  • The first medically documented cases of prolintane abuse in the United States were reported by Kyle and Daley in 2007supported

    First US-documented cases of prolintane abuse. pmid:17725890

  • Since the mid-2010s, prolintane has appeared on research chemical markets as a novel psychoactive substance (NPS).supported

    Review of NPS cognitive enhancers. Prolintane listed among substances found on psychonaut forums and research chemical markets. fpsyt.2020.546796

neuroscience7 · 6 ok
  • Mesolimbic reward pathway: Lee et al. (2022) demonstrated that a single intraperitoneal injection of prolintane at 20 mg/kg significantly increased extracellular dopamine concentrations in the striatum via in vivo microdialysissupported

    Single injection (20 mg/kg IP) significantly increased extracellular dopamine in striatum. j.neuropharm.2021.108917

  • This mesolimbic dopamine elevation is the canonical neural substrate of stimulant reward and explains the conditioned place preference and intravenous self-administration observed in the same studysupported

    Prolintane increased locomotor activity, produced conditioned place preference, supported intravenous self-administration... Single injection (20 mg/kg IP) significantly increased extracellular dopamine in striatum. j.neuropharm.2021.108917

  • Prefrontal executive modulation: The cognitive enhancement observed in human studies — improved sign recording performance at 2.5 hours post-dose — is consistent with catecholamine-mediated potentiation of prefrontal cortical functionsupported

    Prolintane at 2.5h improved sign recording test performance (mental task). pmid:6471970

  • Serotonergic modulation: The species-dependent SERT substrate activity identified by Kastner et al. (2025) — present at human but not rat transporters — implies that prolintane induces serotonin efflux in human brain in addition to catecholamine reuptake inhibitionsupported

    Prolintane and analogs induced hSERT-mediated ionic currents and serotonin efflux — classifying them as hybrid compounds at human monoamine transporters. SERT inhibitory potencies at least 10-fold weaker at hSERT vs rSERT. j.jbc.2025.110903

  • Neuroinflammatory signals: Jeong et al. (2023) documented shortened IBA-1 (ionized calcium-binding adaptor molecule 1) immunoreactive process length in rodent brain tissue following prolintane administrationsupported

    IHC showed shortened IBA-1 (microglial marker) length suggesting neuroinflammation. 01480545.2022.2049289

  • DAT blockade increases dopamine in the nucleus accumbens, potentiating the wanting signal — the motivational drive to seek the drug — while the subjective liking component appears moderate based on the partial cocaine substitution (38.57% cocaine-appropriate responding)supported

    Single injection (20 mg/kg IP) significantly increased extracellular dopamine in striatum... partially substituted for cocaine in drug discrimination (38.57% at up to 10 mg/kg). j.neuropharm.2021.108917

  • Claim in neuroscience — inconclusiveinconclusiveworking →

pharmacokinetic-detail6 · 6 ok
  • Cognitive performance enhancement peaks at approximately 2.5 hours after oral administration of 10–20 mgsupported

    Prolintane at 2.5h improved sign recording test performance (mental task). Doses in 10-20mg range commonly used medically. pmid:6471970

  • REM sleep suppression is concentrated in the first 2 hours after sleep onset when prolintane is administered before sleep at doses of 5–30 mgpartially supported

    prolintane HCl 5 and 10mg reduced REM sleep in first 2h after sleep onset. pmid:6101960

  • REM sleep suppression is concentrated in the first 2 hours after sleep onset when prolintane is administered before sleep at doses of 5–30 mgpartially supported

    Prolintane 15 and 30mg reduced REM sleep (delayed first REM period, reduced total REM) in 6 healthy males. pmid:7437258

  • The metabolic fate of prolintane follows the general pyrrolidine biotransformation pathway described by Vickers and Polsky (2000)supported

    Review of lactam metabolite formation from N-heterocyclic compounds including prolintane. Pathway involves iminium ion intermediates oxidized by aldehyde oxidases, or via CYP450 through carbinolamine. pmid:11465044

  • Species differences in the relative contribution of CYP450 versus aldehyde oxidase to this final step produce variable lactam formation rates across species.supported

    Identifies species differences in lactam formation based on aldehyde oxidase and CYP450 activity. pmid:11465044

  • Yoshihara and Yoshimura (1974) conducted the only published metabolic study, administering prolintane to rats and evaluating the pharmacological activity of the resulting metabolites in micesupported

    No abstract available in PubMed record. Study of prolintane metabolites in rats and their pharmacological activity in mice. pmid:4154540

clinical-evidence5 · 5 ok
  • The most informative controlled study of prolintane in humans is a double-blind, placebo-controlled comparison of single oral doses of prolintane HCl (10 mg and 20 mg) against ephedrine, fenfluramine, and phentermine in healthy medical student volunteers.supported

    Double-blind placebo-controlled study in medical students. Single oral doses of prolintane HCl 10 or 20 mg. Minimal cardiovascular effects (vs ephedrine which significantly raised BP and HR). pmid:6471970

  • At low doses (5–10 mg oral), prolintane reduced REM sleep during the first 2 hours after sleep onset without altering sleep latency or slow-wave sleep.supported

    prolintane HCl 5 and 10mg reduced REM sleep in first 2h after sleep onset; no change in sleep latencies or slow wave sleep. pmid:6101960

  • At higher doses (15–30 mg oral), prolintane significantly reduced total REM sleep — both delaying the first REM period and reducing cumulative REM time — while increasing awakenings during the early night and prolonging wakefulness in some subjectssupported

    Prolintane 15 and 30mg reduced REM sleep (delayed first REM period, reduced total REM) in 6 healthy males. Increased awakenings early in the night at higher doses. pmid:7437258

  • A double-blind trial evaluated prolintane (as Katovit) combined with oxazepam against opipramol for depressive syndromessupported

    No abstract available in PubMed record. Double-blind study of prolintane (Katovit brand) combined with oxazepam for depressive syndromes, compared with opipramol. pmid:330439

  • Kyle and Daley (2007) reported the first documented US cases of prolintane abuse:supported

    First US-documented cases of prolintane abuse. pmid:17725890

receptor-pharmacology4 · 3 ok
  • The Kastner et al. (2025) study reports assay data for prolintane and novel analogs but presents results primarily as IC₅₀ ratios and relative potency comparisons rather than isolated prolintane values in the abstractsupported

    SERT inhibitory potencies at least 10-fold weaker at hSERT vs rSERT. j.jbc.2025.110903

  • SERT: ≥10-fold weaker than DAT at human transporters; substrate activity (serotonin efflux) at hSERT; no substrate activity in rat synaptosomespartially supported

    SERT inhibitory potencies at least 10-fold weaker at hSERT vs rSERT... Prolintane and analogs induced hSERT-mediated ionic currents and serotonin efflux. j.jbc.2025.110903

  • Across the pyrovalerone-type class, DAT IC₅₀ values ranged from 0.02 to 8.7 µM, NET IC₅₀ values from 0.03 to 4.6 µM, and SERT activity was absent below 10 µM in rat tissue preparationssupported

    All are potent DAT (IC50=0.02-8.7μM) and NET (IC50=0.03-4.6μM) inhibitors with no SERT activity <10μM. ijms22158277

  • Claim in receptor-pharmacology — inconclusiveinconclusiveworking →

chemistry2 · 2 ok
  • The compound is structurally related to pyrovalerone, which is its beta-keto (carbonyl-bearing) derivativesupported

    Pyrovalerone (4-methyl-β-keto-prolintane) is a synthetic cathinone. brb3.1420

  • The absence of a carbonyl group at the benzylic position distinguishes prolintane from its beta-keto analog pyrovalerone.supported

    Pyrovalerone (4-methyl-β-keto-prolintane) is a synthetic cathinone. brb3.1420

effects-overview1 · 1 ok
  • Among NDRI stimulants, prolintane sits between methylphenidate and cocaine in reinforcing efficacy — producing conditioned place preference and self-administration in rodents, but with only partial substitution for cocaine in discrimination paradigms (38.57% cocaine-appropriate responding)supported

    produced conditioned place preference, supported intravenous self-administration, and partially substituted for cocaine in drug discrimination (38.57% at up to 10 mg/kg). j.neuropharm.2021.108917

3Sources

26 consumed · sorted by year · feeds = sections resting on it

Sources
yearsourcetierstatusfeeds
2025Prolintane analogs as hybrid monoamine transporter ligands: Structural determinants and species differences.Kastner N, Islam MN, Dybek M, Roth E, Heisinger S, Holy M, Jäntsch K, Walther D, Stockner T, Baumann MH, Brandt SD, Wallach J, Sitte HH, Kudlacek O · The Journal of Biological Chemistrydoi:10.1016/j.jbc.2025.110903strongconsumed7 sections
2025S6. Stimulants - WADA Anti-Doping Prohibited ListWorld Anti-Doping Agencyurl:38d1aec45512764dweakconsumedcited only
2024PROLINTANE - NCATS Inxight DrugsNational Center for Advancing Translational Sciencesurl:1dd135f16b1c03f9weakconsumedcited only
2024Prolintane - PsychonautWikiPsychonautWiki contributorsurl:11054a5917f0261cweakconsumedcited only
2024Prolintane - WikipediaWikipedia contributorsurl:7a7cb9bb0514045aweakconsumedcited only
2024Prolintane synthesis history and patent dataVarious web sources (grokipedia, benchchem)url:dbb9b193125413a4weakconsumedcited only
2023Neurotoxic and cardiotoxic effects of N-methyl-1-(naphthalen-2-yl)propan-2-amine (methamnetamine) and 1-phenyl-2-pyrrolidinylpentane (prolintane).Jeong S, Yoon KS, Lee JM, Jo ES, Kim D, Choi SO · Drug and Chemical Toxicologydoi:10.1080/01480545.2022.2049289moderateconsumed3 sections
2022The abuse potential of prolintane in rodents: Behavioral pharmacology approaches.Lee W, Lee JW, Kim JM, Hong YK, Kim MS, Choi SO, Kang MS · Neuropharmacologydoi:10.1016/j.neuropharm.2021.108917moderateconsumed5 sections
2021Serotonin Toxicity Precipitated by Tramadol in the Setting of Polypharmacy: A Case of Serotonin Syndrome.Ruiz de Villa A, Jones T, Lleshi A, Macahuachi M, Lamar K, Bazikian Y · Cureusdoi:10.7759/cureus.20059weakconsumed1 section
2021The Pharmacological Profile of Second Generation Pyrovalerone Cathinones and Related Cathinone Derivative.Kolaczynska KE, Thomann J, Hoener MC, Liechti ME · International journal of molecular sciencesdoi:10.3390/ijms22158277moderateconsumed1 section
2020The Psychonauts' World of Cognitive EnhancersNapoletano F, Schifano F, Corkery JM, Guirguis A, Arillotta D, Zangani C, Vento A · Frontiers in Psychiatrydoi:10.3389/fpsyt.2020.546796moderateconsumed1 section
2019The psychoactive cathinone derivative pyrovalerone alters locomotor activity and decreases dopamine receptor expression in zebrafish (Danio rerio).Souders CL, Davis RH, Qing H, Liang X, Febo M, Martyniuk CJ · Brain and Behaviordoi:10.1002/brb3.1420moderateconsumed3 sections
2008Pharmacology of stimulants prohibited by the World Anti-Doping Agency (WADA).Docherty JR · British Journal of Pharmacologydoi:10.1038/bjp.2008.124strongconsumedcited only
2007Domestic abuse of the European rave drug prolintane.Kyle PB, Daley WP · Journal of Analytical Toxicologypmid:17725890weakconsumed3 sections
2004Human pharmacology of MDMA: pharmacokinetics, metabolism, and dispositionde la Torre R, Farré M, Roset PN, Pizarro N, Abanades S, Segura M, Segura J, Camí J · Therapeutic Drug Monitoringpmid:15228154moderateconsumed1 section
2002[New drugs at 'rave parties': ketamine and prolintane].Gaulier JM, Canal M, Pradeille JL, Marquet P, Lachâtre G · Acta Clinica Belgicapmid:11974443weakconsumed1 section
2002Visual hallucinations induced by the combination of prolintane and diphenhydramine.Payá B, Guisado JA, Vaz FJ, Crespo-Facorro B · Pharmacopsychiatrypmid:11819155weakconsumed2 sections
2000Lethal combination of tramadol and multiple drugs affecting serotoninRipple MG, Pestaner JP, Levine BS, Smialek JE · American Journal of Forensic Medicine and Pathologypmid:11111800weakconsumed1 section
2000The biotransformation of nitrogen containing xenobiotics to lactams.Vickers S, Polsky SL · Current Drug Metabolismpmid:11465044moderateconsumed2 sections
1997Prolintane: a 'masked' amphetamine.Martínez-Mir I, Catalán C, Palop V · The Annals of Pharmacotherapypmid:9034438weakconsumedcited only
1984Comparison of the acute physical and mental effects of ephedrine, fenfluramine, phentermine and prolintane.Kuitunen T, Kärkkäinen S, Ylitalo P · Methods and Findings in Experimental and Clinical Pharmacologypmid:6471970strongconsumed7 sections
1980Heterocyclic amphetamine derivatives and caffeine on sleep in man.Nicholson AN, Stone BM · British Journal of Clinical Pharmacologypmid:6101960strongconsumed3 sections
1980Wakefulness and reduced rapid eye movement sleep: studies with prolintane and pemoline.Nicholson AN, Stone BM, Jones MM · British Journal of Clinical Pharmacologypmid:7437258strongconsumed4 sections
1979Effects of prolintane on 3,4-dihydroxyphenylacetic acid concentration in rat brain after spiperone treatment.Fuller RW, Snoddy HD · Pharmacology, Biochemistry and Behaviorpmid:572552moderateconsumed3 sections
1977[Combination of phenylpyrrolidinopentane (Katovit) and oxazepam (Adumbran). A double-blind comparison with opipramol (Insidon) in depressive syndromes].Gmür M, Angst J · International Pharmacopsychiatrypmid:330439strongconsumed2 sections
1974Metabolism of prolintane in rats and the effect of prolintane metabolites on general activities in mice.Yoshihara S, Yoshimura H · Xenobioticapmid:4154540moderateconsumed2 sections

4Docket

one filing per activity — decisions, correspondence, reports

  1. 0012026-05-13revisionRevision 1

    Initial LLM generation (v5 pipeline, wiki, prose phase)

    psx:substance/prolintane/version/1
  2. 0022026-06-04proposal30 value proposals approved together

    one review action inferred from a shared reviewer and instant — the graph records one activity per proposal

    30 items in this filing

    • contraindication · cardiovascular
    • contraindication · pregnancy_breastfeeding
    • contraindication · psychiatric
    • contraindication · other
    • contraindication · neurological
    • contraindication · cardiovascular
    • contraindication · cardiovascular
    • contraindication · metabolic
    • toxicity
    • dependence · full
    • withdrawal
    • tolerance
    • dosage · oral
    • duration · oral · onset
    • duration · oral · come_up
    • duration · oral · peak
    • duration · oral · offset
    • duration · oral · total
    • duration · oral · aftereffects
    • dose_tier · threshold
    • dose_tier · light
    • dose_tier · common
    • dose_tier · strong
    • dose_tier · heavy
    • timeline · oral · onset
    • timeline · oral · come_up
    • timeline · oral · peak
    • timeline · oral · resolution
    • timeline · oral · afterglow
    psx:substance/prolintane/proposal/contraindication/9610d9bf-b9e1-4717-96f8-8d76cdb2e119
  3. 0032026-06-04publicationPublication — backfill

5Issued documents

what the notice, info card and emergency page said, by hash

Issued documents
documentcontent hashissuedfrom versionsuperseded
info_cardbb6be0ffdc298fb51d7c26be…2026-10-19 20:33Revision 1current
emergency58d3299a8754d788e3d74c0e…2026-09-04 04:31Revision 1current
info_card053d92fde465d35d795b2c0d…2026-09-04 04:31Revision 1superseded2026-10-19
notice8d58146eb357f8b4a5ef018d…2026-09-04 04:31Revision 1current