3755-89-3

Basic information

• Product Name: Acetamide, N-[2-(4-methoxyphenyl)-2-oxoethyl]-
• CAS NO: 3755-89-3
• Molecular Formula: C11H13NO3
• Molecular Weight: 207.229
• Mol File: 3755-89-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Acetamide, N-[2-(4-methoxyphenyl)-2-oxoethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-[2-(4-methoxyphenyl)-2-oxoethyl]-(3755-89-3)
• EPA Substance Registry System: Acetamide, N-[2-(4-methoxyphenyl)-2-oxoethyl]-(3755-89-3)

Safety Data

• Hazardous Substances Data: 3755-89-3(Hazardous Substances Data)

Upstream product

• 173209-05-7 2-azido-1-(4'-methoxyphenyl)ethyl acetate 
• 144924-01-6 β-azido-α-(4-methoxyphenyl)ethanol 
• 100-09-4 4-methoxybenzoic acid 
• 53271-44-6 S-(4-methylphenyl) thio(4-methoxybenzoate) 
• 40513-43-7 2-amino-1-(4-methoxy-phenyl)-ethanone 
• 75-36-5 acetyl chloride 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 6595-28-4 2-azido-1-(4-methoxyphenyl)ethan-1-one 
• 108-24-7 acetic anhydride 
• 3883-94-1 2-amino-4'-methoxyacetophenone hydrochloride 

Downstream Products

• 121405-37-6 5-(4-methoxy-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl-amine 
• 344427-70-9 N-[3-cyano-4-(4-methoxy-phenyl)-1H-pyrrol-2-yl]-formamidine 
• 69163-82-2 5-(4-methoxyphenyl)-2-methyl-1,3-oxazole 
• 861058-15-3 1,3-diacetoxy-2-acetoxymethyl-2-acetylamino-1-(4-methoxy-phenyl)-propane 
• 878653-81-7 N-[2-hydroxy-1,1-bis-hydroxymethyl-2-(4-methoxy-phenyl)-ethyl]-acetamide 
• 149286-04-4 2-acetamido-1-(4-methoxyphenyl)ethyl acetate 
• 46084-23-5 (R)-(-)-2-Amino-1-(4-methoxyphenyl)-1-ethanol 
• 46084-19-9 (S)-(+)-2-amino-1-(4-methoxyphenyl)-1-ethanol 
• 120450-06-8 2-amino-4-(4-methoxyphenyl)-1H-pyrrole-3-cyanide 
• 64288-96-6 5-(4-methoxy-phenyl)-2-methyl-thiazole 
• 1019974-51-6 C₂₁H₂₂N₂O₆ 
• 149285-99-4 N-[(R)-2-Hydroxy-2-(4-methoxy-phenyl)-ethyl]-acetamide 
• 149342-43-8 N-[2-Hydroxy-2-(4-methoxy-phenyl)-ethyl]-acetamide 
• 858817-32-0 N-[1,1-bis-hydroxymethyl-2-(4-methoxy-phenyl)-2-oxo-ethyl]-acetamide 

Relevant articles and documents

Catalytic transformation of esters of 1,2-azido alcohols into α-amido ketones

The esters of 1,2-azido alcohols were transformed into α-amido ketones without external oxidants through the Ru-catalyzed formation of N-H imines with the liberation of N2 followed by intramolecular migration of the acyl moiety. A wide range of α-amido ketones were obtained, and one-pot transformation into the corresponding oxazoles (or a thiazole) was demonstrated.

Probing the 'bipolar' nature of the carbonic anhydrase active site: Aromatic sulfonamides containing 1,3-oxazol-5-yl moiety as picomolar inhibitors of cytosolic CA I and CA II isoforms

Abstract A series of potent inhibitors of human carbonic anhydrase (CA) isoforms I and II has been prepared via a direct, chemoselective sulfochlorination of a range of 1,3-oxazolyl benzenes and thiophenes, followed by primary sulfonamide synthesis. The latter functionality is a known zinc-binding group (ZBG) responsible for anchoring the inhibitors to the CA's zinc metal ion. The compound's periphery as well as the overall scaffold geometry was designed to enable optimal interactions with the two distinct sides of the enzyme's active site, one of which is lined with hydrophobic residues and while the other is predominantly hydrophilic. As a result, several compounds inhibiting the therapeutically important cytosolic CA I and CA II in picomolar range have been identified. These compounds are one of the most potent CA inhibitors identified to-date. Not only the remarkable (>10 000-fold), cytosolic CA I and CA II selectivity vs. the membrane-bound CA IX and CA XII isoforms, but also the pronounced CA II/I selectivity observed in some cases, allow considering this series as a set of isoform-selective chemical biology tools and promising starting points for drug candidate development.

Investigations of Novel Azomethine Ylide-Forming Photoreactions of N-Silylmethylimides

The scope of a recently discovered (Yoon, E.C. et al.J.Am.Chem.Soc. 1995, 117, 2698), azomethine ylide-forming photoreaction has been explored by probing the excited state chemistry of several N-trimethylsilylmethyl substituted cyclic and acyclic imides and amide analogs.Photolysis of N-maleimide (4) in acetonitrile leads to efficient production of the tricyclic product 16, formed by trapping of the photogenerated azomethine ylide intermediate 15 through cycloaddition with 4.Irradiation 4 in solutions containing high concentrations of the dipolarophiles, acrylonitrile or fumaronitrile, results in production of the products (19-21 and 23-24, respectively) arising by cycloaddition of the ylide 15 with the added dipolarophiles.In contrast, photolysis of the nonconjugated cyclic imide, N-succinimide (5), brings about N-acyl migration resulting in the exclusive production of the unstable, iminolactone 30.On the other band, acyclic, N-trimethylsilylmethyl aroyl imides 6-8 undergo the excited state C to O silyl migration reaction to produce azomethine ylide intermediates 35.Both in the presence or absence of added dipolarophiles, these ylides undergo electrocyclization to form transient aziridine intermediates 36 which react further by ring opening to generate N-phenacylamide products 32-34.In contrast, the nonconjugated imide, N--N-acetylacetamide (9), is unreactive upon irradiation.Similarly, simple N-amides 10-13, while being photochemically labile, do not react to form "trappable" ylide intermediates upon irradiation.The results outlined above are presented and discussed in terms of the scope and limitations of the new, azomethine ylide-forming photoreaction of silylmethyl imides.