A-849519

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 408001

CAS#: 904680-01-9 (free base)

Description: A-849519 is a reversible inhibitor of MetAP2 that has demonstrated anti-angiogenesis and anticancer activity in a number of in vitro and in vivo models. In this study, we evaluated the anticancer activity of A-849519 in a modified Dunning model of androgen-independent prostate cancer and compared its efficacy with TNP-470, an established MetAP2 inhibitor.


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A-849519 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 408001
Name: A-849519
CAS#: 904680-01-9 (free base)
Chemical Formula: C22H25FN2O4S
Exact Mass: 432.1519
Molecular Weight: 432.5104
Elemental Analysis: C, 61.09; H, 5.83; F, 4.39; N, 6.48; O, 14.80; S, 7.41


Related CAS #: 904680-01-9 (free base)   904681-04-5 (TFA)    

Synonym: A-849519; A 849519; A849519;

IUPAC/Chemical Name: (Z)-2-((2-(3-(dimethylamino)prop-1-en-1-yl)-4-fluorophenyl)sulfonamido)-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid

InChi Key: CTZLIARLNXSXGL-ALCCZGGFSA-N

InChi Code: InChI=1S/C22H25FN2O4S/c1-25(2)13-5-7-16-14-17(23)10-12-20(16)30(28,29)24-19-11-9-15-6-3-4-8-18(15)21(19)22(26)27/h5,7,9-12,14,24H,3-4,6,8,13H2,1-2H3,(H,26,27)/b7-5-

SMILES Code: CN(C)C/C=C\C1=C(S(NC2=C(C(O)=O)C(CCCC3)=C3C=C2)(=O)=O)C=CC(F)=C1


Technical Data

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).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
2934990300


Additional Information

Methionine aminopeptidase-2 (MetAP2) plays a pivotal role in the growth of endothelial cells and tumor cells, and thus inhibitors of MetAP2 are promising anticancer agents.


References

1. http://cancerres.aacrjournals.org/content/65/9_Supplement/1376.4

2. Discovery and Structure-Based Optimization of Next-Generation Reversible Methionine Aminopeptidase-2 (MetAP-2) Inhibitors
Timo Heinrich, Jeyaprakashnarayanan Seenisamy, Beatrix Blume, Jörg Bomke, Michel Calderini, Uwe Eckert, Manja Friese-Hamim, Rainer Kohl, Martin Lehmann, Birgitta Leuthner, Djordje Musil, Felix Rohdich, and Frank T. Zenke
Publication Date (Web): April 2, 2019 (Article)
DOI: 10.1021/acs.jmedchem.9b00041