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Merck
모든 사진(1)

주요 문서

L2037

Sigma-Aldrich

β-Lapachone

≥98% (TLC)

동의어(들):

ARQ 501, NSC 26326, NSC 629749, SL 11001

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5 MG
₩360,021

₩360,021


예상 입고일2025년 6월 27일세부사항


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5 MG
₩360,021

About This Item

실험식(Hill 표기법):
C15H14O3
CAS Number:
Molecular Weight:
242.27
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

₩360,021


예상 입고일2025년 6월 27일세부사항


벌크 견적 요청

생물학적 소스

synthetic (organic)

분석

≥98% (TLC)

양식

powder

SMILES string

CC1(C)CCC2=C(O1)c3ccccc3C(=O)C2=O

InChI

1S/C15H14O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-6H,7-8H2,1-2H3

InChI key

QZPQTZZNNJUOLS-UHFFFAOYSA-N

애플리케이션

β-Lapachone has been used:
  • as an anticancer compound in catalase-inhibitable luminol/hydrogen peroxide (HRP)-dependent chemiluminometric assay in Lewis lung carcinoma (LLC) cells and isolated mitochondria[1]
  • as a naphthoquinone to study its effects on the growth and differentiation of mice granulocyte and macrophage progenitor cells[2]
  • as a substrate to study the enzyme activity of human recombinant NAD(P)H dehydrogenase 1 (NQO1) protein[3]

생화학적/생리학적 작용

β-Lapachone acts as a DNA topoisomerase type I inhibitor.[4] It exhibits anti-fungal, anti-bacterial,[4] trypanocidal, and antiviral properties.[5] β-Lapachone also inhibits nitric oxide (NO) and inducible NO synthase (iNOS) in alveolar macrophages.[6]
β-Lapachone is a naturally occurring quinone obtained from the bark of the lapacho tree (Tabebuia avellanedae) with cancer chemopreventive properties. Induces apoptosis in HL-60 and human prostate cancer cells.[7]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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문서 라이브러리 방문

Byung Tae Choi et al.
Anti-cancer drugs, 14(10), 845-850 (2003-11-05)
beta-Lapachone is a naturally occurring quinone obtained from the bark of the lapacho tree (Tabebuia avellanedae) with cancer chemopreventive properties. The objective of the present study was to investigate the effect of beta-lapachone on the cell growth and apoptosis in
Carla Ríos-Luci et al.
European journal of medicinal chemistry, 53, 264-274 (2012-05-09)
In this study, we describe the synthesis of a series of α- and β-lapachone containing hydroxyl or methoxyl groups on the benzene ring, by means of the selective acid promoted cyclization of the appropriate lapachol analog. The evaluation of the
Cleverson Neves-Pinto et al.
Journal of medicinal chemistry, 45(10), 2112-2115 (2002-05-03)
An intensive effort has been directed toward finding alternative drugs for treatment of Chagas' disease, caused by Trypanosoma cruzi, and prophylaxis of blood in endemic areas. Our research comprises the synthesis and trypanocidal screening of derivatives from naphthoquinones. Herein a
Dong-Oh Moon et al.
International immunopharmacology, 7(4), 506-514 (2007-02-27)
beta-Lapachone (LAPA) is a chemotherapeutic agent that can inhibit the expression of nitric oxide (NO) and inducible NO synthase (iNOS) in alveolar macrophages. No other information on the agent's anti-inflammatory activity has been reported. In the present study, we investigated
Mary L S Queiroz et al.
Journal of ethnopharmacology, 117(2), 228-235 (2008-03-18)
The effects of Tabebuia avellanedae (TACE), traditionally prescribed in the treatment of cancer, and the naphtoquinone beta-lapachone (beta-lap) on the growth and differentiation of granulocyte and macrophage progenitor cells (CFU-GM) were studied in Ehrlich ascites tumour-bearing mice. Myelosuppression concomitant with

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