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: 2024-11-17 19:25:39
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-Fluorophenylacetic acid 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate (6-METHYL-[1,3]DITHIOLO[4,5-b]QUINOXALIN-2-ONE INDAZOLE-3-CARBOXYLIC ACID 4-IODO BENZOIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5,6-Dimethoxyindanone 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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