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SML0218

Sigma-Aldrich

Bropirimine

≥98% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C10H8BrN3O
CAS-Nummer:
56741-95-8
Molekulargewicht:
266.09
MDL-Nummer:
MFCD01689128
UNSPSC-Code:
51101500
PubChem Substanz-ID:
329825238
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

desiccated

Farbe

white to beige

Löslichkeit

DMSO: ≥5 mg/mL (warm DMSO)

Lagertemp.

room temp

SMILES String

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)

InChIKey

CIUUIPMOFZIWIZ-UHFFFAOYSA-N

Anwendung

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.

Biochem./physiol. Wirkung

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.

Piktogramme

Health hazard
GHS08

Signalwort

Warning

H-Sätze

H361

Gefahreneinstufungen

Repr. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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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