Isoproscaline

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Isoproscaline
Isoproscaline2DACS.svg
Names
IUPAC name
2-(4-Isopropoxy-3,5-dimethoxy-phenyl)-ethylamine
Other names
2-(4-Isopropoxy-3,5-dimethoxyphenyl)ethanamine
Identifiers
64778-72-9 YesY
ChEMBL ChEMBL126203 YesY
ChemSpider 10439597 YesY
Jmol 3D model Interactive image
  • InChI=1S/C13H21NO3/c1-9(2)17-13-11(15-3)7-10(5-6-14)8-12(13)16-4/h7-9H,5-6,14H2,1-4H3 YesY
    Key: UBNHYNYMUORHAM-UHFFFAOYSA-N YesY
  • InChI=1/C13H21NO3/c1-9(2)17-13-11(15-3)7-10(5-6-14)8-12(13)16-4/h7-9H,5-6,14H2,1-4H3
    Key: UBNHYNYMUORHAM-UHFFFAOYAL
  • CC(C)Oc1c(cc(cc1OC)CCN)OC
Properties
C13H21NO3
Molar mass 239.31 g/mol
Melting point 163 to 164 °C (325 to 327 °F; 436 to 437 K) (hydrochloride)
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Isoproscaline or 4-(i)-propoxy-3,5-dimethoxyphenethylamine is an analogue of mescaline. It is closely related to proscaline and was first synthesized by David E. Nichols. It produces hallucinogenic, psychedelic, and entheogenic effects.

Chemistry

Isoproscaline is in a class of compounds commonly known as phenethylamines, and the full chemical name is 2-(4-isopropoxy-3,5-dimethoxyphenyl)ethanamine.

Effects

Little is known about the psychopharmacological effects of isoproscaline. Alexander Shulgin lists a psychedelic dosage as being 40–80 mg, with effects lasting 12–18 hours.

Pharmacology

The mechanism that produces the hallucinogenic and entheogenic effects of isoproscaline is most likely to result from action as a 5-HT2A serotonin receptor agonist in the brain, a mechanism of action shared by all of the hallucinogenic tryptamines and phenethylamines.

Dangers

The toxicity of isoproscaline is not known.

Legality

Isoproscaline is unscheduled and unregulated in the United States, however because of its close similarity in structure and effects to mescaline, possession and sale of isoproscaline may be subject to prosecution under the Federal Analog Act.

In the UK its highly likely that this compound would be covered by the "phenylethylamine amendment" to the misuse of drugs act likely rendering it (probably) a Class A controlled drug.

See also

External links