Chemistry:HU-308

From HandWiki
Short description: Cannabidiol-derivative drug
HU-308
HU-308.png
Legal status
Legal status
Pharmacokinetic data
MetabolismLiver
ExcretionKidneys
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
Chemical and physical data
FormulaC27H42O3
Molar mass414.630 g·mol−1
3D model (JSmol)
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HU-308 (also known as onternabez, HU308, PPP-003 and ARDS-003) is a cannabidiol (CBD)-derivative drug [citation needed] that acts as a potent cannabinoid agonist. It is highly selective for the cannabinoid-2 receptor (CB2 receptor) subtype, with a selectivity more than 5,000 times greater for the CB2 receptor than the CB1 receptor.[1][2][3] The synthesis and characterization of HU-308 took place in the laboratory of Raphael Mechoulam at the Hebrew University of Jerusalem (the HU in HU-308) in the late 1990s. The pinene dimethoxy-DMH-CBD derivative HU-308 was identified as a potent peripheral CB2-selective agonist in in vitro and animal studies in 1990[1] and 1999.[2]

Legal status

Tetra Bio-Pharma owns the intellectual property rights to HU-308.[4][5]

HU-308 is non-psychoactive and not scheduled at the federal level in the United States.[6] It is a Schedule I controlled substance in the state of Florida making it illegal to buy, sell, or possess there.[7]

References

  1. 1.0 1.1 "Synthesis of the individual, pharmacologically distinct enantiomers of a tetrahydrocannabinol derivative" (in en). Tetrahedron Asymmetry 1 (5): 315–318. 1990-04-11. doi:10.1016/S0957-4166(00)86322-3. 
  2. 2.0 2.1 "HU-308: a specific agonist for CB(2), a peripheral cannabinoid receptor". Proceedings of the National Academy of Sciences of the United States of America 96 (25): 14228–14233. December 1999. doi:10.1073/pnas.96.25.14228. PMID 10588688. Bibcode1999PNAS...9614228H. 
  3. "Properties of HU-308 ~ Formula C27H42O3". University of Pittsburgh Department of Chemistry. http://pqr.pitt.edu/mol/CFMRIVODIXTERW-BHIFYINESA-N. 
  4. Lynch M, Kelly M, "Composition & Methods for Treatment of Ocular Inflammation &/or Pain", US patent 9549906, issued 24 January 2017, assigned to Panag Pharma, Inc.
  5. "Tetra Bio-Pharma Closes the Acquisition of Panag Pharma". May 2019. https://ir.tetrabiopharma.com/newsroom/press-releases/news-details/2019/Tetra-Bio-Pharma-Closesthe-Acquisition-of-Panag-Pharma/default.aspx. 
  6. "21 CFR — Schedules of controlled substances §1308.11 Schedule I.". http://www.deadiversion.usdoj.gov/21cfr/cfr/1308/1308_11.htm. 
  7. "Chapter 893 - Drug abuse prevention and control". Florida Statutes. http://leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&URL=0800-0899/0893/0893.html. 

See also