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JWH 019 N-(6-hydroxyhexyl) metabolite

Item No. 9000765

Technical Information
Formal Name
[1-(6-hydroxyhexyl)-1H-indol-3-yl]-1-naphthalenyl-methanone
CAS Number
1435934-29-4
Molecular Formula
C25H25NO2
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:4): 0.2 mg/mlDMSO: 20 mg/mlEthanol: 5 mg/ml
λmax
218, 247, 316 nm
SMILES
O=C(C1=CN(CCCCCCO)C2=C1C=CC=C2)C3=CC=CC4=C3C=CC=C4
InChi Code
InChI=1S/C25H25NO2/c27-17-8-2-1-7-16-26-18-23(21-13-5-6-15-24(21)26)25(28)22-14-9-11-19-10-3-4-12-20(19)22/h3-6,9-15,18,27H,1-2,7-8,16-17H2
InChi Key
LBVZVDUWOZUDJT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cannabimimetic indoles, including certain JWH compounds, have been identified in herbal blends. JWH 018, a potent agonist of both the central cannabinoid (CB1) receptor and peripheral cannabinoid (CB2) receptor, has been found in many herbal blends and has been regulated in the United States and other countries. Studies indicate that JWH 018 is rapidly metabolized by the liver and that certain metabolites can be identified in the urine.1,2,3 JWH 019 is nearly identical to JWH 018 in structure and activity at both CB receptors.4 JWH 019 N-(6-hydroxyhexyl) metabolite is an expected metabolite of JWH 019, detectable both in serum and urine. Its biological activities have not been evaluated. 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. Teske, J., Weller, J.P., Fieguth, A., et alSensitive and rapid quantification of the cannabinoid receptor agonist naphthalen-1-yl-(1-pentylindol-3-yl)methanone (JWH-018) in human serum by liquid chromatography-tandem mass spectrometry. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 878(27), 2659-2663 (2010).

    2. 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).

    3. Wintermeyer, A., Möller, I., Thevis, M., et alIn vitro phase I metabolism of the synthetic cannabimimetic JWH-018. Anal. Bioanal. Chem. 398(5), 2141-2153 (2010).

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

    Product Citations

    Cho, B., Cho, H.S., Kim, J., et alSimultaneous 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).

    Hutter, M., Broecker, S., Kneisel, S., et alMetabolism of synthetic cannabinoid receptor agonists encountered in clinical casework: Major in vivo phase I metabolites of JWH-007, JWH-019, JWH-203, JWH-307, UR-144, XLR-11, AM-2201, MAM-2201 and AM-694 inhuman urine using LC-MS/MS. Curr. Pharm. Biotechnol. 19(2), 144-162 (2018).