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Ferroquine

Alias: SR97193; SSR-97193; SR-97193
Cat No.:V16291 Purity: ≥98%
Ferroquine (Ferrochloroquine), the ferrocenyl analog of Chloroquine, is an antimalarial agent.
Ferroquine
Ferroquine Chemical Structure CAS No.: 185055-67-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Ferroquine (Ferrochloroquine), the ferrocenyl analog of Chloroquine, is an antimalarial agent. Ferroquine displays insecticidal effects against Plasmodium by inducing oxidative stress and subsequent membrane disruption.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
The IC50 values of ferroquine against non-cancerous MRC-5 and HeLa cancer cells are 24.4 µM and 16.8 µM, respectively, indicating its cytotoxicity[1]. When exposed to 33.3 µM diferroquin after a 24-hour incubation period, all newly transformed Schistosoma worms (NTS) showed a substantial reduction in vitality [1].
ln Vivo
Ferroquine dosages of 200 and 800 mg/kg decreased the overall worm burden in mice by 19.4% and 35.6%, respectively. Within 24 hours of receiving 800 mg/kg of ferroquine, one of the mice was dead. When mice were given 200 mg/kg RQ, no action was seen. Finally, following FQ-OH treatment, a drop of 17.3% in the overall worm burden was noted. Consequently, adding ferrocenyl or ruthenenyl fragments to chloroquine (CQ) does not make it more effective against schistosomiasis. By contrast, a greater reduction in parasite burden of 72.3% was obtained in S with 200 mg/kg mefloquine (MQ). mice afflicted with Mansoni. greater effects on adult female S. mansoni were also seen in mice given MQ, indicating that these medications interfere with the target in a way that is particular to a given sex. Furthermore, liver metastasis—the migration of worms to the liver—was seen in one FQ-OH-treated animal, along with a large number of dead worms. As a result, in vivo antischistosomiasis activity is weak for ferroquine and FQ-OH [1].
References
[1]. Keiser J, et al. In vitro and in vivo antischistosomal activity of ferroquine derivatives. Parasit Vectors. 2014 Sep 4;7:424
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C23H24CLFEN3
Molecular Weight
433.76
Exact Mass
433.1
CAS #
185055-67-8
PubChem CID
140118553
Appearance
Light yellow to orange solid powder
LogP
4.729
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
5
Heavy Atom Count
28
Complexity
419
Defined Atom Stereocenter Count
0
SMILES
ClC1=CC=C2C(NC[C-]34[Fe+2]56789%10%11([CH-]%12[CH]8=[CH]9[CH]%10=[CH]%11%12)C3(CN(C)C)=[CH]5[CH]6=[CH]47)=CC=NC2=C1
InChi Key
DDENDDKMBDTHAX-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H19ClN3.C5H5.Fe/c1-22(2)12-14-5-3-4-13(14)11-21-17-8-9-20-18-10-15(19)6-7-16(17)18;1-2-4-5-3-1;/h3-10H,11-12H2,1-2H3,(H,20,21);1-5H;/q2*-1;+2
Chemical Name
7-chloro-N-[[2-[(dimethylamino)methyl]cyclopenta-2,4-dien-1-yl]methyl]quinolin-4-amine;cyclopenta-1,3-diene;iron(2+)
Synonyms
SR97193; SSR-97193; SR-97193
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 : ~4.35 mg/mL (~10.03 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 0.83 mg/mL (1.91 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 8.3 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 2.3054 mL 11.5271 mL 23.0542 mL
5 mM 0.4611 mL 2.3054 mL 4.6108 mL
10 mM 0.2305 mL 1.1527 mL 2.3054 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
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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