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HomeProduct name list2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE

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

Synonym(s):2-amino-5-bromo-6-phenyl-4(3H)-pyrimidinone;NSC 149027;PNU 54461;U 54461;U 54461S

2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE Structural

What is 2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE?

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).

The Uses of 2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE

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.

The Uses of 2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE

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.

What are the applications of Application

Bropirimine is a compound with immunomodulatory and antitumor activity

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

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

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 for 2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE

Signal word Warning
Pictogram(s)
ghs
Health Hazard
GHS08
GHS Hazard Statements H361:Reproductive toxicity
Precautionary Statement Codes P281:Use personal protective equipment as required.

Computed Descriptors for 2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE

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