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JWH-145

Synthetic naphthoylpyrrole, ligand of the CB1 and CB2 receptors, classed as a narcotic in France.

Harm-reduction warning

No characterised human dose: animal / in vitro data only. Effect profile, safety margin and acute toxicity are not documented in human clinical practice. Extremely potent compound: severe effects, seizures and deaths reported in the literature.

C₂₆H₂₅NO

CAS 914458-19-8

Family
Synthetic cannabinoid (SCRA)
Molar mass
367.50 g/mol

Updated on

In plain terms

JWH-145 is a synthetic molecule, made for research on cannabinoid receptors and absent from hemp. It binds the CB1 and CB2 receptors of the endocannabinoid system with nanomolar affinity, and France classes it as a narcotic. No human data is published in the sources consulted.

Receptors and activity

  1. CB1ModulatorKi 14,0 nM (Huffman et coll., 2006)82 out of 100
  2. CB2ModulatorKi 6,4 nM (Huffman et coll., 2006)87 out of 100
Bar length shows the relative strength of the interaction, as an indication; its colour, the mode of action: pink for an agonist, ink for an antagonist, grey for a modulator.

Pharmacology

JWH-145 is a synthetic naphthoylpyrrole, chemically named naphthalen-1-yl-(1-pentyl-5-phenylpyrrol-3-yl)methanone. Huffman et al. (2006) report affinities of 14.0 nM at CB1 and 6.4 nM at CB2, values recorded in ChEMBL. It is named as a narcotic in France. No human, pharmacokinetic or toxicological data is published in the sources consulted, and its own functional efficacy remains undocumented.

History

Source
Entirely synthetic molecule: no plant, including hemp, is reported as a natural source of this compound. It is produced in the laboratory, as part of pharmacological work on cannabinoid receptors. The review by Wiley et al. (2014) indicates that indole- and pyrrole-derived synthetic cannabinoids are among the most common psychoactive compounds in products sold as spice. No consulted source documents the presence of JWH-145 in these products.

Origin

Pharmaceutical research → illicit market

No biosynthetic route: JWH-145 is produced by no living organism. It belongs solely to synthetic chemistry.

References

Identifiers

Names

IUPAC name
naphthalen-1-yl-(1-pentyl-5-phenylpyrrol-3-yl)methanone
Other names
JWH 145 · naphthalen-1-yl(1-pentyl-5-phenyl-1H-pyrrol-3-yl)methanone · 1-naphthalenyl(1-pentyl-5-phenyl-1H-pyrrol-3-yl)-methanone

Identifiers

Formula
C₂₆H₂₅NO
CAS
914458-19-8
InChIKey
JLXYYSHMURZHKI-UHFFFAOYSA-N
SMILES
O=C(C1=CN(CCCCC)C(C2=CC=CC=C2)=C1)C3=C(C=CC=C4)C4=CC=C3

Machine-readable entry (JSON)

LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.