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Anba Pharma ARQ-501 (beta lapachone) CAS No.: 4707-32-8 .. Product #: Anba-003165

ARQ-501 (beta lapachone)

Catalog No.: Anba-003165
Weight: 10mg
Call for Price: 610-883-0668

ARQ-501 is a naphthoquinone compound derived from bark of Tabebuia sp., with antitumor, antibacterial, antifungal and antitrypanosomal activities. Beta-lapachone exerts its anti-tumor effect by indirect actions of inducing p53-independent apoptosis and cell cycle arrest mediated through altered activities of cell cycle control regulatory proteins; including down-regulating retinoblastoma protein (pRB), a transcriptional repressor target at transcription factor E2F-1, as well as induces expression of cyclin dependent kinase inhibitor 1A (CDKN1A or p21). Both E2F-1 and p21 are required for G1/S-phase transition during cell cycle. This agent also inhibits DNA topoisomerase I by a mechanism distinct from that of camptothecin, and thereby blocks the formation of a cleavable complex leading to enzyme inhibition and prevent DNA repair. Furthermore, beta-lapachone could induce reactive oxygen species in vivo, and result in cytotoxicity.

1: Kim JH, Lee SM, Myung CH, Lee KR, Hyun SM, Lee JE, Park YS, Jeon SR, Park JI, Chang SE, Hwang JS. Melanogenesis inhibition of β-lapachone, a natural product from Tabebuia avellanedae, with effective in vivo lightening potency. Arch Dermatol Res. 2015 Feb 8. [Epub ahead of print] PubMed PMID: 25663088.
2: Moore Z, Chakrabarti G, Luo X, Ali A, Hu Z, Fattah FJ, Vemireddy R, DeBerardinis RJ, Brekken RA, Boothman DA. NAMPT inhibition sensitizes pancreatic adenocarcinoma cells to tumor-selective, PAR-independent metabolic catastrophe and cell death induced by β-lapachone. Cell Death Dis. 2015 Jan 15;6:e1599. doi: 10.1038/cddis.2014.564. PubMed PMID: 25590809.
3: Menacho-Márquez M, Rodríguez-Hernández CJ, Villaronga MÃ
Chemical
CAS Num 4707-32-8
Chemical Formula C15H14O3
Molecular Weight 242.27
IUPAC Chemical Name 2,2-dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione
Exact Mass 242.09429
Elemental Analysis C, 74.36; H, 5.82; O, 19.81
Synonym ARQ501 beta lapachone; 34Dihydro22dimethyl2Hnaphtho(12b)pyran56dione.
Solubility Soluble in DMSO, not in water
SMILES Code O=C1C(CCC(C)(C)O2)=C2C3=CC=CC=C3C1=O
Biological
Targets and Effects retinoblastoma protein
Pathways Apoptosis
Physical
Appearance Solid powder
Purity >98% (or refer to the Certificate of Analysis)
Shipping Condition Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Shelf Life >2 years if stored properly

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Woburn, MA 01801
United State

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