SBE-β-CDisasulfobutyletherβ-cyclodextrinderivative,itisanexcipientoraformulatingagentusedtoincreasethesolubilityofpoorlysolubledrugs.

SBE-β-CDisachemicallymodifiedβ-CDthatisacyclichydrophilicoligosaccharidewhichisnegativelychargedinaqueousmedia.β-CDfunctionedisasolubilizeronlyatlowconcentrations,whereasSBE7-β-CDexhibitsstrongsolubilizingeffectsoverawideconcentrationrange^[1].

SBE-β-CDisaderivatizedformofβ-cyclodextrinthathasbeendevelopedasasafeandeffectivesolubilizingagentfordrugsbeingadmiNISTeredbyparenteralandotherroutes(includingoral).SBE-β-CDisacycliccarbohydratecomprisedofsevenglucosemolecules;theresultingtruncatedcone-likestructurebeingfurtherderivatizedwithanaverageofsevensulfobutylethergroups^[2].ThecalorimetricdatafortheCompound1/SBE-β-CDcomplexindicatesanextremelystronginteraction,withanassociationconstantof2.3±(0.2)×10⁶M^-1at25°Cand1.6±(0.2)×10⁶M^-1at37°C^[3].SBE-β-CDaloneevokesamildcardio-depressanteffectindependentofcocainetreatment(p=0.0001comparedtobaseline)butattenuatesfurthercocaine-induceddecreasesinRPP,dP/dtmax,anddP/dtmax_absathighcocaineconcentrations.NosignificanteffectisseenonlinepressureSBE-β-CDalleviatesthemostpronouncedcardiacdepressionforRPP,dP/dtmax,anddP/dtmax_abs.ThisdifferentialeffectofSBE-β-CDatlowandhighconcentrationsproducesaninteractioneffectinthetwo-wayANOVAforRPP(p<0.0001), dp/dtmax="" (p="0.0001)," and="">_abs(p=0.0015),andpreventsanyoveralltreatmenteffect.InfusingSBE-β-CDalsoattenuatesthecardiacdepressionassociatedwithcocaethylenetoxicityforRPPanddP/dtmax.Nodifferencesareobservedbetweenethanol-treatedcontrolsandcocaethyleneplusSBE-β-CDgroups^[4].

• [1].FukudaM,etal.Influenceofsulfobutyletherbeta-cyclodextrin(Captisol)onthedissolutionpropertiesofapoorlysolubledrugfromextrudatespreparedbyhot-meltextrusion.IntJPharm.2008Feb28;350(1-2):188-196.

  [2].LockwoodSF,etal.Improvedaqueoussolubilityofcrystallineastaxanthin(3,3"-dihydroxy-beta,beta-carotene-4,4"-dione)byCaptisol(sulfobutyletherbeta-cyclodextrin).JPharmSci.2003Apr;92(4):922-926.

  [3].CharmanSA,etal.Alterationoftheintravenouspharmacokineticsofasyntheticozonideantimalarialinthepresenceofamodifiedcyclodextrin.JPharmSci.2006Feb;95(2):256-67.

  [4].FettiplaceMR,etal.Cardiacdepressioninducedbycocaineorcocaethyleneisalleviatedbylipidemulsionmoreeffectivelythanbysulfobutylether-β-cyclodextrin.AcadEmergMed.2015May;22(5):508-17.

SBE-β-CDispreparedinsaline^[3].

Rat^[3]
A300gratisadministeredwith1mLofa0.1MSBE-β-CDsolutioncontaining5.64mgofCompound1,andassuminganextracellularvolumeof90mL,lessthan0.1%ofthecomplexwouldrapidlydissociateduetotheinitialeffectsofdilution.Thiscalculation,combinedwiththechangingbloodtoplasmaratiointhepresenceofSBE-β-CD,providesareasonableexplanationfortheobserveddifferencesinthebloodandplasmaprofilesofCompound1afterintravenousadministrationineitherthecyclodextrinorcyclodextrin-freeformulations.AfterIVadministrationofthecyclodextrinformulation,Compound1wouldinitiallybepreventedfromdistributingintoerythrocytestherebyresultinginawholebloodtoplasmaratiooflessthanone.Subsequently,clearanceofSBE-β-CDfromthecirculationwouldleadtochangesinthecomplexationequilibriumsuchthattheunboundfractionofCompound1wouldincrease,therebyreestablishingnormalbloodtoplasmapartitioning(i.e.infavourofwholeblood)andclearance.MCEhasnotindependentlyconfirmedtheaccuracyofthesemethods.Theyareforreferenceonly.

• [1].FukudaM,etal.Influenceofsulfobutyletherbeta-cyclodextrin(Captisol)onthedissolutionpropertiesofapoorlysolubledrugfromextrudatespreparedbyhot-meltextrusion.IntJPharm.2008Feb28;350(1-2):188-196.

  [2].LockwoodSF,etal.Improvedaqueoussolubilityofcrystallineastaxanthin(3,3"-dihydroxy-beta,beta-carotene-4,4"-dione)byCaptisol(sulfobutyletherbeta-cyclodextrin).JPharmSci.2003Apr;92(4):922-926.

  [3].CharmanSA,etal.Alterationoftheintravenouspharmacokineticsofasyntheticozonideantimalarialinthepresenceofamodifiedcyclodextrin.JPharmSci.2006Feb;95(2):256-67.

  [4].FettiplaceMR,etal.Cardiacdepressioninducedbycocaineorcocaethyleneisalleviatedbylipidemulsionmoreeffectivelythanbysulfobutylether-β-cyclodextrin.AcadEmergMed.2015May;22(5):508-17.

1451.29

C₅₀H₈₄Na₂O₄₁S₂

182410-00-0

4°C,protectfromlight

RoomtemperatureincontinentalUS;mayvaryelsewhere

H₂O:≥33mg/mL;DMSO:5.625mg/mL

*"<1 mg/ml"="" means="" slightly="" soluble="" or="" insoluble.="" "≥"="" means="" soluble,="" but="" saturation="">

Purity:>98.0%

SelectBatch:HY-17031-22981HY-17031-22970HY-17031-26609HY-17031-24580HY-17031-20021

DataSheet(130KB)SDS(389KB)

COA(102KB)

HandlingInstructions(1252KB)

• [1].FukudaM,etal.Influenceofsulfobutyletherbeta-cyclodextrin(Captisol)onthedissolutionpropertiesofapoorlysolubledrugfromextrudatespreparedbyhot-meltextrusion.IntJPharm.2008Feb28;350(1-2):188-196.

  [2].LockwoodSF,etal.Improvedaqueoussolubilityofcrystallineastaxanthin(3,3"-dihydroxy-beta,beta-carotene-4,4"-dione)byCaptisol(sulfobutyletherbeta-cyclodextrin).JPharmSci.2003Apr;92(4):922-926.

  [3].CharmanSA,etal.Alterationoftheintravenouspharmacokineticsofasyntheticozonideantimalarialinthepresenceofamodifiedcyclodextrin.JPharmSci.2006Feb;95(2):256-67.

  [4].FettiplaceMR,etal.Cardiacdepressioninducedbycocaineorcocaethyleneisalleviatedbylipidemulsionmoreeffectivelythanbysulfobutylether-β-cyclodextrin.AcadEmergMed.2015May;22(5):508-17.

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