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
- CAS NO.：56741-95-8
- Empirical Formula: C10H8BrN3O
- Molecular Weight: 266.09
- MDL number: MFCD00813905
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:21:55
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) |
 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
New Products
4-Iodo-3,5-dimethylbenzonitrile 2-fluoro-4-iodoaniline 2-(3-Methyl-1,2,4-oxadiazol-5-yl)acetic acid (as potassium salt) 6,6'-methylenebis(9-methyl-3-((2-methyl-1H-imidazol-1-yl)methyl)-2,3-dihydro-1H-carbazol-4(9H)-one) 3-Bromo-2-fluorobenzoic acid Quinuclidine-4-carbonitrile N,N CARBONYL DIIMIDAZOLE 2-Amino-5-bromo-4-(trifluoromethyl)pyridine（RM for Indian lab) (RS)-beta-Amino-beta-(4-bromophenyl)propionic acid Tetrabutylammonium perchlorate N,O-Dimethylhydroxylamine hydrochloride (R)-1-Benzyl-3-pyrrolidinecarbonitrile Bupropian related compound F Lantanoprost rc B Clidinium Bromide Impurity Noradrenaline EP Impurity D/Noradrenaline Methyl Ether Cetirizine EP Impurity A/Cetirizine CBHP Impurity N-Nitroso hydroxy Cetrizine EP Impurity-A 4-(5-amino-1-methyl-1h-benzoimidazol-2-yl)-butyric acid isopropyl ester. 1,4-bis(methylsulfonyl)butane 4-Cyano-N-Methacryloyl-3-Trifluoromethyl Aniline 5-Methyl-1,3-benzenediacetonitrile 4-Fluorothiophenol 1-methyl amino-2,4-dinitro benzeneRelated products of tetrahydrofuran
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