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
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
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/23631463Curator's Comment: http://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=1308.11
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23631463
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.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL3037 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23631463 |
12.9 nM [Ki] | ||
Target ID: CHEMBL253 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23631463 |
9.8 nM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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Chemical analysis of synthetic cannabinoids as designer drugs in herbal products. | 2010 May 20 |
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Toxicological profiles of selected synthetic cannabinoids showing high binding affinities to the cannabinoid receptor subtype CB₁. | 2013 Jul |
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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 |
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Design, synthesis, and biological evaluation of aminoalkylindole derivatives as cannabinoid receptor ligands with potential for treatment of alcohol abuse. | 2013 Jun 13 |
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
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23631463
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%.
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DEA NO. |
7173
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WIKIPEDIA |
Designer-drugs-JWH-073
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DTXSID20175042
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JWH-073
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10471670
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7999
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ACTIVE MOIETY