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Mepacrine

CAT: 0013-GTR19199961-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19199961-01Size:5 mg
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Description
Mepacrine, also known as Quinacrine, is an acridine-based compound historically employed as an antimalarial agent. In research, it serves as a phospholipase A2 inhibitor, utilized in both in vitro and in vivo studies to investigate inflammatory pathways and lipid metabolism.
CAS Number
83-89-6
Product Name Alternative
Antimalarial, Mepacrine, Erion, Haffkinine
Field of Research
Cell Biology, Infectious Disease & Virology, Pharmacology & Drug Discovery
Purity
98.78% (May vary between batches)
Solubility
10% DMSO+40% PEG300+5% Tween 80+45% Saline:5 mg/mL (12.5 mM) ; DMSO:55 mg/mL (137.51 mM)
Smiles
N (C (CCCN (CC) CC) C) C=1C2=C (N=C3C1C=CC (Cl) =C3) C=CC (OC) =C2
Molecular Formula
C23H30ClN3O
Molecular Weight
399.96
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

(+-)-Quinacrine

Quinacrine is a member of the class of acridines that is acridine substituted by a chloro group at position 6, a methoxy group at position 2 and a [5-(diethylamino)pentan-2-yl]nitrilo group at position 9. It has a role as an antimalarial and an EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor. It is a member of acridines, an aromatic ether, an organochlorine compound and a tertiary amino compound. It derives from a hydride of an acridine.

CAS Number83-89-6
PubChem CID237
IUPAC Name4-N-(6-chloro-2-methoxyacridin-9-yl)-1-N,1-N-diethylpentane-1,4-diamine
Molecular FormulaC23H30ClN3O
Molecular Weight400.0
XLogP6
Topological Polar Surface Area37.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Heavy Atom Count28
Formal Charge0
Complexity461
SMILES
CCN(CC)CCCC(C)NC1=C2C=C(C=CC2=NC3=C1C=CC(=C3)Cl)OC
InChI
InChI=1S/C23H30ClN3O/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)
InChIKey
GPKJTRJOBQGKQK-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of (+-)-Quinacrine
CAS: 83-89-6
CID: 237
Formula: C23H30ClN3O
MW: 400.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight400.0
XLogP36
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Exact Mass399.2077403
Monoisotopic Mass399.2077403
Topological Polar Surface Area37.4 Ų
Heavy Atom Count28
Formal Charge0
Complexity461
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
M34002-01Mepacrine
JH376751Mepacrine hydrochloride
M03250-01Mepacrine hydrochloride hydrate 98%
MBS6017461-01rac Quinacrine-d10 (N4-(6-Chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-d10-1,4-pentanediamine, 6-Chloro-9-[[4-(diethyl-d10-amino)-1-methylbutyl]amino]-2-methoxyacridine, Mepacrine-d10)
Q0950Rac Quinacrine-d10 (N4- (6-Chloro-2-methoxy-9-acridinyl) -N1, N1-diethyl-d10-1,4-pentanediamine, 6-Chloro-9-[[4- (diethyl-d10-amino) -1-methylbutyl]amino]-2-methoxyacridine, Mepacrine-d10)

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