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Cyclazodone

Cyclazodone molecule structureCyclazodone molecule structure
N-Cyclopropylpemoline
Cyclopropylpemoline, CyclazadoneOpen in Piru
Psychoactive Class
Chemical Class

The patent describes 5-phenyl-2-cyclopropylamino-4-oxazolinone as a central nervous system stimulant1. Cyclazodone belongs to the oxazolinone and substituted aminorex classes, structurally related to pemoline and other aminorex derivatives. American Cyanamid Company developed it in the 1960s. Its N-cyclopropyl group distinguishes it from pemoline and contributes to its close relationship with other N-substituted pemoline derivatives. Human safety data remain limited, and possible hepatotoxicity and other toxic effects have been suggested but are not well characterized.

Dosage & Duration

Dosage

Doses are population estimates that vary widely between individuals.

Threshold5 mg
Light5-15 mg
Moderate15-25 mg
Strong25-60 mg
Heavy60+ mg

Duration

Onset20-45 minutes
Total5-7 hours

Subjective Effects

Subjective Effects not written up yet

Pharmacology

Pharmacodynamics

Cyclazodone is a central stimulant1 that promotes the release of dopamine and norepinephrine in the brain. Its mechanism may involve amphetamine-like agonism at trace amine-associated receptor 1 (TAAR1), although this mechanism is described as likely rather than established. TAAR1-related monoamine release is proposed to increase synaptic dopamine, serotonin, and norepinephrine, with cyclazodone showing low to moderate serotonin-releasing activity. Animal studies reported central stimulant and antidepressant efficacy at least comparable to dextroamphetamine.

Pharmacokinetics

Absorption & half-lifenot documented yetMetabolitesnone documented yet

Interactions

Dangerous

Highest risk

These combinations are considered extremely harmful and should always be avoided. Reactions to these drugs taken in combination are highly unpredictable and have a potential to cause death.

AlcoholDXMDissociativesMDMAMXENBOMe compoundsStimulantsTramadol
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Tolerance

Tolerance timelines are rules of thumb, not exact schedules, and vary widely between individuals and use patterns.

Full Tolerance
Tolerance to many effects develops with prolonged, repeated use, requiring progressively larger doses to produce the same effects.
Baseline Reset
Tolerance returns to baseline in approximately 1–2 weeks without further consumption.
Half Tolerance
After stopping use, tolerance is reduced by half in approximately 3–7 days.
Cross Tolerance

Dopaminergic stimulants (including all stimulants mentioned as a group)

Harm Potential

Addiction & Dependence

Psychological

Moderate

Heavy recreational stimulant use carries a serious addiction risk, but typical long-term therapeutic dosing is unlikely to produce addiction. The related compound pemoline appears to have lower dependence risk than more typical dopaminergic stimulants, although caution remains appropriate for monoamine releasing agents.

Toxicity

Lethal Dosage

The exact toxic dosage is unknown due to cyclazodone's very limited history of human usage.

Hepatic

Heavy or sustained use may cause liver damage. Because pemoline, a structurally related drug, was withdrawn after liver injury was identified in children, cyclazodone may also have hepatotoxic properties.

Cardiovascular

The structurally related compound 4-methylaminorex is associated with pulmonary hypertension, though it induces far stronger stimulation than cyclazodone; mouse studies suggest cyclazodone exhibited less cardiotoxic effects than D-amphetamine.

Central Nervous System

At high doses, monoamine releasers may indirectly harm neurons by increasing oxidative burden, including reactive oxygen species and dopamine autoxidation; typical human doses have not been shown to cause direct neurotoxicity from releasing agents.

Psychosis Risk

Moderate

Based on pharmacological similarity to other stimulants, misuse of this compound can likely result in a state of psychosis marked by paranoia, hallucinations, or delusions. Approximately 5-15% of stimulant users who develop psychosis fail to recover completely. Sustained high-dose use combined with sleep deprivation makes stimulant psychosis more likely. Psychosis very rarely arises from therapeutic use.

History & Culture

Cyclazodone was developed by the American Cyanamid Company in the 1960s. It had no documented history of recreational human use before appearing on the online research chemical market in 2017. Since then, its non-clinical use has received attention as a research chemical and study aid, despite the limited history of human use and lack of pharmacological data.

Legality

By Country

Controlled / restricted1
Germany flagGermanyRestricted
Not scheduled2
United States flagUnited StatesNot scheduled
Switzerland flagSwitzerlandNot scheduled

References

Source Pages

  1. Bluelight: Cyclazodone Discussion
  2. Bluelight: Cyclazodone Megathread
  3. Bluelight: Cyclazodone Safety Discussion
  4. Erowid: Cyclazodone Experience Report
  5. Erowid: Cyclazodone Experience Report
  6. Isomer Design (TiHKAL/PiHKAL)
  7. PsychonautWiki
  8. Wikipedia

Citations

  1. GB1005738A - 5-phenyl-2-cyclopropylamino-4-oxazolinone. Google Patents (1965). https://patents.google.com/patent/GB1005738A/en12
  2. BGBl. 2025 II Nr. 312 - Bekanntmachung der Neufassung der Anlage I zu dem Internationalen Übereinkommen gegen Doping im Sport (2026 Prohibited List). recht.bund.de (n.d.). https://www.recht.bund.de/bgbl/2/2025/312/regelungstext.pdf?__blob=publicationFile&v=31
  3. PubChem PUG View - Cyclazodone (CID 135438121). pubchem.ncbi.nlm.nih.gov (n.d.). https://pubchem.ncbi.nlm.nih.gov/rest/pug_view/data/compound/135438121/JSON1
  4. § 2 AntiDopG - Unerlaubter Umgang mit Dopingmitteln, unerlaubte Anwendung von Dopingmethoden. gesetze-im-internet.de (n.d.). https://www.gesetze-im-internet.de/antidopg/__2.html1
  5. § 3 AntiDopG - Selbstdoping. gesetze-im-internet.de (n.d.). https://www.gesetze-im-internet.de/antidopg/__3.html1
  6. Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien (BetmVV-EDI), Stand am 13. März 2026. fedlex.data.admin.ch (n.d.). https://fedlex.data.admin.ch/filestore/fedlex.data.admin.ch/eli/cc/2011/363/20260313/de/html/fedlex-data-admin-ch-eli-cc-2011-363-20260313-de-html-3.html1
  7. Swissmedic — Listen und Verzeichnisse: Betäubungsmittel und Vorläuferstoffe. swissmedic.ch (n.d.). https://www.swissmedic.ch/swissmedic/de/home/services/listen_neu.html1
  8. PubChem PUG REST — Cyclazodone identity record (CID 135438121). pubchem.ncbi.nlm.nih.gov (n.d.). https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/name/cyclazodone/property/IUPACName,Title,CanonicalSMILES,IsomericSMILES,MolecularFormula/JSON1
  9. PubChem PUG REST — Cyclazodone synonyms (CID 135438121). pubchem.ncbi.nlm.nih.gov (n.d.). https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/cid/135438121/synonyms/JSON1
  10. Title 21—Food and Drugs, Chapter II, Part 1308—Schedules of Controlled Substances. govinfo.gov (n.d.). https://www.govinfo.gov/content/pkg/CFR-2025-title21-vol9/xml/CFR-2025-title21-vol9-part1308.xml1

Further Reading

  1. ChemSpider: Cyclazodone Chemical Structure
  2. Guidicelli Patent: US3609159A
  3. Miller (2011): TAAR1 and Monoamine Transporters
  4. NDEWS: Cyclazodone Web Monitoring Alert
  5. PubChem: Cyclazodone
  6. Toxicity Case Report: N-Methyl-Cyclazodone

Article Status

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