8-HYDROXYQUINOLINE-7-CARBOXYLIC ACID

Base Information

• Chemical Name: 8-HYDROXYQUINOLINE-7-CARBOXYLIC ACID
• CAS No.: 19829-79-9
• Molecular Formula: C10H7 N O3
• Molecular Weight: 189.17
• Hs Code.: 2933499090
• Mol file: 19829-79-9.mol

Synonyms:7-Carboxy-8-hydroxyquinoline;7-Isoquinolinecarboxylic acid, 8-hydroxy-; 8-Hydroxy-7-quinolinecarboxylicacid; NSC 27445; NSC 35082

Chemical Property of 8-HYDROXYQUINOLINE-7-CARBOXYLIC ACID

Chemical Property:

• Melting Point: 208-209 °C (decomp)
• Boiling Point: 384.7°Cat760mmHg
• PKA: 1.34±0.30(Predicted)
• Flash Point: 186.5°C
• PSA: 70.42000
• Density: 1.48g/cm³
• LogP: 1.63860
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly, Heated, Sonicated), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

8-Hydroxyquinoline-7-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 8-Hydroxyquinoline-7-carboxylic Acid can be used for small molecule therapeutic agent compounds.

Technology Process of 8-HYDROXYQUINOLINE-7-CARBOXYLIC ACID

There total 5 articles about 8-HYDROXYQUINOLINE-7-CARBOXYLIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 59.6%

carbon dioxide (124-38-9,18923-20-1) + potassium quinolin-8-olate (37407-37-7) → 8-hydroxy-7-quinolinecarboxylic acid (19829-79-9)

Guidance literature:

at 200 ℃; for 8h; under 15001.2 Torr;

Reference yield: 38.0%

8-quinolinol (148-24-3,24804-14-6) + carbon dioxide (124-38-9,18923-20-1) → 8-hydroxy-7-quinolinecarboxylic acid (19829-79-9)

Guidance literature:

8-quinolinol; With potassium tert-butylate; In tetrahydrofuran; for 1h; Reflux;

carbon dioxide; In N,N-dimethyl-formamide; at 115 - 120 ℃; for 3h;

DOI:10.1016/j.molstruc.2012.08.009

Reference yield: 30.4%

potassium quinolin-8-olate (37407-37-7) → 8-hydroxy-7-quinolinecarboxylic acid (19829-79-9)

Guidance literature:

In water; N,N-dimethyl-formamide;

upstream raw materials:

8-quinolinol

carbon dioxide

potassium quinolin-8-olate

Downstream raw materials:

8-quinolinol

broxyquinoline

8-benzyloxyquinoline-7-carboxylic acid benzyl ester

N-(4-chlorobenzyl)-8-hydroxyquinoline-7-carboxamide

Refernces

Positional isomers of mannose-quinoline conjugates and their copper complexes: Exploring the biological activity

10.1039/c8nj00993g

This study aimed to develop novel 8-hydroxyquinoline (HQ) derivatives with improved pharmacological properties. Three positional isomers of mannose-HQ conjugates (ManHQ2, ManHQ5, and ManHQ7) ??and one glucose-HQ conjugate (GlcHQ7) were synthesized to explore the effects of sugar type and position on biological activity. ManHQ2 was synthesized using 8-hydroxyquinoline-2-carboxylic acid (HQ2) as the starting material. ManHQ5 was synthesized using 8-hydroxyquinoline-5-carboxylic acid (HQ5) as the starting material. ManHQ7 and GlcHQ7 were synthesized using 8-hydroxyquinoline-7-carboxylic acid (HQ7) as the starting material. 8-Hydroxyquinoline-2-carboxamide (CAHQ2) was used as a reference compound for antimicrobial activity testing. These compounds were characterized by nuclear magnetic resonance spectroscopy, electrospray ionization mass spectrometry (ESI-MS), and UV-visible spectroscopy. The study found that these conjugates exhibited significant antioxidant and antibacterial activities, with specific isomers showing significant antibacterial effects against Pseudomonas aeruginosa and Staphylococcus aureus. In addition, ManHQ2 exhibited antiproliferative activity against human tumor cells in the presence of copper (II) ions. The results suggest that these HQ mannose conjugates have the potential to be bioactive molecules and have increased biocompatibility, which can be further explored for their use as antibiotics and cancer treatments.

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