α-Lapachone

SKU: orb1940117

Description

alpha-Lapachone has antineoplastic activity, it shows an approximately trypanocidal activity against Trypanosoma cruzi.(In Vitro):The photophysical and photochemical reactions of β-lapachone were studied using femtosecond transient absorption, nanosecond transient absorption, and nanosecond time-resolved resonance Raman spectroscopy techniques and density functional theory calculations. In acetonitrile, β-lapachone underwent an efficient intersystem crossing to form the triplet state of β-lapachone. However, in water-rich solutions, the singlet state of β-lapachone was predominantly quenched by the photoinduced protonation of the carbonyl group at the β position (O9). After protonation, a series of fast reaction steps occurred to eventually generate the triplet state α±-lapachone intermediate. This triplet state of α±-lapachone then underwent intersystem crossing to produce the ground singlet state of α±-lapachone as the final product. 1,2-Naphthoquinone is examined in acetonitrile and water solutions in order to elucidate the important roles that water and the pyran ring play during the photoconversion from β-lapachone to α±-lapachone. β-Lapachone can also be converted to α±-lapachone in the ground state when a strong acid is added to an aqueous solution.

Key Properties

• CAS Number: 4707-33-9
• MW: 242.274
• Purity: >98% (HPLC)
• Formula: C₁₅H₁₄O₃
• SMILES: CC1(C)CCC2=C(O1)C(=O)c1ccccc1C2=O
• Target: Topoisomerase
• Solubility: In Vitro: DMSO : 100 mg/mL (412.76 mM)

Storage & Handling

• Storage: Storage temperature: -20°C. Stability: ≥ 2 years
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

alpha-Lapachone

Quick Database Links

Gene Symbol

Topoisomerase