2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE Chemical Properties

Melting point:

285-287° (Stevens); mp 246-248° (Brown, Stevens)

Boiling point:

389.7±52.0 °C(Predicted)

Density 

1.6292 (rough estimate)

refractive index 

1.6520 (estimate)

storage temp. 

room temp

solubility 

DMSO: ≥5mg/mL (warm DMSO)

form 

powder

pka

3.18; 8.53(at 25℃)

color 

white to beige

Water Solubility 

7.8mg/L(37 ºC)

Safety Information

Hazard Codes 

Xn

Risk Statements 

63-62

WGK Germany 

3

RTECS 

UW7351300

2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE Usage And Synthesis

Description

Bropirimine is an immunomodulator with diverse biological activities. It is a toll-like receptor 7 (TLR7) agonist that inhibits RANKL-induced osteoclast differentiation of murine bone marrow-derived macrophages (BMDMs) in a concentration-dependent manner, an effect that is reversed by an anti-IFN-β antibody. Dietary administration of bropirimine (200 mg/kg twice per week) prevents development of transitional cell carcinomas (TCCs) in a mouse model of carcinogen-induced bladder carcinoma. Bropirimine (100 mg/kg) reduces pulmonary collagen accumulation and bronchoalveolar lavage fluid (BALF) monocyte and eosinophil infiltration in a hamster model of bleomycin-induced lung fibrosis. It also delays disease onset and progression and increases plasma IFN levels in a mouse model of experimental autoimmune encephalomyelitis (EAE).

Uses

Bropirimine is an orally active immunostimulant; anticancer agent. Bropirimine is an interferon inducer that is a potentially useful in the the treatment of superficial bladder cancer (transitional cell carcinoma). Studies suggest that Bropirimine has direct antitumor activity rather than a cytokine-mediated antitumor effect.

Uses

Bropirimine, an immunostimulating agent and toll like receptor (TLR7) agonist, is used in comparison with other TLR7 agonists such as imiquimod, R-848, loxoribine in interferon cell signaling research. Bropirimine may be used in experimental autoimmune encephalomyelitis (EAE) and bladder cancer research.

Definition

ChEBI: Bropirimine is a member of pyrimidines.

Biochem/physiol Actions

Bropirimine is an immunostimulating agent. The compound induces production of α and β interferons and enhances NK cell function. Bropirimine has antiproliferative effects in cancer cell lines and tumor growth in in vivo models.

storage

Desiccate at RT

2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE(56741-95-8)Related Product Information

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• 2-Amino-4-methyl-5-bromopyrimidine
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