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Q3251

Sigma-Aldrich

Quinacrine dihydrochloride

≥90% (TLC), powder, MAO-A/B inhibitor

Synonym(s):

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

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$150.00
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$486.00

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25 G
$150.00
100 G
$486.00

About This Item

Empirical Formula (Hill Notation):
C23H30ClN3O · 2HCl
CAS Number:
Molecular Weight:
472.88
Beilstein/REAXYS Number:
4834013
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.77

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Product Name

Quinacrine dihydrochloride, ≥90%

biological source

synthetic

Quality Level

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

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General description

Quinacrine is an acridine derivative and a potent antimalarial agent.[1]

Application

Quinacrine dihydrochloride has been used:
  • in its uptake and accumulation studies in mouse lung slices using fluorescence microscope[2]
  • in the staining of ATP vesicles in mesenchymal stem cells (MSCs)[3]
  • in uptake-release assay for characterization of dense granule functionality of platelets[4]

Biochem/physiol Actions

Non-selective MAO-A/B inhibitor.
Quinacrine has anthelmintic functionality and used in the female sterilization. It is used to treat systemic lupus erythematosus and rheumatic diseases.[1] Apart from malaria, Quinacrine is effective for treating giardia and tapeworm infections.[5] It inhibits nicotinamide adenine dinucleotide phosphate (NADPH) oxidase activity in addition to monoamine oxidase inhibition.[6]

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.

Storage and Stability

Stock solutions are stable for up to 60 h at 20°C.

Other Notes

This product is not assigned an expiration date or recommended retest date.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Denise De Zanet et al.
PloS one, 12(9), e0184941-e0184941 (2017-09-19)
A new biosensor for the real-time analysis of thrombus formation is reported. The fast and accurate monitoring of the individual thrombotic risk represents a challenge in cardiovascular diagnostics and in treatment of hemostatic diseases. Thrombus volume, as representative index of
Mayur Nimbadas Devare et al.
Aging cell, 19(6), e13151-e13151 (2020-05-26)
Glucose controls the phosphorylation of silent information regulator 2 (Sir2), a NAD+ -dependent protein deacetylase, which regulates the expression of the ATP-dependent proton pump Pma1 and replicative lifespan (RLS) in yeast. TORC1 signaling, which is a central regulator of cell
Purinergic signaling in the pulmonary neuroepithelial body microenvironment unraveled by live cell imaging
De Proost I, et al.
Faseb Journal, 23(4), 1153-1160 (2009)
Abnormal differentiation of B cells and megakaryocytes in patients with Roifman syndrome
Heremans J, et al.
The Journal of Allergy and Clinical Immunology, 142(2), 630-646 (2018)
The role of monoamine metabolism in oxidative glutamate toxicity
Maher P and Davis JB
The Journal of Neuroscience, 16(20), 6394-6401 (1996)

Questions

1–6 of 6 Questions  
  1. Is it okay to measure fluorescence by using FACS? (with FITC Fluorochrome)

    1 answer
    1. The suitability of this compound for use in FACS has not been determined. This application would need to be validated by the end user. Please see the link below to a publication that may be helpful:
      https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6718257/

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  2. How long can it be used after purchasing?

    1 answer
    1. This product is not assigned an expiration date or recommended retest date. Products with no expiration date or recommended retest date should be routinely inspected by customers to ensure they perform as expected. These products are also subject to a one-year warranty from the date of shipment. For more information, you may access the Product Dating Information document under ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/US/en/life-science/quality-and-regulatory-management/quality-services.

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  3. I’m planning to make stocks for 10mM. What is the storage temperature? Is it same with the product?

    1 answer
    1. Stock solutions are stable for up to 60 h at 20°C.

      Helpful?

  4. What is the storage temperature?

    1 answer
    1. Product Q3251, Quinacrine dihydrochloride, is stored at room temperature.

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  5. What is the Department of Transportation shipping information for this product?

    1 answer
    1. 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.

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

    1 answer
    1. 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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