Loxoribine

Names

[ Name ]:
Loxoribine

[Synonym ]:
7-ALLYL-7 8-DIHYDRO-8-OXOGUANOSINE 95
7-allyl-8-oxo-G
Loxoribine
7-Allyl-7,8-dihydro-8-oxoguanosine
MFCD00867591

Biological Activity

[Description]:

Loxoribine (7-Allyl-8-oxoguanosine) is a guanosine analog with anti-viral and anti-tumor activities. Loxoribine is an orally bioavailable and selective Toll-like receptor (TLR) 7 agonist[1][2][3].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> Toll-like Receptor (TLR)

Research Areas >> Cancer

Research Areas >> Infection

[Target]

TLR7[1]

[In Vitro]

Loxoribine induces maturation of human monocyte-derived dendritic cells DCs and stimulates their Th-1- and Th-17-polarizing capability[2]. Loxoribine (250 μM; 48 hours) stimulates maturation of MoDCs as shown by up-regulation of CD80, CD83, CD40, CD54 and CCR7[2]. loxoribine activates cells of the innate immune system selectively via the Toll-like receptor (TLR) 7/MyD88-dependent signaling pathway[1].

[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.

[References]

[1]. 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.

[2]. 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.

[3]. 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.

Chemical & Physical Properties

[ Density]:
1.92g/cm3

[ Boiling Point ]:
591.8ºC at 760mmHg

[ Melting Point ]:
227-230ºC(lit.)

[ Molecular Formula ]:
C₁₃H₁₇N₅O₆

[ Molecular Weight ]:
339.30400

[ Flash Point ]:
311.7ºC

[ Exact Mass ]:
339.11800

[ PSA ]:
168.62000

[ Vapour Pressure ]:
1.81E-16mmHg at 25°C

[ Index of Refraction ]:
1.812

[ Storage condition ]:
Desiccate at +4°C

Safety Information

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.