86-95-3

Basic information

• Product Name: 2,4-Quinolinediol
• Synonyms: 4-HYDROXYCARBOSTYRIL;4-HYDROXYQUINOLIN-2(1H)-ONE;4-HYDROXY-2(1H)-QUINOLINONE;4-HYDROXY-2(1H)-QUINOLONE;2(1H)-QUINOLINONE, 4-HYDROXY;2,4-DIHYDROXYQUINOLINE;4-hydroxy-2(1h)-quinolinon;4-hydroxy-2-quinolinone
• CAS NO: 86-95-3
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• EINECS: 201-711-0
• Product Categories: Quinoline series;Quinolines, Quinazolines and derivatives;Quinolines;API intermediates;Hydroxyquinolines;Quinoline
• Mol File: 86-95-3.mol
• Article Data: 45

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 287.44°C (rough estimate)
• Flash Point: 137.5 °C
• Appearance: Very light brown/Powder
• Density: 1.2480 (rough estimate)
• Refractive Index: 1.5050 (estimate)
• Storage Temp.: Room temperature.
• PKA: 4.50±1.00(Predicted)
• Water Solubility: Insoluble in water
• BRN: 129767
• CAS DataBase Reference: 2,4-Quinolinediol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Quinolinediol(86-95-3)
• EPA Substance Registry System: 2,4-Quinolinediol(86-95-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: FG7300000
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 86-95-3(Hazardous Substances Data)

Usage

Chemical Properties

very light brown powder

Definition

ChEBI: A heteroaryl hydroxy compound that is 2-quinolone substituted at position 4 by a hydroxy group.

InChI:InChI=1/C9H7NO2/c11-8-5-9(12)10-7-4-2-1-3-6(7)8/h1-5H,(H2,10,11,12)

Upstream product

• 91-22-5 quinoline 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 20628-20-0 ethyl N-acetylanthranilate 
• 15000-41-6 3-benzyl-quinoline-2,4-diol 
• 15580-32-2 malonanilic acid 
• 57206-51-6 2-(2-Nitrobenzoyl)acetessigsaeureethylester 
• 6140-13-2 (2-acetylphenyl)carbamic acid ethyl ester 
• 22751-16-2 2-nitrobenzoylacetic acid 
• 106718-56-3 diethyl 2-(2-nitro-benzoyl)malonate 
• 16662-90-1 3-(2-aminophenyl)-3-oxopropanoic acid 
• 59019-36-2 3-(2-formylaminophenyl)-3-oxopropionic acid 
• 408508-16-7 (2-formylamino-phenyl)-propiolic acid ethyl ester 
• 141-82-2 malonic acid 
• 62-53-3 aniline 

Downstream Products

• 62668-78-4 4-hydroxy-3-phenyl-6H-pyrano[3,2-c]quinoline-2,5-dione 
• 88893-96-3 2-methyl-3-phenyl-5H-furo[3,2-c]quinolin-4-one 
• 79359-51-6 7,9,10,12-Tetrahydro-8H-5-oxa-12-aza-chrysene-6,11-dione 
• 80356-47-4 4-benzylamino-1H-quinolin-2-one 
• 79359-44-7 4-methylpyrano[3,2-c]quinolin-2,5[6H]-dione 
• 18693-11-3 4-hydroxy-3-(phenylthio)quinolin-2(1H)-one 
• 110216-87-0 4-amino-quinolin-2-ol 
• 5651-01-4 2-(oxalamino)benzoic acid 
• 102661-74-5 4-hydroxy-3-(2-phenyl-benzothiazol-6-ylazo)-1H-quinolin-2-one 
• 6391-66-8 3,4-dihydro-2,2-dimethyl-2H,5H-pyrano<3,2-c>quinolin-5-one 
• 264260-06-2 4-hydroxy-6-nitroquinolin-2(1H)-one 
• 824935-62-8 4-anilino-2-(benzotriazol-1-yl)quinoline 
• 824935-65-1 (11H-10,11-diaza-benzo[b]fluoren-5-yl)-phenyl-amine 
• 824935-59-3 4-anilino-2-chloroquinoline 

Relevant articles and documents

One-step Synthesis of 3-Unsubstituted 4-Hydroxy-2(1H)-Quinoline

3-Unsubstituted 4-hydroxy-2(1H)-quinolone (DHQ) derivatives were synthesized from aniline derivatives and diethyl malonate at low temperature using AlCl3 as catalyst and Eaton reagent as acidic environment. A reaction mechanism was proposed and elucidated. Different synthetic intermediates are specially prepared or purified and used to understand the reaction and validation mechanism.

Identification and molecular modeling of new quinolin-2-one thiosemicarbazide scaffold with antimicrobial urease inhibitory activity

Abstract: A new series of 6-substituted quinolin-2-one thiosemicarbazides 6a–j has been synthesized. The structure of the target compounds was proved by different spectroscopic and elemental analyses. All the designed final compounds were evaluated for their in vitro activity against the urease-producing R. mucilaginosa and Proteus mirabilis bacteria as fungal and bacterial pathogens, respectively. Moreover, all compounds were in vitro tested as potential urease inhibitors using the cup-plate diffusion method. Compounds 6a and 6b were the most active with (IC50 = 0.58 ± 0.15 and 0.43 ± 0.09?μM), respectively, in comparison with lead compound I (IC50 = 1.13 ± 0.00?μM). Also, the designed compounds were docked into urease proteins (ID: 3LA4 and ID: 4UBP) using Open Eye software to understand correctly about ligand–receptor interactions. The docking results revealed that the designed compounds can interact with the active site of the enzyme through multiple strong hydrogen bonds. Moreover, rapid overlay of chemical structures’ analysis was described to understand the 3D QSAR of synthesized compounds as urease inhibitors. The results emphasize the importance of polar thiosemicarbazide directly linked to 6-substituted quinolone moieties as promising antimicrobial urease inhibitors. Graphic abstract: [Figure not available: see fulltext.]

Thiophene quinolone compound as well as preparation method and application thereof

The invention belongs to the field of medicines, and particularly relates to a thiophene quinolone compound as well as a preparation method and application thereof. The structural formula of the thiophene quinolone compound disclosed by the invention is shown I. The thiophene quinolone compound shown in the formula I is obtained, CDK5 inhibition activity is high, and water solubility is good.