501030-96-2

Basic information

• Product Name: (S)-3-Amino-3-(4-nitro-phenyl)-propionic acid
• Synonyms: (S)-3-(P-NITROPHENYL)-BETA-ALANINE ;H-b-Phe(4-NO2)-OH;(S)-3-Amino-3-(4-nitrophenyl)propionic acid;(3S)-3-azaniumyl-3-(4-nitrophenyl)propanoate
• CAS NO: 501030-96-2
• Molecular Formula: C9H10N2O4
• Molecular Weight: 210.1867
• Mol File: 501030-96-2.mol

Chemical Properties

• Boiling Point: 410.3 °C at 760 mmHg
• Flash Point: 202 °C
• Appearance: /
• Density: 1.404g/cm³
• Vapor Pressure: 1.81E-07mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: (S)-3-Amino-3-(4-nitro-phenyl)-propionic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-Amino-3-(4-nitro-phenyl)-propionic acid(501030-96-2)
• EPA Substance Registry System: (S)-3-Amino-3-(4-nitro-phenyl)-propionic acid(501030-96-2)

Safety Data

• Hazardous Substances Data: 501030-96-2(Hazardous Substances Data)

Usage

Uses

Used in Biochemistry:
(S)-3-Amino-3-(4-nitro-phenyl)-propionic acid is used as a chiral building block for the synthesis of biologically active molecules, such as pharmaceuticals and agrochemicals. Its unique stereochemistry and functional groups enable the creation of enantiomerically pure compounds with specific biological activities.
Used in Organic Chemistry:
(S)-3-Amino-3-(4-nitro-phenyl)-propionic acid is used as an intermediate in the synthesis of complex organic molecules. Its versatile functional groups, including the amino and carboxylic acid groups, allow for various chemical reactions and transformations, making it a valuable component in the preparation of target compounds.
Used in Drug Development:
(S)-3-Amino-3-(4-nitro-phenyl)-propionic acid is used as a potential therapeutic agent in drug development. Its structural features and chemical properties may contribute to the design of new drugs with specific pharmacological effects, such as modulating biological pathways or targeting disease-related proteins.
Used in Chemical Research:
(S)-3-Amino-3-(4-nitro-phenyl)-propionic acid is used as a research tool in chemical studies, providing insights into the reactivity and behavior of chiral compounds. Its unique properties can help researchers understand the role of stereochemistry in chemical reactions and the development of novel synthetic strategies.

InChI:InChI=1/C9H10N2O4/c10-8(5-9(12)13)6-1-3-7(4-2-6)11(14)15/h1-4,8H,5,10H2,(H,12,13)/t8-/m0/s1

Upstream product

• 953-26-4 ethyl 4-nitrocinnamate 
• 64-17-5 ethanol 
• 7803-49-8 hydroxylamine 
• 882-06-4 4-nitro-trans-cinnamic acid 
• 54267-71-9 3-(4-nitrophenyl)-2-carboxy-2-propenoic acid 
• 460039-81-0 3-amino-3-(4-nitrophenyl)-2-carboxypropanoic acid 
• 619-89-6 p-nitrocinnamic acid 
• 555-16-8 4-nitrobenzaldehdye 
• 141-82-2 malonic acid 
• 1991-83-9 4-nitrophenylalanine 

Relevant articles and documents

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Synthesis, molecular docking and biological evaluation of novel phthaloyl derivatives of 3-amino-3-aryl propionic acids as inhibitors of Trypanosoma cruzi trans-sialidase

In the last two decades, trans-sialidase of Trypanosoma cruzi (TcTS) has been an important pharmacological target for developing new anti-Chagas agents. In a continuous effort to discover new potential TcTS inhibitors, 3-amino-3-arylpropionic acid derivatives (series A) and novel phthaloyl derivatives (series B, C and D) were synthesized and molecular docking, TcTS enzyme inhibition and determination of trypanocidal activity were carried out. From four series obtained, compound D-11 had the highest binding affinity value (?11.1 kcal/mol) compared to reference DANA (?7.8 kcal/mol), a natural ligand for TS enzyme. Furthermore, the 3D and 2D interactions analysis of compound D-11 showed a hydrogen bond, π-π stacking, π-anion, hydrophobic and Van der Waals forces with all important amino acid residues (Arg35, Arg245, Arg314, Tyr119, Trp312, Tyr342, Glu230 and Asp59) on the active site of TcTS. Additionally, D-11 showed the highest TcTS enzyme inhibition (86.9% ± 5) by high-performance ion exchange chromatography (HPAEC). Finally, D-11 showed better trypanocidal activity than the reference drugs nifurtimox and benznidazole with an equal % lysis (63 ± 4 and 65 ± 2 at 10 μg/mL) and LC50 value (52.70 ± 2.70 μM and 46.19 ± 2.36 μM) on NINOA and INC-5 strains, respectively. Therefore, D-11 is a small-molecule with potent TcTS inhibition and a strong trypanocidal effect that could help in the development of new anti-Chagas agents.

Influence of the aromatic moiety in α- And β-arylalanines on their biotransformation with phenylalanine 2,3-aminomutase from: Pantoea agglomerans

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Substituted aryl ureas as high potency sweeteners

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