Vadimezan (DMXAA)

Vadimezan, also known as DMXAA and ASA404, is a fused tricyclic analogue of flavone acetic acid with potential antineoplastic activity. Vadimezan induces the cytokines tumor necrosis alpha (TNF-alpha), serotonin and nitric oxide, resulting in hemorrhagic necrosis and a decrease in angiogenesis. This agent also stimulates the anti-tumor activity of tumor-associated macrophages.

Product information

CAS Number: 117570-53-3

Molecular Weight: 282.29

Formula: C17H14O4

Synonym:

ASA404

ASA 404

ASA-404

AS1404

AS 1404

AS-1404

Chemical Name: (5, 6-Dimethyl-9-oxo-9H-xanthen-4-yl)-acetic acid

Smiles: CC1=C2OC3=C(C=CC=C3CC(O)=O)C(=O)C2=CC=C1C

InChiKey: XGOYIMQSIKSOBS-UHFFFAOYSA-N

InChi: InChI=1S/C17H14O4/c1-9-6-7-13-15(20)12-5-3-4-11(8-14(18)19)17(12)21-16(13)10(9)2/h3-7H,8H2,1-2H3,(H,18,19)

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO: 7 mg/mL(24.79 mM). Water: Insoluble.

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

In DLD-1 human colon carcinoma cells, DMXAA inhibits DT-diaphorase activity without significant effects on the activity of cytochrome b5 reductase and cytochrome P450 reductase. Combination of menadione and DMXAA leads to an increase in the antiproliferative activity of DLD-1 cells. DMXAA, as an antiviral agent, inhibits VSV-induced cytotoxicity and influenza virus replication in RAW 264.7 macrophages. A recent study shows that DMXAA has non-immune-mediated inhibitory effects against several kinase members of VEGFR (vascular endothelial growth factor receptor), such as VEGFR2 signalling in human umbilical vein endothelial cells.

In Vivo:

DMXAA treatment significantly protects C57BL/6J mice infected i.n. with 200 p.f.u. mouse-adapted H1N1 influenza PR8 virus with 60% survival, while the control group only exhibited 20% survival. DMXAA significantly delays tumor growth induced by chemical carcinogen, increases the time to tumor doubling and increases time from treatment to euthanasia. After the treatment of DMXAA, median tumor doubling time, median tumour tripling time and median time from treatment to euthanasia in tumor-bearing animals are increased by approximately 4.4-, 1.8- and 2.7-fold, respectively.

References:

1. Phillips RM. Biochem Pharmacol. 1999, 58(2), 303-310.
2. Shirey KA, et al. J Leukoc Biol. 2011, 89(3), 351-357.
3. Buchanan CM, et al. Clin Sci (Lond). 2012, 122(10), 449-457.
4. Liu JJ, et al. Cancer Chemother Pharmacol. 2007, 59(5), 661-66.

Products are for research use only. Not for human use.