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HU-243

From Wikipedia, the free encyclopedia
(Redirected fromAM-4056)
Chemical compound with similarities to canbisol
Pharmaceutical compound
HU-243
Identifiers
  • (6aR,8S,9S,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-8,9-ditritio-7,8,10,10a-tetrahydro-6aH-benzo[c]chromen-1-ol
CAS Number
PubChemCID
IUPHAR/BPS
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC25H40O3
Molar mass388.592 g·mol−1
3D model (JSmol)
  • CC(O1)(C)[C@H]2[C@@H](C[C@H](CO)CC2)C3=C1C=C(C(C)(C)CCCCCC)C=C3O

HU-243 (AM-4056) is asynthetic cannabinoid drug that is a singleenantiomer of the hydrogenated derivative of the commonly used reference agonistHU-210. It is amethylenehomologue ofcanbisol. It is a potentagonist at both theCB1 andCB2receptors, with abinding affinity of 0.041 nM at the CB1 receptor, making it marginally more potent than HU-210, which had an affinity of 0.061 nM in the same assay.[1]

Legal status

[edit]

HU-243 is not listed in the schedules set out by theUnited NationsSingle Convention on Narcotic Drugs from 1961 nor theirConvention on Psychotropic Substances from 1971,[2] so the signatory countries to these international drug control treaties are not required by said treaties to control HU-243.

United States

[edit]

HU-243 is not listed in thelist of scheduled controlled substances in the USA.[3] It is therefore notscheduled at thefederal level in the United States, but it is possible that HU-243 could legally be considered ananalog of THC (which is one of the substances controlled in Schedule I as "tetrahydrocannabinols") or another synthetic Schedule I cannabinoids such asCP-47,497, and therefore sales orpossession could potentially be prosecuted under theFederal Analogue Act.[4]

Florida

[edit]

HU-243 is a Schedule Icontrolled substance, categorized as ahallucinogen, making it illegal to buy, sell, or possess in the state ofFlorida without a license.[5]

(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:

...

185. HU-243 ((6aR,8S,9S,10aR)-9-(Hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-8,9-ditritio-7,8,10,10a-tetrahydro-6aH-benzo[c]chromen-1-ol).

Vermont

[edit]

Effective January 1, 2016, HU-243 is probably (a little doubt arises due to apparent mistaken naming) a regulated drug in Vermont designated as a "Hallucinogenic Drug."[6]

“Hallucinogenic Drug” means those specified in Section 7 of this rule includingstramonium,mescaline orpeyote,lysergic acid diethylamide, andpsilocybin, and all synthetic equivalents of chemicals contained in resinous extractives ofCannabis sativa, or any salts or derivatives or compounds of any preparations or mixtures thereof, and any other substance having a hallucinogenic effect in the regulations adopted by the Board of Health under 18 V.S.A.§ 4202.

...

• Cannabimimetic Agents means, collectively, any chemical that is acannabinoid receptor type 1 (CB1) orcannabinoid receptor type 2 (CB2) agonist, or any salts,isomers, derivatives, or analogs of these chemicals. Structural classes include but are not limited to:

(a) 2-(3-hydroxycyclohexyl)phenol with substitution at the 5-position of the phenolic ring by alkyl or alkenyl, whether or not substituted on the cyclohexyl ring to any extent.

(b) 3-(1-naphthoyl)indole or 3-(1-naphthyl)indole with substitution at the nitrogen atom of the indole ring, whether or not further substituted on the indole ring to any extent, whether or not substituted on the naphthoyl or naphthyl ring to any extent.

(c) 3-(1-naphthoyl)pyrrole with substitution at the nitrogen atom of the pyrrole ring, whether or not further substituted in the pyrrole ring to any extent, whether or not substituted on the naphthoyl ring to any extent.

(d) 1-(1-naphthylmethyl)indene with substitution of the 3-position of the indene ring, whether or not further substituted in the indene ring to any extent, whether or not substituted on the naphthyl ring to any extent.

(e) 3-phenylacetylindole or 3-benzoylindole with substitution at the nitrogen atom of the indole ring, whether or not further substituted in the indole ring to any extent, whether or not substituted on the phenyl ring to any extent.

(f) indole- (2,2,3,3-tetramethylcyclopropyl)methanone, with substitution at the nitrogen atom of the indole ring, whether or not further substituted in the indole ring to any extent, whether or not substituted on the phenyl ring to any extent.

(g) N- adamantyl-indole-3-carboxamide, with substitution at the nitrogen atom of the indole ring, whether or not further substituted in the indole ring to any extent, whether or not substituted on the phenyl ring to any extent.

(h) (1,3-thiazol-2- ylidine)-2,2,3,3- tetramethylcyclopropane-1-carboxamide, with substitution to any extent at any position of the thiazolylidine ring.

...

• HU-243; 3-dimethylheptyl-11-hydroxyhexahydrocannabinol; canbisol, nabidrox

The above chemical name ("3-dimethylheptyl-11-hydroxyhexahydrocannabinol") and common ("canbisol") or trade names ("nabidrox") are not the same chemical as HU-243. They identifyCanbisol, of which HU-243 is amethylenehomologue.

See also

[edit]

References

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  1. ^Stern E, Lambert DM (August 2007). "Medicinal chemistry endeavors around the phytocannabinoids".Chemistry & Biodiversity.4 (8):1707–28.doi:10.1002/cbdv.200790149.PMID 17712816.S2CID 24920412.
  2. ^"UN International Drug Control Conventions". Archived fromthe original on 2018-01-12. Retrieved2017-02-15.
  3. ^"§1308.11 Schedule I." Archived fromthe original on 2009-08-27. Retrieved2017-02-15.
  4. ^Erowid Analog Law Vault : Federal Controlled Substance Analogue Act Summary
  5. ^Florida Statutes - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL
  6. ^Vermont DOH - Regulated Drug Rule 2016 .PDF
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