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Loxoribine

Product Name
Loxoribine
CAS No.
121288-39-9
Chemical Name
Loxoribine
Synonyms
RWJ 21757;Loxoribine;Loxoribine, 10 mM in DMSO;7,8-Dihydro-8-oxo-7-allyl-guanosine;7-Allyl-7,8-dihydro-8-oxoguanosine 95%;7-ALLYL-7 8-DIHYDRO-8-OXOGUANOSINE 95;7,8-Dihydro-8-oxo-7-(2-propenyl)guanosine;Guanosine, 7,8-dihydro-8-oxo-7-(2-propenyl)-;7,8-dihydro-8-oxo-7-allyl-guanosine, Loxoribine;Guanosine, 7,8-dihydro-8-oxo-7-(2-propen-1-yl)-
CBNumber
CB7499469
Molecular Formula
C13H17N5O6
Formula Weight
339.3
MOL File
121288-39-9.mol
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Loxoribine Property

Melting point:
227-230 °C(lit.)
Density 
1.92±0.1 g/cm3(Predicted)
storage temp. 
Desiccate at +4°C
solubility 
Soluble in DMSO (up to 25 mg/ml).
form 
White to off-white solid.
pka
10.29±0.20(Predicted)
color 
White
optical activity
[α]21/D 32°, c = 1 in H2O
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
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Safety

WGK Germany 
3
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
496812
Product name
7-Allyl-7,8-dihydro-8-oxoguanosine
Purity
95%
Packaging
50mg
Price
$200.34
Updated
2025/07/31
Sigma-Aldrich
Product number
496812
Product name
7-Allyl-7,8-dihydro-8-oxoguanosine
Purity
95%
Packaging
250mg
Price
$496
Updated
2025/07/31
Cayman Chemical
Product number
21186
Product name
Loxoribine
Purity
≥98%
Packaging
5mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
21186
Product name
Loxoribine
Purity
≥98%
Packaging
10mg
Price
$61
Updated
2024/03/01
Cayman Chemical
Product number
21186
Product name
Loxoribine
Purity
≥98%
Packaging
25mg
Price
$86
Updated
2024/03/01
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Loxoribine Chemical Properties,Usage,Production

Description

Loxoribine is a guanosine derivative and an agonist of toll-like receptor 7 (TLR7). It is selective for TLR7 over other human TLRs in a cell-based reporter assay at 1 mM.. Loxoribine induces proliferation, increases the antibody response to sheep red blood cells, and activates natural killer cell activity against Yac-1 lymphoma cells in murine splenocyte cultures (EC50s = 10-50, 3-20, and 13-22 μM, respectively). Loxoribine (250 μM) increases production of IL-12, IL-23, IL-27, and IL-10 by human monocyte-derived dendritic cells (MoDCs). Loxoribine-treated MoDCs induce higher levels of IL-17 and IFN-γ secretion by co-cultured allogeneic CD4+ T cells compared to control MoDCs. Loxoribine (120 mg/kg) reduces the number of pulmonary metastases in the B16 mouse model of melanoma, an effect enhanced by co-administration of IL-2, and exhibits adjuvant activity in mice immunized with a B16 tumor vaccine.

Chemical Properties

White Solid

Uses

7-Allyl-7,8-dihydro-8-oxoguanosine (Loxoribine) is a small-molecule immunostimulant. Loxoribine is a toll-like receptor 7 (TLR7) agonist; induces immune cell activation and increases cytokine product ion. Loxoribine displays antitumor and antiviral activity in various animal models.

Uses

Loxoribine is a selective toll-like receptor 7 (TLR7) agonist that activates immune cells and increases cytokine production.

Uses

Small-molecule immunostimulants

Biological Activity

Toll-like receptor 7 (TLR7) agonist; induces immune cell activation and increases cytokine production. Displays antitumor and antiviral activity in various animal models.

in vivo

Loxoribine (2 mg; s.c.or i.v.) activates murine natural killer (NK) cells in vivo[3].

Animal Model:8-12 weeks male CBA/J mice[3]
Dosage:2 mg
Administration:Subcutaneous or intravenous injection
Result:activates murine natural killer (NK) cells in vivo.

IC 50

TLR7

References

[1] FLORIAN HEIL. The Toll-like receptor 7 (TLR7)-specific stimulus loxoribine uncovers a strong relationship within the TLR7, 8 and 9 subfamily[J]. European Journal of Immunology, 2003, 33 11: 2987-2997. DOI:10.1002/eji.200324238
[2] GOODMAN M G. A new approach to vaccine adjuvants. Immunopotentiation by intracellular T-helper-like signals transmitted by loxoribine.[J]. Pharmaceutical biotechnology, 1995, 6: 581-609.
[3] MARÍA V GIRART. Engagement of TLR3, TLR7, and NKG2D regulate IFN-gamma secretion but not NKG2D-mediated cytotoxicity by human NK cells stimulated with suboptimal doses of IL-12.[J]. Journal of immunology, 2007, 179 6: 3472-3479. DOI:10.4049/jimmunol.179.6.3472
[4] CAMERON R STEWART. Toll-like receptor 7 ligands inhibit influenza A infection in chickens.[J]. Journal of Interferon and Cytokine Research, 2012, 32 1: 46-51. DOI:10.1089/jir.2011.0036
[5] CHENCHEN WANG. The TLR7 agonist induces tumor regression both by promoting CD4⁺T cells proliferation and by reversing T regulatory cell-mediated suppression via dendritic cells.[J]. Oncotarget, 2015: 1779-1789. DOI:10.18632/oncotarget.2757

Loxoribine Preparation Products And Raw materials

Raw materials

Preparation Products

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Loxoribine Suppliers

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121288-39-9, LoxoribineRelated Search:

Geldanamycin TYRPHOSTIN AG 1296 Imatinib mesylate 17-AAG 4,5-Diamino-6-hydroxypyrimidine 8-OXO-2'-DEOXYGUANOSINE 2,4-Diamino-5-(formylamino)-6-hydroxypyrimidine 2,4-Diamino-6-hydroxypyrimidine Loxoribine

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  • RWJ 21757
  • Guanosine, 7,8-dihydro-8-oxo-7-(2-propenyl)-
  • 7-Allyl-7,8-dihydro-8-oxoguanosine 95%
  • 7,8-Dihydro-8-oxo-7-allyl-guanosine
  • 7-Allyl-7,8-dihydro-8-oxoguanosine (Loxoribine)
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  • 7,8-dihydro-8-oxo-7-allyl-guanosine, Loxoribine
  • 7-ALLYL-7 8-DIHYDRO-8-OXOGUANOSINE 95 USP/EP/BP
  • RWJ-21757,Loxoribine,natural,Toll-like Receptor (TLR),killer,cells,Influenza Virus,Inhibitor,cells,inhibit,TLR-7,MoDCs,RWJ21757
  • Loxoribine (RW-J-21757), Toll-like receptor 7 (TLR7) agonist
  • Loxoribine, 10 mM in DMSO
  • 121288-39-9
  • Heterocyclic Compounds
  • Bases & Related Reagents
  • Heterocycles
  • Nucleotides
  • Nucleosides
  • Oligonucleotide Synthesis
  • Specialty Synthesis