CAS 773-76-2|Chlofucid|Dichlorohydroxyquinoline|Quinolor|Chlorquinol|chloroxine|Endiaron|CHQ|5,7-dichloroquinolin-8-ol|Dikhloroskin|Chloroxine|Dichloroxin|Clofuzid|Quesyl|Capitrol|Quixalin|Chloroxyq...

General Information

Structure

Molecular Formula

C₉H₅Cl₂NO

Molecular Mass

214.0481

Exact Mass

212.97481915

Charge

InChI

InChI=1S/C9H5Cl2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H

InChIKey

WDFKMLRRRCGAKS-UHFFFAOYSA-N

Canonic Smiles

Clc1cc(Cl)c2c(c1O)nccc2

Isomeric Smiles

Clc1c2c(nccc2)c(O)c(Cl)c1

Calculated Properties

JChem

Acid pKa

6.954171

H Acceptors

H Donor

LogD (pH = 5.5)

3.0114627

LogD (pH = 7.4)

2.461107

Log P

3.0354245

Molar Refractivity

51.5698

Polarizability

21.31888

Polar Surface Area

33.12

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

3.44

LOG S

-3.19

Solubility (Water)

1.38e-01 g/l

Data Source

Names and Identifiers

Brand Name

ChlofucidQuinolorEndiaronClofuzidQuesylCapitrolQuixalin

Synonyms

DichlorohydroxyquinolineChlorquinolCHQDikhloroskinChloroxineDichloroxinChloroxyquinolineDichloroquinolinol5,7-Dichloro-8-quinolinolChloroxine5,7-DICHLORO-8-HYDROXYQUINOLINECapitrol5,7-Dichloro-8-hydroxyquinoline氯喔星5,7-Dichloro-8-quinolinol5,7-二氯-8-羟基喹啉5,7-二氯-8-羟基氮杂萘5,7-Dichloroquinolin-8-ol5,7-Dichloro-8-hydroxyquinoline

IUPAC Traditional name

chloroxine

IUPAC name

5,7-dichloroquinolin-8-ol

Names and Identifiers

Registration numbers

CAS Number

773-76-2

PubChem SID

2489402816096457546508620

MDL Number

EC Number

Merck Index

Beilstein Number

PubChem CID

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

Melting Point

178-180 °C(lit.)

180-182°C

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S1839

Research Area: Inflammation, Infection
Biological Activity:
Chloroxine is a synthetic antibacterial compound that is effective in the treatment of dandruff and seborrheic dermatitis when incorporated in a shampoo. It is a halogenated hydroxyquinoline with antibacterial and antifungal properties similar to those of clioquinol. It is used topically in the treatment of dandruff and seborrhoeic dermatitis of the scalp. It has also been given orally in preparations for gastrointestinal disorders. It is a component of halquinol. [1]

DrugBank

DB01243

Drug Groups

approved

Description

Chloroxine is a synthetic antibacterial compound. Chloroxine is a compound used in some shampoos for the treatment of dandruff and seborrheic dermatitis of the scalp.

Indication

Used in the treatment of dandruff and mild to moderately severe seborrheic dermatitis of the scalp.

Pharmacology

Chloroxine has an antibacterial action, inhibiting the growth of gram-positive as well as some gram-negative organisms. Also, chloroxine has shown some antifungal activity against certain dermatophytes and yeasts.

Toxicity

The toxicological properties of this material have not been investigated.

Affected Organisms

Humans and other mammals

References

• Malaveille C, Brun G, Bartsch H: Genotoxicity of ochratoxin A and structurally related compounds in Escherichia coli strains: studies on their mode of action. IARC Sci Publ. 1991;(115):261-6. [Pubmed]

• Malaveille C, Brun G, Bartsch H: Structure-activity studies in E. coli strains on ochratoxin A (OTA) and its analogues implicate a genotoxic free radical and a cytotoxic thiol derivative as reactive metabolites. Mutat Res. 1994 May 1;307(1):141-7. [Pubmed]

External Links

• [Drugs.com]

MP Biomedicals

02150867

Forms complexes enabling assay of microgram quantities of vanadium.
Tan to yellow crystals

05201983

MP Biomedicals Rare Chemical collection

Sigma Aldrich

D64600

Packaging
5, 100 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D64600.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Molecule Details

References

PubChem Literature

From Data Sources

• Pérez-Ruiz T et al. J Pharm Biomed Anal. 1996

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Brand Name

ChlofucidQuinolorEndiaronClofuzidQuesylCapitrolQuixalin

Synonyms

IUPAC Traditional name

chloroxine

IUPAC name

5,7-dichloroquinolin-8-ol

Registration numbers

CAS Number

773-76-2

PubChem SID

2489402816096457546508620

MDL Number

EC Number

Merck Index

Beilstein Number

PubChem CID

References

PubChem Literature

From Data Sources

• Pérez-Ruiz T et al. J Pharm Biomed Anal. 1996

Bioactivity

PubChem BioAssay

Properties

Physical Property

Hydrophobicity(logP)

Melting Point

178-180 °C(lit.)

180-182°C

Molecule Details

Selleck Chemicals

S1839

DrugBank

DB01243

Drug Groups

approved

Description

Chloroxine is a synthetic antibacterial compound. Chloroxine is a compound used in some shampoos for the treatment of dandruff and seborrheic dermatitis of the scalp.

Indication

Used in the treatment of dandruff and mild to moderately severe seborrheic dermatitis of the scalp.

Pharmacology

Toxicity

The toxicological properties of this material have not been investigated.

Affected Organisms

Humans and other mammals

References

External Links

• [Drugs.com]

MP Biomedicals

02150867