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Volumn 7, Issue 3, 2006, Pages 1-12

Chemical stabilization of a Δ9-tetrahydrocannabinol prodrug in polymeric matrix systems produced by a hot-melt method: Role of microenvironment pH

Author keywords

9 tetrahydrocannabinol hemisuccinate; Chemical degradation; Hot melt; pH microenvironment; Plasticizers; Polyethylene oxide; Polymer; Prodrug

Indexed keywords

ALPHA TOCOPHEROL SUCCINATE; CANNABINOID DERIVATIVE; DRONABINOL; DRONABINOL HEMISUCCINATE; DRUG ADDITIVE; MACROGOL 400; PLASTICIZER; PRODRUG; UNCLASSIFIED DRUG; ALPHA TOCOPHEROL; DRUG CARRIER; DRUG DERIVATIVE; MACROGOL DERIVATIVE; TETRAHYDROCANNABINOL;

EID: 33748755972     PISSN: 15309932     EISSN: 15309932     Source Type: Journal    
DOI: 10.1208/pt070371     Document Type: Article
Times cited : (11)

References (28)
  • 1
    • 33748751054 scopus 로고    scopus 로고
    • Chemical stabilization of an unstable tetrahydrocannabinol prodrug in polymeric matrix systems produced by a hot-melt method
    • [abstract]. [serial online]. Abstract R6085
    • Munjal M, Repka MA. Chemical stabilization of an unstable tetrahydrocannabinol prodrug in polymeric matrix systems produced by a hot-melt method [abstract]. AAPS J [serial online]. 2004; Abstract R6085.
    • (2004) AAPS J
    • Munjal, M.1    Repka, M.A.2
  • 2
    • 0031004061 scopus 로고    scopus 로고
    • Medicinal applications of delta-9-tetrahydrocannabinol and marijuana
    • Voth EA, Schwartz RH. Medicinal applications of delta-9-tetrahydrocannabinol and marijuana. Ann Intern Med. 1997;126:791-798.
    • (1997) Ann Intern Med , vol.126 , pp. 791-798
    • Voth, E.A.1    Schwartz, R.H.2
  • 3
    • 0018963804 scopus 로고
    • Plasma delta-9-tetrahydrocannabinol concentrations and clinical effects after oral and intravenous administration and smoking
    • Ohlsson A, Lindgren JE, Wahlen A, Agurell S, Hollister LE, Gillespie HK. Plasma delta-9-tetrahydrocannabinol concentrations and clinical effects after oral and intravenous administration and smoking. Clin Pharmacol Ther. 1980;28:409-416.
    • (1980) Clin Pharmacol Ther , vol.28 , pp. 409-416
    • Ohlsson, A.1    Lindgren, J.E.2    Wahlen, A.3    Agurell, S.4    Hollister, L.E.5    Gillespie, H.K.6
  • 4
    • 0028911876 scopus 로고
    • Cannabis as a medicine?
    • Doyle E, Spence AA. Cannabis as a medicine? Br J Anaesth. 1995;74:359-361.
    • (1995) Br J Anaesth , vol.74 , pp. 359-361
    • Doyle, E.1    Spence, A.A.2
  • 5
    • 0022921460 scopus 로고
    • Pharmacokinetics and metabolism of Δ-1-tetrahydrocannabinol and other cannabinoids with emphasis on man
    • Agurell S, Halldin M, Lindgren J, et al. Pharmacokinetics and metabolism of Δ-1-tetrahydrocannabinol and other cannabinoids with emphasis on man. Pharmacol Rev. 1986;38:21-34.
    • (1986) Pharmacol Rev , vol.38 , pp. 21-34
    • Agurell, S.1    Halldin, M.2    Lindgren, J.3
  • 6
    • 0033863511 scopus 로고    scopus 로고
    • Nonpsychotropic synthetic cannabinoids
    • Pop E. Nonpsychotropic synthetic cannabinoids. Curr Pharm Des. 2000;6:1347-1359.
    • (2000) Curr Pharm Des , vol.6 , pp. 1347-1359
    • Pop, E.1
  • 7
    • 0025949388 scopus 로고
    • Rectal bioavailability of Δ-9-tetrahydrocannabinol from the hemisuccinate ester in monkeys
    • ElSohly MA, Stanford DF, Harland EC, et al. Rectal bioavailability of Δ-9-tetrahydrocannabinol from the hemisuccinate ester in monkeys. J Pharm Sci. 1991;80:942-945.
    • (1991) J Pharm Sci , vol.80 , pp. 942-945
    • ElSohly, M.A.1    Stanford, D.F.2    Harland, E.C.3
  • 9
    • 0021990971 scopus 로고
    • Disposition and bioavailability of various formulations of tetrahydrocannabinol in the Rhesus monkey
    • Perlin E, Smith CG, Nichols AI, et al. Disposition and bioavailability of various formulations of tetrahydrocannabinol in the Rhesus monkey. J Pharm Sci. 1985;74:171-174.
    • (1985) J Pharm Sci , vol.74 , pp. 171-174
    • Perlin, E.1    Smith, C.G.2    Nichols, A.I.3
  • 12
    • 33748751657 scopus 로고
    • 9-THC
    • inventor. University of Mississippi, assignee. US patent 5 389 375. May 21
    • 9-THC. US patent 5 389 375. May 21, 1993.
    • (1993)
    • ElSohly, M.A.1
  • 13
    • 0032899524 scopus 로고    scopus 로고
    • Properties of sustained-release tablets prepared by hot-melt extrusion
    • Zhang F, McGinity JW. Properties of sustained-release tablets prepared by hot-melt extrusion. Pharm Dev Technol. 1999;4:241-250.
    • (1999) Pharm Dev Technol , vol.4 , pp. 241-250
    • Zhang, F.1    McGinity, J.W.2
  • 15
    • 0032916377 scopus 로고    scopus 로고
    • Influence of plasticizers and drugs on the physical-mechanical properties of hydroxypropylcellulose films prepared by hot-melt extrusion
    • Repka MA, Gerding TG, Repka SL, McGinity JW, Influence of plasticizers and drugs on the physical-mechanical properties of hydroxypropylcellulose films prepared by hot-melt extrusion. Drug Dev Ind Pharm. 1999;25:625-633.
    • (1999) Drug Dev Ind Pharm , vol.25 , pp. 625-633
    • Repka, M.A.1    Gerding, T.G.2    Repka, S.L.3    McGinity, J.W.4
  • 16
    • 0036323235 scopus 로고    scopus 로고
    • Stability of polyethylene oxide in matrix tablets prepared by hot-melt extrusion
    • Crowley MM, Zhang F, Koleng JJ, McGinity JW. Stability of polyethylene oxide in matrix tablets prepared by hot-melt extrusion. Biomaterials. 2002;23:4241-4248.
    • (2002) Biomaterials , vol.23 , pp. 4241-4248
    • Crowley, M.M.1    Zhang, F.2    Koleng, J.J.3    McGinity, J.W.4
  • 17
    • 33747159897 scopus 로고    scopus 로고
    • 9-tetrahydrocannabinol produced by a hot-melt method. I. Chemical and thermal stability during processing
    • In press
    • 9-tetrahydrocannabinol produced by a hot-melt method. I. Chemical and thermal stability during processing. J Pharm Sci. In press.
    • J Pharm Sci
    • Munjal, M.1    Stodghill, S.P.2    ElSohly, M.A.3    Repka, M.A.4
  • 18
    • 0346039235 scopus 로고    scopus 로고
    • Influence of storage conditions and type of plasticizers on ethylcellulose and acrylate films formed from aqueous dispersions
    • Heng PWS, Chan LW, Ong KT. Influence of storage conditions and type of plasticizers on ethylcellulose and acrylate films formed from aqueous dispersions. J Pharm Pharm Sci. 2003;6:334-344.
    • (2003) J Pharm Pharm Sci , vol.6 , pp. 334-344
    • Heng, P.W.S.1    Chan, L.W.2    Ong, K.T.3
  • 19
    • 0013864468 scopus 로고
    • Film coating theory and practice
    • Banker GS. Film coating theory and practice. J Pharm Sci. 1966;55:81-89.
    • (1966) J Pharm Sci , vol.55 , pp. 81-89
    • Banker, G.S.1
  • 20
    • 33748756097 scopus 로고    scopus 로고
    • The role of plasticizers as functional excipients in harmaceutical dosage forms prepared by hot-melt extrusion
    • Morflex Inc. [Pharmaceutical Coatings Bulletin 102-6]. 2004. Greensboro, NC: Morflex Inc. Available at: Accessed: May 30
    • Morflex Inc. The role of plasticizers as functional excipients in harmaceutical dosage forms prepared by hot-melt extrusion [Pharmaceutical Coatings Bulletin 102-6]. 2004. Greensboro, NC: Morflex Inc. Available at: http://www.morflex.com/pdf/Bull02.6.pdf. Accessed: May 30, 2006.
    • (2006)
  • 21
    • 30544436192 scopus 로고    scopus 로고
    • Characterization of physico-mechanical properties of indomethacin and polymers to assess their suitability for hot-melt extrusion process as a means to manufacture solid dispersion/solution
    • Chokshi RJ, Sandhu HK, Iyer RM, Shah NH, Malick AW, Zia H. Characterization of physico-mechanical properties of indomethacin and polymers to assess their suitability for hot-melt extrusion process as a means to manufacture solid dispersion/solution. J Pharm Sci. 2005;94:2463-2474.
    • (2005) J Pharm Sci , vol.94 , pp. 2463-2474
    • Chokshi, R.J.1    Sandhu, H.K.2    Iyer, R.M.3    Shah, N.H.4    Malick, A.W.5    Zia, H.6
  • 22
    • 0021686152 scopus 로고
    • Stability of parenterals
    • Mendenhall DW. Stability of parenterals. Drug Dev Ind Pharm. 1984;10:1297-1342.
    • (1984) Drug Dev Ind Pharm , vol.10 , pp. 1297-1342
    • Mendenhall, D.W.1
  • 23
    • 0024825988 scopus 로고
    • An unexpected pH effect on the stability of moexipril lyophilized powder
    • Strickley RG, Visor GC, Lin L, Gu L. An unexpected pH effect on the stability of moexipril lyophilized powder. Pharm Res. 1989;6:971-975.
    • (1989) Pharm Res , vol.6 , pp. 971-975
    • Strickley, R.G.1    Visor, G.C.2    Lin, L.3    Gu, L.4
  • 24
    • 0020503511 scopus 로고
    • Solid-state decomposition of alkoxyfuroic acids in the presence of microcrystalline cellulose
    • Carstensen JT, Kothari RC. Solid-state decomposition of alkoxyfuroic acids in the presence of microcrystalline cellulose. J Pharm Sci. 1983;72:1149-1154.
    • (1983) J Pharm Sci , vol.72 , pp. 1149-1154
    • Carstensen, J.T.1    Kothari, R.C.2
  • 25
    • 0022376353 scopus 로고
    • Interactions in the solid state. I. Interactions of sodium bicarbonate and tartaric acid under compressed conditions
    • Usui F, Carstensen JT. Interactions in the solid state. I. Interactions of sodium bicarbonate and tartaric acid under compressed conditions. J Pharm Sci. 1985;74:1293-1297.
    • (1985) J Pharm Sci , vol.74 , pp. 1293-1297
    • Usui, F.1    Carstensen, J.T.2
  • 26
    • 0032937684 scopus 로고    scopus 로고
    • Chemical stability of an ester prodrug of a glycoprotein IIb/IIIa receptor antagonist in solid dosage forms
    • Badawy SI, Williams RC, Gilbert DL. Chemical stability of an ester prodrug of a glycoprotein IIb/IIIa receptor antagonist in solid dosage forms. J Pharm Sci. 1999;88:428-433.
    • (1999) J Pharm Sci , vol.88 , pp. 428-433
    • Badawy, S.I.1    Williams, R.C.2    Gilbert, D.L.3
  • 27
    • 0344299155 scopus 로고    scopus 로고
    • Effect of different acids on solid-state stability of an ester prodrug of a IIb/IIIa glycoprotein receptor antagonist
    • Badawy SIF, Williams RC, Gilbert DL. Effect of different acids on solid-state stability of an ester prodrug of a IIb/IIIa glycoprotein receptor antagonist. Pharm Dev Technol. 1999;4:325-331.
    • (1999) Pharm Dev Technol , vol.4 , pp. 325-331
    • Badawy, S.I.F.1    Williams, R.C.2    Gilbert, D.L.3
  • 28
    • 0037677562 scopus 로고    scopus 로고
    • Chemical stability of esters of nicotinic acid intended for pulmonary administration by liquid ventilation
    • Hsu CH, Jay M, Bummer PM, Lehmler HJ. Chemical stability of esters of nicotinic acid intended for pulmonary administration by liquid ventilation. Pharm Res. 2003;20:918-925.
    • (2003) Pharm Res , vol.20 , pp. 918-925
    • Hsu, C.H.1    Jay, M.2    Bummer, P.M.3    Lehmler, H.J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.