CAS 130-16-5

5-Chloro-8-hydroxyquinoline

Description:

5-Chloro-8-hydroxyquinoline is an organic compound characterized by its quinoline structure, which consists of a fused benzene and pyridine ring. The presence of a chlorine atom at the 5-position and a hydroxyl group at the 8-position contributes to its unique chemical properties. This compound appears as a yellow to brown crystalline solid and is known for its applications in various fields, including pharmaceuticals and analytical chemistry. It exhibits antimicrobial and antifungal activities, making it useful in medicinal chemistry. Additionally, 5-Chloro-8-hydroxyquinoline can act as a chelating agent, forming complexes with metal ions, which is valuable in analytical techniques. The compound is moderately soluble in organic solvents and has limited solubility in water, which influences its behavior in different chemical environments. Safety considerations should be taken into account, as it may pose health risks upon exposure. Overall, 5-Chloro-8-hydroxyquinoline is a versatile compound with significant relevance in both research and industrial applications.

Formula: C₉H₆ClNO

InChI: InChI=1S/C9H6ClNO/c10-7-3-4-8(12)9-6(7)2-1-5-11-9/h1-5,12H

InChI key: InChIKey=CTQMJYWDVABFRZ-UHFFFAOYSA-N

SMILES: ClC=1C2=C(C(O)=CC1)N=CC=C2

Synonyms:

• 5-Chloro-8-oxyquinoline
• 5-Chloro-8-quinolinol
• 5-Chloro-quinoline-8-ol
• 5-Chlorooxine
• 5-Chloroquinolin-8-Ol
• 8-Hydroxy-5-chloroquinoline
• 8-Quinolinol, 5-chloro-
• Cloxiquine
• Cloxyquin
• Dermofongin
• Dermofungin
• NSC 35083
• NSC 53182
• NSC 74943

5-Chloro-8-hydroxyquinoline

CAS: 130-16-5

Formula: C₉H₆ClNO

Purity: >98.0%(GC)(T)

Color and Shape: White to Light yellow to Green powder to crystal

Molecular weight: 179.60

Ref: 3B-C0645

Cloxiquine

CAS: 130-16-5

Color and Shape: Neat

Ref: 61-FOR0391.00

Clioquinol Related Compound A (5-Chloroquinolin-8-ol)

CAS: 130-16-5

Compounds containing a quinoline or isoquinoline ring-system, whether or not hydrogenated, not further fused, excluding drugs and pesticides

Formula: C₉H₆ClNO

Color and Shape: Off-White Powder

Molecular weight: 179.01379

Ref: 45-1138212

8-​Quinolinol, 5-​chloro-

CAS: 130-16-5

Formula: C₉H₆ClNO

Purity: 98%

Color and Shape: Solid

Molecular weight: 179.6030

Ref: IN-DA000TUR

Cloxiquine

CAS: 130-16-5

Cloxiquine (Dermofongin) is a monohalogenated 8-hydroxyquinoline with activity against bacteria, fungi, and protozoa.

Formula: C₉H₆ClNO

Purity: 99.82% - 99.87%

Color and Shape: Light Yellow Crystals

Molecular weight: 179.6

Ref: TM-T0509

Cloxiquine

CAS: 130-16-5

Cloxiquine

Purity: ≥98%

Molecular weight: 179.6g/mol

Ref: 54-BUP19781

5-Chloro-8-hydroxyquinoline

CAS: 130-16-5

Formula: C₉H₆ClNO

Purity: ≥ 98.0%

Color and Shape: Off-white to light-yellow or light-green powder

Molecular weight: 179.61

Ref: 7W-GK7391

5-Chloro-8-hydroxyquinoline

CAS: 130-16-5

5-Chloro-8-hydroxyquinoline

Formula: C₉H₆ClNO

Purity: 98%

Color and Shape: beige powder

Molecular weight: 179.60g/mol

Ref: 54-OR1049

Clioquinol EP Impurity A (Clioquinol USP Related Compound A, Cloxyquin)

CAS: 130-16-5

Formula: C₉H₆ClNO

Color and Shape: White To Off-White Solid

Molecular weight: 179.61

Ref: 4Z-C-801

5-Chloro-8-hydroxyquinoline

CAS: 130-16-5

Formula: C₉H₆ClNO

Purity: 98%

Color and Shape: Crystalline

Molecular weight: 179.6

Ref: 10-F119500

Cloxiquine

CAS: 130-16-5

Formula: C₉H₆ClNO

Color and Shape: Neat

Molecular weight: 179.60

Ref: 04-C11692130

Cloxiquine

Controlled Product

CAS: 130-16-5

Formula: C₉H₆ClNO

Color and Shape: Beige

Molecular weight: 179.60

Ref: 86-MM0391.00

5-Chloroquinolin-8-ol

Controlled Product

CAS: 130-16-5

Formula: C₉H₆ClNO

Color and Shape: Neat

Molecular weight: 179.60

Ref: 86-MM0312.01

Dermofungin

Controlled Product

CAS: 130-16-5

Applications Dermofungin, is an impurity of Cioquinol, which is an antifungal and antiprotozoal drug.
References Hongchao, J., et al.: Cancer Lett., 312, 11 (2011); LeVine, H., et al.: Neuroscience Lett., 465, 99 (2009);

Formula: C₉H₆ClNO

Color and Shape: Neat

Molecular weight: 179.60

Ref: TR-D281930

Clioquinol EP Impurity A

CAS: 130-16-5

Formula: C₉H₆ClNO

Molecular weight: 179.60

Ref: ST-EA-CP-C41001

5-Chloro-8-hydroxyquinoline

CAS: 130-16-5

5-Chloro-8-hydroxyquinoline (5-CQ) is a quinoline derivative that has been used as an anticancer agent. It binds to DNA and inhibits the synthesis of RNA and proteins, leading to cell death. 5-CQ has been shown to be cytotoxic against skin cells in vitro by inhibiting mitochondrial oxidative phosphorylation and decreasing the mitochondrial membrane potential. This compound also has genotoxic effects on cultured choroidal neovascularization cells through the inhibition of DNA synthesis.
5-CQ binds to DNA via hydrogen bonds with nitrogen atoms in the purine ring of nucleobases. The overall geometry is that of a distorted octahedron with two faces, each containing six nitrogens in square planar coordination geometry. The binding constants are low for purines but high for pyrimidines, which is why 5-CQ preferentially targets purine rich regions of the genome.

Formula: C₉H₆ClNO

Purity: Min. 95%

Color and Shape: Green To Grey Solid

Molecular weight: 179.6 g/mol

Ref: 3D-FC40563

5-Chloro-8-hydroxyquinoline, 95%

CAS: 130-16-5

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Formula: C₉H₆ClNO

Purity: 95%

Color and Shape: White to cream to pale green to pale brown to grey, Powder

Molecular weight: 179.60

Ref: 02-B22856