THC hemisuccinate (Δ9-THC-O-hemisuccinate, Dronabinol hemisuccinate) is a synthetic derivative of tetrahydrocannabinol, developed in the 1990s. It is a water-soluble prodrugester which is converted into THC inside the body, and was developed to overcome the poor bioavailability of THC when taken by non-inhaled routes of administration.[1][2][3] In medical applications it has mainly been formulated as rectalsuppositories.[4][5][6]
^Elsohly MA, Little TL, Hikal A, Harland E, Stanford DF, Walker L (November 1991). "Rectal bioavailability of delta-9-tetrahydrocannabinol from various esters". Pharmacology, Biochemistry, and Behavior. 40 (3): 497–502. doi:10.1016/0091-3057(91)90353-4. PMID 1666913. S2CID 24650457.
^ElSohly MA, Stanford DF, Harland EC, Hikal AH, Walker LA, Little TL, et al. (October 1991). "Rectal bioavailability of delta-9-tetrahydrocannabinol from the hemisuccinate ester in monkeys". Journal of Pharmaceutical Sciences. 80 (10): 942–5. doi:10.1002/jps.2600801008. PMID 1664466.
^Upadhye SB, Kulkarni SJ, Majumdar S, Avery MA, Gul W, ElSohly MA, et al. (June 2010). "Preparation and characterization of inclusion complexes of a hemisuccinate ester prodrug of delta9-tetrahydrocannabinol with modified beta-cyclodextrins". AAPS PharmSciTech. 11 (2): 509–17. doi:10.1208/s12249-010-9401-4. PMC2902337. PMID 20333489.
^Walker LA, Harland EC, Best AM, ElSohly MA (1999). "Δ9-THC Hemisuccinate in Suppository Form as an Alternative to Oral and Smoked THC". In Nahas GG, Sutin KM, Harvey D, Agurell S, Pace N, Cancro RN (eds.). Marihuana and Medicine. Totowa, NJ: Humana Press. doi:10.1007/978-1-59259-710-9_13.
^Broom SL, Sufka KJ, Elsohly MA, Ross SA (2001). "Analgesic and Reinforcing Properties of Δ9-THC-Hemisuccinate in Adjuvant-Arthritic Rats". Journal of Cannabis Therapeutics. 1 (3–4): 171–182. doi:10.1300/J175v01n03_11.
^ElSohly MA, Gul W, Walker LA (June 2018). "Pharmacokinetics and Tolerability of Δ9-THC-Hemisuccinate in a Suppository Formulation as an Alternative to Capsules for the Systemic Delivery of Δ9-THC". Medical Cannabis and Cannabinoids. 1 (1): 44–53. doi:10.1159/000489037. PMC8489354. PMID 34676321.
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hemisuccinate, hemisuccinate, dronabinol, hemisuccinate, synthetic, derivative, tetrahydrocannabinol, developed, 1990s, water, soluble, prodrug, ester, which, converted, into, inside, body, developed, overcome, poor, bioavailability, when, taken, inhaled, rout. THC hemisuccinate D9 THC O hemisuccinate Dronabinol hemisuccinate is a synthetic derivative of tetrahydrocannabinol developed in the 1990s It is a water soluble prodrug ester which is converted into THC inside the body and was developed to overcome the poor bioavailability of THC when taken by non inhaled routes of administration 1 2 3 In medical applications it has mainly been formulated as rectal suppositories 4 5 6 THC hemisuccinateIdentifiersIUPAC name 4 6aR 10aR 6 6 9 trimethyl 3 pentyl 6a 7 8 10a tetrahydrobenzo c chromen 1 yl oxy 4 oxobutanoic acidCAS Number52855 15 9 Y EPA PubChem CID162707ChemSpider142849CompTox Dashboard EPA DTXSID40200885Chemical and physical dataFormulaC 25H 34O 5Molar mass414 542 g mol 13D model JSmol Interactive imageSMILES CCCCCC1 CC2 C C H 3C C CC C H 3C O2 C C C C C1 OC O CCC O OInChI InChI 1S C25H34O5 c1 5 6 7 8 17 14 20 29 23 28 12 11 22 26 27 24 18 13 16 2 9 10 19 18 25 3 4 30 21 24 15 17 h13 15 18 19H 5 12H2 1 4H3 H 26 27 t18 19 m1 s1Key YVOODUUYDJKFDY RTBURBONSA NSee also editTHC O acetate THC O phosphate THC VHS SP 111References edit Elsohly MA Little TL Hikal A Harland E Stanford DF Walker L November 1991 Rectal bioavailability of delta 9 tetrahydrocannabinol from various esters Pharmacology Biochemistry and Behavior 40 3 497 502 doi 10 1016 0091 3057 91 90353 4 PMID 1666913 S2CID 24650457 ElSohly MA Stanford DF Harland EC Hikal AH Walker LA Little TL et al October 1991 Rectal bioavailability of delta 9 tetrahydrocannabinol from the hemisuccinate ester in monkeys Journal of Pharmaceutical Sciences 80 10 942 5 doi 10 1002 jps 2600801008 PMID 1664466 Upadhye SB Kulkarni SJ Majumdar S Avery MA Gul W ElSohly MA et al June 2010 Preparation and characterization of inclusion complexes of a hemisuccinate ester prodrug of delta9 tetrahydrocannabinol with modified beta cyclodextrins AAPS PharmSciTech 11 2 509 17 doi 10 1208 s12249 010 9401 4 PMC 2902337 PMID 20333489 Walker LA Harland EC Best AM ElSohly MA 1999 D9 THC Hemisuccinate in Suppository Form as an Alternative to Oral and Smoked THC In Nahas GG Sutin KM Harvey D Agurell S Pace N Cancro RN eds Marihuana and Medicine Totowa NJ Humana Press doi 10 1007 978 1 59259 710 9 13 Broom SL Sufka KJ Elsohly MA Ross SA 2001 Analgesic and Reinforcing Properties of D9 THC Hemisuccinate in Adjuvant Arthritic Rats Journal of Cannabis Therapeutics 1 3 4 171 182 doi 10 1300 J175v01n03 11 ElSohly MA Gul W Walker LA June 2018 Pharmacokinetics and Tolerability of D9 THC Hemisuccinate in a Suppository Formulation as an Alternative to Capsules for the Systemic Delivery of D9 THC Medical Cannabis and Cannabinoids 1 1 44 53 doi 10 1159 000489037 PMC 8489354 PMID 34676321 nbsp This cannabinoid related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title THC hemisuccinate amp oldid 1217164044, wikipedia, wiki, book, books, library,
