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Merck
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Key Documents

SML0113

Sigma-Aldrich

Brequinar sodium salt hydrate

≥97% (HPLC)

동의어(들):

6-Fluoro-2-(2′-fluoro[1,1′-biphenyl]-4-yl)-3-methyl-4-quinolinecarboxylic acid sodium hydrate, Biphenquinate sodium hydrate, DuP 785 hydrate, NSC 368390 hydrate

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About This Item

실험식(Hill 표기법):
C23H14F2NO2·Na · xH2O
CAS Number:
Molecular Weight:
397.35 (anhydrous basis)
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

분석

≥97% (HPLC)

형태

powder

색상

off-white to brown

solubility

DMSO: ≥5 mg/mL

저장 온도

2-8°C

SMILES string

O.[Na+].Cc1c(nc2ccc(F)cc2c1C([O-])=O)-c3ccc(cc3)-c4ccccc4F

InChI

1S/C23H15F2NO2.Na.H2O/c1-13-21(23(27)28)18-12-16(24)10-11-20(18)26-22(13)15-8-6-14(7-9-15)17-4-2-3-5-19(17)25;;/h2-12H,1H3,(H,27,28);;1H2/q;+1;/p-1

InChI key

IZXTTXFXRQGHKO-UHFFFAOYSA-M

애플리케이션

Brequinar sodium salt hydrate has been used as a dihydroorotate dehydrogenase (DHODH) inhibitor:
  • in drug response assays
  • to induce depletion of cellular pyrimidine pools
  • in cell proliferation assays

Brequinar sodium salt hydrate may be used in cell signaling studies.

생화학적/생리학적 작용

Brequinar exhibits anti-neoplastic activity against refractory solid tumors in human and mouse models. Continuous treatment is required for depletion of pyrimidine pools in the cancer cells and tumor inhibition.
Brequinar inhibits dihydroorotate dehydrogenase (DHODH), the fourth enzyme in the de novo pyrimidine biosynthesis pathway, preventing the synthesis of DNA and RNA. Brequinar has recently been found to have antiviral activity against a broad spectrum of viruses including flaviviruses (dengue virus, West Nile virus, yellow fever virus, and Powassan virus) and also a plus-strand RNA alphavirus (Western equine encephalitis virus) and a negative-strand RNA rhabdovirus (vesicular stomatitis virus).

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 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Identification of new activators of mitochondrial fusion reveals a link between mitochondrial morphology and pyrimidine metabolism
Miret-Casals L, et al.
Cell Chemical Biology, 25(3), 268-278 (2018)
PTEN regulates glutamine flux to pyrimidine synthesis and sensitivity to dihydroorotate dehydrogenase inhibition
Mathur D, et al.
Cancer Discovery, 7(4), 380-390 (2017)
Oncogenic KRAS supports pancreatic cancer through regulation of nucleotide synthesis
Santana-Codina N, et al.
Nature Communications, 9(1), 4945-4945 (2018)
C L Arteaga et al.
Cancer research, 49(16), 4648-4653 (1989-08-15)
Brequinar sodium is a 4-quinolinecarboxylic acid analogue that inhibits dihydroorotate dehydrogenase and subsequent de novo pyrimidine biosynthesis. It has shown dose-dependent antineoplastic activity against several mouse and human tumor models. This trial evaluated Brequinar given as a single daily i.v.
Thale Kristin Olsen et al.
JCI insight, 7(17) (2022-08-10)
Despite intensive therapy, children with high-risk neuroblastoma are at risk of treatment failure. We applied a multiomic system approach to evaluate metabolic vulnerabilities in human neuroblastoma. We combined metabolomics, CRISPR screening, and transcriptomic data across more than 700 solid tumor

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