97611-60-4

Basic information

• Product Name: AMINO-NAPHTHALEN-1-YL-ACETIC ACID
• Synonyms: VITAS-BB TBB000034;AMINO(1-NAPHTHYL)ACETIC ACID;AMINO-NAPHTHALEN-1-YL-ACETIC ACID;2-AMINO-2-(NAPHTHALEN-4-YL)ACETIC ACID;2-(NAPHTHALEN-1-YL)-DL-GLYCINE;1-Naphthaleneacetic acid, .alpha.-amino-;2-Amino-2-(naphthalen-1-yl)acetic acid
• CAS NO: 97611-60-4
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.22
• Product Categories: pharmacetical
• Mol File: 97611-60-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 240 °C
• Boiling Point: 398 °C at 760 mmHg
• Flash Point: 194.5 °C
• Appearance: /
• Density: 1.294 g/cm³
• Vapor Pressure: 4.76E-07mmHg at 25°C
• Refractive Index: 1.68
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 1.94±0.30(Predicted)
• CAS DataBase Reference: AMINO-NAPHTHALEN-1-YL-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: AMINO-NAPHTHALEN-1-YL-ACETIC ACID(97611-60-4)
• EPA Substance Registry System: AMINO-NAPHTHALEN-1-YL-ACETIC ACID(97611-60-4)

Safety Data

• Hazardous Substances Data: 97611-60-4(Hazardous Substances Data)

Usage

General Description

AMINO-NAPHTHALEN-1-YL-ACETIC ACID is a chemical compound that belongs to the class of amino acids. It is a derivative of naphthalene and is commonly used in the synthesis of various pharmaceutical and organic compounds. This chemical has several potential applications in the medical field, including its use as a building block for the synthesis of novel drugs and as a research tool for understanding the structure-activity relationships of bioactive compounds. Additionally, it has demonstrated potential anti-inflammatory and analgesic effects, making it a promising candidate for the development of new therapeutic agents. Further research and development of AMINO-NAPHTHALEN-1-YL-ACETIC ACID could lead to new treatments for various medical conditions.

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)

Upstream product

• 95048-05-8 1-naphthaldimine 
• 132-75-2 naphthalen-1-ylacetonitrile 
• 90-11-9 1-Bromonaphthalene 
• 66-77-3 1-naphthaldehyde 
• 113543-62-7 (+/-)-α-Amino-1-naphthaleneacetonitrile 
• 111652-13-2 t-butyl 2-(t-butoxycarbonylamino)-2-(naphth-1-yl)acetate 
• 101004-87-9 (Benzhydrylidene-amino)-naphthalen-1-yl-acetic acid ethyl ester 
• 37059-68-0 hydroxyimino-[1]naphthyl-acetic acid 
• 70946-42-8 α-Amino-<1>napthyl-essigsaeure-methylester 

Downstream Products

• 86217-42-7 2-hydroxy-1-naphthalidene-monoethanolamine 
• 1415026-51-5 C₂₁H₁₆N₄OS 
• 26153-26-4 1-naphthylglyoxylic acid 
• 111820-05-4 (S)-amino(naphthalen-1-yl)acetic acid 
• 95426-07-6 D,L-Benzyloxycarbonylamino--essigsaeure 
• 146621-91-2 2-(tert-butoxycarbonylamino)-2-(naphthalen-1-yl)acetic acid 

Relevant articles and documents

TOLL-LIKE RECEPTOR 4 (TLR4) INHIBITORS AND USE THEREOF

Peptides, peptidomimetics and small molecules, collectively referred to as "decoy peptides", are provided, which interfere with binding to a TIR domain of a toll-like receptor 4 (TLR4), and inhibit a TLR4-induced signaling pathway. These decoy peptides may be useful for treating diseases associated with induction of TLR4 signaling pathway such as a disease or disorder secondary to a cardiovascular disease, sepsis or an inflammatory disease.

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.

Highly selective tripeptide thrombin inhibitors

Tripeptide aldehydes such as Boc-D-Phe-Pro-Arg-H (5l) exhibit potent direct inhibition of thrombin. This distinction offers important insight for the design of more potent and selective serine protease inhibitors which may be useful pharmacological tools and hold promise for development of clinically useful agents. The structure-activity relationships (SAR) on a series of anticoagulant peptides with high selectivity for the enzyme thrombin are discussed. The SAR is centered on a series of di- and tripeptide arginine aldehydes based on the structure of 5l. The structural and conformational role of the amino acid residue in position 1 was investigated by substitution with conformationally restricted aromatic amino acids, aromatic acids, and a dipeptide isostere containing the ψ[CH2N] amide bond replacement. Many of these peptides demonstrate potent antithrombotic activity along with selectivity toward thrombin, determined by comparison of in vitro inhibitory effects on trypsin, plasmin, factor Xa, and tissue plasminogen activator. Compound 5f, D-1-Tiq-Pro-Arg-H · sulfate is highly active and the most selective tripeptide aldehyde inhibitor of thrombin reported to date.