86-95-3 | 2,4-Dihydroxyquinoline

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$12.00	$8.00
5g	97%	in stock	$13.00	$9.00
10g	97%	in stock	$21.00	$15.00
25g	97%	in stock	$36.00	$25.00
100g	97%	in stock	$63.00	$44.00
500g	97%	in stock	$288.00	$202.00

Description

• Catalog Number: AC09245
• Chemical Name: 2,4-Dihydroxyquinoline
• CAS Number: 86-95-3
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.1574
• MDL Number: MFCD00006744
• SMILES: O=c1cc(O)c2c([nH]1)cccc2

Computed Properties

• Complexity: 235
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 2
• XLogP3: 0.7

Literature

• Design, synthesis and antitubercular potency of 4-hydroxyquinolin-2(1H)-ones.

  European journal of medicinal chemistry 20170929

• Quorum sensing modulates colony morphology through alkyl quinolones in Pseudomonas aeruginosa.

  BMC microbiology 20120101

• Honey's Ability to Counter Bacterial Infections Arises from Both Bactericidal Compounds and QS Inhibition.

  Frontiers in microbiology 20120101

• Pseudomonas aeruginosa overrides the virulence inducing effect of opioids when it senses an abundance of phosphate.

  PloS one 20120101

• Synthesis and biotransformation of 2-alkyl-4(1H)-quinolones by recombinant Pseudomonas putida KT2440.

  Applied microbiology and biotechnology 20110901

• A quorum sensing regulated small volatile molecule reduces acute virulence and promotes chronic infection phenotypes.

  PLoS pathogens 20110801

• Quinolones: from antibiotics to autoinducers.

  FEMS microbiology reviews 20110301

• Electrochemically induced multicomponent assembling of isatins, 4-hydroxyquinolin-2(1H)-one and malononitrile: a convenient and efficient way to functionalized spirocyclic [indole-3,4'-pyrano[3,2-c]quinoline] scaffold.

  Molecular diversity 20101101

• Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

  Bioorganic & medicinal chemistry letters 20101101

• Transcriptomic analysis reveals a global alkyl-quinolone-independent regulatory role for PqsE in facilitating the environmental adaptation of Pseudomonas aeruginosa to plant and animal hosts.

  Environmental microbiology 20100601

• Homeostatic interplay between bacterial cell-cell signaling and iron in virulence.

  PLoS pathogens 20100301

• Structure of PqsD, a Pseudomonas quinolone signal biosynthetic enzyme, in complex with anthranilate.

  Biochemistry 20090915

• Development of N-[11C]methylamino 4-hydroxy-2(1H)-quinolone derivatives as PET radioligands for the glycine-binding site of NMDA receptors.

  Bioorganic & medicinal chemistry 20090801

• Ring-substituted 4-hydroxy-1H-quinolin-2-ones: preparation and biological activity.

  Molecules (Basel, Switzerland) 20090313

• Design and synthesis of 5-alkoxy-[1,2,4]triazolo[4,3-a]quinoline derivatives with anticonvulsant activity.

  European journal of medicinal chemistry 20090301

• PqsD is responsible for the synthesis of 2,4-dihydroxyquinoline, an extracellular metabolite produced by Pseudomonas aeruginosa.

  The Journal of biological chemistry 20081024

• Pseudomonas aeruginosa suppresses host immunity by activating the DAF-2 insulin-like signaling pathway in Caenorhabditis elegans.

  PLoS pathogens 20081001

• A liquid chromatography-quadrupole time-of-flight (LC-QTOF)-based metabolomic approach reveals new metabolic effects of catechin in rats fed high-fat diets.

  Journal of proteome research 20080601

• PqsA is required for the biosynthesis of 2,4-dihydroxyquinoline (DHQ), a newly identified metabolite produced by Pseudomonas aeruginosa and Burkholderia thailandensis.

  Biological chemistry 20070801

• Microwave prompted multigram synthesis, structural determination, and photo-antiproliferative activity of fluorinated 4-hydroxyquinolinones.

  Bioorganic & medicinal chemistry letters 20070101

• Studies on parasitologic and haematologic activities of an enaminone derivative of 4-hydroxyquinolin-2(1H)-one against murine schistosomiasis mansoni.

  MedGenMed : Medscape general medicine 20070101

• Diversity-oriented synthesis of functionalized quinolin-2(1H)-ones via Pd-catalyzed site-selective cross-coupling reactions.

  Journal of combinatorial chemistry 20070101

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

• Synthesis and SAR of highly potent and selective dopamine D(3)-receptor antagonists: Quinolin(di)one and benzazepin(di)one derivatives. herve.geneste@abbott.com.

  Bioorganic & medicinal chemistry letters 20060201

• Synthesis of 4-hydroxycoumarin and 2,4-quinolinediol derivatives and evaluation of their effects on the viability of HepG2 cells and human hepatocytes culture.

  European journal of medicinal chemistry 20041101

• CoMFA and homology-based models of the glycine binding site of N-methyl-d-aspartate receptor.

  Journal of medicinal chemistry 20030424

• Synthesis and antibacterial activity of 2-substituted 6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids.

  Farmaco (Societa chimica italiana : 1989) 20010901

• 4-Hydroxy-6-oxo-6,7-dihydro-thieno[2,3-b] pyrimidine derivatives: synthesis and their biological evaluation for the glycine site acting on the N-methyl-D-aspartate (NMDA) receptor.

  Archives of pharmacal research 20010801