111820-05-4

Basic information

• Product Name: (S)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID
• Synonyms: (S)-2-AMINO-2-(NAPHTHALEN-4-YL)ACETIC ACID;(S)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID
• CAS NO: 111820-05-4
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.22
• Product Categories: pharmacetical
• Mol File: 111820-05-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 180 °C (decomp)
• Boiling Point: 398°Cat760mmHg
• Flash Point: 194.5°C
• Appearance: /
• Density: 1.294g/cm³
• Vapor Pressure: 4.76E-07mmHg at 25°C
• Refractive Index: 1.68
• PKA: 1.94±0.30(Predicted)
• CAS DataBase Reference: (S)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID(111820-05-4)
• EPA Substance Registry System: (S)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID(111820-05-4)

Safety Data

• Hazardous Substances Data: 111820-05-4(Hazardous Substances Data)

Usage

General Description

(S)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID, also known as S-1-1-Naphthylglycine, is a chemical compound with the molecular formula C12H11NO2. It is an amino acid derivative and a non-steroidal anti-inflammatory drug (NSAID) that has been studied for its potential use in pain relief and inflammation management. (S)-AMINO-NAPHTHALEN-1-YL-ACETIC ACID is believed to work by inhibiting the production of prostaglandins, which are substances in the body that play a role in pain and inflammation. As a result, S-1-1-Naphthylglycine has been of interest in the development of new pharmaceuticals for treating conditions such as arthritis, musculoskeletal pain, and other inflammatory disorders. Its chemical structure and properties make it a valuable tool for researchers and drug developers aiming to create more effective and targeted treatments for pain and inflammation.

InChI:InChI=1/C12H11NO2/c13-11(12(14)15)10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11H,13H2,(H,14,15)/t11-/m0/s1

Upstream product

• 899799-16-7 (S)-azido-(naphthalen-1-yl)-acetic acid 
• 97611-60-4 2-amino-2-(naphthalen-1-yl)acetic acid 
• 127358-11-6 (3R,5R,6S)-4-(tert-Butoxycarbonyl)-5,6-diphenyl-3-(1'-naphthyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 127358-18-3 (3R,5R,6S)-5,6-Diphenyl-3-(1'-naphthyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 86-87-3 naphth-1-yl acetic acid 
• 899799-14-5 2-(S)-azido-1-(3-(S)-tert-butyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-2-(naphthalen-1-yl)ethanone 
• 899799-12-3 1-(3-(S)-tert-butyl-1,1-dioxo-1,3-dihydro-1λ⁶-benzo[d]isothiazol-2-yl)-2-(naphthalen-1-yl)ethanone 
• 144744-37-6 (3R,5S,6R)-2,3,5,6-Tetrahydro-3-(1-naphthyl)-5,6-diphenyl-1,4-oxazin-2-one 
• 66-77-3 1-naphthaldehyde 
• 145057-90-5 (R,S)-2-<(2-hydroxy-1-phenylethyl)amino>-2-(1-naphthyl)ethanenitrile 
• 145057-98-3 (S)-2-<(R)-2-hydroxy-1-phenylethylamino>-2-(1-naphthyl)ethanoic acid 
• 113543-62-7 (+/-)-α-Amino-1-naphthaleneacetonitrile 
• 145058-06-6 methyl (S)-2-<(R)-2-hydroxy-1-phenylethylamino>-2-(1-naphthyl)ethanoate 

Downstream Products

• 110480-82-5 2-(S)-amino-2-(naphthalen-1-yl)ethanol 

Relevant articles and documents

Enzymatic conversion of unnatural amino acids by yeast D-amino acid oxidase

Unnatural amino acids, particularly synthetic α-amino acids, are becoming crucial tools for modern drug discovery research. In particular, this application requires enantiomerically pure isomers. In this work we report on the resolution of racemic mixtures of the amino acids D,L-naphthylalanine and D,L-naphthylglycine by using a natural enzyme, D-amino acid oxidase from the yeast Rhodotorula gracilis. A significant improvement of the bioconversion is obtained using a single-point mutant enzyme designed by a rational approach. With this D-amino acid oxidase variant the complete resolution of all the unnatural amino acids tested was obtained: in this case, the bioconversion requires a shorter time and a lower amount of biocatalyst compared to the wild-type enzyme. The simultaneous production of the corresponding α-keto acid, a possible precursor of the amino acid in the L-form, improves the significance of the procedure.

An efficient synthesis of 1-naphthylbis(oxazoline) and exploration of the scope in asymmetric catalysis

Both enantiomers of 1-naphthylglycine were obtained in 99% ee by enzymatic resolution of the corresponding racemic amino acid amide, giving access to the novel ligands (R)- and (S)-naphthylbis(oxazoline). Initial studies provided insight into the scope an

An Efficient and Practical Synthesis of L-α-Amino Acids Using (R)-Phenylglycinol as a Chiral Auxiliary

L-α-Amino acids including L-α-arylglycines were conveniently and stereoselectively synthesized via the α-amino carbonitriles given by the Strecker reaction of (R)-2-amino-2-phenylethanol with aldehydes and hydrogen cyanide.The stereoselectivity of these α-amino carbonitriles was thermodynamically controlled.