The DOI matches its Crossref record; 2 of the 2 references it cites were found in a registry or an index.
Identification of a Cannabinoid Analog as a New Type of Designer Drug in a Herbal Product
Open accessAbstract
A new type of designer drug, a cannabinoid analog (1), was found in a herbal product distributed on the illegal drug market in Japan in expectation of its narcotic effect. The structure of 1 was identified by LC-MS, GC-MS, high-resolution MS, and NMR analyses. Compound 1 showed a molecular weight of 332, and accurate mass measurement exhibited its elemental composition to be C(22)H(36)O(2). Together, the mass and NMR spectrometric data revealed that 1 was (1RS,3SR)-3-[4-(1,1-dimethyloctyl)-2-hydroxyphenyl]cyclohexan-1-ol, which was first synthesized in 1979 by a group at Pfizer Inc. and reported as a potent cannabinoid analog possessing cannabinoid receptor binding activity and analgesic activity in the 1990 s. This is the first report to identify a cannabinoid analog in an illegal drug.
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Cites
Determination and characterization of a cannabinoid receptor in rat brain
Devane, W. A., Dysarz, F. A., Johnson, M. R., Melvin, L. S., & Howlett, A. C. (1988) · Molecular Pharmacology · doi:10.1016/s0026-895x(25)09876-1 · Cited by 2,443
The Endocannabinoid System as an Emerging Target of Pharmacotherapy
Pacher, P., Bátkai, S., & Kunos, G. (2006) · Pharmacological Reviews · doi:10.1124/pr.58.3.2 · Cited by 2,077
Cited by
Rosenbaum, C. D., Carreiro, S. P., & Babu, K. M. (2012) · Journal of Medical Toxicology · doi:10.1007/s13181-011-0202-2 · Cited by 355
Gone to Pot – A Review of the Association between Cannabis and Psychosis
Radhakrishnan, R., Wilkinson, S. T., & D’Souza, D. C. (2014) · Frontiers in Psychiatry · doi:10.3389/fpsyt.2014.00054 · Cited by 310
Dresen, S., Ferreirós, N., Pütz, M., Westphal, F., Zimmermann, R., & Auwärter, V. (2010) · Journal of Mass Spectrometry · doi:10.1002/jms.1811 · Cited by 309
Lindigkeit, R., Boehme, A., Eiserloh, I., Luebbecke, M., Wiggermann, M., Ernst, L., & Beuerle, T. (2009) · Forensic Science International · doi:10.1016/j.forsciint.2009.06.008 · Cited by 299
Emergence and properties of spice and bath salts: a medicinal chemistry perspective
Lewin, A. H., Seltzman, H. H., Carroll, F. I., Mascarella, S. W., & Reddy, P. A. (2014) · Life Sciences · doi:10.1016/j.lfs.2013.09.026 · Cited by 72
Metadata
- Authors
- Uchiyama, N., Kikura-Hanajiri, R., Kawahara, N., Haishima, Y., & Goda, Y.
- Venue
- Chemical and Pharmaceutical Bulletin
- Publisher
- Pharmaceutical Society of Japan
- Published
- 2009
- Volume
- 57
- Issue
- 4
- Pages
- 439-441
- ISSN
- 0009-2363 (ISSN-L)
- 1347-5223
- OpenAlex
- W2084182265
- Cited by
- 172
- References
- 2
- FWCI
- 29.00
- Type
- journal article
- Language
- en
- Open access
- bronze
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- Uchiyama, N., Kikura-Hanajiri, R., Kawahara, N., Haishima, Y., & Goda, Y. (2009). Identification of a Cannabinoid Analog as a New Type of Designer Drug in a Herbal Product. Chemical and Pharmaceutical Bulletin. https://doi.org/10.1248/cpb.57.439
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