CAS 4707-32-8

β-Lapachone

Description:

β-Lapachone is a naturally occurring naphthoquinone derived from the bark of the Lapacho tree, known for its potential therapeutic properties. It has a molecular formula of C15H10O2 and features a distinctive bicyclic structure that contributes to its biological activity. This compound exhibits a range of pharmacological effects, including anti-cancer, anti-inflammatory, and antimicrobial properties, making it a subject of interest in medicinal chemistry. β-Lapachone functions as a redox-active agent, capable of generating reactive oxygen species, which can induce apoptosis in cancer cells. Additionally, it has been studied for its role in enhancing the efficacy of certain chemotherapeutic agents. The compound is typically characterized by its yellow crystalline appearance and is soluble in organic solvents. Its stability and reactivity can be influenced by environmental factors, such as pH and temperature. Overall, β-Lapachone represents a promising candidate for further research in drug development and therapeutic applications.

Formula: C₁₅H₁₄O₃

InChI: 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: InChIKey=QZPQTZZNNJUOLS-UHFFFAOYSA-N

SMILES: O=C1C=2C(C3=C(C1=O)CCC(C)(C)O3)=CC=CC2

Synonyms:

• 2,2-Dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione
• 2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione
• 2H-Naphtho(1,2-b)pyran-5,6-dione, 3,4-dihydro-2,2-dimethyl-
• 3,4-Dihydro-2,2-dimethyl-2H-naphtho(1,2-b)pyran-5,6-dione
• Arq-501
• Brn 0181499
• Lapachone, beta-
• Mb 12066
• Nsc 26326
• Nsc 629749
• Sl 11001
• beta-Lapachone
• β-Lapachone

3,4-Dihydro-2,2-dimethyl-2H-naphtho[1,2-b]pyran-5,6-dione

CAS: 4707-32-8

Formula: C₁₅H₁₄O₃

Purity: 99%

Color and Shape: Solid

Molecular weight: 242.2699

Ref: IN-DA0038Q6

β-Lapachone

CAS: 4707-32-8

Formula: C₁₅H₁₄O₃

Purity: ≥ 98.0%

Color and Shape: Red crystalline powder or crystals

Molecular weight: 242.27

Ref: 7W-GL4851

β-Lapachone

CAS: 4707-32-8

β-Lapachone

Formula: C₁₅H₁₄O₃

Purity: ≥98%

Color and Shape: orange solid

Molecular weight: 242.26985g/mol

Ref: 54-BISN0149

β-Lapachone

CAS: 4707-32-8

β-Lapachone (ARQ-501) is a specific DNA topoisomerase I inhibitor, and no inhibitory activities against DNA topoisomerase II or ligase.

Formula: C₁₅H₁₄O₃

Purity: 99.76% - 99.88%

Color and Shape: Solid

Molecular weight: 242.27

Ref: TM-T6407

2,2-Dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione

CAS: 4707-32-8

Purity: 95.0%

Molecular weight: 242.2740020751953

Ref: 10-F454829

β-Lapachone (>90%)

Controlled Product

CAS: 4707-32-8

Applications 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.
References Renslo, A., et al.: Nat. Chem. Biol., 2, 701 (2006), Hopkins, A., et al.: Nat. Chem. Biol., 4, 682 (2008), Stuart, K., et al.: J. Clin. Invest., 118, 1301 (2008), Martin, R., et al.: Science, 25, 1680 (2009),

Formula: C₁₅H₁₄O₃

Purity: >90%

Color and Shape: Orange Solid

Molecular weight: 242.27

Ref: TR-L175300

b-Lapachone

CAS: 4707-32-8

b-Lapachone is a naphthoquinone derivative, which is a naturally occurring compound sourced primarily from the bark of Tabebuia avellanedae, a tree native to South America. This compound is known for its unique mechanism of action, involving the induction of reactive oxygen species (ROS) and subsequent cell death in oxidative stress-sensitive cells. Specifically, b-Lapachone undergoes a redox cycling process catalyzed by the enzyme NAD(P)H:quinone oxidoreductase 1 (NQO1), found at elevated levels in certain cancer cells. This redox cycling results in excessive ROS production, leading to DNA damage and triggering programmed cell death pathways.

Formula: C₁₅H₁₄O₃

Purity: Min. 95%

Molecular weight: 242.27 g/mol

Ref: 3D-FL170803