1677-36-7

Basic information

• Product Name: 2,4-QUINOLINEDIOL
• Synonyms: 4-HYDROXYQUINOLIN-2(1H)-ONE;4-HYDROXY-2(1H)-QUINOLINONE;4-HYDROXY-2(1H)-QUINOLONE;2(1H)-QUINOLINONE, 4-HYDROXY;2,4-DIHYDROXYQUINOLINE;6-Chloro-4-hydroxy-1H-quinolin-2-one
• CAS NO: 1677-36-7
• Molecular Formula: C₉H₆ClNO₂
• Molecular Weight: 161.16
• EINECS: 201-711-0
• Mol File: 1677-36-7.mol
• Article Data: 20

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 303.8 °C at 760 mmHg
• Flash Point: 137.5 °C
• Appearance: /
• Density: 1.376 g/cm³
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Aqueous Base (Slightly), DMSO (Slightly)
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 2,4-QUINOLINEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-QUINOLINEDIOL(1677-36-7)
• EPA Substance Registry System: 2,4-QUINOLINEDIOL(1677-36-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• RTECS: FG7300000
• Hazardous Substances Data: 1677-36-7(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

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

• 141-82-2 malonic acid 
• 106-47-8 4-chloro-aniline 
• 20676-54-4 methyl 2-acetamido-5-chlorobenzoate 
• 124-38-9 carbon dioxide 
• 412947-46-7 4-chloro-2-ethynylaniline 
• 15386-78-4 N-(4-chlorophenyl)malonamic acid 
• 105-53-3 diethyl malonate 
• 17722-20-2 N¹,N³-bis(4-chlorophenyl)malonamide 
• 189274-64-4 7-Chloro-oxazolo[3,2-a]quinoline-1,2,5-trione 
• 100-46-9 benzylamine 

Downstream Products

• 169308-27-4 2-amino-9-chloro-5,6-dihydro-5-oxo-4-phenyl-4H-pyrano<3,2-c>quinoline-3-carbonitrile 
• 1065823-85-9 C₂₄H₂₁ClN₄O₂ 
• 1234896-91-3 C₁₅H₉ClN₄O₄ 
• 1234896-90-2 C₁₆H₉ClN₄O₂ 
• 1335232-50-2 2,6-dichloro-4-(phenylthio)quinoline 
• 1335232-51-3 2,6-dichloro-4-(3,5-dimethylphenylthio)quinoline 
• 1335232-54-6 6-chloro-4-(phenylthio)quinolin-2(1H)-one 
• 1335232-55-7 6-chloro-4-(3,5-dimethylphenylthio)quinolin-2(1H)-one 
• 1335232-57-9 6-chloro-4-(phenylsulfinyl)quinolin-2(1H)-one 
• 1335232-58-0 6-chloro-4-(3,5-dimethylphenylsulfinyl)quinolin-2(1H)-one 
• 1335232-59-1 6-chloro-4-(phenylsulfonyl)quinolin-2(1H)-one 
• 1335232-60-4 6-chloro-4-(3,5-dimethylphenylsulfonyl)quinolin-2(1H)-one 
• 1217129-61-7 6-chloro-4-phenoxyquinolin-2(1H)-one 
• 1335232-63-7 6-chloro-4-(3,5-dimethylphenoxy)quinolin-2(1H)-one 

Related news

Original articleSynthesis of 4-hydroxycoumarin and 2,4-QUINOLINEDIOL (cas 1677-36-7) derivatives and evaluation of their effects on the viability of HepG2 cells and human hepatocytes culture09/25/2019

We report here the synthesis of aromatic coumarins and aromatic α-quinolones which were evaluated in vitro for their protective potentialities against tert-butyl hydroperoxide (t-BHP)-induced oxidative damage on human liver cell death, i.e., human hepatoma HepG2 cell line and human hepatocytes ...detailed

Relevant articles and documents

Method for preparing 4-hydroxyquinolin-2(1H)-one compound

The invention discloses a method for preparing a 4-hydroxyquinolin-2(1H)-one compound, which comprises the following steps of: reacting 2-ethynylaniline as shown in a formula (1) and carbon dioxide which are used as raw materials in an ionic liquid in the presence of a silver salt catalyst to obtain the 4-hydroxyquinoline-2 (1H)-one compound as shown in a formula (II). The reaction equation is shown in the specification. When the method disclosed by the invention is applied to the reaction for preparing the 4-hydroxyquinolin-2(1H)-one compound, the reaction conditions are relatively mild, the dosage of the silver salt catalyst is small, the separation and purification process of the product is relatively simple, the product yield is high, and the application range of a substrate is wide.

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.]

Mild, efficient, and solvent-free synthesis of 4-hydroxy-2-quinolinones

Malonic acid monoanilides were obtained in excellent yield from the reaction of anilines with Meldrum's acid under solvent-free conditions. The malonic acid monoanilide intermediates were then treated with methanesulfonic acid anhydride (MSAA) to produce 4-hydroxy-2-quinolinones in excellent yield. It should be noted that both reactions had to be run under mild conditions to avoid the decarboxylation of the malonic acid monoanilide intermediate.