The Full Wiki

More info on THC-O-phosphate

THC-O-phosphate: Wikis

Advertisements

Note: Many of our articles have direct quotes from sources you can cite, within the Wikipedia article! This article doesn't yet, but we're working on it! See more info or our list of citable articles.

Encyclopedia

From Wikipedia, the free encyclopedia

THC-O-phosphate
Systematic (IUPAC) name
O-phosphoryl-Δ8-tetrahydrocannabinol
Identifiers
CAS number  ?
ATC code  ?
PubChem  ?
Chemical data
Formula C 21H31O5P 
Mol. mass 394.45 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes  ?

THC phosphate ester is a water soluble derivative of THC, invented in 1978 in an attempt to get around the poor water solubility of THC and make it easier to inject for the purposes of animal research into its pharmacology and mechanism of action. The main disadvantage of THC phosphate ester is the slow rate of hydrolysis of the ester link, resulting in delayed onset of action and lower potency than the parent drug.

THC phosphate ester is made by reacting THC with phosphoryl chloride using pyridine as a solvent, following by quenching with water to produce THC phosphate ester. In the original research the less active but more stable isomer Δ8THC was used, but the same reaction scheme could be used to make the phosphate ester of the more active isomer Δ9THC. [1]

References

  1. ^ Yoshimura H, Watanabe K, Oguri K, Fujiwara M, Ueki S. Synthesis and pharmacological activity of a phosphate ester of delta8-tetrahydrocannabinol. Journal of Medicinal Chemistry. 1978 Oct;21(10):1079-81.
Advertisements

Advertisements






Got something to say? Make a comment.
Your name
Your email address
Message