551850

Quinacrine dihydrochloride

A non-specific phospholipase A2 (PLA2) inhibitor.

• Synonym(s): Mepacrine, 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/REAXYS Number: 4834013
• MDL number: MFCD00012659
• UNSPSC Code: 12352101
• NACRES: NA.77

Properties

• Quality Level: 100
• 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

Warning

Toxicity: Harmful (C)

Reconstitution

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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3