BMH-21isapotentsmallmoleculeDNAintercalator.BMH-21bindsribosomalDNAandinhibitsRNApolymeraseI(PolI)transcription.BMH-21doesnotcausephosphorylationofH2AX,akeybioMarkeractivatedinDNAdamagestress.BMH-21effectsonthenucleolarstressresponsewereindependentofmajorDNAdamageassociatedPI3-kinasepathways,ATM,ATRandDNA-PKcs.BMH-21isachemicallyuniqueDNAintercalatorthathashighbioactivitytowardsPolIinhibitionwithoutactivationordependenceofDNAdamagestress.ThefindingsalsoshowthatinterferencewithDNAandDNAmetabolicprocessescanbeexploitedtherapeuticallywithoutcausingDNAdamage.

MedKooCat#:406586
Name:BMH-21
CAS#:896705-16-1
ChemicalFormula:C21H22N4O2
ExactMass:362.1743
MolecularWeight:362.43
ElementalAnalysis:C,69.59;H,6.12;N,15.46;O,8.83


Synonym:BMH21;BMH21;BMH-21.

IUPAC/ChemicalName:N-(2-(dimethylamino)ethyl)-12-oxo-11a,12-dihydro-5aH-benzo[g]pyrido[2,1-b]quinazoline-4-carboxamide

InChiKey:FSCFXXLAGKOPMP-UHFFFAOYSA-N

InChiCode:InChI=1S/C21H22N4O2/c1-24(2)11-9-22-20(26)16-8-5-10-25-19(16)23-18-13-15-7-4-3-6-14(15)12-17(18)21(25)27/h4-8,10,12-13,17-18H,9,11H2,1-2H3,(H,22,26)

SMILESCode:O=C(C1=CC=CN2C1=NC3C=C(C=CC=C4)C4=CC3C2=O)NCCN(C)C


TechnicalData

Appearance:
Solidpowder

Purity:
>98%(orrefertotheCertificateofAnalysis)

CertificateofAnalysis:
ViewCoA:currentbatch,Lot#BBC50824

QCData:
ViewQCdata:currentbatch,Lot#BBC50824

SafetyDataSheet(MSDS):
ViewMaterialSafetyDataSheet(MSDS)

ShippingCondition:
Shippedunderambienttemperatureasnon-hazardouschemical.ThisproductisstableenoughforafewweeksduringordinaryshippingandtimespentinCustoms.

StorageCondition:
Dry,darkandat0-4Cforshortterm(daystoweeks)or-20Cforlongterm(monthstoyears).

Solubility:
SolubleinDMSO,notinwater

ShelfLife:
>2yearsifstoredproperly

DrugFormulation:
ThisdrugmaybeformulatedinDMSO

StockSolutionStorage:
0-4Cforshortterm(daystoweeks),or-20Cforlongterm(months).

HarmonizedSystemCode:
293490


AdditionalInformation

  
  
 


References

1:PeltonenK,ColisL,LiuH,JäämaaS,ZhangZ,AfHällströmT,MooreHM,SirajuddinP,LaihoM.SmallMoleculeBMH-CompoundsThatInhibitRNAPolymeraseIandCauseNucleolarStress.MolCancerTher.2014Nov;13(11):2537-46.doi:10.1158/1535-7163.MCT-14-0256.Epub2014Oct2.PubMedPMID:25277384;PubMedCentralPMCID:PMC4221476.

2:ColisL,PeltonenK,SirajuddinP,LiuH,SandersS,ErnstG,BarrowJC,LaihoM.DNAintercalatorBMH-21inhibitsRNApolymeraseIindependentofDNAdamageresponse.Oncotarget.2014Jun30;5(12):4361-9.PubMedPMID:24952786;PubMedCentralPMCID:PMC4147329.

3:ColisL,ErnstG,SandersS,LiuH,SirajuddinP,PeltonenK,DePasqualeM,BarrowJC,LaihoM.Design,synthesis,andstructure-activityrelationshipsofpyridoquinazolinecarboxamidesasRNApolymeraseIinhibitors.JMedChem.2014Jun12;57(11):4950-61.doi:10.1021/jm5004842.Epub2014May30.PubMedPMID:24847734;PubMedCentralPMCID:PMC4059246.

4:PeltonenK,ColisL,LiuH,TrivediR,MoubarekMS,MooreHM,BaiB,RudekMA,BieberichCJ,LaihoM.AtargetingmodalityfordestructionofRNApolymeraseIthatpossessesanticanceractivity.CancerCell.2014Jan13;25(1):77-90.doi:10.1016/j.ccr.2013.12.009.PubMedPMID:24434211;PubMedCentralPMCID:PMC3930145.