From Surf Wiki (app.surf) — the open knowledge base

Cyclopropylmescaline

Field	Value
verifiedrevid	408409035
image	Cyclopropylmescaline.svg
image_class	skin-invert-image
width	250px
image2	Cyclopropylmescaline-3d-sticks.png
image_class2	bg-transparent
width2	250px
routes_of_administration	Oral
class	Serotonin [5-HT2 receptor](5-ht2-receptor) agonist; Serotonin [5-HT2A receptor](5-ht2a-receptor) agonist; Serotonergic psychedelic; Hallucinogen
ATC_prefix	None
onset	≤20 minutes
duration_of_action	12–18 hours
CAS_number_Ref
CAS_number	207740-23-6
PubChem	44350143
ChemSpiderID_Ref
ChemSpiderID	21106288
UNII_Ref
UNII	D9268U4GS8
ChEMBL_Ref
ChEMBL	421458
synonyms	CPM; 4-Cyclopropylmethoxy-3,5-methoxyphenethylamine
IUPAC_name	2-[4-(cyclopropylmethoxy)-3,5-dimethoxyphenyl]ethan-1-amine
C	14	H=21	N=1	O=3
SMILES	COc2cc(cc(OC)c2OCC1CC1)CCN
StdInChI_Ref
StdInChI	1S/C14H21NO3/c1-16-12-7-11(5-6-15)8-13(17-2)14(12)18-9-10-3-4-10/h7-8,10H,3-6,9,15H2,1-2H3
StdInChIKey_Ref
StdInChIKey	LNTBHKZMYJTHTH-UHFFFAOYSA-N

| Drugs.com =

| elimination_half-life =

Cyclopropylmescaline (CPM), also known as 4-cyclopropylmethoxy-3,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and scaline families related to mescaline. It is taken orally and has a very long duration of 12 to 18hours.

Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists the dose range of CPM as 60 to 80mg and its duration as 12 to 18hours. Its onset is within 20minutes and peak effects occurred at around 1.5hours. The drug is approximately 5times as potent as mescaline and is longer-lasting in comparison.

The effects of CPM have been reported to include remarkable closed-eye visuals and fantasy, mental imagery synchronized with music, not much in terms of open-eye visuals, heightened tactile awareness, not much insight, daydreaming about eroticism, feeling exposed and vulnerable, sounds including voices and even music feeling intrusive and irritating, and interference with sleep and feeling tired due to its very long duration.

Interactions

Pharmacology

Pharmacodynamics

CPM acts as a serotonin 5-HT2 receptor full agonist, including of the serotonin 5-HT2A, 5-HT2B, and 5-HT2C receptors.

Chemistry

Synthesis

The chemical synthesis of CPM has been described.

Analogues

Analogues of CPM include mescaline, escaline, proscaline, allylescaline, methallylescaline, and cycloproscaline, among others.

History

CPM was described in the scientific literature by Alexander Shulgin by 1994. Subsequently, it was further described by Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).

Society and culture

Legal status

Canada

CPM is not a controlled substance in Canada as of 2025.

References

{{CitePiHKAL [https://www.erowid.org/library/books_online/pihkal/pihkal037.shtml CPM Entry in ''PiHKAL'']
(1994). "Structure-activity relationships of the classic hallucinogens and their analogs". NIDA Res Monogr.
(2003). "Hallucinogens: A Forensic Drug Handbook". Elsevier Science.
(December 2023). "Identification of 5-HT2A receptor signaling pathways associated with psychedelic potential". Nat Commun.
(October 2025). "The polypharmacology of psychedelics reveals multiple targets for potential therapeutics". Neuron.
"Controlled Drugs and Substances Act".

Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

5-ht2a-agonists 5-ht2b-agonists 5-ht2c-agonists cyclopropyl-compounds pihkal psychedelic-phenethylamines scalines

Want to explore this topic further?

Ask Mako anything about Cyclopropylmescaline — get instant answers, deeper analysis, and related topics.

Research with Mako

Free with your Surf account

Content sourced from Wikipedia, available under CC BY-SA 4.0.

This content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.

Report