HU-210 is a synthetic cannabinoid that was first synthesized in 1988 from (1R,5S)-myrtenol[2] by a group led by Raphael Mechoulam at the Hebrew University.[3][4][5] HU-210 is 100 to 800 times more potent than natural THC from cannabis and has an extended duration of action.[6] HU-210 has a binding affinity of 0.061 nM at CB1 and 0.52 nM at CB2 in cloned human cannabinoid receptors[7] compared to delta-9-THC of 40.7 nM at CB1. [8] HU-210 is the (–)-1,1-dimethylheptyl analog of 11-hydroxy- Δ8- tetrahydrocannabinol; in some references it is called 1,1-dimethylheptyl- 11-hydroxytetrahydrocannabinol. The abbreviation "HU" stands for Hebrew University.
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| Other names | 1,1-Dimethylheptyl- 11-hydroxy- tetrahydrocannabinol |
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| Formula | C25H38O3 |
| Molar mass | 386.576 g·mol−1 |
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Effects and research
HU-210, the (–) enantiomer of 11-OH-D8-THC-DMH, has almost all of the cannabinoid activity, while the (+) enantiomer, known as HU-211, is inactive as a cannabinoid and instead acts as an NMDA antagonist having neuroprotective effects.[9][10]
HU-210 has an oral LD50 of 5,000 mg/kg in rats and 14,200 mg/kg in rabbits.[11] HU-210 has an LDLO (Lowest Lethal Dose amount) of 143 mg/kg in humans.[11] Delta-8-THC LD50 has not been confirmed. In a 1973 study monkeys and dogs given 9,000 mg/kg of delta-8-THC was nonlethal.[12][13]
Chemistry
HU-210 is the enantiomer of HU-211 (dexanabinol). The original synthesis of HU-210 is based on an acid-catalyzed condensation of (–)-Myrtenol and 1,1-Dimethylheptylresorcinol (3,5-Dihydroxy-1-(1,1-dimethylheptyl)benzol).[2]
Legal status
HU-210 is not listed in the schedules set out by the United Nations' Single Convention on Narcotic Drugs from 1961 nor their Convention on Psychotropic Substances from 1971,[14] so the signatory countries to these international drug control treaties are not required by said treaties to control HU-210.
New Zealand
HU-210 is banned in New Zealand as of 8 May 2014.[15]
United States
HU-210 is not explicitly listed in the list of scheduled controlled substances in the USA.[16] A brief profile of HU-210 written and published by the Drug Enforcement Administration (DEA) in 2009, but removed in later years, stated that HU-210 is a Schedule I controlled substance under the Controlled Substances Act due to being similar to THC.[17] A version of the document (updated in 2013), now in PDF form, exists on the DEA Office of Diversion Control's website.[1] In that PDF, the DEA reasserts that HU-210 is a Schedule I substance. The DEA currently considers HU-210 a Schedule I controlled substance under the umbrella of ‘tetrahydrocannabinols’ under CSCN 7370.[18]
Alabama
HU-210 is a Schedule I controlled substance in Alabama.[19]
(4)a. A synthetic controlled substance that is any material, mixture, or preparation that contains any quantity of the following chemical compounds, their salts, isomers and salts of isomers, unless specifically excepted, whenever the existence of these salts, isomers and salts of isomers is possible within the specific chemical designation or compound:
...
9. (6aR, 10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol, some trade or other names: HU-210.
Florida
HU-210 is a Schedule I controlled substance, categorized as a hallucinogen, making it illegal to buy, sell, or possess in the state of Florida without a license.[20]
(c) Unless specifically excepted or unless listed in another schedule, any material, compound, mixture, or preparation that contains any quantity of the following hallucinogenic substances or that contains any of their salts, isomers, including optical, positional, or geometric isomers, homologues, nitrogen-heterocyclic analogs, esters, ethers, and salts of isomers, homologues, nitrogen-heterocyclic analogs, esters, or ethers, if the existence of such salts, isomers, and salts of isomers is possible within the specific chemical designation or class description:... 47. HU-210 [(6aR,10aR)-9-(Hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol].
Vermont
Effective January 1, 2016, HU-210 is a regulated drug in Vermont designated as a "Hallucinogenic Drug."[21]
See also
References
Further reading
- Brumfiel G (13 October 2005). "Marijuana may make your brain grow". Nature. doi:10.1038/news051010-12.
- Bush DM, Woodwell DA (16 October 2014). "Update: Drug-Related Emergency Department Visits Involving Synthetic Cannabinoids" (PDF). The CBHSQ Report. Substance Abuse and Mental Health Services Administration, Center for Behavioral Health Statistics and Quality. PMID 27030867.