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HomeProduct name list5,7-Dichloro-8-hydroxyquinoline

5,7-Dichloro-8-hydroxyquinoline

Synonym(s):5,7-Dichloro-8-hydroxyquinoline;Chloroxine

  • CAS NO.:773-76-2
  • Empirical Formula: C9H5Cl2NO
  • Molecular Weight: 214.05
  • MDL number: MFCD00006786
  • EINECS: 212-258-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 20:33:22
5,7-Dichloro-8-hydroxyquinoline Structural

What is 5,7-Dichloro-8-hydroxyquinoline?

Toxicity

The toxicological properties of this material have not been investigated.

Description

Chloroxine, a dichloroquinolinol, was first prepared by A. Hebebrand in 1888. It is an antibacterial drug that has been incorporated into shampoos to treat dandruff and seborrheic dermatitis. It has also been used internally as an antidiarrheal and in the lab as an analytical reagent.

Chemical properties

light beige fluffy powder

The Uses of 5,7-Dichloro-8-hydroxyquinoline

H1 antihistamine

The Uses of 5,7-Dichloro-8-hydroxyquinoline

Analytical reagent.

The Uses of 5,7-Dichloro-8-hydroxyquinoline

Chloroxine, is an impurity of Cioquinol, which is an antifungal and antiprotozoal drug.

Background

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.

Indications

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

What are the applications of Application

5,7-Dichloro-8-quinolinol is a synthetic antibacterial compound

Definition

ChEBI: Quinolin-8-ol in which the hydrogens at positions 5 and 7 have been substituted by chlorine. An synthetic antibacterial prepared by chlorination of quinolin-8-ol, it is used for the treatment of dandruff and seborrhoeic dermatitis of the scalp.

Indications

Chloroxine (Capitrol) shampoo contains a synthetic antibacterial compound similar to the hydroxyquinoline compounds used in dermatology for many years.

brand name

Capitrol (Westwood- Squibb).

Pharmacokinetics

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.

Metabolism

Not Available

Purification Methods

Crystallise the dichloro-oxine from acetone/EtOH. [Beilstein 21 H 95.]

Properties of 5,7-Dichloro-8-hydroxyquinoline

Melting point: 178-180 °C (lit.)
Boiling point: 305.47°C (rough estimate)
Density  1.3320 (rough estimate)
refractive index  1.5500 (estimate)
storage temp.  Sealed in dry,Room Temperature
solubility  Chloroform (Slightly), DMSO (Slightly, Heated, Sonicated), Methanol (Slightly, H
form  Fluffy Powder
pka 2.30±0.30(Predicted)
color  Light beige
Merck  14,2175
BRN  153606
Stability: Light Sensitive
CAS DataBase Reference 773-76-2(CAS DataBase Reference)
NIST Chemistry Reference 8-Quinolinol, 5,7-dichloro-(773-76-2)
EPA Substance Registry System 8-Quinolinol, 5,7-dichloro- (773-76-2)

Safety information for 5,7-Dichloro-8-hydroxyquinoline

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H318:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.

Computed Descriptors for 5,7-Dichloro-8-hydroxyquinoline

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