ChemicalBook--->CAS DataBase List--->56741-95-8

56741-95-8

56741-95-8 Structure

56741-95-8 Structure
IdentificationBack Directory
[Name]

2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE
[CAS]

56741-95-8
[Synonyms]

U-54461
U 54461S
PNU-54461
NSC 149027
bropirimine
5-BroMo-6-phenylisocytosine
2-AMino-5-broMo-6-phenyl-4-pyriMidinol
2-Amino-5-bromo-6-phenylpyrimidin-4-ol
2-AMino-5-broMo-6-phenyl-4-pyriMidinone
2-Amino-5-bromo-6-phenyl-4(3H)-pyrimidone
2-amino-5-bromo-6-phenyl-4(1h)-pyrimidinon
2-amino-5-bromo-6-phenyl-4(1h)-pyrimidinone
2-amino-5-bromo-6-phenyl-1H-pyrimidin-4-one
2-AMino-5-broMo-6-phenyl-4(3H)-pyriMidinone
2-Amino-5-bromo-6-phenylpyrimidin-4(1H)-one
2-Amino-5-bromo-6-phenylpyrimidin-4(3H)-one
2-AMINO-4-HYDROXY-5-BROMO-6-PHENYLPYRIMIDINE
2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE
2-Amino-5-bromo-4-phenyl-6-hydroxypyrimidine
4(3H)-PyriMidinone, 2-aMino-5-broMo-6-phenyl-
2-AMINO-5-BROMO-4-HYDROXY-6-PHENYLPYRIMIDINE USP/EP/BP
5-Bromo-6-phenyl-2,3-dihydro-2-iminopyrimidin-4(1H)-one
5-BroMo-2,3-dihydro-2-iMino-6-phenyl-4(1H)-pyriMidinone
[Molecular Formula]

C10H8BrN3O
[MDL Number]

MFCD00813905
[MOL File]

56741-95-8.mol
[Molecular Weight]

266.09
Chemical PropertiesBack Directory
[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 DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

63-62
[WGK Germany ]

3
[RTECS ]

UW7351300
Hazard InformationBack Directory
[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.
[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
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