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Details

Stereochemistry ACHIRAL
Molecular Formula C23H21NO
Molecular Weight 327.4189
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of JWH-073

SMILES

CCCCN1C=C(C(=O)C2=CC=CC3=C2C=CC=C3)C4=C1C=CC=C4

InChI

InChIKey=VCHHHSMPMLNVGS-UHFFFAOYSA-N
InChI=1S/C23H21NO/c1-2-3-15-24-16-21(19-12-6-7-14-22(19)24)23(25)20-13-8-10-17-9-4-5-11-18(17)20/h4-14,16H,2-3,15H2,1H3

HIDE SMILES / InChI

Description

JWH-073, a synthetic cannabinoid, is an analgesic chemical from the naphthoylindole family that acts as a neutral antagonist of CB1 cannabioid receptor and binder of CB2 cannabinoid receptor. JWH-073 is being used as a recreational drug in Spice products, and is a controlled substance in USA.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
12.9 nM [Ki]
9.8 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
JWH-073 is mainly offered on the Internet either in the form of ‘herbal mixtures’, where the chemical has been sprayed on plant material (e.g. damiana), or as a powder. Based on user reports and on the dosage forms offered, the primary route of administration is inhalation either by smoking the ‘herbal mixture’ as a joint or utilizing a vaporizer, bong or pipe.
Route of Administration: Respiratory
In Vitro Use Guide
Binding with cannabioid receptors was studied by competitive ligand binding experiments. 50 ug of mouse brain homogenates were incubated for 90 min to attain equilibrium binding at room temperature with 0.2 nM [3H]CP-55,940, 5 mM MgCl2, and either increasing cannabinoid concentrations (0.1 nM to 10 μM), 10 μM WIN-55,212-2 (for non-specific binding) or vehicle (for total binding), in triplicate, in a volume of 1 mL of buffer containing 50 mM Tris, 0.05% bovine serum albumin (BSA) and 0.1% ethanol vehicle. Reactions were terminated by rapid vacuum filtration through Whatman GF/B glass fiber filters, followed by five washes with ice-cold buffer (50 mM Tris, 0.05% BSA). Filters were immediately placed into 7 mL scintillation vials to which 4 mL of ScintiVerse™ BD Cocktail scintillation fluid (Fisher Scientific, Fair Lawn, NJ) was added. Bound radioactivity was determined after overnight incubation at room temperature and shaking, by liquid scintillation spectrophotometry with an efficiency of 44%.