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SML0218

Sigma-Aldrich

Bropirimine

≥98% (HPLC)

Sinônimo(s):

2-amino-5-bromo-6-phenyl-4(3H)-pyrimidinone, NSC 149027, PNU 54461, U 54461, U 54461S

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About This Item

Fórmula empírica (Notação de Hill):
C10H8BrN3O
Número CAS:
56741-95-8
Peso molecular:
266.09
Número MDL:
MFCD01689128
Código UNSPSC:
41116107
ID de substância PubChem:
329825238
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

powder

condição de armazenamento

desiccated

cor

white to beige

solubilidade

DMSO: ≥5 mg/mL (warm DMSO)

temperatura de armazenamento

room temp

cadeia de caracteres SMILES

NC1=NC(=O)C(Br)=C(N1)c2ccccc2

InChI

1S/C10H8BrN3O/c11-7-8(6-4-2-1-3-5-6)13-10(12)14-9(7)15/h1-5H,(H3,12,13,14,15)

chave InChI

CIUUIPMOFZIWIZ-UHFFFAOYSA-N

Aplicação

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.

Ações bioquímicas/fisiológicas

Bropirimine is an immunostimulant, anti-tumor agent
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.

Pictogramas

Health hazard
GHS08

Palavra indicadora

Warning

Frases de perigo

H361

Classificações de perigo

Repr. 2

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
012M4723V

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G Lievano et al.
Methods and findings in experimental and clinical pharmacology, 19(4), 261-267 (1997-05-01)
The role of bropirimine in prostate cancer remains unexplored. To address the efficacy of this immune modulator as neoadjuvant therapy we utilized the orthotopic placement of the Dunning AT-3 tumor. 2.4-2.6 x 10(6) Dunning AT-3 cells were injected into the
M A Wynalda et al.
Drug metabolism and disposition: the biological fate of chemicals, 26(10), 1048-1051 (1998-10-08)
Bropirimine (2-amino-5-bromo-6-phenyl-4-pyrimidinone) is a member of a class of antineoplastic agents known as aryl pyrimidinones. In human liver microsomal incubations, bropirimine oxidative metabolism is characterized by the formation of three metabolites. Mass spectrometric analysis of the incubation mixture revealed three
M F Sarosdy
European urology, 31 Suppl 1, 20-26 (1997-01-01)
Bropirimine has been shown to have activity against carcinoma in situ (CIS) of the bladder in a previous phase-I trial. A review of three completed clinical trials as well as ongoing studies is presented to provide a current update. Details
S M Vroegop et al.
International journal of immunopharmacology, 21(10), 647-662 (2003-03-01)
We showed previously that a 5-halo-6-phenyl-pyrimidinone, bropirimine (PNU-54461), inhibited progression of severe experimental autoimmune encephalomyelitis (EAE), an animal model of human multiple sclerosis. In the work presented here, we examined the activity of a group of chemically-related bropirimine analogues. First
C Y Hsu et al.
Journal of chromatography. A, 762(1-2), 243-249 (1997-02-21)
A rapid and simple high-performance liquid chromatography (HPLC) method incorporating automated solid-phase extraction (SPE) is described for the determination of bropirimine, 2-amino-5-bromo-6-phenyl-4(3H)-pyrimidinone, in plasma samples from various species. Using an automated sample processor, plasma samples were loaded onto C18 SPE
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