17363-92-7

Basic information

• Product Name: (S)-2-Acetamido-3-(4-nitrophenyl)propanoic acid
• Synonyms: (S)-2-ACETAMIDO-3-(4-NITROPHENYL) PROPANOIC ACID;N-Acetyl-4-nitro-L-phenylalanine
• CAS NO: 17363-92-7
• Molecular Formula: C₁₁H₁₂N₂O₅
• Molecular Weight: 252.22
• Product Categories: API intermediates
• Mol File: 17363-92-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 554.7 °C at 760 mmHg
• Flash Point: 289.3 °C
• Appearance: /
• Density: 1.366 g/cm³
• Vapor Pressure: 3.86E-13mmHg at 25°C
• Refractive Index: 1.579
• CAS DataBase Reference: (S)-2-Acetamido-3-(4-nitrophenyl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-Acetamido-3-(4-nitrophenyl)propanoic acid(17363-92-7)
• EPA Substance Registry System: (S)-2-Acetamido-3-(4-nitrophenyl)propanoic acid(17363-92-7)

Safety Data

• Hazardous Substances Data: 17363-92-7(Hazardous Substances Data)

Usage

General Description

(S)-2-Acetamido-3-(4-nitrophenyl)propanoic acid is a chemical compound with the molecular formula C11H12N2O5. It is a derivative of the amino acid tyrosine and is often used as a precursor for synthesizing various pharmaceuticals and other organic compounds. (S)-2-Acetamido-3-(4-nitrophenyl)propanoic acid is a chiral molecule, meaning it has a specific three-dimensional arrangement of atoms that gives it distinct properties. (S)-2-Acetamido-3-(4-nitrophenyl)propanoic acid is commonly used in the synthesis of non-steroidal anti-inflammatory drugs and other pharmaceuticals due to its ability to modify and enhance the biological activity of various compounds.

InChI:InChI=1/C11H12N2O5/c1-7(14)12-10(11(15)16)6-8-2-4-9(5-3-8)13(17)18/h2-5,10H,6H2,1H3,(H,12,14)(H,15,16)/t10-/m0/s1

Upstream product

• 949-99-5 4-nitro-3-phenyl-L-alanine 
• 108-24-7 acetic anhydride 
• 93341-45-8 α-acetylamino-4-nitro-trans-cinnamic acid 
• 70973-01-2 2-acetamido-3-(4-nitrophenyl)acrylic acid 
• 63-91-2 L-phenylalanine 
• 2018-61-3 (S)-2-acetylamino-3-phenylpropanoic acid 
• 62561-97-1 N-acetyl-4-nitro-DL-phenylalanine 
• 3235-26-5 2-(N-acetylamino)-2-benzylpropanedioic diethyl ester 
• 6265-87-8 2-acetylamino-2-(4-nitrobenzyl)malonic acid diethyl ester 

Downstream Products

• 14504-87-1 Ac-p-NO2-L-Phe-Mel-OEt 
• 1400930-04-2 C₁₆H₂₁N₃O₆ 
• 76311-21-2 ester methylique de la N-acetyl-p-(methacrylamido acetamido) L-phenylalanine 
• 36097-42-4 2(S)-acetylamino-3-(4-amino-phenyl)-propionic acid methyl ester 
• 60521-91-7 Ac-Phe(4-NHAc)-OMe 
• 864238-27-7 Fmoc-Phe(4-NH₂-3-NO₂)-OH 
• 864238-42-6 D,L-4-Acetamido-N-acetyl-3-nitrophenylalanine methyl ester 
• 898291-08-2 N-methyl-N-(4-chlorobutyl) O-(5-nitrofuryl-2-methyl) N'-(4-(2-((S)-acetylamino-2-carboxy)ethyl))phenyl phosphorodiamidate 
• 898291-06-0 N-methyl-N-(4-chlorobutyl) N'-(4-(2-((S)-acetylamino-2-carboxyallyl)ethyl))phenyl phosphorodiamidic chloride 
• 898291-04-8 N-acetyl-4-amino-L-phenylalanine allyl ester 
• 402497-81-8 N-acetyl-4-amino-L-phenylalanine 
• 36097-40-2 (S)-ethyl 2-acetamido-3-(4-nitrophenyl)propanoate 
• 949-99-5 4-nitro-3-phenyl-L-alanine 

Relevant articles and documents

Self-assembly and nonlinear optical properties of a synthetic dipeptide

The self-assembly propensities and nonlinear optical properties of synthetic dipeptides are illustrated. The single crystal X-ray diffraction study of dipeptide 1 containing a p-nitrophenylalanine moiety reveals that the peptide adopts a supramolecular antiparallel β-sheet structure using hydrogen bonding, as well as π-π stacking interactions, in the solid state and the peptide exhibits nonlocal thermal nonlinear refraction due to the thermal lensing effect. The heat dissipation in the dipeptide 1 was a slow process with a millisecond to microsecond time scale. However the peptide 2 containing a p-nitrophenylacetic acid moiety adopts a parallel β-sheet structure and has no thermal lensing effect.

Design and synthesis of phosphotyrosine peptidomimetic prodrugs

A novel approach to the intracellular delivery of aryl phosphates has been developed that utilizes a phosphoramidate-based prodrug approach. The prodrugs contain an ester group that undergoes reductive activation intracellularly with concomitant expulsion

Method for preparing enantiomeric forms of amino alkylaminophenyl propanoic acid

A process for preparing an enantiomeric form of 2-amino-3-(4-alkylaminophenyl)-propanoic acid of formula (I) or a salt thereof: STR1 in which Alk represents an alkyl radical containing 1 to 2 carbon atoms, from (L)-phenylalanine to obtain the (S)-enantiomer of 2-amino-3-(4-alkylaminophenyl)-propanoic acid, or from (D)-phenylalanine to obtain the (R)-enantiomer of 2-amino-3-(4-alkylaminophenyl)propanoic acid.