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Merck
모든 사진(1)

Key Documents

SML0218

Sigma-Aldrich

Bropirimine

≥98% (HPLC)

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C10H8BrN3O
CAS Number:
Molecular Weight:
266.09
MDL number:
UNSPSC 코드:
41116107
PubChem Substance ID:
NACRES:
NA.77

분석

≥98% (HPLC)

형태

powder

저장 조건

desiccated

색상

white to beige

solubility

DMSO: ≥5 mg/mL (warm DMSO)

저장 온도

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)

InChI key

CIUUIPMOFZIWIZ-UHFFFAOYSA-N

애플리케이션

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.

생화학적/생리학적 작용

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.

픽토그램

Health hazard

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

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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