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121288-39-9,MFCD00867591
Catalog No.:AA009EJ2

121288-39-9 | 7-Allyl-78-dihydro-8-oxoguanosine

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Purity
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5mg
≥98%
in stock  
$46.00   $32.00
- +
10mg
≥98%
in stock  
$88.00   $61.00
- +
25mg
≥98%
in stock  
$123.00   $86.00
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50mg
≥98%
in stock  
$152.00   $106.00
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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:
AA009EJ2
Chemical Name:
7-Allyl-78-dihydro-8-oxoguanosine
CAS Number:
121288-39-9
Molecular Formula:
C13H17N5O6
Molecular Weight:
339.3040
MDL Number:
MFCD00867591
SMILES:
C=CCn1c(=O)n(c2c1c(=O)nc([nH]2)N)C1OC(C(C1O)O)CO
Properties
Computed Properties
 
Complexity:
661  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
4  
XLogP3:
-2.7  

Downstream Synthesis Route
29943-42-8    121288-39-9   
2-amino-7-(2-propenyl)-9-<β-D-ribofuranosyl-2',3'-(tetrahydro-4H-pyran-4-one)>purine-6,8(1H)-dione 

[1]Chen;Goodman;Argentieri;Bell;Burr;Come;Goodman;Klaubert;Maryanoff;Pope;Rampulla;Schott;Reitz[NucleosidesandNucleotides,1994,vol.13,#1-3,p.551-562]

108-94-1    121288-39-9   
2-amino-7-(2-propenyl)-9-<β-D-ribofuranosyl-2',3'-(cyclohexylidene)>purine-6,8(1H)-dione 

[1]Chen;Goodman;Argentieri;Bell;Burr;Come;Goodman;Klaubert;Maryanoff;Pope;Rampulla;Schott;Reitz[NucleosidesandNucleotides,1994,vol.13,#1-3,p.551-562]

121288-39-9   
2-amino-7-propyl-9-(β-D-ribofuranosyl)purine-6,8(1H)-dione 

[1]Chen;Goodman;Argentieri;Bell;Burr;Come;Goodman;Klaubert;Maryanoff;Pope;Rampulla;Schott;Reitz[NucleosidesandNucleotides,1994,vol.13,#1-3,p.551-562]

[2]CurrentPatentAssignee:SCRIPPSHEALTHINC-US5011828,1991,A

[1]CurrentPatentAssignee:ASCENDBIOPHARMACEUTICALS-WO2013/67597,2013,A1Locationinpatent:Page/Pagecolumn108

[2]Chen;Goodman;Argentieri;Bell;Burr;Come;Goodman;Klaubert;Maryanoff;Pope;Rampulla;Schott;Reitz[NucleosidesandNucleotides,1994,vol.13,#1-3,p.551-562]

[3]CurrentPatentAssignee:SCRIPPSHEALTHINC-US5011828,1991,A

[4]Come,J.;Burr,L.;Chen,R.[TetrahedronLetters,1991,vol.32,#37,p.4823-4826]

[5]Reitz;Goodman;Pope;Argentieri;Bell;Burr;Chourmouzis;Come;Goodman;Klaubert;Maryanoff;McDonnell;Rampulla;Schott;Chen[JournalofMedicinalChemistry,1994,vol.37,#21,p.3561-3578]

[1]Chen;Goodman;Argentieri;Bell;Burr;Come;Goodman;Klaubert;Maryanoff;Pope;Rampulla;Schott;Reitz[NucleosidesandNucleotides,1994,vol.13,#1-3,p.551-562]

Literature

Title: Toll-like receptor 7 ligands inhibit influenza A infection in chickens.

Journal: Journal of interferon & cytokine research : the official journal of the International Society for Interferon and Cytokine Research 20120101

Title: Loxoribine, a selective Toll-like receptor 7 agonist, induces maturation of human monocyte-derived dendritic cells and stimulates their Th-1- and Th-17-polarizing capability.

Journal: International immunopharmacology 20101101

Title: Toll-like receptors: role in dermatological disease.

Journal: Mediators of inflammation 20100101

Title: Toll-like receptor 2 agonists inhibit human fibrocyte differentiation.

Journal: Fibrogenesis & tissue repair 20100101

Title: Disparate expression of IL-12 by SJL/J and B10.S macrophages during Theiler's virus infection is associated with activity of TLR7 and mitogen-activated protein kinases.

Journal: Microbes and infection 20050201

Title: The Toll-like receptor 7 (TLR7)-specific stimulus loxoribine uncovers a strong relationship within the TLR7, 8 and 9 subfamily.

Journal: European journal of immunology 20031101

Title: Loxoribine (7-allyl-8-oxoguanosine) activates natural killer cells and primes cytolytic precursor cells for activation by IL-2.

Journal: Journal of immunology (Baltimore, Md. : 1950) 19930915

Title: Heil F, et al. The Toll-like receptor 7 (TLR7)-specific stimulus loxoribine uncovers a strong relationship within the TLR7, 8 and 9 subfamily. Eur J Immunol. 2003 Nov;33(11):2987-97.

Title: Dzopalic T, et al. Loxoribine, a selective Toll-like receptor 7 agonist, induces maturation of human monocyte-derived dendritic cells and stimulates their Th-1- and Th-17-polarizing capability. Int Immunopharmacol. 2010 Nov;10(11):1428-33.

Title: Pope BL, et al. In vivo enhancement of murine natural killer cell activity by 7-allyl-8-oxoguanosine (loxoribine). Int J Immunopharmacol. 1992 Nov;14(8):1375-82.

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Tags:121288-39-9 Molecular Formula|121288-39-9 MDL|121288-39-9 SMILES|121288-39-9 7-Allyl-78-dihydro-8-oxoguanosine