JWH-249

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NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H22BrNO
Molecular Weight	384.309
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of JWH-249

Structure Search

SMILES

CCCCCN1C=C(C(=O)CC2=CC=CC=C2Br)C3=C1C=CC=C3

InChI

InChIKey=CGQRVOHECAULLB-UHFFFAOYSA-N

InChI=1S/C21H22BrNO/c1-2-3-8-13-23-15-18(17-10-5-7-12-20(17)23)21(24)14-16-9-4-6-11-19(16)22/h4-7,9-12,15H,2-3,8,13-14H2,1H3

HIDE SMILES / InChI

Molecular Formula	C21H22BrNO
Molecular Weight	384.309
Charge	0
Count

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

Approval Year

Targets

Targets

Primary Target	Pharmacology	Condition	Potency
Cannabinoid CB2 receptor 71 Target ID: CHEMBL253 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16005223	Agonist 2752		20.0 nM [Ki]
Cannabinoid CB1 receptor 85 Target ID: CHEMBL3571 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16005223	Agonist 2752		8.0 nM [IC50]

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:44:51 GMT 2025` Edited by `admin` on `Mon Mar 31 23:44:51 GMT 2025`
Record UNII	H988KQV4U9
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-(2-BROMOPHENYL)-1-(1-PENTYL-1H-INDOL-3-YL)ETHANONE

Preferred Name

English

JWH-249

Code

English

ETHANONE, 2-(2-BROMOPHENYL)-1-(1-PENTYL-1H-INDOL-3-YL)-

Systematic Name

English

Classification Tree Code System Code

WIKIPEDIA

Designer-drugs-JWH-249

Created by admin on Mon Mar 31 23:44:52 GMT 2025 , Edited by admin on Mon Mar 31 23:44:52 GMT 2025

Code System Code Type Description

CAS

864445-60-3

Created by admin on Mon Mar 31 23:44:52 GMT 2025 , Edited by admin on Mon Mar 31 23:44:52 GMT 2025

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PUBCHEM

44397335

Created by admin on Mon Mar 31 23:44:52 GMT 2025 , Edited by admin on Mon Mar 31 23:44:52 GMT 2025

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WIKIPEDIA

JWH-249

Created by admin on Mon Mar 31 23:44:52 GMT 2025 , Edited by admin on Mon Mar 31 23:44:52 GMT 2025

PRIMARY

JWH-249 (1-pentyl-3-(2-bromophenylacetyl)indole) is a synthetic cannabinoid from the phenylacetylindole family, which acts as a cannabinoid agonist with about 2.4x selectivity for CB1 with a Ki of 8.4nM +/- 1.8 and 20nM +/- 2 at CB2. Similar to the related 2'-methoxy compound JWH-250, the 2'-chloro compound JWH-203, and the 2'-methyl compound JWH-251, JWH-249 has a phenylacetyl group in place of the naphthoyl ring used in most aminoalkylindole cannabinoid compounds.

EPA CompTox

DTXSID30658735

Created by admin on Mon Mar 31 23:44:52 GMT 2025 , Edited by admin on Mon Mar 31 23:44:52 GMT 2025

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FDA UNII

H988KQV4U9

Created by admin on Mon Mar 31 23:44:52 GMT 2025 , Edited by admin on Mon Mar 31 23:44:52 GMT 2025

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Related Record Type Details


					H988KQV4U9

JWH-249

ACTIVE MOIETY