MedKoo Cat#: 408001 | Name: A-849519

Description:

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

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.

Chemical Structure

A-849519
A-849519
CAS#904680-01-9 (free base)

Theoretical Analysis

MedKoo Cat#: 408001

Name: A-849519

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

Chemical Formula: C22H25FN2O4S

Exact Mass: 432.1519

Molecular Weight: 432.51

Elemental Analysis: C, 61.09; H, 5.83; F, 4.39; N, 6.48; O, 14.80; S, 7.41

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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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
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).
HS Tariff Code
2934.99.9001
More Info
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.

Preparing Stock Solutions

The following data is based on the product molecular weight 432.51 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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