AM-2201 Crystal

Description

AM-2201 crystal (1-(5-fluoropentyl)-3-(1-naphthoyl)indole) is a recreational designer drug that acts as a potent but nonselective full agonist for the cannabinoid receptor. AM-2201 crystal is part of the AM series of cannabinoids discovered by Alexandros Makriyannis at Northeastern University.

AM-2201 is a full agonist for cannabinoid receptors. Affinities are: with a Ki of 1.0 nM at CB1 and 2.6 nM at CB2. The 4-methyl functional analog MAM-2201 probably has similar affinities. AM-2201 has an EC50 of 38 nM for human CB1 receptors, and 58 nM for human CB2 receptors. AM-2201 produces bradycardia and hypothermia in rats at doses of 0.3–3 mg/kg, comparable to the potency of JWH-018 in rats, suggesting potent cannabinoid-like activity.

Product Description of AM-2201 crystal

AM2201 (Item No. 10707) is an analytical reference material characterized as a synthetic cannabinoid.

AM-2201 crystal is regulated as a Schedule I compound in the United States.

Abstract
Novel synthetic cannabinoids are appearing in recreational drug markets worldwide. Pharmacological characterization of these new drugs is needed to inform clinicians, toxicologists, and policy makers who monitor public health. [1-(5-Fluoropentyl)-1H-indol-3-yl](1-naphthyl)methanone (AM-2201) is an abused synthetic cannabinoid that was initially created as a research tool for investigating the endocannabinoid system.

Here we measured the pharmacodynamic effects of AM-2201 in rats, and simultaneously determined plasma pharmacokinetics for the parent drug and its metabolites. Male Sprague-Dawley rats were fitted with surgically implanted temperature transponders and indwelling jugular catheters under pentobarbital anesthesia. One week later, rats received subcutaneous injection of AM-2201 (0.1, 0.3, and 1.0 mg/kg) or its vehicle, and serial blood specimens were withdrawn via catheters. Core temperatures and catalepsy were measured just prior to each blood withdrawal, and plasma was assayed for drug and metabolites using liquid chromatography-tandem mass spectrometry.

Two new types of synthetic cannabinoids, an AM-2201 benzimidazole analog (FUBIMINA, 1) and (4-methylpiperazin-1-yl)(1-pentyl-1H-indol-3-yl)methanone (MEPIRAPIM, 2), and three newly emerged phenethylamine derivatives, 25B-NBOMe (3), 2C-N-NBOMe (4), and a 25H-NBOMe 3,4,5-trimethoxybenzyl analog (5), were detected in illegal products distributed in Japan.

The identification was based on liquid chromatography mass spectrometry (LC–MS) and gas chromatography mass spectrometry (GC–MS), high-resolution MS, and nuclear magnetic resonance analyses. Different from the representative synthetic cannabinoids, such as JWH-018, which have a naphthoylindole moiety, compounds 1 and 2 were completely new.

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Technical Information of AM-2201 crystal

Formal Name: [1-(5-fluoropentyl)-1H-indol-3-yl]-1-naphthalenyl-methanone
CAS Number: 335161-24-5
Molecular Formula: C24H22FNO
Formula Weight: 359.4
Purity: ?98%
Formulation: A neat solid
?max: 218, 247, 315 nm

SMILES: O=C(C1=CC=CC2=C1C=CC=C2)C3=CN(CCCCCF)C4=CC=CC=C43
InChi Code: InChI=1S/C24H22FNO/c25-15-6-1-7-16-26-17-22(20-12-4-5-14-23(20)26)24(27)21-13-8-10-18-9-2-3-11-19(18)21/h2-5,8-14,17H,1,6-7,15-16H2

See also
AM-694
AM-1235
AM-2232
AM-2233
JWH-018
SDB-005
THJ-018
THJ-2201
MEPIRAPIM
NM-2201

AM-2201 crystal

Shipping & Storage Information
Storage: -20°C
Stability: ? 3 years