Ferroquine
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 529601

CAS#: 185055-67-8

Description: Ferroquine is a hemozoin inhibitor potentially for the treatment of malaria.


Chemical Structure

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Ferroquine
CAS# 185055-67-8

Theoretical Analysis

MedKoo Cat#: 529601
Name: Ferroquine
CAS#: 185055-67-8
Chemical Formula: C23H24ClFeN3
Exact Mass: 433.10
Molecular Weight: 433.760
Elemental Analysis: C, 63.69; H, 5.58; Cl, 8.17; Fe, 12.87; N, 9.69

Price and Availability

Size Price Availability Quantity
10mg USD 350
25mg USD 690
50mg USD 1290
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Synonym: SR-97193; SSR-97193; SR97193; SSR97193; SR 97193; SSR 97193

IUPAC/Chemical Name: 3-(((7-chloroquinolin-4-yl)amino)methyl)-4-((dimethylamino)methyl)cyclopenta-1,3-dien-1-ide cyclopenta-1,3-dien-1-ide iron(II)

InChi Key: DLYPREQTTOHKSM-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;/h4,6-10H,5,11-12H2,1-2H3,(H,20,21);1-3H,4H2;/q2*-1;+2

SMILES Code: CN(CC1=C(CNC2=C3C=CC(Cl)=CC3=NC=C2)C=C([Fe]C4=CC=CC4)C1)C

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 433.76 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Wani WA, Jameel E, Baig U, Mumtazuddin S, Hun LT. Ferroquine and its derivatives: new generation of antimalarial agents. Eur J Med Chem. 2015 Aug 28;101:534-51. doi: 10.1016/j.ejmech.2015.07.009. Review. PubMed PMID: 26188909.

2: Held J, Supan C, Salazar CL, Tinto H, Bonkian LN, Nahum A, Moulero B, Sié A, Coulibaly B, Sirima SB, Siribie M, Otsyula N, Otieno L, Abdallah AM, Kimutai R, Bouyou-Akotet M, Kombila M, Koiwai K, Cantalloube C, Din-Bell C, Djeriou E, Waitumbi J, Mordmüller B, Ter-Minassian D, Lell B, Kremsner PG. Ferroquine and artesunate in African adults and children with Plasmodium falciparum malaria: a phase 2, multicentre, randomised, double-blind, dose-ranging, non-inferiority study. Lancet Infect Dis. 2015 Dec;15(12):1409-19. doi: 10.1016/S1473-3099(15)00079-1. PubMed PMID: 26342427.

3: McCarthy JS, Rückle T, Djeriou E, Cantalloube C, Ter-Minassian D, Baker M, O'Rourke P, Griffin P, Marquart L, Hooft van Huijsduijnen R, Möhrle JJ. A Phase II pilot trial to evaluate safety and efficacy of ferroquine against early Plasmodium falciparum in an induced blood-stage malaria infection study. Malar J. 2016 Sep 13;15:469. doi: 10.1186/s12936-016-1511-3. PubMed PMID: 27624471; PubMed Central PMCID: PMC5022189.

4: Keiser J, Vargas M, Rubbiani R, Gasser G, Biot C. In vitro and in vivo antischistosomal activity of ferroquine derivatives. Parasit Vectors. 2014 Sep 4;7:424. doi: 10.1186/1756-3305-7-424. PubMed PMID: 25190030; PubMed Central PMCID: PMC4164798.

5: Supan C, Mombo-Ngoma G, Dal-Bianco MP, Ospina Salazar CL, Issifou S, Mazuir F, Filali-Ansary A, Biot C, Ter-Minassian D, Ramharter M, Kremsner PG, Lell B. Pharmacokinetics of ferroquine, a novel 4-aminoquinoline, in asymptomatic carriers of Plasmodium falciparum infections. Antimicrob Agents Chemother. 2012 Jun;56(6):3165-73. doi: 10.1128/AAC.05359-11. PubMed PMID: 22430976; PubMed Central PMCID: PMC3370764.

6: Jacobs L, de Kock C, de Villiers KA, Smith PJ, Smith VJ, van Otterlo WA, Blackie MA. Design, Synthesis, and Evaluation of Novel Ferroquine and Phenylequine Analogues as Potential Antiplasmodial Agents. ChemMedChem. 2015 Dec;10(12):2099-110. doi: 10.1002/cmdc.201500349. PubMed PMID: 26447782.

7: Dubar F, Slomianny C, Khalife J, Dive D, Kalamou H, Guérardel Y, Grellier P, Biot C. The ferroquine antimalarial conundrum: redox activation and reinvasion inhibition. Angew Chem Int Ed Engl. 2013 Jul 22;52(30):7690-3. doi: 10.1002/anie.201303690. PubMed PMID: 23765846.

8: Dive D, Biot C. Ferroquine as an oxidative shock antimalarial. Curr Top Med Chem. 2014;14(14):1684-92. PubMed PMID: 25116581.

9: Mombo-Ngoma G, Supan C, Dal-Bianco MP, Missinou MA, Matsiegui PB, Ospina Salazar CL, Issifou S, Ter-Minassian D, Ramharter M, Kombila M, Kremsner PG, Lell B. Phase I randomized dose-ascending placebo-controlled trials of ferroquine--a candidate anti-malarial drug--in adults with asymptomatic Plasmodium falciparum infection. Malar J. 2011 Mar 1;10:53. doi: 10.1186/1475-2875-10-53. PubMed PMID: 21362162; PubMed Central PMCID: PMC3056844.

10: Barends M, Jaidee A, Khaohirun N, Singhasivanon P, Nosten F. In vitro activity of ferroquine (SSR 97193) against Plasmodium falciparum isolates from the Thai-Burmese border. Malar J. 2007 Jun 27;6:81. PubMed PMID: 17597537; PubMed Central PMCID: PMC1934364.

11: Leimanis ML, Jaidee A, Sriprawat K, Kaewpongsri S, Suwanarusk R, Barends M, Phyo AP, Russell B, Renia L, Nosten F. Plasmodium vivax susceptibility to ferroquine. Antimicrob Agents Chemother. 2010 May;54(5):2228-30. doi: 10.1128/AAC.01572-09. PubMed PMID: 20308387; PubMed Central PMCID: PMC2863649.

12: Kreidenweiss A, Kremsner PG, Dietz K, Mordmüller B. In vitro activity of ferroquine (SAR97193) is independent of chloroquine resistance in Plasmodium falciparum. Am J Trop Med Hyg. 2006 Dec;75(6):1178-81. PubMed PMID: 17172389.

13: Daher W, Pelinski L, Klieber S, Sadoun F, Meunier V, Bourrié M, Biot C, Guillou F, Fabre G, Brocard J, Fraisse L, Maffrand JP, Khalife J, Dive D. In vitro metabolism of ferroquine (SSR97193) in animal and human hepatic models and antimalarial activity of major metabolites on Plasmodium falciparum. Drug Metab Dispos. 2006 Apr;34(4):667-82. PubMed PMID: 16415117.

14: Vausselin T, Calland N, Belouzard S, Descamps V, Douam F, Helle F, François C, Lavillette D, Duverlie G, Wahid A, Fénéant L, Cocquerel L, Guérardel Y, Wychowski C, Biot C, Dubuisson J. The antimalarial ferroquine is an inhibitor of hepatitis C virus. Hepatology. 2013 Jul;58(1):86-97. doi: 10.1002/hep.26273. PubMed PMID: 23348596.

15: Mustfa K, Landau I, Chabaud AG, Chavatte JM, Chandenier J, Duong TH, Richard-Lenoble D. Effects of the antimalarial drugs ferroquine and artesunate on Plasmodium yoelii yoelii gametocytegenesis and vectorial transmission. Sante. 2011 Jul-Sep;21(3):133-42. doi: 10.1684/san.2011.0261. PubMed PMID: 22294247.

16: Pomel S, Biot C, Bories C, Loiseau PM. Antiprotozoal activity of ferroquine. Parasitol Res. 2013 Feb;112(2):665-9. doi: 10.1007/s00436-012-3183-4. PubMed PMID: 23229318.

17: Biot C, Dubar F, Khalife J, Slomianny C. Opening up the advantages of the ruthenocenic bioprobes of ferroquine: distribution and localization in Plasmodium falciparum-infected erythrocytes. Metallomics. 2012 Aug;4(8):780-3. doi: 10.1039/c2mt20063e. PubMed PMID: 22700030.

18: Eyase FL, Akala HM, Johnson JD, Walsh DS. Inhibitory activity of ferroquine, versus chloroquine, against western Kenya Plasmodium falciparum field isolates determined by a SYBR Green I in vitro assay. Am J Trop Med Hyg. 2011 Dec;85(6):984-8. doi: 10.4269/ajtmh.2011.11-0260. PubMed PMID: 22144431; PubMed Central PMCID: PMC3225175.

19: Marfurt J, Chalfein F, Prayoga P, Wabiser F, Kenangalem E, Piera KA, Machunter B, Tjitra E, Anstey NM, Price RN. Ex vivo drug susceptibility of ferroquine against chloroquine-resistant isolates of Plasmodium falciparum and P. vivax. Antimicrob Agents Chemother. 2011 Sep;55(9):4461-4. doi: 10.1128/AAC.01375-10. PubMed PMID: 21730116; PubMed Central PMCID: PMC3165341.

20: Biot C, Nosten F, Fraisse L, Ter-Minassian D, Khalife J, Dive D. The antimalarial ferroquine: from bench to clinic. Parasite. 2011 Aug;18(3):207-14. Review. PubMed PMID: 21894260; PubMed Central PMCID: PMC3671469.