4187-53-5

Basic information

• Product Name: (S)-1-(4-NITROPHENYL)-ETHYLAMINE
• Synonyms: (S)-4-NITRO-ALPHA-METHYLBENZYLAMINE;(S)-1-(4-NITROPHENYL)-ETHYLAMINE;S-O-NITRO-A-METHYLBENZYLAMINE;(S)-A-METHYL-4-NITROBENZYLAMINE;(S)-p-Nitro-alpha-methylbenzylamine;Nitrosolve;(S)-4-Nitro-α-methylbenzylamine;Benzenemethanamine, α-methyl-4-nitro-, (αS)-
• CAS NO: 4187-53-5
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.18
• Mol File: 4187-53-5.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 288.8 °C at 760 mmHg
• Flash Point: 128.4 °C
• Appearance: /
• Density: 1.199 g/cm³
• Vapor Pressure: 0.00229mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: 2-8°C
• PKA: 8.31±0.10(Predicted)
• CAS DataBase Reference: (S)-1-(4-NITROPHENYL)-ETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(4-NITROPHENYL)-ETHYLAMINE(4187-53-5)
• EPA Substance Registry System: (S)-1-(4-NITROPHENYL)-ETHYLAMINE(4187-53-5)

Safety Data

• Hazardous Substances Data: 4187-53-5(Hazardous Substances Data)

Usage

General Description

(S)-1-(4-Nitrophenyl)-ethylamine is a chemical compound with the molecular formula C8H10N2O2. It is an amine compound with a nitro group attached to a phenyl ring. It is commonly used in the synthesis of various pharmaceuticals and organic compounds. (S)-1-(4-Nitrophenyl)-ethylamine is also known for its use as an intermediate in the production of agrochemicals and dyes. Additionally, it can act as a chiral building block in organic synthesis, making it a valuable compound for the creation of new compounds with specific stereochemical properties.

InChI:InChI=1/C8H10N2O2/c1-6(9)7-2-4-8(5-3-7)10(11)12/h2-6H,9H2,1H3/t6-/m0/s1

Upstream product

• 4187-54-6 (S)-N-[1-(4-nitrophenyl)ethyl]acetamide 
• 142068-38-0 (S)-1-p-nitrophenyl-1-(2-benzoylhydrazino)ethane 
• 19144-86-6 (S)-N-acetyl-1-phenylethylamine 
• 42142-15-4 1-(4-nitro-phenyl)-ethylamine 
• 100-19-6 (4-nitrophenyl)ethanone 
• 80965-22-6 (E)-1-(4-nitrophenyl)ethan-1-one O-methyl oxime 
• 59862-56-5 4-nitroacetophenone oxime 
• 22454-71-3 1-[(4-nitrophenyl)ethylidene]benzohydrazide 
• 2354-91-8 (S)-2,2,2-trifluoro-(α-methylbenzyl)acetamide 
• 70249-37-5 3-aminocyclohexa-1,5-dienecarboxylic acid 
• 99-81-0 4-Nitrophenacyl bromide 
• 73744-35-1 (Z)-1-(4-nitrophenyl)ethanone oxime 
• 1434603-08-3 (Z)-1-(4-nitrophenyl)ethanone O-benzyloxime 
• 124-20-9 N-(3-aminopropyl)-1,4-diaminobutane 

Downstream Products

• 4187-54-6 (R)-N-acetyl-1-(4-nitrophenyl)ethylamine 
• 87332-33-0 (R)-(+)-NN-dimethyl-1-p-nitrophenylethylamine 
• 56994-97-9 (3R,7R)-3,7,11-Trimethyl-dodecanoic acid [(R)-1-(4-nitro-phenyl)-ethyl]-amide 
• 132364-43-3 (RS)-4-(tert-Butoxy)-3-methyl-N-<(R)-α-methyl-4-nitrobenzyl>butanamide 
• 132364-40-0 (3R)-4-(Benzyloxy)-3-methyl-N-<(R)-α-methyl-4-nitrobenzyl>butanamide 
• 132364-41-1 (3S)-4-(Benzyloxy)-3-methyl-N-<(R)-α-methyl-4-nitrobenzyl>butanamide 
• 132364-40-0 (3RS)-4-(Benzyloxy)-3-methyl-N-<(R)-α-methyl-4-nitrobenzyl>butanamide 
• 100923-20-4 (Z)-3-Ethyl-3',4-dimethyl-5'-tert-butoxycarbonyl-4'--5-(1H)-2,2'-pyrromethenon 
• 100923-13-5 (3S)-(4Z,9Z,15Z)-17-Ethyl-1,19-dioxo-2,2,7,8,12,13,18-heptamethyl-1,2,3,19,23,24-hexahydro-21H-bilin-3-(R)-1-(4-nitrophenyl)-ethyl-essigsaeureamid 
• 100923-13-5 (3R)-(4Z,9Z,15Z)-17-Ethyl-1,19-dioxo-2,2,7,8,12,13,18-heptamethyl-1,2,3,19,23,24-hexahydro-21H-bilin-3-(R)-1-(4-nitrophenyl)-ethyl-essigsaeureamid 
• 103214-09-1 (+)-N-picryl-α-(p-N'-picrylaminophenyl)ethylamine 
• 103214-09-1 (-)-N-picryl-α-(p-N'-picrylaminophenyl)ethylamine 
• 87537-25-5 (-)-N-picryl-α-(p-nitrophenyl)ethylamine 
• 110524-85-1 (-)-N-<α-(p-nitrophenyl)ethyl>-3,5-dinitrobenzamide 

Relevant articles and documents

Widely applicable background depletion step enables transaminase evolution through solid-phase screening

Directed evolution of transaminases is a widespread technique in the development of highly sought-after biocatalysts for industrial applications. This process, however, is challenged by the limited availability of effective high-throughput protocols to evaluate mutant libraries. Here we report a rapid, reliable, and widely applicable background depletion method for solid-phase screening of transaminase variants, which was successfully applied to a transaminase from Halomonas elongata (HEWT), evolved through rounds of random mutagenesis towards a series of diverse prochiral ketones. This approach enabled the identification of transaminase variants in viable cells with significantly improved activity towards para-substituted acetophenones (up to 60-fold), as well as tetrahydrothiophen-3-one and related substrates. Rationalisation of the mutants was assisted by determination of the high-resolution wild-type HEWT crystal structure presented herein.

Evaluation of the Edman degradation product of vancomycin bonded to core-shell particles as a new HPLC chiral stationary phase

A modified macrocyclic glycopeptide-based chiral stationary phase (CSP), prepared via Edman degradation of vancomycin, was evaluated as a chiral selector for the first time. Its applicability was compared with other macrocyclic glycopeptide-based CSPs: TeicoShell and VancoShell. In addition, another modified macrocyclic glycopeptide-based CSP, NicoShell, was further examined. Initial evaluation was focused on the complementary behavior with these glycopeptides. A screening procedure was used based on previous work for the enantiomeric separation of 50 chiral compounds including amino acids, pesticides, stimulants, and a variety of pharmaceuticals. Fast and efficient chiral separations resulted by using superficially porous (core-shell) particle supports. Overall, the vancomycin Edman degradation product (EDP) resembled TeicoShell with high enantioselectivity for acidic compounds in the polar ionic mode. The simultaneous enantiomeric separation of 5 racemic profens using liquid chromatography-mass spectrometry with EDP was performed in approximately 3?minutes. Other highlights include simultaneous liquid chromatography separations of rac-amphetamine and rac-methamphetamine with VancoShell, rac-pseudoephedrine and rac-ephedrine with NicoShell, and rac-dichlorprop and rac-haloxyfop with TeicoShell.

Biocatalytic transamination with near-stoichiometric inexpensive amine donors mediated by bifunctional mono- and di-amine transaminases

The discovery and characterisation of enzymes with both monoamine and diamine transaminase activity is reported, allowing conversion of a wide range of target ketone substrates with just a small excess of amine donor. The diamine co-substrates (putrescine, cadaverine or spermidine) are bio-derived and the enzyme system results in very little waste, making it a greener strategy for the production of valuable amine fine chemicals and pharmaceuticals.