6335-41-7

Basic information

• Product Name: (2Z)-2-hydroxyimino-N-(4-methoxyphenyl)acetamide
• Synonyms: (2Z)-2-hydroxyimino-N-(4-methoxyphenyl)acetamide
• CAS NO: 6335-41-7
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.19
• Mol File: 6335-41-7.mol
• Article Data: 21

Chemical Properties

• Melting Point: 183 °C
• Appearance: /
• Density: 1.22g/cm³
• Refractive Index: 1.549
• PKA: 8.90±0.10(Predicted)
• CAS DataBase Reference: (2Z)-2-hydroxyimino-N-(4-methoxyphenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z)-2-hydroxyimino-N-(4-methoxyphenyl)acetamide(6335-41-7)
• EPA Substance Registry System: (2Z)-2-hydroxyimino-N-(4-methoxyphenyl)acetamide(6335-41-7)

Safety Data

• Hazardous Substances Data: 6335-41-7(Hazardous Substances Data)

Usage

General Description

(2Z)-2-hydroxyimino-N-(4-methoxyphenyl)acetamide is a chemical compound with a molecular formula C10H12N2O3. It is also known as Oxyiminoacetamidyl-4-methoxybenzene. (2Z)-2-hydroxyimino-N-(4-methoxyphenyl)acetamide is a derivative of acetamide with a hydroxyimino substituent at the 2-position and a 4-methoxyphenyl group at the N-position. It is used in the field of pharmaceuticals and research as a building block or intermediate for the synthesis of various organic compounds. This chemical may have potential applications in medicinal and biological chemistry due to its unique structure and properties. However, its specific uses and potential effects on human health and the environment may depend on further research and testing.

InChI:InChI=1/C9H10N2O3/c1-14-8-4-2-7(3-5-8)11-9(12)6-10-13/h2-6,13H,1H3,(H,11,12)/b10-6+

Upstream product

• 302-17-0 chloral hydrate 
• 104-94-9 4-methoxy-aniline 
• 75-87-6 chloral 
• 20265-97-8 p-anisidine hydrochloride 

Downstream Products

• 39755-95-8 5-methoxyisatine 
• 6705-03-9 2-Amino-5-methoxybenzoic acid 
• 7699-18-5 5-methoxyindolin-2-one 
• 23842-82-2 2-amino-5-methoxybenzonitrile 
• 6280-89-3 2-chloro-5-methoxybenzoic acid 
• 608-07-1 2-(5-methoxyindol-3-yl)ethylamine 
• 134772-90-0 cis-1-(4-methoxyphenyl)-3-phenoxy-4-methoxyiminomethyl-4-methylthio-azetidin-2-one 
• 134772-90-0 trans-1-(4-methoxyphenyl)-3-phenoxy-4-methoxyiminomethyl-4-methylthio-azetidin-2-one 
• 134772-89-7 S-methyl N-(4-methoxyphenyl)-methoxyiminoacetthioimidate 
• 137242-77-4 methoxyiminothioacet-p-anisidide 
• 292851-47-9 5-methoxy-3-methylidenindolin-2-one 
• 137242-78-5 methoxyiminoacet-p-anisidide 
• 37466-62-9 2-hydroxyimino-N-(4-methoxy-phenyl)-3-morpholin-4-yl-propionamide 
• 229018-17-1 2-hydroxymelatonin 

Relevant articles and documents

A Unified Catalytic Asymmetric (4+1) and (5+1) Annulation Strategy to Access Chiral Spirooxindole-Fused Oxacycles

A unified catalytic asymmetric (N+1) (N=4, 5) annulation reaction of oxindoles with bifunctional peroxides has been achieved in the presence of a chiral phase-transfer catalyst (PTC). This general strategy utilizes peroxides as unique bielectrophilic four- or five-atom synthons to participate in the C?C and the subsequent umpolung C?O bond-forming reactions with one-carbon unit nucleophiles, thus providing a distinct method to access the valuable chiral spirooxindole-tetrahydrofurans and -tetrahydropyrans with good yields and high enantioselectivities under mild conditions. DFT calculations were performed to rationalize the origin of high enantioselectivity. The gram-scale syntheses and synthetic utility of the resultant products were also demonstrated.

Oxindole-based intraocular pressure reducing agents

The study represents the new findings at the crossroads of chemistry and medicine, particularly between medicinal and organic chemistry and ophthalmology. In this work we describe how the chemical reactivity of indolinone scaffold may be used to create small molecule ligands with strong biological response comparable with and larger than that of endogenous hormone. The synthesis of oxindole-based melatonin and 5-methoxycarbonylamino-N-acetyltryptamine (5-MCA-NAT) analogues was proposed and their ability to influence intraocular pressure (IOP) was studied in vivo. Time-dependent study revealed the prolonged effect (more than 6?h) of the lead-compound. This effect in combination with high IOP reducing effect (41?±?6%) in low concentrations of the active compound (0.1?wt%) and with high water solubility represents a great potential of low-cost oxindole derivatives as potent antiglaucoma agents.

A cinchona alkaloid catalyzed enantioselective sulfa-Michael/aldol cascade reaction of isoindigos: Construction of chiral bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters

A cinchona alkaloid catalyzed diastereoselective and enantioselective sulfa-Michael/aldol cascade reaction between 1,4-dithiane-2,5-diol and isoindigos has been successfully developed to afford the highly congested bispirooxindole tetrahydrothiophenes with vicinal quaternary spirocenters in high yields (up to 91%), excellent diastereoselectivities (up to >20 : 1 dr), and good enantioselectivities (up to 98% ee). Some synthetic transformations of the reaction products were also studied.