64715-85-1

Basic information

• Product Name: (R)-(-)-1-AMINO-1-PHENYL-2-METHOXYETHANE
• Synonyms: (R)-(-)-1-AMINO-1-PHENYL-2-METHOXYETHANE;(R)-(-)-2-Methoxy-1-phenylethylamine;A**-(-)-1-AMINO-1-PHENYL-2-METHOXYETHANE;(R)-α-(Methoxymethyl)benzylamine;(R)-(-)-2-Methoxy-1-phenylethylamine >=95.0% (HPLC);(R)-2-methoxy-1-phenylethanamine;(R)-a-(Methoxymethyl)benzenemethanamine;(1R)-2-methoxy-1-phenylethanamine
• CAS NO: 64715-85-1
• Molecular Formula: C₉H₁₃NO
• Molecular Weight: 151.21
• Mol File: 64715-85-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 230.2°C at 760 mmHg
• Flash Point: 79.6°C
• Appearance: /
• Density: 1.014
• Vapor Pressure: 0.0667mmHg at 25°C
• Refractive Index: 1.523
• Storage Temp.: 2-8°C
• PKA: 8.90±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 4799722
• CAS DataBase Reference: (R)-(-)-1-AMINO-1-PHENYL-2-METHOXYETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-1-AMINO-1-PHENYL-2-METHOXYETHANE(64715-85-1)
• EPA Substance Registry System: (R)-(-)-1-AMINO-1-PHENYL-2-METHOXYETHANE(64715-85-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/38-43-52
• Safety Statements: 26-36/37
• RIDADR: UN2735
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 64715-85-1(Hazardous Substances Data)

Usage

General Description

(R)-(-)-1-AMINO-1-PHENYL-2-METHOXYETHANE, also known as (R)-(-)-amphetamine, is a chemical compound with the molecular formula C10H15NO. It is a chiral compound and is commonly used as a psychiatric drug for its stimulant and mood-elevating effects. (R)-(-)-1-AMINO-1-PHENYL-2-METHOXYETHANE acts as a central nervous system stimulant by increasing the levels of certain neurotransmitters in the brain, such as dopamine and norepinephrine. (R)-(-)-amphetamine is also used in the treatment of attention deficit hyperactivity disorder (ADHD) and narcolepsy. However, it is a controlled substance due to its potential for abuse and dependence. Commonly known as Adderall, it is available in many forms such as tablets, capsules, and extended-release capsules.

InChI:InChI=1/C9H13NO/c1-11-7-9(10)8-5-3-2-4-6-8/h2-6,9H,7,10H2,1H3/t9-/m0/s1

Upstream product

• 74879-43-9 (R)-N-benzylidene-2-hydroxy-1-phenylethylamine 
• 860304-24-1 N,N-diallyl-N-[(1R)-2-methoxy-1-phenylethyl]amine 
• 875-74-1 (R)-phenylglycine 
• 56613-80-0 D-2-phenylglycinol 
• 860304-23-0 (R)-2-N,N-diallylamino-2-phenylethanol 
• 74-88-4 methyl iodide 

Downstream Products

• 104942-87-2 R(-)-N-(1-phenyl-2-methoxyethyl)-N-trimethylsilylmethylamine 
• 139224-99-0 (S)-((R)-2-Methoxy-1-phenyl-ethylamino)-p-tolyl-acetonitrile 
• 144302-38-5 (R)-benzylidene-(2-methoxy-1-phenylethyl)amine 
• 159171-43-4 [1-Cyclohexyl-meth-(E)-ylidene]-((R)-2-methoxy-1-phenyl-ethyl)-amine 
• 159171-45-6 (R)-N-ethylidene-2-methoxy-1-phenylethylamine 
• 159116-87-7 (R)-2-methoxy-N-(2-methylpropylidene)-1-phenylethylamine 
• 175787-67-4 1-((R)-2-Methoxy-1-phenyl-ethyl)-1,5-dihydro-pyrrol-2-one 
• 159116-88-8 (R,E)-N-heptylidene-2-methoxy-1-phenylethanamine 
• 159116-89-9 ((R)-2-Methoxy-1-phenyl-ethyl)-[3-methylsulfanyl-prop-(E)-ylidene]-amine 
• 208844-35-3 N-[(1R)-2-methoxy-1-phenylethyl]-4-hexynamide 
• 262378-75-6 (S)-1-((R)-2-Methoxy-1-phenyl-ethyl)-aziridine-2-carboxylic acid methyl ester 
• 262378-72-3 (R)-1-((R)-2-Methoxy-1-phenyl-ethyl)-aziridine-2-carboxylic acid methyl ester 
• 287967-29-7 (1S,3S,4S^*,7R)-4-ethoxy-1-methyl-7-phenyl-5-oxa-8-aza-4-phospha-spiro[2.5]octane 4-oxide 
• 203720-23-4 1-[3-(5-(1,2,4-triazol-4-yl)-1H-indol-3-yl)propyl]-4-[(R)-α-(methoxymethyl)benzylamino]piperidine 

Relevant articles and documents

Monofluoroalkene-Isostere as a 19F NMR Label for the Peptide Backbone: Synthesis and Evaluation in Membrane-Bound PGLa and (KIGAKI)3

Solid-state 19F NMR is a powerful method to study the interactions of biologically active peptides with membranes. So far, in labelled peptides, the 19F-reporter group has always been installed on the side chain of an amino acid. Given the fact that monofluoroalkenes are non-hydrolyzable peptide bond mimics, we have synthesized a monofluoroalkene-based dipeptide isostere, Val-Ψ[(Z)-CF=CH]-Gly, and inserted it in the sequence of two well-studied antimicrobial peptides: PGLa and (KIGAKI)3 are representatives of an α-helix and a β-sheet. The conformations and biological activities of these labeled peptides were studied to assess the suitability of monofluoroalkenes for 19F NMR structure analysis.

Origins of stereoselectivity in optically pure phenylethaniminopyridine tris-chelates M(NN′)3n+ (M = Mn, Fe, Co, Ni and Zn)

One-pot reactions of 2-pyridinecarboxaldehyde, chiral phenylethanamines and Fe(ii) give single diastereomer fac diimine complexes at thermodynamic equilibrium so that no chiral separations are required (d.r. > 200:1). The origins of this stereoselectivity are partly steric and partly a result of the presence of three sets of inter-ligand parallel-offset π-stacking interactions. Mn(ii), Co(ii), Co(iii), Ni(ii) and Zn(ii) give similar fac structures, alongside the imidazole analogues for Fe(ii). While most of the complexes are paramagnetic, the series of molecular structures allows us to assess the influence of the π-stacking present, and there is a strong correlation between this and the M-N bond length. Fe(ii) is close to optimal. For the larger Zn(ii) ion, very weak π-stacking leads to poorer measured stereoselectivity (NMR) but this is improved with increased solvent polarity. The mechanism of stereoselection is further investigated via DFT calculations, chiroptical spectroscopy and the use of synthetic probes.

Chemoselective and stereoselective synthesis of gem-difluoro-β-aminoesters or gem-difluoro-β-lactams from ethylbromodifluoroacetate and imines during Reformatsky reaction

The chemoselective and stereoselective synthesis of gem-difluoro-β-aminoesters or gem-difluoro-β-lactams was investigated from ethylbromodifluoroacetate and imines during Reformatsky reaction. Influence of various reaction parameters, such as nature of the amine part, nature of the chiral auxiliary, was evaluated. High levels of stereoselectivity (up to 98%) were obtained for gem-difluoro-β-aminoesters and gem-difluoro-β-lactams using either (R)-phenylglycinol or (R)-methoxyphenylglycinol.