Home Other Building Blocks 443642-29-3
443642-29-3,MFCD14584964
Catalog No.:AA00DA1H

443642-29-3 | Lamevudine

Pack Size
Purity
Availability
Price(USD)
Quantity
  
5mg
95%
in stock  
$283.00   $198.00
- +
10mg
95%
in stock  
$450.00   $315.00
- +
50mg
95%
in stock  
$1,415.00   $990.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00DA1H
Chemical Name:
Lamevudine
CAS Number:
443642-29-3
Molecular Formula:
C12H16N4O4
Molecular Weight:
280.2798
MDL Number:
MFCD14584964
SMILES:
OC[C@H]1O[C@H]([C@]([C@@H]1O)(C)O)n1ccc2c1ncnc2N
Properties
Properties
 
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
373  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
2  
XLogP3:
-1.2  

Downstream Synthesis Route

[1]CurrentPatentAssignee:GLAXOSMITHKLINEPLC-US2009/48189,2009,A1Locationinpatent:Page/Pagecolumn45

[2]CurrentPatentAssignee:GLAXOSMITHKLINEPLC-US2006/111311,2006,A1Locationinpatent:Page/Pagecolumn17

[3]Eldrup,AnneB.;Prhavc,Marija;Brooks,Jennifer;Bhat,Balkrishen;Prakash,ThazhaP.;Song,Quanlai;Bera,Sanjib;Bhat,Neelima;Dande,Prasad;Cook,P.Dan;Bennett,C.Frank;Carroll,StevenS.;Ball,RichardG.;Bosserman,Michele;Burlein,Christine;Colwell,LawrenceF.;Fay,JohnF.;Flores,OsvaldoA.;Getty,Krista;LaFemina,RobertL.;Leone,Joseph;MacCoss,Malcolm;McMasters,DanielR.;Tomassini,JoanneE.;VonLangen,Derek;Wolanski,Bohdan;Olsen,DavidB.[JournalofMedicinalChemistry,2004,vol.47,#21,p.5284-5297]

[4]CurrentPatentAssignee:IONISPHARMACEUTICALS-WO2003/99840,2003,A1Locationinpatent:Page156-157

[5]CurrentPatentAssignee:Olsen,DavidB.;Tomassini,JoanneE.;Mao,Shi-Shan;Carroll,StevenS.-US2004/259934,2004,A1Locationinpatent:Page/Pagecolumn14

[6]CurrentPatentAssignee:IONISPHARMACEUTICALS;MERCK&COINC-US2017/183373,2017,A1Locationinpatent:Paragraph0786;0787;0788;0789

443642-29-3   
4-amino-5-chloro-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo2,3-dpyrimidine 

[1]Eldrup,AnneB.;Prhavc,Marija;Brooks,Jennifer;Bhat,Balkrishen;Prakash,ThazhaP.;Song,Quanlai;Bera,Sanjib;Bhat,Neelima;Dande,Prasad;Cook,P.Dan;Bennett,C.Frank;Carroll,StevenS.;Ball,RichardG.;Bosserman,Michele;Burlein,Christine;Colwell,LawrenceF.;Fay,JohnF.;Flores,OsvaldoA.;Getty,Krista;LaFemina,RobertL.;Leone,Joseph;MacCoss,Malcolm;McMasters,DanielR.;Tomassini,JoanneE.;VonLangen,Derek;Wolanski,Bohdan;Olsen,DavidB.[JournalofMedicinalChemistry,2004,vol.47,#21,p.5284-5297]

[2]CurrentPatentAssignee:IONISPHARMACEUTICALS-WO2003/99840,2003,A1Locationinpatent:Page193-194

[3]CurrentPatentAssignee:IONISPHARMACEUTICALS;MERCK&COINC-US2017/183373,2017,A1Locationinpatent:Paragraph0985;0986;0987;0988

443642-29-3   
4-amino-5-bromo-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo2,3-dpyrimidine 

[1]Eldrup,AnneB.;Prhavc,Marija;Brooks,Jennifer;Bhat,Balkrishen;Prakash,ThazhaP.;Song,Quanlai;Bera,Sanjib;Bhat,Neelima;Dande,Prasad;Cook,P.Dan;Bennett,C.Frank;Carroll,StevenS.;Ball,RichardG.;Bosserman,Michele;Burlein,Christine;Colwell,LawrenceF.;Fay,JohnF.;Flores,OsvaldoA.;Getty,Krista;LaFemina,RobertL.;Leone,Joseph;MacCoss,Malcolm;McMasters,DanielR.;Tomassini,JoanneE.;VonLangen,Derek;Wolanski,Bohdan;Olsen,DavidB.[JournalofMedicinalChemistry,2004,vol.47,#21,p.5284-5297]

[2]CurrentPatentAssignee:IONISPHARMACEUTICALS-WO2003/99840,2003,A1Locationinpatent:Page194-195

[3]CurrentPatentAssignee:IONISPHARMACEUTICALS;MERCK&COINC-US2017/183373,2017,A1Locationinpatent:Paragraph0989;0990;0991;0992

[1]Bio,MatthewM.;Xu,Feng;Waters,Marjorie;Williams,J.Michael;Savary,KimberlyA.;Cowden,CameronJ.;Yang,Chunhua;Buck,Elizabeth;Song,ZhiguoJ.;Tschaen,DavidM.;Volante;Reamer,RobertA.;Grabowski,EdwardJ.J.[JournalofOrganicChemistry,2004,vol.69,#19,p.6257-6266]

[1]Bio,MatthewM.;Xu,Feng;Waters,Marjorie;Williams,J.Michael;Savary,KimberlyA.;Cowden,CameronJ.;Yang,Chunhua;Buck,Elizabeth;Song,ZhiguoJ.;Tschaen,DavidM.;Volante;Reamer,RobertA.;Grabowski,EdwardJ.J.[JournalofOrganicChemistry,2004,vol.69,#19,p.6257-6266]

Literature

Title: Synthesis and evaluation against hepatitis C virus of 7-deaza analogues of 2'-C-methyl-6-O-methyl guanosine nucleoside and L-Alanine ester phosphoramidates.

Journal: Bioorganic & medicinal chemistry letters 20130401

Title: Synthesis and antiviral properties of novel 7-heterocyclic substituted 7-deaza-adenine nucleoside inhibitors of Hepatitis C NS5B polymerase.

Journal: Bioorganic & medicinal chemistry 20120801

Title: Synthesis and characterization of 2'-C-Me branched C-nucleosides as HCV polymerase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20120615

Title: Elimination of hepatitis C virus by short term NS3-4A and NS5B inhibitor combination therapy in human hepatocyte chimeric mice.

Journal: Journal of hepatology 20110501

Title: Robust antiviral efficacy upon administration of a nucleoside analog to hepatitis C virus-infected chimpanzees.

Journal: Antimicrobial agents and chemotherapy 20090301

Title: Synthesis and HCV inhibitory properties of 9-deaza- and 7,9-dideaza-7-oxa-2'-C-methyladenosine.

Journal: Bioorganic & medicinal chemistry 20070801

Title: A dengue fever viremia model in mice shows reduction in viral replication and suppression of the inflammatory response after treatment with antiviral drugs.

Journal: The Journal of infectious diseases 20070301

Title: Structure-activity relationship of heterobase-modified 2'-C-methyl ribonucleosides as inhibitors of hepatitis C virus RNA replication.

Journal: Journal of medicinal chemistry 20041007

Title: Carroll SS, et al. Robust antiviral efficacy upon administration of a nucleoside analog to hepatitis C virus-infected chimpanzees. Antimicrob Agents Chemother. 2009 Mar;53(3):926-34.

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Tags:443642-29-3 Molecular Formula|443642-29-3 MDL|443642-29-3 SMILES|443642-29-3 Lamevudine