Key Documents

Quinacrine dihydrochloride

Name: Quinacrine dihydrochloride
Brand: MM

A non-specific phospholipase A2 (PLA2) inhibitor.

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₂₃H₃₀ClN₃O · 2HCl

CAS Number:

69-05-6

Molecular Weight:

472.88

NACRES:

NA.77

UNSPSC Code:

12352101

Beilstein/REAXYS Number:

4834013

MDL number:

MFCD00012659

Assay:

≥98% (HPLC)

Form:

solid

Storage condition:

OK to freeze, desiccated (hygroscopic), protect from light

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Properties

Quality Segment

100

description

Merck USA index - 14, 8044

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

color

yellow

solubility

water: soluble

shipped in

ambient

storage temp.

10-30°C

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

Description

General description

A non-specific phospholipase A₂ (PLA₂) inhibitor. Acts as an acetylcholine receptor antagonist. Suppresses glibenclamide-sensitive K⁺-currents (IC₅₀ = 4.4 µM). Also inhibits monoamine oxidase (MAO).

Biochem/physiol Actions

Cell permeable: no

Non-selective MAO-A/B inhibitor.

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 4.4 µM in suppressing glibenclamide-sensitive K+-currents

Preparation Note

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

Other Notes

Holscher, C. 1995. Neurobiol. Learn. Mem. 63, 206.
Sakuta, H. and Yoneda, I. 1994. Eur. J. Pharmacol. 252, 117.
Sargent, C.A., et al 1992. J. Pharmacol. Exp. Ther.262, 1161.
Voorhis, B.J., et al. 1992. Invertebr. Reprod. Dev.21, 33.
Murakami, M., et al. 1991. Biochem. Biophys. Res. Commun.181, 714.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Harmful (C)

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This Item	Q3251	567300	681629
Sigma-Aldrich 551850 Quinacrine dihydrochloride	Sigma-Aldrich Q3251 Quinacrine dihydrochloride	Sigma-Aldrich 567300 SKF-525A, Hydrochloride	Sigma-Aldrich 681629 W-7, Hydrochloride
description A non-specific phospholipase A2 (PLA2) inhibitor.	description ≥90%	description Cell permeable. Blocks glibenclamide-sensitive K⁺ channels. Inhibits neuronal nitric oxide synthase. Also inhibits hepatic drug metabolism by inhibiting the cytochrome P450 system.	description A cell-permeable and reversible calmodulin antagonist that inhibits myosin light chain kinase (IC₅₀ = 51 µM) and Ca²⁺-calmodulin-dependent phosphodiesterase (IC₅₀ = 28 µM).
form solid	form powder	form solid	form crystalline solid
assay ≥98% (HPLC)	assay ≥90%	assay ≥98% (TLC)	assay ≥98% (TLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
manufacturer/tradename Calbiochem^®	manufacturer/tradename -	manufacturer/tradename Calbiochem^®	manufacturer/tradename Calbiochem^®
storage temp. 10-30°C	storage temp. -	storage temp. −20°C	storage temp. 2-8°C
solubility water: soluble	solubility H₂O: soluble, clear to hazy	solubility water: 20 mg/mL	solubility DMSO: 5 mg/mL, warm ethanol: soluble, DMF: soluble

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pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

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