GemcitABIneisa2’-deoxycytidineanalogantimetabolitethatinhibitsribonucleotidereductaseandDNAsynthesis.Gemcitabineexhibitsanticancerchemotherapeuticandantiviralactivities.Inpancreaticcancercells,gemcitabineinducescelldeathviamitochondrialcomplexationofMST1andcyclophilinD.Additionally,thiscompoundisactiveagainststrainsofHIV-1andfelineleukemiavirus(FeLV/FeLuk).
| CasNo. | 122111-03-9 |
|---|---|
| Purity | ≥98% |
| Formula | C9H11F2N3O4•HCl |
| FormulaWt. | 299.66 |
| ChemicalName | 2"-deoxy-2",2"-difluorocytidinemonohydrochloride((beta)-isomer) |
| IUPACName | 4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one;hydrochloride |
| Synonym | Gemzar |
| MeltingPoint | 287-292°C |
| Solubility | Solubleinwater.Slightlysolubleinmethanol,acetone,DMSO. |
| Appearance | WhiteCrystalPowder |
| StoreTemp | Ambient |
|---|---|
| ShipTemp | Ambient |
| MSDS | G1745MSDSPDF |
|---|---|
| InfoSheet | G1745InfoSheetPDF |
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SuCH,ChuWC,LanKH,etal.GemcitabinecausestelomereattritionbystabilizingTRF2.EurJCancer.2012Dec;48(18):3465-74.PMID:22704123.
GreggsWM3rd,ClouserCL,PattersonSE,etal.Discoveryofdrugsthatpossessactivityagainstfelineleukemiavirus.JGenVirol.2012Apr;93(Pt4):900-5.PMID:22258856.
CerqueiraNM,FernandesPA,RamosMJ.Understandingribonucleotidereductaseinactivationbygemcitabine.Chemistry.2007;13(30):8507-15.PMID:17636467.
BlackwoodE,EplerJ,YenI,etal.Combinationdrugschedulingdefinesa“windowofopportunity”forchemopotentiationofgemcitabinebyanorallybioavailable,selectiveChK1inhibitor,GNE-900.MolCancerTher.2013Oct;12(10):1968-1980.PMID:23873850.
Reconstitutedgemcitabineasthehydrochloridesaltintheoriginalvialsischemicallystableatroomtemperaturefor35daysbutmaydevelopcrystalswhenstoredat4degreesC.Thecrystalsdonotredissolveuponwarming.Gemcitabinepreparedasintravenousadmixturesof0.1and10mg/mLasthehydrochloridesaltin5%dextroseinjectionand0.9%sodiumchlorideinjectioninPVCbagsandasasolutionof38mg/mLin0.9%sodiumchlorideinjectionpackagedinplasticsyringesisphysicallyandchemicallystableforatleast35daysat4degreesCand23degreesC.Gemcitabineasthehydrochloridesaltisstableforatleast7daysatconcentrationsof0.1,10,and38mg/mLin5%dextroseinjectionand0.9%sodiumchlorideinjectionstoredat32degreesCduringsimulatedambulatoryinfusion.
