HU-210

HU-210
Clinical data
Other names	1,1-Dimethylheptyl- 11-hydroxy- tetrahydrocannabinol
Legal status
Legal status	CA: Schedule II; UK: Class B; US: Schedule I;
Identifiers
	IUPAC name (6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,10H,10aH-benzo[c]isochromen-1-ol;
JSmol)	Interactive image;
	SMILES CCCCCCC(C)(C)C1=CC2=C([C@@H]3CC(=CC[C@H]3C(O2)(C)C)CO)C(=C1)O;
	InChI InChI=1S/C25H38O3/c1-6-7-8-9-12-24(2,3)18-14-21(27)23-19-13-17(16-26)10-11-20(19)25(4,5)28-22(23)15-18/h10,14-15,19-20,26-27H,6-9,11-13,16H2,1-5H3/t19-,20-/m1/s1 ; Key:SSQJFGMEZBFMNV-WOJBJXKFSA-N ;
	(what is this?) (verify)

HU-210 is a

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.

Effects and research

HU-210, the (–)

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

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

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]

References

^ ^a ^b "HU-210" (PDF). Office of Diversion Control. Drug Enforcement Administration, U.S. Department of Justice. January 2013. Archived from the original (PDF) on 2016-12-28. 6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c] chromen-1-ol)] [Purported Ingredient of "Spice"
^
doi:10.1016/S0957-4166(00)86322-3
.

S2CID 19589995
.

S2CID 140209484
.

PMID 2550611
.

PMID 1317925
.

S2CID 24920412
.

PMID 27398024
.

S2CID 28602221
.

PMID 14534855
.

^ ^a ^b "HU-210" (PDF). Material Safety Data Sheet. Cayman Chemical.

PMID 4199474
.

^ "delta-8-Tetrahydrocannabinol". ChemIDplus. U.S. National Library of Medicine.

^ "International Drug Control Conventions". United Nations Office on Drugs and Crime. Archived from the original on 12 January 2018. Retrieved 3 May 2018.

^ "Synthetic cannabinoids: What they are". New Zealand Drug Foundation. Archived from the original on 2015-09-21. Retrieved 2015-07-18.

^ "PART 1308 - Section 1308.11 Schedule I". Office of Diversion Control. Drug Enforcement Administration, U.S. Department of Justice. Archived from the original on 27 August 2009. Retrieved 3 May 2018.

^ "Spice Cannabinoid - HU-210". Office of Diversion Control. Drug Enforcement Administration, U.S. Department of Justice. Archived from the original on 2012-01-17.

^ https://www.deadiversion.usdoj.gov/schedules/orangebook/orangebook.pdf

^ "Controlled substances, Schedule I, additional synthetic controlled substances and analogue substances included in, trafficking in controlled substance analogues, requisite weight increased, Secs. 13A-12-231, 20-2-23 am'd". Alabama Senate Bill 333. March 2014. Archived from the original on 4 March 2016. Retrieved 2 February 2017.

^ "Chapter 893: Drug Abuse Prevention and Control". The 2020 Florida Statutes. The Florida Legislature. Archived from the original on 14 March 2018. Retrieved 3 May 2018.

^ "Chapter 8 – Alcohol and Drug Abuse Subchapter 9: Regulated Drug Rule" (PDF). Code of Vermont Rules. Vermont Department of Health. 15 July 2017. Archived (PDF) from the original on 27 January 2017. Retrieved 3 May 2018.

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
.

Retrieved from "https://en.wikipedia.org/w/index.php?title=HU-210&oldid=1216618641"

[USDOJ-1] "HU-210" (PDF). Office of Diversion Control. Drug Enforcement Administration, U.S. Department of Justice. January 2013. Archived from the original (PDF) on 2016-12-28. 6aR,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c] chromen-1-ol)] [Purported Ingredient of "Spice"

[Mechoulam_et_al_1990-2] 
doi:10.1016/S0957-4166(00)86322-3
.

[3] S2CID 19589995
.

[4] S2CID 140209484
.

[5] PMID 2550611
.

[pmid1317925-6] PMID 1317925
.

[7] S2CID 24920412
.

[8] PMID 27398024
.

[9] S2CID 28602221
.

[pmid14534855-10] PMID 14534855
.

[caymanchem_90083m-11] "HU-210" (PDF). Material Safety Data Sheet. Cayman Chemical.

[12] PMID 4199474
.

[13] "delta-8-Tetrahydrocannabinol". ChemIDplus. U.S. National Library of Medicine.

[UNCPS-14] "International Drug Control Conventions". United Nations Office on Drugs and Crime. Archived from the original on 12 January 2018. Retrieved 3 May 2018.

[15] "Synthetic cannabinoids: What they are". New Zealand Drug Foundation. Archived from the original on 2015-09-21. Retrieved 2015-07-18.

[PART_1308_—_SCHEDULES_OF_CONTROLLED_SUBSTANCES_-_1308.11_Schedule_I-16] "PART 1308 - Section 1308.11 Schedule I". Office of Diversion Control. Drug Enforcement Administration, U.S. Department of Justice. Archived from the original on 27 August 2009. Retrieved 3 May 2018.

[17] "Spice Cannabinoid - HU-210". Office of Diversion Control. Drug Enforcement Administration, U.S. Department of Justice. Archived from the original on 2012-01-17.

[18] ttps://www.deadiversion.usdoj.gov/schedules/orangebook/orangebook.pdf

[19] "Controlled substances, Schedule I, additional synthetic controlled substances and analogue substances included in, trafficking in controlled substance analogues, requisite weight increased, Secs. 13A-12-231, 20-2-23 am'd". Alabama Senate Bill 333. March 2014. Archived from the original on 4 March 2016. Retrieved 2 February 2017.

[Florida_Statutes_-_Chapter_893_-_DRUG_ABUSE_PREVENTION_AND_CONTROL-20] "Chapter 893: Drug Abuse Prevention and Control". The 2020 Florida Statutes. The Florida Legislature. Archived from the original on 14 March 2018. Retrieved 3 May 2018.

[21] "Chapter 8 – Alcohol and Drug Abuse Subchapter 9: Regulated Drug Rule" (PDF). Code of Vermont Rules. Vermont Department of Health. 15 July 2017. Archived (PDF) from the original on 27 January 2017. Retrieved 3 May 2018.

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