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What Is AM-2201?
AM-2201 is a synthetic cannabinoid, meaning it is a man-made compound that interacts with the endocannabinoid system by mimicking the effects of THC (tetrahydrocannabinol), the main psychoactive component in cannabis.
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Full chemical name (IUPAC): 1-(5-Fluoropentyl)-1H-indol-3-ylmethanone
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Other names: AM-2201, 5F-AM-2201 (due to the fluorinated chain)
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Chemical formula: C24H22FNO
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Molecular weight: ~375.44 g/mol
It was originally synthesized by a team led by Dr. Alexandros Makriyannis, hence the “AM” in its name, as part of research into cannabinoid receptor binding.
Buy AM-2201 crystal AM-2201 (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. It 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 0.33 mg/kg, comparable to the potency of JWH-018 in rats, suggesting potent cannabinoid-like activity.
Product Description
AM2201 (Item No. 10707) is an analytical reference material characterized as a synthetic cannabinoid.
AM2201 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 chromatographymass spectrometry (LCMS) and gas chromatographymass spectrometry (GCMS), 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.
Chemical Structure and Properties
AM-2201 is structurally similar to other synthetic cannabinoids like JWH-018, but with a fluorine atom on the alkyl side chain. This modification increases the compound’s lipophilicity (fat solubility) and potentially its binding affinity to cannabinoid receptors.
Key Characteristics:
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High potency agonist at CB1 and CB2 receptors
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Lipophilic, allowing it to cross the blood-brain barrier efficiently
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Appears as a white to off-white powder in its pure form
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Often sprayed onto herbal plant material for recreational sale
Because of its structural similarity to other known synthetic cannabinoids, it is easy to confuse with other compounds unless verified through laboratory analysis.
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
ion
Storage: -20°C
Stability: ? 3 years
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