Art. -Nr.: HY-42034

Hydroquinine

(Synonyms: Dihydroquinine)

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Hydroquinine (Dihydroquinine) is an anti-bacterial agent that inhibits both Gram-positive and Gram-negative bacteria. Hydroquinine inhibits the growth of multidrug-resistant pseudomonas aeruginosa via the suppression of the arginine deiminase pathway genes. Hydroquinine inhibits Plasmodium falciparum and Plasmodium berghei. Hydroquinine displays anti-malarial and demelanizing activities. Hydroquinine effectively induces specific RND-type efflux pump systems in Pseudomonas aeruginosa, particularly the MexCD-OprJ and MexXY efflux pumps. Hydroquinine inhibits Pseudomonas aeruginosa adhesion and biofilm formation. Hydroquinine serves as a precursor for derivatives such as C9 epihydroquinine, 9-acetoxy-10,11-dihydroquinine, and 10,11-dihydroquinine monohydrochloride.

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Reinheit: 99.87%
CAS. Nr.: 522-66-7
Formel: C₂₀H₂₆N₂O₂
Molecular Weight:326.44

Speicherung:

4°C, protect from light, stored under nitrogen

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

Hydroquinine Chemical Structure

CAS. Nr.: 522-66-7

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Biologische Aktivität
- Beschreibung
- Cellular Effect
- In Vitro
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

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Cellular Effect

Cell Line	Type	Value	Description	References
HepG2	CC₅₀	>100 μM Compound: 4	Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 48 hrs by Alamar Blue assay Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 48 hrs by Alamar Blue assay	[PMID: 30779564]
MES-SA	IC₅₀	48 μM Compound: 1; HQ	Cytotoxicity against human MES-SA cells assessed as cell growth inhibition incubated for 144 hrs by fluorescence microplate reader assay Cytotoxicity against human MES-SA cells assessed as cell growth inhibition incubated for 144 hrs by fluorescence microplate reader assay	[PMID: 35640378]
MES-SA/Dx5	IC₅₀	47 μM Compound: 1; HQ	Cytotoxicity against multidrug resistance human MES-SA/Dx5 cells assessed as cell growth inhibition incubated for 144 hrs by fluorescence microplate reader assay Cytotoxicity against multidrug resistance human MES-SA/Dx5 cells assessed as cell growth inhibition incubated for 144 hrs by fluorescence microplate reader assay	[PMID: 35640378]

In Vitro

Hydroquinine (0.25-10 mg/mL, 16-20 h) inhibits and kills gram-positive and gram-negative bacteria (PA-27853, PA-S1, PA-S2, PA-S3, PA-S4, PA-S5, PA-S6, S. aureus ATCC25923, S. aureus ATCC29213, E. cloacae ATCC2341, E. coli ATCC2452, E. coli ATCC25922, K. pneumoniae ATCC1705, P. aeruginosa ATCC BAA-2108 and P. aeruginosa ATCC27853) at minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) values of 1.25 and 5.00 mg/mL, respectively^[1][2].
Hydroquinine (16-20 h) shows notable partial synergistic effects with Ceftazidime (HY-B0593) (fractional inhibitory concentration index (∑FICI) of 0.750 and 0.625 against clinical MDR P. aeruginosa strains PA-S4 and PA-S5, respectively)^[1].
Hydroquinine (1.25-1.5 mg/mL, 1 h) inhibits P. aeruginosa growth through decreased expression of ADI-pathway related genes and decreased expression levels of adhesion-related genes^[1][3].
Hydroquinine (0.625-5 mg/mL, 0-8 h) kills P. aeruginosa ATCC27853 and ATCC BAA-2108, achieving 20-40% killing at 0.5 × MIC, approximately 50% at MIC, and 90% at MBC after 4 hours^[2].
Hydroquinine (1.25 mg/mL, 1 h) significantly upregulates RND-type efflux pump genes in P. aeruginosa ATCC27853^[2].
Hydroquinine (1.25-2.5 mg/mL, 6-24 h) exhibits inhibitory activity comparable to multipurpose solutions (MPSs) and, in combination, damages cell structure while demonstrating anti-adhesion efficacy^[3].
Hydroquinine (0-50 µM, 24-72 h) inhibits Toxoplasma gondii RH-RFP tachyzoite growth, with IC₅₀ values of 0.63, 0.68, and 0.0014 µM after 24, 48, and 72 hours, respectively^[4].
Hydroquinine (6.25-50 µM) inhibits tachyzoite infection and replication in a dose-dependent manner, reducing parasitophorous vacuole (PV) formation at 6.25 µM and further decreasing tachyzoite replication at 50 µM^[4].
Hydroquinine (6.25-50 µM, 105 min) induces reactive oxygen species generation in Toxoplasma gondii^[4].
Hydroquinine (6.25-50 µM, 8 h) causes mitochondrial membrane damage in Toxoplasma gondii but not of the host cells^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Real Time qPCR^[1]

Cell Line:

PA-27853, PA-S4 and PA-S5
Concentration:

1.5 mg/mL
Incubation Time:

1 h
Result:

Decreased the mRNA expression of the arcA, arcB, arcC, and arcD genes to 0.56, 0.37, 0.51, and 0.50-fold in PA-27853, respectively.
Downregulated the mRNA expression of the arcA, arcB, arcC, and arcD genes to 0.02, 0.05, 0.53, and 0.17-fold in PA-S4, respectively.
Downregulated the mRNA expression of the arcA, arcB, arcC, and arcD genes to 0.03, 0.40, 0.07, and 0.41-fold in PA-S5, respectively.

Real Time qPCR^[2][3]

Cell Line:

ATCC27853
Concentration:

1.25 mg/mL
Incubation Time:

1 h
Result:

Upregulated the mRNA expression of the MexC, MexD, OprJ, MexX, and MexY, with Log2-fold changes of 9.47, 6.27, 6.02, 5.26, and 4.90, respectively.
Reduced the mRNA expressions of cgrC, cheY, cheZ, fimU, and pilV genes of 0.05, 0.16, 0.17, 0.13, and 0.18-fold, respectively.

Chemical Information

CAS. Nr. 522-66-7
Appearance Solid
Molecular Weight 326.44
Formel C₂₀H₂₆N₂O₂
Color White to off-white
SMILES

CC[C@@H]1[C@@H]2C[C@H]([N@](C1)CC2)[C@H](O)C3=CC=NC4=CC=C(OC)C=C43
Synonyms

Dihydroquinine
Structure Classification
- Alkaloids
- Quinoline Alkaloids
Initial Source
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

4°C, protect from light, stored under nitrogen

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 100 mg/mL (306.34 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H₂O : < 0.1 mg/mL (insoluble)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

3.0633 mL

15.3168 mL

30.6335 mL

5 mM

0.6127 mL

3.0633 mL

6.1267 mL

10 mM

0.3063 mL

1.5317 mL

3.0633 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 3.25 mg/mL (9.96 mM); Clear solution

This protocol yields a clear solution of ≥ 3.25 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (32.5 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 3.25 mg/mL (9.96 mM); Clear solution

This protocol yields a clear solution of ≥ 3.25 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (32.5 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 3.25 mg/mL (9.96 mM); Clear solution

This protocol yields a clear solution of ≥ 3.25 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (32.5 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (282 KB)
SDS (558 KB)
- English - EN (558 KB)
- Français - FR (558 KB)
- Deutsch - DE (558 KB)
- Norwegian - NO (558 KB)
- Español - ES (558 KB)
- Swedish - SV (558 KB)
- Italian - IT (558 KB)
- Korean - KR (558 KB)
- Portuguese - PT (558 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. Weawsiangsang S, et al. Hydroquinine Inhibits the Growth of Multidrug-Resistant Pseudomonas aeruginosa via the Suppression of the Arginine Deiminase Pathway Genes. Int J Mol Sci. 2023 Sep 10;24(18):13914. [Content Brief]

[2]. Rattanachak N,et al. Hydroquinine Possesses Antibacterial Activity, and at Half the MIC, Induces the Overexpression of RND-Type Efflux Pumps Using Multiplex Digital PCR in Pseudomonas aeruginosa. Trop Med Infect Dis. 2022 Jul 30;7(8):156. [Content Brief]

[3]. Weawsiangsang S, et al. Hydroquinine Enhances the Efficacy of Contact Lens Solutions for Inhibiting Pseudomonas aeruginosaAdhesion and Biofilm Formation. Antibiotics (Basel). 2024 Jan 5;13(1):56. [Content Brief]

[4]. Huffman AM, et al. Inhibition of Toxoplasma gondii Growth by Dihydroquinine and Its Mechanisms of Action. Front Cell Infect Microbiol. 2022 May 11;12:852889. [Content Brief]

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	3.0634 mL	15.3168 mL	30.6335 mL	76.5838 mL
	5 mM	0.6127 mL	3.0634 mL	6.1267 mL	15.3168 mL
	10 mM	0.3063 mL	1.5317 mL	3.0634 mL	7.6584 mL
	15 mM	0.2042 mL	1.0211 mL	2.0422 mL	5.1056 mL
	20 mM	0.1532 mL	0.7658 mL	1.5317 mL	3.8292 mL
	25 mM	0.1225 mL	0.6127 mL	1.2253 mL	3.0634 mL
	30 mM	0.1021 mL	0.5106 mL	1.0211 mL	2.5528 mL
	40 mM	0.0766 mL	0.3829 mL	0.7658 mL	1.9146 mL
	50 mM	0.0613 mL	0.3063 mL	0.6127 mL	1.5317 mL
	60 mM	0.0511 mL	0.2553 mL	0.5106 mL	1.2764 mL
	80 mM	0.0383 mL	0.1915 mL	0.3829 mL	0.9573 mL
	100 mM	0.0306 mL	0.1532 mL	0.3063 mL	0.7658 mL

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Hydroquinine

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Alle Parasite Isoform-spezifische Produkte anzeigen

Biologische Aktivität

Chemical Information

Lösungsmittel & Löslichkeit

Reinheit & Dokumentation

Verweise

Help & FAQs

Complete Stock Solution Preparation Table

Hydroquinine Related Classifications

HY-42034 Related Classifications