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JWH 018 adamantyl carboxamide
Cayman Chemical Item Number 9001193
APICA; 2NE1; SDB-001 (CAS 1345973-50-3)
Description
JWH 018 is a synthetic cannabinoid (CB) which potently activates both the central CB1 and peripheral CB2 receptors (Ki = 9.0 and 2.94 nM, respectively).1↗ This cannabimimetic compound has frequently been found in herbal blends.2↗,3↗,4↗ Structurally, JWH 018 is an alkylindole joined to a naphthyl group by methanone. JWH 018 adamantyl carboxamide is a structural analog of JWH 018 where the naphthalenyl-methanone portion has been replaced by adamantyl carboxamide. While the physiological properties of this compound are not known, quinolones with adamantyl carboxamide moieties display high affinity for the CB2 receptor but greatly reduced affinity for the CB1 receptor. This product is intended for research and forensic applications.
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 60 133-140 (2000).
2 Auwärter, V., Dresen, S., Weinmann, W., et al. “Spice” and other herbal blends: Harmless incense or cannabinoid designer drugs? J Mass Spectrom 44 832-837 (2009).
3 Lindigkeit, R., Boehme, A., Eiserloh, I., et al. Spice: A never ending story? Forensic Sci Int 191 58-63 (2009).
4 Uchiyama, N., Kikura-Hanajiri, R., Kawahara, N., et al. Identification of a cannabimimetic indole as a designer drug in a herbal product. Forensic Toxicol 27 61-66 (2009).
Synonyms APICA
2NE1
SDB-001
Formal Name 1-pentyl-N-tricyclo[3.3.1.13,7]dec-1-yl-1H-indole-3-carboxamide
CAS Number 1345973-50-3
Molecular Formula C24H32N2O
Formula Weight 364.5
Formulation A crystalline solid
Purity ≥98%
λmax 220, 291 nm
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES Copy O=C(NC12C[C@H]3C[C@H](C[C@@H](C2)C3)C1)C4=CN(CCCCC)C5=C4C=CC=C5
InCHI Code Copy 1S/C24H32N2O/c1-2-3-6-9-26-16-21(20-7-4-5-8-22(20)26)23(27)25-24-13-17-10-18(14-24)12-19(11-17)15-24/h4-5,7-8,16-19H,2-3,6,9-15H2,1H3,(H,25,27)/t17-,18+,19-,24?
InCHI Key Copy MDJYHWLDDJBTMX-YGMNDUCWSA-N |