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Medchemexpress/SBE-β-CD(Synonyms: Sulfobutylether-β-Cyclodextrin)/HY-17031/10g
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Medchemexpress/SBE-β-CD(Synonyms: Sulfobutylether-β-Cyclodextrin)/HY-17031/10g
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SBE-β-CDisasulfobutyletherβ-cyclodextrinderivative,itisanexcipientoraformulatingagentusedtoincreasethesolubilityofpoorlysolubledrugs.
Description

SBE-β-CDisasulfobutyletherβ-cyclodextrinderivative,itisanexcipientoraformulatingagentusedtoincreasethesolubilityofpoorlysolubledrugs.

InVitro

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

InVivo

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/dtmaxabsathighcocaineconcentrations.NosignificanteffectisseenonlinepressureSBE-β-CDalleviatesthemostpronouncedcardiacdepressionforRPP,dP/dtmax,anddP/dtmaxabs.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].

References

  • [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.

PreparingStockSolutions
ConcentrationVolumeMass1mg5mg10mg
1mM0.6890mL3.4452mL6.8904mL
5mM0.1378mL0.6890mL1.3781mL
10mM0.0689mL0.3445mL0.6890mL
Pleaserefertothesolubilityinformationtoselecttheappropriatesolvent.
AnimalAdministration
[3]

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.

References

  • [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.

MolecularWeight

1451.29

Formula

C₅₀H₈₄Na₂O₄₁S₂

CASNo.

182410-00-0

Storage

4°C,protectfromlight

Shipping

RoomtemperatureincontinentalUS;mayvaryelsewhere

Solvent&Solubility

H2O:≥33mg/mL;DMSO:5.625mg/mL

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

Purity:>98.0%

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