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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
Curator's Comment: http://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=1308.11

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.

Approval Year

Targets

Targets

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

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Chemical analysis of synthetic cannabinoids as designer drugs in herbal products.
2010 May 20
Toxicological profiles of selected synthetic cannabinoids showing high binding affinities to the cannabinoid receptor subtype CB₁.
2013 Jul
Human metabolites of synthetic cannabinoids JWH-018 and JWH-073 bind with high affinity and act as potent agonists at cannabinoid type-2 receptors.
2013 Jun 1
Design, synthesis, and biological evaluation of aminoalkylindole derivatives as cannabinoid receptor ligands with potential for treatment of alcohol abuse.
2013 Jun 13
Patents

Patents

Sample Use Guides

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
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%.
Name Type Language
JWH-073
Common Name English
1-BUTYL-3-(1-NAPHTHOYL) INDOLE
Systematic Name English
J2.856.750B
Code English
(1-BUTYL-1H-INDOLE-3-YL)(NAPHTHALENE-1-YL)METHANONE
Systematic Name English
DEA NO.7173
Code English
METHANONE, (1-BUTYL-1H-INDOL-3-YL)-1-NAPHTHALENYL-
Systematic Name English
NAPHTHALEN-1-YL-(1-BUTYLINDOL-3-YL)METHANONE
Systematic Name English
Classification Tree Code System Code
DEA NO. 7173
Created by admin on Sat Dec 16 11:20:08 GMT 2023 , Edited by admin on Sat Dec 16 11:20:08 GMT 2023
WIKIPEDIA Designer-drugs-JWH-073
Created by admin on Sat Dec 16 11:20:08 GMT 2023 , Edited by admin on Sat Dec 16 11:20:08 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID20175042
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WIKIPEDIA
JWH-073
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PUBCHEM
10471670
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CAS
208987-48-8
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FDA UNII
BBX3BP2772
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HSDB
7999
Created by admin on Sat Dec 16 11:20:08 GMT 2023 , Edited by admin on Sat Dec 16 11:20:08 GMT 2023
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