UWA-001
Also called Methylenedioxymephenidine, alpha-Phenyl-mdma
Overview
UWA-001 (also known as α-phenyl-MDMA and methylenedioxymephenidine) is a phenethylamine derivative invented at the University of Western Australia as non-toxic alternative to 3,4-methylenedioxy-N-methylamphetamine (MDMA) and researched as a potential treatment for Parkinson's disease.[1] WP
It has a 5-HT2A receptor affinity of 1.2 μM (~10-fold increase compared to MDMA), 1.3 μM for the serotonin transporter (~4-fold decrease compared to MDMA), 13.4 μM for the norepinephrine transporter (~26-fold increase compared to MDMA) and virtually no affinity for the dopamine transporter (>50 μM).[1] WP
Unlike MDMA and para-methoxyamphetamine (but similarly to ketamine), UWA-001 increases prepulse inhibition and was therefore considered to be non-psychoactive, though it was not assayed at other binding sites. It is toxic to the SH-SY5Y cell line at high concentrations, however significantly less toxic than MDMA at all concentrations tested.[2]
UWA-001 is structurally related to the diarylethylamines lefetamine (a stimulant and opioid) and the dissociative anesthetic ephenidine, which acts as a NMDA receptor antagonist. WP
Drug class
Serotonin–norepinephrine reuptake inhibitor Serotonin 5-HT2 receptor modulator WP
From the Wikipedia article's infobox.
Chemistry
- Formula
- C16H17NO2 PC
- CAS number
- 1350821-28-1 PC
- Molar mass (g/mol)
- 255.31 PC
- IUPAC name (computed by PubChem)
- 2-
(1, PC3- benzodioxol- 5- yl) - N- methyl- 1- phenylethanamine - SMILES
- CNC(CC1=CC2=C(C=C1)
OCO2) PCC3=CC=CC=C3 - InChIKey
- DNOTUUOUOFJQJC-
UHFFFAOYSA- PCN - PubChem CID
- 17757315
- IUPAC name
- 2-
(1, WP3- benzodioxol- 5- yl) - N- methyl- 1- phenylethanamine
Harm reduction information
No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.
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Sources
- Journal / agency Johnston TH, Millar Z, Huot P, Wagg K, Thiele S, Salomonczyk D, Yong-Kee CJ, Gandy MN, McIldowie M, Lewis KD, Gomez-Ramirez J, Lee J, Fox SH, Martin-Iverson M, Nash JE, Piggott MJ, Brotchie JM. A novel MDMA analogue, UWA-101, that lacks psychoactivity and cytotoxicity, enhances L-DOPA benefit in parkinsonian primates. FASEB Journal. May 2012. doi:10.1096/fj.11-195016 · PMID 22345403
- Journal / agency Abel KM, Allin MP, Hemsley DR, Geyer MA. Low dose ketamine increases prepulse inhibition in healthy men. Neuropharmacology. May 2003. doi:10.1016/S0028-3908(03)00073-X · PMID 12681371
- Journal / agency Gandy MN, McIldowie M, Lewis K, Wasik AM, Salomonczyk D, Wagg K, Millar ZA, Tindiglia D, Huot P, Johnston T, Thiele S. Redesigning the designer drug ecstasy: non-psychoactive MDMA analogues exhibiting Burkitt's lymphoma cytotoxicity. MedChemComm. 2010. doi:10.1039/C0MD00108B
Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.