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116371-67-6,MFCD18252926
Catalog No.:AA000C8X

116371-67-6 | Gemcitabine monophosphate

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1mg
97%
in stock  
$181.00   $127.00
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5mg
97%
in stock  
$565.00   $395.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA000C8X
Chemical Name:
Gemcitabine monophosphate
CAS Number:
116371-67-6
Molecular Formula:
C9H12F2N3O7P
Molecular Weight:
343.1780
MDL Number:
MFCD18252926
SMILES:
Nc1ccn(c(=O)n1)[C@@H]1O[C@@H]([C@H](C1(F)F)O)COP(=O)(O)O
Properties
Computed Properties
 
Complexity:
578  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
4  
XLogP3:
-3  

Downstream Synthesis Route

[1]Zhu,Chenjie;Tang,Chenglun;Cao,Zhi;He,Wei;Chen,Yong;Chen,Xiaochun;Guo,Kai;Ying,Hanjie[OrganicProcessResearchandDevelopment,2014,vol.18,#11,p.1575-1581]

[2]Cappellacci;Franchetti;Vita;Petrelli;Grifantini[Nucleosides,nucleotidesandnucleicacids,2008,vol.27,#5,p.460-468]

[3]Clausen,AndersR.;Girandon,Lenart;Ali,Ashfaq;Knecht,Wolfgang;Rozpedowska,Elzbieta;Sandrini,MichaelP.B.;Andreasson,Erik;Munch-Petersen,Birgitte;Piskur,Jure[FEBSJournal,2012,vol.279,#20,p.3889-3897]

[4]Kaczmarek,Renata;Radzikowska,Ewa;Baraniak,Janina[Synlett,2014,vol.25,#13,p.1851-1854]

[5]Kaczmarek,Renata;Radzikowska,Ewa;Baraniak,Janina[Synlett,2014,vol.25,#13,p.1851-1854]

C9H10Cl2F2N3O5P 
  116371-67-6 

[1]Risbood,PrabhakarA.;KaneJr.,CharlesT.;Hossain,Md.Tafazzal;Vadapalli,Sudhakarrao;Chadda,SatishK.[BioorganicandMedicinalChemistryLetters,2008,vol.18,#9,p.2957-2958]

[2]Locationinpatent:experimentalpartJansen,RobertS.;Rosing,Hilde;Schellens,JanHm;Beijnen,JosH.[Nucleosides,nucleotidesandnucleicacids,2010,vol.29,#1,p.14-26]

[1]Risbood,PrabhakarA.;KaneJr.,CharlesT.;Hossain,Md.Tafazzal;Vadapalli,Sudhakarrao;Chadda,SatishK.[BioorganicandMedicinalChemistryLetters,2008,vol.18,#9,p.2957-2958]

[2]Farrell,KristenB.;Karpeisky,Alexander;Thamm,DouglasH.;Zinnen,Shawn[BioconjugateChemistry,2021,vol.32,#12,p.2530-2539]

C9H10Cl2F2N3O5P 
 
2'-deoxy-2',2'-difluorocytidine5-diphosphate 
  116371-67-6   
2′,2′-difluorodeoxycytidinetriphosphate 

[1]Locationinpatent:experimentalpartJansen,RobertS.;Rosing,Hilde;Schellens,JanHm;Beijnen,JosH.[Nucleosides,nucleotidesandnucleicacids,2010,vol.29,#1,p.14-26]

C9H10Cl2F2N3O5P 
  116371-67-6   
2′,2′-difluorodeoxycytidinetriphosphate 

[1]Locationinpatent:experimentalpartJansen,RobertS.;Rosing,Hilde;Schellens,JanHm;Beijnen,JosH.[Nucleosides,nucleotidesandnucleicacids,2010,vol.29,#1,p.14-26]

Literature

Title: Gemcitabine intercellular diffusion mediated by gap junctions: new implications for cancer therapy.

Journal: Molecular cancer 20100101

Title: Assessment of the effect of phosphorylated metabolites of anti-human immunodeficiency virus and anti-hepatitis B virus pyrimidine analogs on the behavior of human deoxycytidylate deaminase.

Journal: Molecular pharmacology 20030101

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Tags:116371-67-6 Molecular Formula|116371-67-6 MDL|116371-67-6 SMILES|116371-67-6 Gemcitabine monophosphate