EAM-2201

Details

Stereochemistry	ACHIRAL
Molecular Formula	C26H26FNO
Molecular Weight	387.4891
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC1=CC=C(C(=O)C2=CN(CCCCCF)C3=CC=CC=C23)C4=C1C=CC=C4

InChI

InChIKey=NSCXPXDWLZORPX-UHFFFAOYSA-N

InChI=1S/C26H26FNO/c1-2-19-14-15-23(21-11-5-4-10-20(19)21)26(29)24-18-28(17-9-3-8-16-27)25-13-7-6-12-22(24)25/h4-7,10-15,18H,2-3,8-9,16-17H2,1H3

HIDE SMILES / InChI

Molecular Formula	C26H26FNO
Molecular Weight	387.4891
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27429655

EAM-2201 acts as a full agonist with of cannabinoid receptors, CB1 and CB2. This compound was first identified in Japan in 2012 as an ingredient in synthetic cannabis smoking blends and belongs to narcotic substances, that is why was banned in some countries.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cannabinoid receptor 1 30 Target ID: P21554\|\|\|Q5UB37 Gene ID: 1268.0 Gene Symbol: CNR1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/27429655	Agonist 2678		0.38 nM [Ki]
Cannabinoid receptor 2 27 Target ID: P34972 Gene ID: 1269.0 Gene Symbol: CNR2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/27429655	Agonist 2678		0.371 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
URB-754: a new class of designer drug and 12 synthetic cannabinoids detected in illegal products.	2013 Apr 10	23063179

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

EAM-2201 is extensively metabolized by CYPs and its metabolites can be used as an indicator of EAM-2201 abuse. In vitro metabolism of EAM-2201 has been investigated with human liver microsomes and major cDNA-expressed cytochrome P450 (CYP) isozymes using liquid chromatography-high resolution mass spectrometry (LC-HRMS). Incubation of EAM-2201 with human liver microsomes in the presence of NADPH resulted in the formation of 37 metabolites. Multiple CYPs, including CYP1A2, 2B6, 2C8, 2C9, 2C19, 2D6, 2J2, 3A4, and 3A5, were involved in the metabolism of EAM-2201.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 20:14:45 GMT 2023` Edited by `admin` on `Fri Dec 15 20:14:45 GMT 2023`
Record UNII	OO52S1U9ET
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EAM-2201

Common Name

English

JWH-210 N-(5-FLUOROPENTYL)

Common Name

English

(4-ETHYLNAPHTHYL)-AM-2201

Common Name

English

JWH-210 N-(5-FLUOROPENTYL) ANALOG

Common Name

English

METHANONE, (4-ETHYL-1-NAPHTHALENYL)(1-(5-FLUOROPENTYL)-1H-INDOL-3-YL)-

Systematic Name

English

5''-FLUORO-JWH-210

Common Name

English

4'-ETHYL-AM-2201

Common Name

English

Classification Tree Code System Code

WIKIPEDIA

Designer-drugs-EAM-2201