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Merck
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Documenti

SML0218

Sigma-Aldrich

Bropirimine

≥98% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C10H8BrN3O
Numero CAS:
56741-95-8
Peso molecolare:
266.09
Numero MDL:
MFCD01689128
Codice UNSPSC:
51101500
ID PubChem:
329825238
NACRES:
NA.77

Saggio

≥98% (HPLC)

Forma fisica

powder

Condizioni di stoccaggio

desiccated

Colore

white to beige

Solubilità

DMSO: ≥5 mg/mL (warm DMSO)

Temperatura di conservazione

room temp

Stringa SMILE

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)
CIUUIPMOFZIWIZ-UHFFFAOYSA-N

Applicazioni

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.

Azioni biochim/fisiol

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.

Pittogrammi

Health hazard
GHS08

Avvertenze

Warning

Indicazioni di pericolo

H361

Classi di pericolo

Repr. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Sandra Demaria et al.
Oncoimmunology, 2(10), e25997-e25997 (2014-01-10)
Radiotherapy can convert malignant cells into an in situ anticancer vaccine, but is often inadequate at generating sufficient pro-inflammatory signals to optimally activate innate and adaptive immune responses. Topical imiquimod is a powerful pro-inflammatory agent with clinical activity against superficial
J A Witjes
European urology, 31 Suppl 1, 27-30 (1997-01-01)
To explore new treatment strategies in high-risk superficial bladder cancer patients, such as recurrent carcinoma in situ (CIS) or pT1 transitional cell carcinoma after intravesical bacillus Calmette-Guérin (BCG). Mechanism of action, pharmacology and the results of clinical phase I and
Current and new strategies in immunotherapy for superficial bladder cancer.
Frank G E Perabo et al.
Urology, 64(3), 409-421 (2004-09-08)
M Shaw et al.
Methods and findings in experimental and clinical pharmacology, 20(2), 111-114 (1998-05-30)
Paclitaxel, bropirimine and linomide therapy was evaluated in a murine prostate cancer model. All drugs were effective in impeding tumor growth but the mechanisms of action varied. Paclitaxel inhibited bcl-2 expression suggesting an apoptotic mechanism. Bropirimine, while inhibiting bcl-2 expression
M A Wynalda et al.
Xenobiotica; the fate of foreign compounds in biological systems, 33(10), 999-1011 (2003-10-14)
1. The antitumour agent bropirimine undergoes significant Phase II conjugation in vivo. Incubation of [14C]bropirimine with human liver microsomes resulted in the formation of a single product peak (M1) using high-performance liquid chromatography with radiochemical detection and was tentatively assigned
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