59652-70-9 Usage
Uses
Used in Pharmaceutical Industry:
3',11-dihydroxy-delta(9)-tetrahydrocannabinol is used as a research compound for its potential therapeutic applications in the development of medications targeting pain and inflammation. Its anti-inflammatory and analgesic properties make it a subject of interest for medicinal research, despite the challenges posed by its psychoactive effects.
Used in Neurological Research:
In the field of neurological research, 3',11-dihydroxy-delta(9)-tetrahydrocannabinol is utilized as a tool to study the interactions between cannabinoids and the brain's cannabinoid receptors. This research aims to better understand the mechanisms of action of cannabinoids and their potential applications in treating various neurological disorders.
Used in Controlled Substances Regulation:
Due to its psychoactive properties, 3',11-dihydroxy-delta(9)-tetrahydrocannabinol is used in the context of controlled substances regulation to ensure that its production, distribution, and use are monitored and restricted according to the laws and regulations of different jurisdictions. This helps to mitigate the potential for abuse and ensure that its use is limited to legitimate medical and research purposes.
Check Digit Verification of cas no
The CAS Registry Mumber 59652-70-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,6,5 and 2 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 59652-70:
(7*5)+(6*9)+(5*6)+(4*5)+(3*2)+(2*7)+(1*0)=159
159 % 10 = 9
So 59652-70-9 is a valid CAS Registry Number.
InChI:InChI=1/C21H30O4/c1-4-15(23)7-5-13-10-18(24)20-16-9-14(12-22)6-8-17(16)21(2,3)25-19(20)11-13/h9-11,15-17,22-24H,4-8,12H2,1-3H3
59652-70-9Relevant academic research and scientific papers
3'-Hydroxy- and (±)-3',11-dihydroxy-Δ9-tetrahydrocannabinol: Biologically active metabolites of Δ9-tetrahydrocannabinol
Handrick,Duffley,Lambert,et al.
, p. 1447 - 1450 (2007/10/02)
Synthesis of 3'-Hydroxy- (7) and (±)-3',11-dihydroxy-Δ9-tetrahydrocannabinol (11), metabolites of Δ9-THC, is described. Condensation of the monoterpene (±)-cis-p-menth-2-ene-1,8-diol (1) and (±)-3'-acetoxyolivetol (2) in the presence of fused ZnCl2 in CH2Cl2 gave a mixture from which the Δ9-THC derivative 3, containing small amounts of the Δ8 isomer 4, was isolated after column chromatography. This mixture was separated as their diacetates 5 and 6 by high-pressure liquid chromatography. Alkaline hydrolysis (5% KOH in MeOH) of 5 furnished the metabolite 7. Condensation of (±)-8 with 2 in the presence of p-toluenesulfonic acid gave 9a, which was acetylated to 9b. Treatment with HgO/BF3.Et2O in wet THF gave the aldehyde 10. Reduction with LiAlH4 furnished the metabolite 11. These metabolites were compared with Δ9-THC for their ability to depress spontaneous activity and rectal temperature in mice and for their effects on overt behavior in dogs. 3'-Hydroxy-Δ9-THC was also compared to Δ9-THC in the mouse sympatomatology test and cardiovascular system in dogs. The metabolites produced pharmacological effects similar to those of Δ9-THC in all tests. 3'-Hydroxy-Δ9-THC was 2-3 times more effective than Δ9-THC in the behavioral tests, whereas (±)-3',11-dihydroxy-Δ9-THC was approximately 3 times less active than Δ9-THC.
