30077-08-8

Basic information

• Product Name: AMINO-(3-NITRO-PHENYL)-ACETIC ACID
• Synonyms: AMINO-(3-NITRO-PHENYL)-ACETIC ACID;2-Amino-2-(3-nitrophenyl)acetic acid;m-Nitro-DL-phenylglycine;DL-m-Nitrophenylglycine;alpha-Amino-3-nitrobenzeneacetic acid;3-Nitrophenylglycine;2-Amino-2-(3-nitrophenyl);RS-3-Nitrophenylglycine
• CAS NO: 30077-08-8
• Molecular Formula: C₈H₈N₂O₄
• Molecular Weight: 196.16
• Product Categories: pharmacetical
• Mol File: 30077-08-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 370.3 °C at 760 mmHg
• Flash Point: 177.7 °C
• Appearance: /
• Density: 1.473 g/cm³
• Vapor Pressure: 3.89E-06mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: AMINO-(3-NITRO-PHENYL)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: AMINO-(3-NITRO-PHENYL)-ACETIC ACID(30077-08-8)
• EPA Substance Registry System: AMINO-(3-NITRO-PHENYL)-ACETIC ACID(30077-08-8)

Safety Data

• Hazardous Substances Data: 30077-08-8(Hazardous Substances Data)

Usage

General Description

Amino-(3-nitro-phenyl)-acetic acid is a chemical compound with the molecular formula C8H8N2O4. It belongs to the class of organic compounds known as nitrobenzenes, which are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a nitrogen and three oxygen atoms attached to it. Amino-(3-nitro-phenyl)-acetic acid is used in the synthesis of pharmaceuticals, specifically as a building block for the synthesis of various drugs. AMINO-(3-NITRO-PHENYL)-ACETIC ACID has potential biological activity and has been studied for its potential use in the treatment of diseases such as cancer and inflammation.

InChI:InChI=1/C8H8N2O4/c9-7(8(11)12)5-2-1-3-6(4-5)10(13)14/h1-4,7H,9H2,(H,11,12)/t7-/m1/s1

Upstream product

• 2835-06-5 phenylglycin 
• 2935-35-5 (S)-2-phenylglycine 
• 4885-81-8 D-(-)-α-(m-nitrophenyl)glycine 

Downstream Products

• 140460-47-5 N-(benzyloxycarbonyl)-D-2-amino-2-(3-nitrophenyl)acetic acid 
• 54895-27-1 D-2-tert-butoxycarbonylamino-2-(3-nitrophenyl)-acetic acid 
• 42164-79-4 3-nitromandelic acid 
• 76684-73-6 N-benzoyl-(m-nitro)phenylglycine 
• 180081-34-9 methyl 2-(3-aminophenyl)-2-((tert-butoxycarbonyl)amino)acetate 
• 687631-80-7 methyl 2-amino-2-(3-nitrophenyl)acetate 
• 1454273-37-0 N-(3-(1-amino-2-(1-(2-fluoro-6-(trifluoromethyl)benzyl)-2,4-dioxo-1'-((5-(trifluoromethyl)furan-2-yl)methyl)-1H-spiro[furo[3,4-d]pyrimidine-5,4'-piperidin]-3(2H,4H,7H)-yl)ethyl)phenyl)acetamide 
• 1454273-86-9 tert-butyl (1-(3-acetamidophenyl)-2-(1-(2-fluoro-6-(trifluoromethyl)benzyl)-2,4-dioxo-1'-((5-(trifluoromethyl)furan-2-yl)methyl)-1H-spiro[furo[3,4-d]pyrimidine-5,4'-piperidin]-3(2H,4H,7H)-yl)ethyl)carbamate 
• 1454273-36-9 1-(3-(1-amino-2-(1-(2-fluoro-6-(trifluoromethyl)benzyl)-2,4-dioxo-1'-((5-(trifluoromethyl)furan-2-yl)methyl)-1H-spiro[furo[3,4-d]pyrimidine-5,4'-piperidin]-3(2H,4H,7H)-yl)ethyl)phenyl)-3-methylurea 
• 1454273-85-8 tert-butyl (2-(1-(2-fluoro-6-(trifluoromethyl)benzyl)-2,4-dioxo-1'-((5-(trifluoromethyl)furan-2-yl)methyl)-1H-spiro[furo[3,4-d]pyrimidine-5,4'-piperidin]-3(2H,4H,7H)-yl)-1-(3-(3-methylureido)phenyl)ethyl)carbamate 
• 1454273-84-7 tert-butyl (2-(1-(2-fluoro-6-(trifluoromethyl)benzyl)-2,4-dioxo-1'-((5-(trifluoromethyl)furan-2-yl)methyl)-1H-spiro[furo[3,4-d]pyrimidine-5,4'-piperidin]-3(2H,4H,7H)-yl)-1-(3-(3-methoxyureido)phenyl)ethyl)carbamate 
• 1454273-26-7 4-((3-(1-amino-2-(1-(2-fluoro-6-(trifluoromethyl)benzyl)-2,4-dioxo-1'-((5-(trifluoromethyl)furan-2-yl)methyl)-1H-spiro[furo[3,4-d]pyrimidine-5,4'-piperidin]-3(2H,4H,7H)-yl)ethyl)phenyl)amino)butanoic acid 
• 1454273-83-6 ethyl 4-((3-(1-amino-2-(1-(2-fluoro-6-(trifluoromethyl)benzyl)-2,4-dioxo-1'-((5-(trifluoromethyl)furan-2-yl)methyl)-1H-spiro[furo[3,4-d]pyrimidine-5,4'-piperidin]-3(2H,4H,7H)-yl)ethyl)phenyl)amino)butanoate 
• 1454273-82-5 ethyl 4-((3-(1-((tert-butoxycarbonyl)amino)-2-(1-(2-fluoro-6-(trifluoromethyl)benzyl)-2,4-dioxo-1'-((5-(trifluoromethyl)furan-2-yl)methyl)-1 H-spiro[furo[3,4-d]pyrimidine-5,4'-piperidin]-3(2H,4H,7H)-yl)ethyl)phenyl)amino)butanoate 

Relevant articles and documents

Design, synthesis and biological evaluation of non-covalent AmpC β-lactamases inhibitors

Abstract: Bacterial resistance represents a worldwide emergency threatening the efficacy of all available antibiotics. Among the several resistance mechanisms developed by bacteria, β-lactamase enzymes?(BLs), which are able to inactivate most β-lactam core antibiotics, represent a key target to block, thus prolonging antibiotics half-life. Several approaches aimed at inhibiting β-lactamases have been so far undertaken, mainly involving β-lactam-like or covalent inhibitors. Applying a structure-based de novo design approach, we recently discovered a novel, non-covalent and competitive inhibitor of AmpC β-lactamase:?lead 1. It has a Ki of 1 μM, a ligand efficiency of 0.38 kcal mol?1 and lead-like physical properties. Moreover, it reverts resistance to ceftazidime in bacterial pathogens expressing AmpC and does not up-regulate β-lactamases expression in cell culture. Its features make it a good candidate for chemical optimization: starting from lead 1 crystallographic complex with AmpC, 11 analogs were designed to complement additional AmpC sites, then synthesized and tested against clinically resistant pathogens. While the new inhibitors maintain similar in vitro activity as the starting lead, some of them, in biological assays, extert a higher potency showing improved synergic activity with ceftazidime in resistant clinically isolated strains. Graphical Abstract: [InlineMediaObject not available: see fulltext.].

Mechanism of the Racemization of Amino Acids. Kinetics of Racemization of Arylglycines

In a study of the rates of racemization of substituted arylglycines at pH 10, the Hammett ? value was found to be surprisingly low, 1.15, suggesting a concerted reaction or charge stabilization in a manner other than by the substituent.The rate of methine hydrogen exchange was, however, the same as the rate of racemization, which argues against a concerted reaction mechanism.A pH profile study demonstrated that the most reactive species was the zwitterion +NH3CH(C6H5)CO2-> in basic media.The racemization reaction showed general-base catalysis when the buffer concentration was changed at constant ionic strength.Within the aryl series, the entropy of activation was more significant than the enthalpy of activation.The ΔS(excit.) ranged from -24.5 to +29.0 eu, while ΔH(excit.) values ranged from 19.9 to 20.4 kcal.Racemization of arylglycines followed reversible first-order kinetics similar to that found for aliphatic amino acids in solution.The extent of racemization was studied as a function of pH.The details of the mechanism of this reaction are presented in light of these data.