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Q3251

Sigma-Aldrich

Quinacrine dihydrochloride

≥90%

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Synonym(s):
6-Chloro-9-(4-diethylamino-1-methylbutylamino)-2-methoxyacridine dihydrochloride, Atebrin dihydrochloride, Mepacrine dihydrochloride
Empirical Formula (Hill Notation):
C23H30ClN3O · 2HCl
CAS Number:
69-05-6
Molecular Weight:
472.88
Beilstein:
4834013
EC Number:
200-700-8
MDL number:
MFCD00012659
UNSPSC Code:
12352101
PubChem Substance ID:
24278192
NACRES:
NA.77

biological source

synthetic

Quality Level

100

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

InChI key

UDKVBVICMUEIKS-UHFFFAOYSA-N

Gene Information

human ... MAOA(4128) , MAOB(4129)

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General description

Quinacrine is an acridine derivative and a potent antimalarial agent.

Application

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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  1. 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.

  2. 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.

  3. How do I find price and availability?

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  4. 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. 

  5. Can Product Q3251, Quinacrine dihydrochloride be used for staining platelets?

    We have not tested Product Q3251, Quinacrine dihydrochloride for staining platelets. The reference link indicates that platelets 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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