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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.

Chemical Structure

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: 432.5104
Elemental Analysis: C, 61.09; H, 5.83; F, 4.39; N, 6.48; O, 14.80; S, 7.41

Price and Availability

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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 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

Preparing Stock Solutions

The following data is based on the product molecular weight 432.5104 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

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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

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.