5678-48-8

Basic information

• Product Name: 3-Amino-3-(2-nitrophenyl)propanoic acid
• Synonyms: RARECHEM AK HC T331;ANP LINKER;DL-3-AMINO-3-(2-NITRO-PHENYL)-PROPIONIC ACID;BUTTPARK 95\04-01;3-AMINO-3-(2-NITROPHENYL)PROPANOIC ACID;3-AMINO-3-(2-NITROPHENYL)PROPIONIC ACID;3-(2-NITROPHENYL)-DL-BETA-ALANINE;3-(2-NITROPHENYL)-BETA-ALANINE
• CAS NO: 5678-48-8
• Molecular Formula: C₉H₁₀N₂O₄
• Molecular Weight: 210.19
• Product Categories: B-Amino
• Mol File: 5678-48-8.mol
• Article Data: 11

Chemical Properties

• Melting Point: 218℃
• Boiling Point: 423.8 °C at 760 mmHg
• Flash Point: 210.1 °C
• Appearance: /
• Density: 1.404 g/cm³
• Vapor Pressure: 6.13E-08mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: Store at 0-5°C
• PKA: 3.49±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 3-Amino-3-(2-nitrophenyl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-3-(2-nitrophenyl)propanoic acid(5678-48-8)
• EPA Substance Registry System: 3-Amino-3-(2-nitrophenyl)propanoic acid(5678-48-8)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 5678-48-8(Hazardous Substances Data)

Usage

Uses

3-Amino-3-(2-nitrophenyl)propionic acid is used in chemical research.

InChI:InChI=1/C9H10N2O4/c10-7(5-9(12)13)6-3-1-2-4-8(6)11(14)15/h1-4,7H,5,10H2,(H,12,13)/t7-/m0/s1

Upstream product

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Downstream Products

• 124328-41-2 acide trifluoroacetylamino-3 (nitro-2 phenyl)-3 propionique 
• 1056640-28-8 3-(2-nitrophenyl)-3-(picolinamido)propanoic acid 
• 1991-82-8 (2S)-2-amino-3-(2-nitrophenyl)propanoic acid 
• 732242-02-3 C₉H₁₀N₂O₄ 
• 612-41-9 2-nitrocinnamic acid 
• 1509929-70-7 3-(2-bromo-2-methylpropanamido)-3-(2-nitrophenyl)propanoic acid 
• 1426301-14-5 N-(2-formyl-1-(2-nitrophenyl)ethyl)picolinamide 

Relevant articles and documents

Synthesis, hypoglycemic effect, antimicrobial and molecular docking studies of organotin(IV) complexes derived from N -phthalimido β-amino acid derivatives

N-Phthalimido β-amino acid derivatives, 3-phthalimido-3(2-hydroxyphenyl) propanoic acid (P2HPA) and 3-phthalimido-3(2-nitrophenyl) propanoic acid (P2NPA) with new series of diand triorganotin(IV) complexes (1-12) have been designed and synthesized. All the ligands and organotin(IV) complexes were characterized by elemental analysis, Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance (1H, 13C, 119Sn) spectroscopy and electron ionization mass spectrometry (EI-MS). Synthesized ligands and complexes were screened to determine the antibacterial activity and results showed that the triorganotin(IV) complexes have better activity compared to diorganotin(IV) complexes and ligands. In addition, molecular docking analysis of ligands on the catalytic pocket of sortase A (PDB ID 1T2W) showed that the ligands can bind the active amino acid residues in the pocket. The antioxidant activity was also performed by the DPPH (1,1-diphenyl-2-picrylhydrazyl radical) method and complexes showed better results than ligands. The compounds were also tested in vivo to determine the hypoglycemic activities on different groups of alloxan induced diabetic rabbits. The complexes (1-6) were found better hypoglycemic agents as they stabilized the glucose level to about 175-105 mg dL-1 as compared to ligand P2HPA.

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.

NITROGEN-CONTAINING FUSED RING COMPOUNDS FOR USE AS CRTH2 ANTAGONISTS

The present application relates to nitrogen-containing fused ring compounds shown by general formula (I), a pharmaceutically acceptable salt thereof and a stereoisomer thereof as CRTH2 antagonist, wherein X1, X2, X3, X4, X5, W, X, Y, L1, L2, L3, A, B are as defined in the description; the present application further relates to a method for preparing the compounds, a pharmaceutical formulation and a pharmaceutical composition comprising the compounds, a use of the compounds for the manufacture of a medicament for the treatment and/or prevention of diseases related to activity of CRTH2.