53933-47-4

Basic information

• Product Name: (S)-1-Phenylethylhydroxylamine
• Synonyms: (S)-1-PHENYLETHYLHYDROXYLAMINE;N-[(1S)-1-phenethyl]hydroxylaMine;(S)-N-(1-Phenylethyl)hydroxylamine;Benzenemethanamine, N- hydroxy- α- methyl- , (αS) -
• CAS NO: 53933-47-4
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.18
• Mol File: 53933-47-4.mol
• Article Data: 30

Chemical Properties

• Melting Point: 90-91 ºC
• Boiling Point: 251 ºC
• Flash Point: 117 ºC
• Appearance: /
• Density: 1.060
• Vapor Pressure: 0.011mmHg at 25°C
• Refractive Index: 1.546
• PKA: 13.26±0.50(Predicted)
• CAS DataBase Reference: (S)-1-Phenylethylhydroxylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-Phenylethylhydroxylamine(53933-47-4)
• EPA Substance Registry System: (S)-1-Phenylethylhydroxylamine(53933-47-4)

Safety Data

• Hazardous Substances Data: 53933-47-4(Hazardous Substances Data)

Usage

General Description

(S)-1-Phenylethylhydroxylamine, also known as (S)-Phenylethylamine-N-oxide, is a chemical compound with the molecular formula C8H11NO. It is a chiral compound and is the (S)-enantiomer of phenylethylhydroxylamine. This chemical is commonly used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. It has been studied for its potential applications in organic chemistry and medicinal chemistry, particularly as a building block for the production of chiral molecules. (S)-1-Phenylethylhydroxylamine is a versatile and useful compound in the field of chemical synthesis and holds promise for further research and development in various scientific and industrial applications.

InChI:InChI=1/C8H11NO/c1-7(9-10)8-5-3-2-4-6-8/h2-7,9-10H,1H3/t7-/m0/s1

Upstream product

• 613-91-2 acetophenone oxime 
• 127104-39-6 N-α-methyl benzyl-O-benzoyl hydroxylamine hydrochloride 
• 16528-57-7 tin(II) benzenethiolate 
• 7214-61-1 (1-nitroethyl)benzene 
• 136386-26-0 C₇H₁₃NO₂ 
• 71-43-2 benzene 
• 50314-86-8 acetophenone oxime 
• 10341-75-0 (E)-1-phenylethanone oxime 
• 98-85-1 1-Phenylethanol 
• 346461-23-2 C₂₀H₂₁NO₅ 
• 346461-21-0 C₂₄H₂₃NO₅ 
• 98-86-2 acetophenone 
• 6097-58-1 ethyl 2-phenyl-2-aminoacetate 
• 2835-06-5 phenylglycin 

Downstream Products

• 87681-42-3 C₉H₁₁NO 
• 95503-73-4 (R)-3-Methyl-2-((S)-1-phenyl-ethyl)-isoxazolidin-5-one 
• 95503-72-3 (S,S)-N(2)-α-methylbenzyl-3-methylisoxazolidin-5-one 
• 95503-53-0 methyl-3aminobutanoate 
• 95503-53-0 3-[Hydroxy-((S)-1-phenyl-ethyl)-amino]-butyric acid methyl ester 
• 137089-59-9 C₁₄H₁₉NO 
• 136386-29-3 N-(1-phenylethyl)-N-hydroxyurea 
• 137089-60-2 C₁₅H₂₁NO 
• 116782-38-8 N-α-methyl benzyl-O-benzoyl hydroxylamine 
• 101247-63-6 N-Hydroxy-N-(1-phenyl-ethyl)-benzamide 
• 137089-62-4 C₁₇H₂₃NO₃ 
• 137089-61-3 C₁₆H₂₃NO 
• 111612-93-2 (Z)-((4R)-trans-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene((1S)-1-phenylethyl)amino N-oxide 
• 136030-71-2 (3aS,3bR,6aS,7aR)-5,5-Dimethyl-1-((S)-1-phenyl-ethyl)-hexahydro-[1,3]dioxolo[4',5':3,4]cyclopenta[1,2-c]isoxazole 

Relevant articles and documents

Analogues of the Herbicide, N-Hydroxy- N-isopropyloxamate, Inhibit Mycobacterium tuberculosis Ketol-Acid Reductoisomerase and Their Prodrugs Are Promising Anti-TB Drug Leads

New drugs to treat tuberculosis (TB) are urgently needed to combat the increase in resistance observed among the current first-line and second-line treatments. Here, we propose ketol-acid reductoisomerase (KARI) as a target for anti-TB drug discovery. Twenty-two analogues of IpOHA, an inhibitor of plant KARI, were evaluated as antimycobacterial agents. The strongest inhibitor of Mycobacterium tuberculosis (Mt) KARI has a Ki value of 19.7 nM, fivefold more potent than IpOHA (Ki = 97.7 nM). This and four other potent analogues are slow- and tight-binding inhibitors of MtKARI. Three compounds were cocrystallized with Staphylococcus aureus KARI and yielded crystals that diffracted to 1.6-2.0 ? resolution. Prodrugs of these compounds possess antimycobacterial activity against H37Rv, a virulent strain of human TB, with the most active compound having an MIC90 of 2.32 ± 0.04 μM. This compound demonstrates a very favorable selectivity window and represents a highly promising lead as an anti-TB agent.

Ultrasonic promoted synthesis of Ag nanoparticle decorated thiourea-functionalized magnetic hydroxyapatite: A robust inorganic-organic hybrid nanocatalyst for oxidation and reduction reactions

In this research, ultrasonic synthesis is applied for the fabrication of a novel catalyst, based on immobilization of silver nanoparticles (AgNPs) on thiourea functionalized magnetic hydroxyapatite. A recoverable Ag nano-catalyst is constructed by decoration of AgNPs on the surface of thiourea modified magnetic hydroxyapatite. Magnetic hydroxyapatite is used as an organic-inorganic hybrid support for the catalyst. The organic-inorganic hybrid support is prepared by co-precipitation, followed by its surface modification through covalent functionalization of 1-(3,5-bis(trifluoromethyl)phenyl)-3-propyl)thiourea. The fabricated catalyst has been characterized by transmission electron microscopy (TEM), scanning electron microscopy (SEM), powder X-ray diffraction (XRD), nuclear magnetic resonance (NMR), Fourier-transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA) and Brunauer-Emmett-Teller (BET) analysis. The nanoparticles are mostly tubular in shape and their particle sizes are smaller than 100 nm. This nanocatalyst shows efficient and robust catalytic activity in different reactions, including selective reduction of 4-nitrophenol (4NP) and oxidation of primary amines by applying NaBH4and urea hydrogen peroxide (UHP) as reagents, respectively. The catalyst shows good reusability in 10 sequential reaction runs.

The mechanism of the α-ketoacid-hydroxylamine amide-forming ligation

Three-ring circus! Surprisingly complex molecular acrobatics are observed in the mechanism of the α-ketoacid-hydroxylamine amide-forming ligation reaction. Although this remarkable reaction can already be used for the chemoselective union of large, unprotected peptide fragments the elucidated mechanism provides important clues to extending its application to larger and more complex biological targets. Copyright