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Loxoribine

CAS No.
121288-39-9
Chemical Name:
Loxoribine
Synonyms
RWJ 21757;Loxoribine;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)-;7-Allyl-7,8-dihydro-8-oxoguanosine (Loxoribine)
CBNumber:
CB7499469
Molecular Formula:
C13H17N5O6
Molecular Weight:
339.3
MDL Number:
MFCD00867591
MOL File:
121288-39-9.mol
Last updated:2023-05-18 11:31:03

Loxoribine Properties

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).
pka 10.29±0.20(Predicted)
form White to off-white solid.
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.
FDA UNII 9CAS0V66OI

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
WGK Germany  3
HS Code  29349990

Loxoribine price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 496812 7-Allyl-7,8-dihydro-8-oxoguanosine 95% 121288-39-9 50mg $82.4 2024-03-01 Buy
Sigma-Aldrich 496812 7-Allyl-7,8-dihydro-8-oxoguanosine 95% 121288-39-9 250mg $192.4 2024-03-01 Buy
Cayman Chemical 21186 Loxoribine ≥98% 121288-39-9 5mg $32 2024-03-01 Buy
Cayman Chemical 21186 Loxoribine ≥98% 121288-39-9 10mg $61 2024-03-01 Buy
Cayman Chemical 21186 Loxoribine ≥98% 121288-39-9 25mg $86 2024-03-01 Buy
Product number Packaging Price Buy
496812 50mg $82.4 Buy
496812 250mg $192.4 Buy
21186 5mg $32 Buy
21186 10mg $61 Buy
21186 25mg $86 Buy

Loxoribine Chemical Properties,Uses,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

Small-molecule immunostimulants

Uses

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

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.

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.

References

1) Heil?et al.?(2003),?The Tool-like receptor 7 (TLR7)-specific stimulus loxoribine uncovers a strong relationship within the TLR7, 8 and 9 subfamily; Eur. J. Immunol.,?33?2987 2) Goodman?et al.?(1995),?A new approach to vaccine adjuvants. Immunopotentiation by intracellular T-helper-like signals transmitted by loxoribine;?Pharm. Biotechnol.,?6?581 3) Girart?et al.?(2007), 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. Immunol.,?179?3472 4) Stewart?et al.?(2012),?Toll-like receptor 7 ligands inhibit influenza A infection in chickens; J. Interferon Cytokine Res,,?32?46 5) Wang?et al.?(2015),?The TLR7 agonist induces tumor regression both by promoting CD4-T cells proliferation and by reversing T regulatory cell-mediated suppression via dendritic cells; Oncotarget,?6?1779

Loxoribine Preparation Products And Raw materials

Raw materials

Preparation Products

Loxoribine Suppliers

Global( 77)Suppliers
Supplier Tel Email Country ProdList Advantage
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.
+86-021-61551413 +8618813727289 contact@trustwe.com China 5738 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Career Henan Chemica Co
+86-0371-86658258 15093356674; laboratory@coreychem.com China 30255 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 28200 58
BOC Sciences
+16314854226 inquiry@bocsci.com United States 19743 58
NewCan Biotech Limited
+86-0571-86912261 +8613735419629 sales@newcanbio.com China 9976 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501 product@acmec-e.com China 33350 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
7-ALLYL-7 8-DIHYDRO-8-OXOGUANOSINE 95 Loxoribine 7-Allyl-2-amino-9-(3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7,9-dihydro-1H-purine-6,8-dione 7,8-Dihydro-8-oxo-7-(2-propenyl)guanosine 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) Guanosine, 7,8-dihydro-8-oxo-7-(2-propen-1-yl)- 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 121288-39-9 Heterocyclic Compounds Bases & Related Reagents Heterocycles Nucleotides Nucleosides Oligonucleotide Synthesis Specialty Synthesis