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Parent Compound(s)
10904JWH 073 13170JWH 073 (exempt preparation)
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JWH 073 N-(4-hydroxybutyl) metabolite

Item No. 9000865

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[1-(4-hydroxybutyl)-1H-indol-3-yl]-1-naphthalenyl-methanone
CAS Number
335161-14-3
Molecular Formula
C23H21NO2
Formula Weight
343.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:9): 0.1 mg/mlDMSO: 30 mg/mlEthanol: 0.5 mg/ml
λmax
219, 315 nm
SMILES
O=C(C1=CN(CCCCO)C2=C1C=CC=C2)C3=C4C(C=CC=C4)=CC=C3
InChi Code
InChI=1S/C23H21NO2/c25-15-6-5-14-24-16-21(19-11-3-4-13-22(19)24)23(26)20-12-7-9-17-8-1-2-10-18(17)20/h1-4,7-13,16,25H,5-6,14-15H2
InChi Key
FIBVDFAPDNJBNI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    JWH 073 is a mildly selective agonist of the central cannabinoid (CB1) receptor derived from the aminoalkylindole WIN 55,212-2. The Ki values for binding CB1 and the peripheral cannabinoid (CB2) receptor are 8.9 and 38 nM, respectively for a CB1:CB2 ratio of 0.23.1 JWH 073 is one of several synthetic CBs which have been included in smoking mixtures. JWH 073 N-(4-hydroxybutyl) metabolite is expected to be a major urinary metabolite of JWH 073, characterized by monohydroxylation of the N-alkyl chain, based on the metabolism of the closely-related JWH 015 and JWH 018.2,3 In urine samples, this metabolite of JWH 018 is almost completely glucuronidated.3 This product is intended for research and forensic applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Aung, M.M., Griffin, G., Huffman, J.W., et al. Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB1 and CB2 receptor binding. Drug Alcohol Depend. 60(2), 133-140 (2000).

    2. Zhang, Q., Ma, P., Cole, R.B., et al. Identification of in vitro metabolites of JWH-015, an aminoalkylindole agonist for the peripheral cannabinoid receptor (CB2) by HPLC-MS/MS. Anal. Bioanal. Chem. 386(5), 1345-1355 (2006).

    3. Sobolevsky, T., Prasolov, I., and Rodchenkov, G. Detection of JWH-018 metabolites in smoking mixture post-administration urine. Forensic Sci. Int. 200(1-3), 141-147 (2010).

    Product Citations

    Cho, B., Cho, H.S., Kim, J., et al. Simultaneous determination of synthetic cannabinoids and their metabolites in human hair using LC-MS/MS and application to human hair. Forensic Sci. Int. 306, 110058 (2020).

    Ong, R.S., Kappatos, D.C., Russell, S.G.G., et al. Simultaneous analysis of 29 synthetic cannabinoids and metabolites, amphetamines, and cannabinoids in human whole blood by liquid chromatography-tandem mass spectrometry - A New Zealand perspective of use in 2018. Drug. Test. Anal. 12(2), 195-214 (2020).

    Chimalakonda, K.C., Bratton, S.M., Le, V.-H., et al. Conjugation of synthetic cannabinoids JWH-018 and JWH-073, metabolites by human UDP-glucuronosyltransferases. Drug Metab. Dispos. 39(10), 1967-1976 (2011).