136465-98-0

Basic information

• Product Name: N-(2-QUINOLYLCARBONYL)-L-ASPARAGINE
• Synonyms: N-(2-QUINOLYLCARBONYL)-L-ASPARAGINE;(2S)-2-[(quinoline-2-carbonyl)-aMino]-succinaMic acid;N-(2-Quinolinylcarbonyl)asparagine;N-(2-Quinolinylcarbonyl)-L-asparagine;N-Quinaldoyl-L-asparagine
• CAS NO: 136465-98-0
• Molecular Formula: C₁₄H₁₃N₃O₄
• Molecular Weight: 287.27
• Mol File: 136465-98-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 200-203℃
• Boiling Point: 723.339°C at 760 mmHg
• Flash Point: 391.262°C
• Appearance: /
• Density: 1.419g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.661
• PKA: 3.07±0.10(Predicted)
• CAS DataBase Reference: N-(2-QUINOLYLCARBONYL)-L-ASPARAGINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-QUINOLYLCARBONYL)-L-ASPARAGINE(136465-98-0)
• EPA Substance Registry System: N-(2-QUINOLYLCARBONYL)-L-ASPARAGINE(136465-98-0)

Safety Data

• Hazardous Substances Data: 136465-98-0(Hazardous Substances Data)

Usage

General Description

N-(2-quinolylcarbonyl)-L-asparagine, also known as QA-L-Asn, is a chemical compound that is a derivative of asparagine, an amino acid. It is commonly used in biochemical research as a fluorescent probe and is used for tagging and studying proteins and other biomolecules. The compound is known for its ability to bind to proteins and has been used in various assays to study protein-protein interactions and enzyme activities. QA-L-Asn has also been studied for its potential therapeutic applications due to its ability to modulate protein function and activity. Overall, this chemical has a wide range of applications in biochemical research and has potential for further study in the field of medicine and drug development.

InChI:InChI=1/C14H13N3O4/c15-12(18)7-11(14(20)21)17-13(19)10-6-5-8-3-1-2-4-9(8)16-10/h1-6,11H,7H2,(H2,15,18)(H,17,19)(H,20,21)/t11-/m0/s1

Upstream product

• 70-47-3 L-asparagine 
• 136465-99-1 2,5-dioxopyrrolidin-1-ylquinoline-2-carboxylate 
• 93-10-7 quinoline-2-carboxylic acid 
• 161836-75-5 quinoline-2-carbonyl-(L)-asparagine tert-butyl ester 

Downstream Products

• 417704-45-1 (2S)-1-(benzyloxycarbonylmethyl)-5-[3-phenyl-2-(quinolin-2-ylcarbonyl-L-asparaginylamino)propyl]-1H-tetrazole 
• 1217649-53-0 (S)-N₁-((2S,3R)-4-((3S,4aS,8aS)-3-(tert-butylcarbamoyl)octahydroisoquinolin-2(1H)-yl)-3-hydroxy-1-(4-phenylthiophen-2-yl)butan-2-yl)-2-(quinoline-2-carboxamido)succinamide 
• 137622-85-6 C₃₈H₅₀N₆O₅ 
• 161723-77-9 C₃₀H₂₈N₄O₄ 
• 197067-88-2 (S)-2-[5-((S)-1-Acetoxy-2-{(S)-3-carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-3-phenyl-propyl)-tetrazol-1-yl]-propionic acid 
• 197067-78-0 (S)-2-[5-((S)-2-{(S)-3-Carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-3-phenyl-propyl)-tetrazol-1-yl]-propionic acid 
• 197067-87-1 (S)-2-[5-((S)-1-Acetoxy-2-{(S)-3-carbamoyl-2-[(quinoline-2-carbonyl)-amino]-propionylamino}-3-phenyl-propyl)-tetrazol-1-yl]-propionic acid benzyl ester 
• 197067-77-9 (1'S,2''S)-[1'-(Benzyloxycarbonyl)ethyl]-5-[3''-phenyl-2''-(quinolin-2-ylcarbonyl-L-asparaginylamino)propyl]-1H-tetrazole 
• 127779-20-8 Saquinavir 
• 141171-80-4 1-<(2S,3S)-2-hydroxy-3-2-(2-quinolylcarbonyl)-L-asparaginyl>amino-2-hydroxy-4-phenylbutyryl>-N-tert-butyl-L-prolinamide 

Relevant articles and documents

Antiviral drug and drug composition thereof

The invention relates to an antiviral drug and a drug composition thereof, specially relates to a drug against human immunodeficiency virus (HIV) and a drug composition thereof, and particularly relates to a drug capable of serving as a retrovirus proteas

Synthesis of new thienyl ring containing HIV-1 protease inhibitors: Promising preliminary pharmacological evaluation against recombinant HIV-1 proteases

A series of new thienyl ring containing analogues of nelfinavir and saquinavir with different, substitution patterns were synthesized from suitable enantiopure diols. Their inhibitory activity against wild type recombinant HIV-1 protease was evaluated. In general thienyl groups spaced from the core by a methylene group gave products showing IC50 in the nanomolar range, irrespective of the type and the substitution pattern of the heterocycle. The range of activity of the two most, active compounds is substantially maintained or even increased against two commonly selected mutants, under drug pressure, such as V32I and V82A.

Synthesis of the HIV-proteinase inhibitor Saquinavir: A challenge for process research

The task of process research, namely developing efficient, economically and technically as well as ecologically feasible syntheses in time, is demonstrated on the HIV-proteinase inhibitor Saquinavir (1), a complex molecule comprising six stereo-centres. Based on the first 26-step research synthesis furnishing a 10% overall yield, process research established a new, short 11-step synthesis affording a 50% overall yield.