874899-74-8

Basic information

• Product Name: 2-Propenoic acid, 3-[4-[(1E)-2-[2-(acetylamino)-4-thiazolyl]ethenyl]phenyl]-, methyl ester, (2E)-
• CAS NO: 874899-74-8
• Molecular Formula: C17H16N2O3S
• Molecular Weight: 328.392
• Mol File: 874899-74-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-[4-[(1E)-2-[2-(acetylamino)-4-thiazolyl]ethenyl]phenyl]-, methyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-[4-[(1E)-2-[2-(acetylamino)-4-thiazolyl]ethenyl]phenyl]-, methyl ester, (2E)-(874899-74-8)
• EPA Substance Registry System: 2-Propenoic acid, 3-[4-[(1E)-2-[2-(acetylamino)-4-thiazolyl]ethenyl]phenyl]-, methyl ester, (2E)-(874899-74-8)

Safety Data

• Hazardous Substances Data: 874899-74-8(Hazardous Substances Data)

Upstream product

• 874899-73-7 {[2-(acetylamino)-1,3-thiazol-4-yl]methyl}(triphenyl)phosphonium chloride 
• 7560-50-1 methyl (2E)-3-(4-formylphenyl)acrylate 

Downstream Products

• 874899-75-9 methyl 3-{4-[2-(2-acetamido-1,3-thiazol-4-yl)ethyl]phenyl}propanoate 
• 874901-16-3 3-{4-[2-(2-acetamido-1,3-thiazol-4-yl)ethyl]phenyl}propanoic acid 
• 1442469-23-9 tert-butyl (4-{4-[2-(2-acetamido-1,3-thiazol-4-yl)ethyl]phenethyl}-1H-imidazol-2-yl)carbamate 

Relevant articles and documents

Novel 1H-imidazol-2-amine derivatives as potent and orally active vascular adhesion protein-1 (VAP-1) inhibitors for diabetic macular edema treatment

Novel thiazole derivatives were synthesized and evaluated as vascular adhesion protein-1 (VAP-1) inhibitors. Although we previously identified a compound (2) with potent VAP-1 inhibitory activity in rats, the human activity was relatively weak. Here, to improve the human VAP-1 inhibitory activity of compound 2, we first evaluated the structure-activity relationships of guanidine bioisosteres as simple small molecules and identified a 1H-benzimidazol-2-amine (5) with potent activity compared to phenylguanidine (1). Based on the structure of compound 5, we synthesized a highly potent VAP-1 inhibitor (37b; human IC50 = 0.019 μM, rat IC50 = 0.0051 μM). Orally administered compound 37b also markedly inhibited ocular permeability in streptozotocin-induced diabetic rats after oral administration, suggesting it is a promising compound for the treatment of diabetic macular edema.