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α-Lapachone

Catalog No. TN1375   CAS 4707-33-9
Synonyms: alpha-Lapachone

α-Lapachone has antineoplastic activity, it shows an approximately trypanocidal activity against Trypanosoma cruzi.

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α-Lapachone Chemical Structure
α-Lapachone, CAS 4707-33-9
Pack Size Availability Price/USD Quantity
1 mg In stock $ 34.00
5 mg In stock $ 64.00
10 mg In stock $ 97.00
25 mg In stock $ 213.00
50 mg In stock $ 318.00
100 mg In stock $ 473.00
1 mL * 10 mM (in DMSO) In stock $ 68.00
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Purity: 99.17%
Purity: 98.00%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description α-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[1]
Source
Synonyms alpha-Lapachone
Molecular Weight 242.27
Formula C15H14O3
CAS No. 4707-33-9

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 50 mg/mL (206.38 mM)

TargetMolReferences and Literature

1. Photoconversion of β-Lapachone to α±-Lapachone via a Protonation-Assisted Singlet Excited State Pathway in Aqueous Solution: A Time-Resolved Spectroscopic Study.J Org Chem. 2015 Aug 7;80(15):7340-50.

Related compound libraries

This product is contained In the following compound libraries:
Antiparasitic Natural Product Library Anti-Parasitic Compound Library Anti-Cancer Active Compound Library Natural Product Library for HTS DNA Damage & Repair Compound Library Bioactive Compounds Library Max Selected Plant-Sourced Compound Library Bioactive Compound Library Traditional Chinese Medicine Monomer Library Anti-Cancer Compound Library

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Keywords

α-Lapachone 4707-33-9 DNA Damage/DNA Repair Microbiology/Virology Antifection Topoisomerase α Lapachone inhibit a-Lapachone Inhibitor alpha-Lapachone αLapachone inhibitor

 

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