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Q3251 Sigma-Aldrich

Quinacrine dihydrochloride


Synonym: 6-Chloro-9-(4-diethylamino-1-methylbutylamino)-2-methoxyacridine dihydrochloride, Atebrin dihydrochloride, Mepacrine dihydrochloride

  • CAS Number 69-05-6

  • Empirical Formula (Hill Notation) C23H30ClN3O · 2HCl

  • Molecular Weight 472.88

  •  Beilstein/REAXYS Number 4834013

  •  EC Number 200-700-8

  •  MDL number MFCD00012659

  •  PubChem Substance ID 24278192

  •  NACRES NA.77



Related Categories Approved Therapeutics/Drug Candidates, Bayer, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents,
Quality Level   100
biological source   synthetic
assay   ≥90%
form   powder
mp   257 °C
solubility   H2O: soluble, clear to hazy
originator   Bayer
SMILES string   Cl[H].Cl[H].CCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc3ccc(OC)cc13
InChI   1S/C23H30ClN3O.2ClH/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23;;/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26);2*1H
Gene Information   human ... MAOA(4128), MAOB(4129)


General description

Quinacrine is an acridine derivative and a potent antimalarial agent.


Quinacrine dihydrochloride has been used:
• in its uptake and accumulation studies in mouse lung slices using fluorescence microscope
• in the staining of ATP vesicles in mesenchymal stem cells (MSCs)
• in uptake-release assay for characterization of dense granule functionality of platelets

Biochem/physiol Actions

Quinacrine has anthelmintic functionality and used in the female sterilization. It is used to treat systemic lupus erythematosus and rheumatic diseases. Apart from malaria, Quinacrine is effective for treating giardia and tapeworm infections. It inhibits nicotinamide adenine dinucleotide phosphate (NADPH) oxidase activity in addition to monoamine oxidase inhibition.

Non-selective MAO-A/B inhibitor.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

GHS07  GHS07
Signal word 
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
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What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
Can Product Q3251, Quinacrine dihydrochloride be used for staining platelets?
We have not tested Product Q3251, Quinacrine dihydrochloride for staining platelets. The referencelinkindicates thatplatelets can be visualized with the fluorescent dye mepacrine (quinacrine dihydrochloride) at a final concentration of 10 μM. Brian Savage, et al., PNAS, 99 (1): 425-430, (2002).
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