Proscaline

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Proscaline

IUPAC name 2-(3,5-dimethoxy-4-propoxyphenyl)ethanamine
Identifiers
CAS number	39201-78-0
ChemSpider	10439596^Y
ChEMBL	CHEMBL340765^Y
Jmol-3D images	Image 1
SMILES COc1cc(cc(OC)c1OCCC)CCN
InChI InChI=1S/C13H21NO3/c1-4-7-17-13-11(15-2)8-10(5-6-14)9-12(13)16-3/h8-9H,4-7,14H2,1-3H3^Y Key: HYWLMSUAZVDUFW-UHFFFAOYSA-N^Y InChI=1/C13H21NO3/c1-4-7-17-13-11(15-2)8-10(5-6-14)9-12(13)16-3/h8-9H,4-7,14H2,1-3H3 Key: HYWLMSUAZVDUFW-UHFFFAOYAZ
Properties
Molecular formula	C₁₃H₂₁NO₃
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Proscaline, or 4-propoxy-3,5-DMPEA is a psychedelic and hallucinogenic drug, used by some as an entheogen. It has structural and pharmacodynamic properties similar to the drugs mescaline, isoproscaline, and escaline.

Chemistry

Proscaline is in a class of compounds commonly known as phenethylamines, and is the 4-propyl oxy homologue of mescaline. The full name of the chemical is 4-propyloxy-3,5-dimethoxy phenethylamine.

Effects

Proscaline produces psychedelic effects that can last 12 hours.

Pharmacology

The mechanism that produces proscaline’s hallucinogenic and entheogenic effects is unknown, though is most likely attributable to 5HT2A and 5HT2C receptor agonism, among others.

Popularity

Proscaline is virtually unknown on the black market. Limited accounts of proscaline can be found in journal articles, and in the book PiHKAL (Phenethylamines i Have Known And Loved).

Legality

Proscaline is unscheduled and unregulated in the United States.

References

External links

Hallucinogens

Psychedelics
5-HT_2AR agonists

Lysergamides	AL-LAD ALD-52 BU-LAD CYP-LAD IP-LAD Diallyllysergamide Dimethyllysergamide Ergometrine ETH-LAD LAE-32 LPD-824 LSA LSD LSD-Pip LSH LSM-775 Lysergic acid 2-butyl amide LSZ Lysergic acid 3-pentyl amide Methylergometrine Methylisopropyllysergamide Methysergide N1-Methyl-lysergic acid diethylamide PARGY-LAD PRO-LAD

Phenethylamines	Aleph 2-Methyl-MDA 2C-B 2C-B-Dragonfly 2C-B-FLY βk-2C-B 2C-C 2C-C-FLY 25C-NBOMe 25CN-NBOH 25CN-NBOMe 25D-NBOMe 2C-D 2C-D-FLY 2C-E 2C-E-FLY 2C-E-NBOMe 2C-EF 2C-F 2C-F-NBOMe 2C-G 2C-G-NBOMe 2C-H-NBOMe 2C-I 2C-I-FLY 2C-N 25N-NBOMe 2C-O 2C-O-4 2C-P 2C-T 2C-T-2 2C-T-4 2C-T-4-NBOMe 2C-T-7 2C-T-7-FLY 2C-T-7-NBOH 2C-T-8 2C-T-13 2C-T-15 2C-T-17 2C-T-19 2C-T-21 2C-TFM 25TFM-NBOMe 2C-YN 2CBCB-NBOMe 2CBFly-NBOMe 2CD-5EtO 25B-NBOMe 25C-NBOH 25I-NBMD 25I-NBOH 25I-NBOMe 2C-P-NBOMe 3C-AL 3C-E 3C-P 5-APB 5-APDB 5-APDI 5-Methyl-MDA 6-APB 6-APDB 6-Methyl-MDA Br-DFLY DESOXY DMMDA DMMDA-2 DOB DOB-FLY DOC DOEF DOET DOF DOI DOM DOM-FLY DON DOPR DOTFM Escaline Ganesha HOT-2 HOT-7 HOT-17 Isoproscaline Jimscaline Juncosamine Lophophine Macromerine MDA MDEA MDMA Mescaline Methallylescaline MMA MMDA MMDA-2 MMDA-3a MMDMA NBOMe-mescaline Proscaline TCB-2 TFMFly TMA

Piperazines	pFPP TMFPP mCPP

Tryptamines	1-Methyl-5-methoxy-diisopropyltryptamine 2,N,N-TMT 4,5-DHP-AMT 4,5-DHP-DMT 4-Acetoxy-DALT 4-Acetoxy-DET 4-Acetoxy-DiPT 4-Acetoxy-DMT 4-Acetoxy-DPT 4-Acetoxy-MiPT 4-HO-5-MeO-DMT 4-HO-DBT 4-HO-DPT 4-HO-MET 4-HO-MPMI 4-HO-MPT 4,N,N-TMT 4-Propionyloxy-DMT 5,6-diBr-DMT 5-AcO-DMT 5-Bromo-DMT 5-Me-MIPT 5-MeO-2,N,N-TMT 5-MeO-4,N,N-TMT 5-MeO-α,N,N-TMT 5-MeO-α-ET 5-MeO-α-MT 5-MeO-DALT 5-MeO-DET 5-MeO-DiPT 5-MeO-DMT 5-MeO-DPT 5-MeO-EiPT 5-MeO-MET 5-MeO-MiPT 5-MeO-MPMI 5-N,N-TMT 7,N,N-TMT α-ET α-MT α,N,N-TMT Aeruginascin Baeocystin Bufotenin DALT DBT DCPT DET DIPT DMT DPT EiPT Ethocin Ethocybin Iprocin MET Miprocin MiPT Norbaeocystin PiPT Psilocin Psilocybin

Others	AL-38022A Elemicin Ibogaine Myristicin Noribogaine Voacangine

Dissociatives
NMDAR antagonists

Adamantanes	Amantadine Memantine Rimantadine

Arylcyclohexylamines	3-MeO-PCP 4-MeO-PCP Dieticyclidine Diphenidine Esketamine Ethketamine Eticyclidine Gacyclidine Ketamine Methoxetamine Methoxyketamine Neramexane PCPr Phencyclidine Rolicyclidine Tenocyclidine Tiletamine

Morphinans	Dextrallorphan Dextromethorphan Dextrorphan Racemethorphan Racemorphan

Others	2-MDP 8A-PDHQ Aptiganel Dexoxadrol Dizocilpine Etoxadrol Ibogaine Midafotel NEFA Nitrous oxide Noribogaine Perzinfotel Remacemide Selfotel Xenon

Deliriants
mAChR antagonists

Miscellaneous

Cannabinoids
CB₁R agonists

Phytocannabinoids	Cannabinol THC (Dronabinol) THCV (Cannabidiol has different mechanism of action)

Synthetic	CP 47,497 CP 55,244 CP 55,940 DMHP HU-210 JWH-018 JWH-030 JWH-073 JWH-081 JWH-200 JWH-250 Levonantradol Nabilone Nabitan Parahexyl WIN 55,212-2

D₂R agonists

Aporphine
Bromocriptine
Cabergoline
Lisuride
Memantine
Nuciferine
Pergolide
Piribedil
Pramipexole
Ropinirole
Rotigotine
Also indirect D₂ agonists, such as dopamine reuptake inhibitors (cocaine, methylphenidate), releasing agents (amphetamine, methamphetamine), and precursors (levodopa).

GABA_AR agonists

Inhalants
Mixed MOA

Aliphatic hydrocarbons
- Butane
- Gasoline
- Kerosene
- Propane
Aromatic hydrocarbons
- Toluene
Ethers
- Diethyl ether
- Enflurane
Haloalkanes
- Chlorofluorocarbons
- Chloroform

κOR agonists

MAO inhibitors

σR agonists

Others

Drugs from PiHKAL

AEM
AL
Aleph
Aleph-2
Aleph-4
Aleph-6
Aleph-7
Ariadne
Asymbescaline
Buscaline
Beatrice
Bis-TOM
BOB
BOD
BOH
BOHD
BOM
4-Bromo-3,5-dimethoxyamphetamine
2-Bromo-4,5-methylenedioxyamphetamine
2C-B
3C-BZ
2C-C
2C-D
2C-E
3C-E
2C-F
2C-G
2C-G-3
2C-G-4
2C-G-5
2C-G-N
2C-H
2C-I
2C-N
2C-O
2C-O-4
2C-P
CPM
2C-SE
2C-T
2C-T-2
2C-T-4
psi-2C-T-4
2C-T-7
2C-T-8
2C-T-9
2C-T-13
2C-T-15
2C-T-17
2C-T-19
2C-T-21
4-D
beta-D
DESOXY
2,4-DMA
2,5-DMA
3,4-DMA
DMCPA
DME
DMMDA
DMMDA-2
DMPEA
DOAM
DOB
DOBU
DOC
DOEF
DOET
DOI
DOM
psi-DOM
DON
DOPR
Escaline
EEE
EEM
EME
EMM
Ethyl-J (EBDB)
Ethyl-K
F-2
F-22
Flea
G-3
G-4
G-5
G-N
Ganesha
HOT-2
HOT-7
HOT-17
IDNNA
Isomescaline
Isoproscaline
Iris
J (BDB)
Lophophine
PMA
Mescaline
Madam-6
Methallylescaline
MDA
MDAL
MDBU
MDBZ
MDCPM
MDDM
MDE
MDHOET
MDIP
MDMA
MDMC (EDMA)
MDMEO
MDMEOET
MDMP
MDOH
MDPEA
MDPH
MDPL
MDPR
Metaescaline
MEDA
MEE
MEM
MEPEA
Meta-DOB
Meta-DOT
Methyl-DMA
Methyl-DOB
Methyl-J (MBDB)
Methyl-K
Methyl-MA (PMMA)
Methyl-MMDA-2
MMDA
MMDA-2
MMDA-3a
MMDA-3b
MME
Metaproscaline
MPM
Ortho-DOT
Proscaline
Phenescaline
Phenethylamine
Propynyl
Symbescaline
2,3,4,5-Tetramethoxyamphetamine
3-TASB
4-TASB
5-TASB
Thiobuscaline
3-TE
4-TE
3-TIM
4-TIM
5-TIM
3-TM
4-TM
TMA
TMA-2
TMA-3
TMA-4
TMA-5
TMA-6
3-TME
4-TME
5-TME
2T-MMDA-3a
4T-MMDA-2
2-TOET
5-TOET
2-TOM
5-TOM
TOMSO
Thioproscaline
Trisescaline
3-TSB
4-TSB
3-T-Trisescaline
4-T-Trisescaline

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