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JWH 203 N-(4-hydroxypentyl) metabolite

Item No. 14227

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(2-chlorophenyl)-1-[1-(4-hydroxypentyl)-1H-indol-3-yl]-ethanone
CAS Number
1843184-38-2
Molecular Formula
C21H22ClNO2
Formula Weight
355.9
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in methanol
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 5 mg/ml
λmax
212, 246, 305 nm
SMILES
CC(O)CCCN1C=C(C(CC2=C(Cl)C=CC=C2)=O)C3=CC=CC=C31
InChi Code
InChI=1S/C21H22ClNO2/c1-15(24)7-6-12-23-14-18(17-9-3-5-11-20(17)23)21(25)13-16-8-2-4-10-19(16)22/h2-5,8-11,14-15,24H,6-7,12-13H2,1H3
InChi Key
ALUOSHHIHVCMCU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    JWH 203 (Item No. 9000736) is an analgesic chemical from the phenylacetylindole family that acts as a cannabinoid (CB) agonist with Ki values of 8.0 and 7.0 nM at the central (CB1) and peripheral (CB2) CB receptors, respectively.1 Similar to the related 2'-methoxy compound JWH 250 (Item No. 13634), JWH 203 has a phenylacetyl group in place of the naphthoyl ring used in most aminoalkylindole cannabinoid compounds. Compared to JWH 250, JWH 203 displays slightly more potent binding affinities for the CB1 and CB2 CB receptors (JWH 250 Kis = 11 and 33 nM, respectively).1 JWH 203 N-(4-hydroxypentyl) metabolite (Item No. 14227) is expected to be a metabolite of JWH 203 that would be detectable both in serum and in urine. While similar hydroxylated phase I metabolites of synthetic CB retain activity, the physiological properties of this compound have yet to be determined.2,3 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. Huffman, J.W., Szklennik, P.V., Almond, A., et al. 1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles. Bioorg. Med. Chem. Lett. 15(18), 4110-4113 (2005).

    2. Brents, L.K., Reichard, E.E., Zimmerman, M., et al. Phase I hydroxylated metabolites of the K2 synthetic cannabinoid JWH-018 retain in vitro and in vivo cannabinoid 1 receptor affinity and activity. PLoS One 6(7), e21917 (2011).

    3. Brents, L.K., Gallus-Zawala, A., Radominska-Pandya, A., et al. Monohydroxylated metabolites of the K2 synthetic cannabinoid JWH-073 retainintermediate to high cannabinoid 1 receptor (CB1R) affinity and exhibit neutralantagonist to partial agonist activity. Biochem. Pharmacol. 83(7), 952-961 (2012).

    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).