189497-16-3

Basic information

• Product Name: Hexanoic acid, 6-[[1,2-dihydro-2-oxo-1-(phenylmethoxy)-4-pyrimidinyl]amino]-, methyl ester
• CAS NO: 189497-16-3
• Molecular Formula: C18H23N3O4
• Molecular Weight: 345.398
• Mol File: 189497-16-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Hexanoic acid, 6-[[1,2-dihydro-2-oxo-1-(phenylmethoxy)-4-pyrimidinyl]amino]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Hexanoic acid, 6-[[1,2-dihydro-2-oxo-1-(phenylmethoxy)-4-pyrimidinyl]amino]-, methyl ester(189497-16-3)
• EPA Substance Registry System: Hexanoic acid, 6-[[1,2-dihydro-2-oxo-1-(phenylmethoxy)-4-pyrimidinyl]amino]-, methyl ester(189497-16-3)

Safety Data

• Hazardous Substances Data: 189497-16-3(Hazardous Substances Data)

Upstream product

• 721-01-7 1-(benzyloxy)uracil 
• 2048-50-2 benzyloxyurea 
• 1926-80-3 methyl 6-aminocaproate hydrochloride 
• 219992-65-1 1-(benzyloxy)-4-(1′,2′,4′-triazol-1′-yl)-2-(1H)-pyrimidinone 

Downstream Products

• 189497-30-1 tris(2-(6-{1-[1-(benzyloxy)-2-oxo-1,2-dihydropyrimidin-4-yl]amino}hexanamido)ethyl)amine 
• 189497-21-0 4-[5-(carboxy)pentylamino]-1-(benzyloxy)pyrimidin-2(1H)-one 
• 189497-25-4 4-[5-(carboxy)pentylamino]-1-(benzyloxy)pyrimidin-2(1H)-one-O-succinimide 

Relevant articles and documents

New hydroxypyrimidinone-containing sulfonamides as carbonic anhydrase inhibitors also acting as MMP inhibitors

A set of benzenesulfonamide (BSA) derivatives bearing a hydroxypyrimidinone (HPM) moiety were synthesized and investigated for their inhibitory activity against several carbonic anhydrase (CA, EC 4.2.1.1) isozymes. They all revealed to be very potent inhibitors (nanomolar order) of the cytosolic CA I and II isozymes, but especially of the transmembrane, tumor-associated CA IX isozyme, a beneficial feature for a potential antitumor effect of these compounds. Further structure optimization aimed at improving the specificity of CA inhibition and enhancing their matrix metalloproteinase (MMP) inhibitory activity may also lead to new compounds with an attractive dual mechanism of action as antitumor agents.

Novel Iron Sequestering Agents: Synthesis and Iron-Chelating Properties of Hexadentate Ligands Composed of 1-Hydroxy-2(1H)-pyrimidinone, ω-Amino Carboxylic Acid, and Tris(2-aminoethyl)amine

Novel heterocyclic hexadentate ligands (3HOPYn: n = 5-7), in which three units of 1-hydroxy-2(1H)-pyrimidinone are linked to tris(2-aminoethyl)amine through an amide bond by an alkyl chain, were synthesized, and their iron-chelating properties were investigated. The stability of their iron complexes (25 to 27 in log K) was significantly larger than that of pyrazinone-containing ligands by virtue of higher pKa values. On kinetic evaluation of iron removal from human transferrin, 3HOPY5 showed remarkable efficiency over five times as much as commercially available desferrioxamine B. The conformational analysis of the corresponding Ga(III) complex of Fe(opy5) by 1H NMR and by MM and MD calculations are also discussed.