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Chloroxine

Alias: 5,7-Dichloro-8-hydroxyquinoline; 5,7-Dichloroquinolin-8-ol; Chloroxine
Cat No.:V18218 Purity: ≥98%
Chloroxine is one of the important 8-hydroxyquinoline analogues with potent antibacterial, antifungal, antiprotozoal and antiamoebic activities, especially for the study of intestinal amoebiasis.
Chloroxine
Chloroxine Chemical Structure CAS No.: 773-76-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
Other Sizes
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Product Description
Chloroxine is one of the important 8-hydroxyquinoline analogues with potent antibacterial, antifungal, antiprotozoal and antiamoebic activities, especially for the study of intestinal amoebiasis. Chloroxine is also used to study dandruff and seborrheic dermatitis of the scalp.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
The chlorine-oxygen solubility demonstrated a strong association when the Jouyban-Acree model was applied, yielding RAD values below 3.64% and RMSD values below 8.82 × 10−6. Chloroxine was preferentially solvated by DMSO (DMF, NMP, or 1,4-dioxin) in compositions that were intermediate and cosolvent-rich, but chloroxygen was preferentially solvated by water for the mixes under study in compositions that were water-rich. Mixtures of DMSO (DMF, NMP, or 1,4-dioxane) + water are used to solvate alkanes. The findings indicate that the hole term's effects on the solvent-solvent interaction energy regulate how soluble oxychloroxane becomes in all aqueous mixtures [1].
References
[1]. Renjie X, et al. Solubility modelling, solvent effect and preferential solvation of carbendazim in aqueous co-solvent mixtures of, N,N -dimethylformamide, methanol, ethanol and, n -propanol. J. Chem. Thermodynamics 138 (2019) 288–296.
[2]. Chloroxine (Topical). Dec 27, 2018
Additional Infomation
Chloroxine is a monohydroxyquinoline that is quinolin-8-ol in which the hydrogens at positions 5 and 7 have been substituted by chlorine. A synthetic antibacterial prepared by chlorination of quinolin-8-ol, it is used for the treatment of dandruff and seborrhoeic dermatitis of the scalp. It has a role as an antibacterial agent, an antiseborrheic and an antifungal drug. It is a monohydroxyquinoline and an organochlorine compound. It is functionally related to a quinolin-8-ol.
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.
Chloroxine is a synthetic quinoline derivative with antibacterial activity. Although the mechanism of action is not fully understood, topical administration of chloroxine diminishes mitotic activity in the epidermis, thereby reducing excessive scaling associated with dandruff or seborrheic dermatitis of the scalp, including psoriasis and eczema.
Drug Indication
Used in the treatment of dandruff and mild to moderately severe seborrheic dermatitis of the scalp.
Mechanism of Action
Although the mechanism of action is not understood, chloroxine may slow down mitotic activity in the epidermis, thereby reducing excessive scaling associated with dandruff or seborrheic dermatitis of the scalp. Chloroxine induces SOS-DNA repair in E. coli, so chloroxine may be genotoxic to bacteria.
Pharmacodynamics
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.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H5CL2NO
Molecular Weight
214.05
Exact Mass
212.974
CAS #
773-76-2
PubChem CID
2722
Appearance
Light brown to brown solid powder
Density
1.5±0.1 g/cm3
Boiling Point
354.7±37.0 °C at 760 mmHg
Melting Point
178-180 °C(lit.)
Flash Point
168.3±26.5 °C
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.702
LogP
3.75
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Heavy Atom Count
13
Complexity
191
Defined Atom Stereocenter Count
0
SMILES
OC1=C2N=CC=CC2=C(Cl)C=C1Cl
InChi Key
WDFKMLRRRCGAKS-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H5Cl2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H
Chemical Name
5,7-dichloroquinolin-8-ol
Synonyms
5,7-Dichloro-8-hydroxyquinoline; 5,7-Dichloroquinolin-8-ol; Chloroxine
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~33.33 mg/mL (~155.71 mM)
H2O : < 0.1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (11.68 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: 2.5 mg/mL (11.68 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.6718 mL 23.3590 mL 46.7181 mL
5 mM 0.9344 mL 4.6718 mL 9.3436 mL
10 mM 0.4672 mL 2.3359 mL 4.6718 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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