ChemicalBook >> CAS DataBase List >>BETA-LAPACHONE

BETA-LAPACHONE

BETA-LAPACHONE structure

CAS No.: 4707-32-8

Chemical Name:: BETA-LAPACHONE

Synonyms: Β-LAPACHONE;β-Lapachone;b-Lapachone;CO-501;ARQ 501;SL 11001;NSC 26326;NSC 629749;--Lapachone;BETA-LAPACHONE

CBNumber:: CB1771280

Molecular Formula:: C15H14O3

Molecular Weight:: 242.27

MDL Number:: MFCD01712233

MOL File:: 4707-32-8.mol

MSDS File:: SDS

Last updated:2023-05-25 18:01:01

Request For Quotation

BETA-LAPACHONE Properties

Melting point	>110°C (dec.)
Boiling point	381.4±42.0 °C(Predicted)
Density	1.25±0.1 g/cm3(Predicted)
storage temp.	Inert atmosphere,Room Temperature
solubility	Soluble in DMSO (up to 35 mg/ml) or in Ethanol (up to 15 mg/ml)
form	Orange to brown solid.
color	Orange
Stability	Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.Shipping Code
InChIKey	QZPQTZZNNJUOLS-UHFFFAOYSA-N
LogP	2.820 (est)
FDA UNII	6N4FA2QQ6A
NCI Drug Dictionary	beta-lapachone

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P305+P351+P338
WGK Germany	3
RTECS	QL6127400
HS Code	2932990090

BETA-LAPACHONE price More Price(39)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	L2037	β-Lapachone ≥98% (TLC)	4707-32-8	5mg	$195	2024-03-01	Buy
Alfa Aesar	J67308	beta-Lapachone, 98%	4707-32-8	5mg	$152	2023-06-20	Buy
Cayman Chemical	15021	β-Lapachone ≥98%	4707-32-8	5mg	$72	2024-03-01	Buy
Cayman Chemical	15021	β-Lapachone ≥98%	4707-32-8	10mg	$110	2024-03-01	Buy
Cayman Chemical	15021	β-Lapachone ≥98%	4707-32-8	25mg	$263	2024-03-01	Buy

Product number	Packaging	Price	Buy
L2037	5mg	$195	Buy
J67308	5mg	$152	Buy
15021	5mg	$72	Buy
15021	10mg	$110	Buy
15021	25mg	$263	Buy

BETA-LAPACHONE Chemical Properties,Uses,Production

Description

β-Lapachone (4707-32-8) is a naturally occurring quinone found in the bark of the Lapacho tree (Tabebuia avellanedae). A novel DNA topoisomerase I inhibitor which unlike camptothecin does not stabilize the cleavable complex indicating a novel mode of action.1?Induces apoptosis in a number of cancer cell lines.2?In cancer cells over-expressing NAD(P)H:quinone oxidoreductase, reduction of β-lapachone leads to futile cycling between quinone and hydroquinone forms3?resulting in the production of reactive oxygen species4. Suppresses radiation-induced activation of NFκB.5

Chemical Properties

Orange Solid

Uses

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
as a naphthoquinone to study its effects on the growth and differentiation of mice granulocyte and macrophage progenitor cells
as a substrate to study the enzyme activity of human recombinant NAD(P)H dehydrogenase 1 (NQO1) protein

Uses

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.

Definition

ChEBI: A benzochromenone that is 3,4-dihydro-2H-benzo[h]chromene-5,6-dione substituted by geminal methyl groups at position 2. Isolated from Tabebuia avellanedae, it exhibits antineoplastic and anti-inflammatory activi ies.

Biochem/physiol Actions

β-Lapachone acts as a DNA topoisomerase type I inhibitor. It exhibits anti-fungal, anti-bacterial, trypanocidal, and antiviral properties. β-Lapachone also inhibits nitric oxide?(NO) and inducible NO synthase (iNOS) in alveolar macrophages.

References

1) Li?et al.?(1993),?beta-Lapachone, a Novel DNA Topoisomerase I Inhibitor With a Mode of Action Different From Camptothecin; J. Biol. Chem.,?268?22463 2) Wuerzberger?et al.?(1998),?Induction of Apoptosis in MCF-7:WS8 Breast Cancer Cells by Beta-Lapachone; Cancer Res.,?58?1876 3) Pink?et al.?(2000),?NAD(P)H:Quinone Oxidoreductase Activity Is the Principal Determinant of Beta-Lapachone Cytotoxicity. J. Biol. Chem.,?275?5416 4) Siegel?et al. (2012),?NAD(P)H:quinone Oxidoreductase 1 (NQO1) in the Sensitivity and Resistance to Antitumor Quinones; Biochem. Pharmacol.,?83?1033 5) Dong?et al.?(2010), Beta-lapachone suppresses radiation-induced activation of nuclear factor-kappaB; Exp. Mol. Med.,?42?327

BETA-LAPACHONE Preparation Products And Raw materials

Raw materials

Preparation Products

4-HYDROXYPHTHALIC ANHYDRIDE

BETA-LAPACHONE Suppliers

Global( 145)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Hubei xin bonus chemical co. LTD	86-13657291602	linda@hubeijusheng.com	CHINA	22968	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
Hubei Ipure Biology Co., Ltd	+8613367258412	ada@ipurechemical.com	China	10326	58
Hefei TNJ Chemical Industry Co.,Ltd.	0551-65418671	sales@tnjchem.com	China	34572	58
HONG KONG IPURE BIOLOGY CO.,LIMITED	86 18062405514 18062405514	ada@ipurechemical.com	CHINA	3465	58
Shanghai UCHEM Inc.	+862156762820 +86-13564624040	sales@myuchem.com	China	6710	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	29016	58
Dayang Chem (Hangzhou) Co.,Ltd.	571-88938639 +8617705817739	info@dycnchem.com	CHINA	52867	58
Henan Alfa Chemical Co., Ltd	+8618339805032	alfa4@alfachem.cn	China	12755	58

Supplier	Advantage
career henan chemical co	58
Hubei xin bonus chemical co. LTD	58
Chongqing Chemdad Co., Ltd	58
Hubei Ipure Biology Co., Ltd	58
Hefei TNJ Chemical Industry Co.,Ltd.	58
HONG KONG IPURE BIOLOGY CO.,LIMITED	58
Shanghai UCHEM Inc.	58
Dideu Industries Group Limited	58
Dayang Chem (Hangzhou) Co.,Ltd.	58
Henan Alfa Chemical Co., Ltd	58

View Lastest Price from BETA-LAPACHONE manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2022-09-29	BETA-LAPACHONE 4707-32-8	US $0.00-0.00 / KG	1KG	98%	1ton	Henan Aochuang Chemical Co.,Ltd.
	2019-07-06	BETA-LAPACHONE 4707-32-8	US $1.00 / KG	1G	98%	100KG	Career Henan Chemical Co

BETA-LAPACHONE
4707-32-8
US $0.00-0.00 / KG
98%
Henan Aochuang Chemical Co.,Ltd.

BETA-LAPACHONE
4707-32-8
US $1.00 / KG
98%
Career Henan Chemical Co

BETA-LAPACHONE Spectrum

BETA-LAPACHONE(4707-32-8)¹HNMR

4707-32-8(BETA-LAPACHONE)Related Search:

RAF709 TAK 599 Panobinostat Belinostat (PXD101) SRT1720

BI 2536 CRA-02478 GDC-0879 17-AAG 1,5-DIMETHYLNAPHTHALENE

ICRF 193 1,2-NAPHTHOQUINONE 2,3 OCTANEDIONE 2,3-HEPTANEDIONE BETA-LAPACHONE

4-METHOXY-1,2-DIHYDRO-NAPHTHALENE BETA-LAPACHONE, P-METHYLPHENYLIMINO- 3-allyl-beta-lapachone

1of4

BETA-LAPACHONE 2-b)pyran-5,6-dione,3,4-dihydro-2,2-dimethyl-2h-naphtho( B-LAPACHONE,2,2-DIMETHYL-3,4-DIHYDRO-2H-BENZO[H]CHROMENE-5,6-DIONE 3,4-DIHYDRO-2,2-DIMETHYL-2H-NAPHTHO[1,2-B]PYRAN-5,6-DIONE 3,4-DIHYDRO-2,2-DIMETHYL-2H-NAPHTHOL[1,2-B]PYRAN-5,6-DIONE 2,2-Dimethyl-3,4,5,6-tetrahydro-2H-naphtho[1,2-b]pyran-5,6-dione 2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione β-Lapachone (90%) 2,2-DiMethyl-3,4-dihydro-2H-benzo[h]chroMene-5,6-dione ARQ-501 (beta lapachone) 2H-Naphtho[1,2-b]pyran-5,6-dione, 3,4-dihydro-2,2-dimethyl- 2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-quinone ARQ 501 NSC 26326 NSC 629749 SL 11001 CO-501 β-Lapachone (ARQ-501) ARQ-501; NSC-26326; NSC-629749; SL-11001; BETA-LAPACHONE; Β-LAPACHONE; ARQ-501 beta-Lapachone (ARQ-501, CO-501) BETA-LAPACHONE USP/EP/BP Beta-Lapachone (ARQ-501) --Lapachone b-Lapachone Β-LAPACHONE β-Lapachone ARQ 501,ARQ501,Topoisomerase,Inhibitor,NSC26326,β-Lapachone,Apoptosis,NSC 26326,Autophagy,β Lapachone,inhibit,βLapachone β-Lapachone (90%) 4707-32-8 Cell Signaling and Neuroscience Cell Biology Apoptosis and Cell Cycle BioChemical DNA Repair Regulators DNA metabolism Inhibitors Aromatics Heterocycles Isotope Labelled Compounds DNA Repair RegulatorsCancer Research Gene RegulationEnzyme Inhibitors by Enzyme Topoisomerase I Apoptosis and Cell Cycle Chemopreventive Agents DNA metabolism R to