General
Preferred name
QUINACRINE
Synonyms
QUINACRINE HYDROCHLORIDE ()
mepacrine ()
QUINACRINE DIHYDROCHLORIDE ()
Mepacrine dihydrochloride ()
SN-390 ()
Quinacrine 2HCl ()
Quinacrine (HCl) ()
Quinacrine dihydrochloride hydrate ()
Quinacrine (dihydrochloride) ()
Quinacrine (hydrochloride hydrate) ()
Acriquine ()
Mepacrine (dihydrochloride) ()
SN-390 (dihydrochloride) ()
Mepacrine (hydrochloride hydrate) ()
SN-390 (hydrochloride hydrate) ()
Mepacrine Dihydrochloride Dihydrate ()
QUINACRINE DIHYDROCHLORIDE DIHYDRATE ()
6-chloro-N-[5-(diethylamino)pentan-2-yl]-2-methoxyacridin-9-amine ()
Mepacrina ()
Atabrine ()
GNF-Pf-5448 ()
Quinacrine hcl ()
Mepacrine hydrochloride anhydrous ()
Mepacrine hydrochloride dihydrate ()
NSC-14229 ()
NSC-757307 ()
Atabrine hydrochloride ()
Mepacrine hydrochloride ()
P&D ID
PD009806
CAS
6151-30-0
133347-98-5
83-89-6
66777-81-9
130-42-7
69-05-6
Tags
available
drug
nuisance
drug candidate
First approval
1933
Drug indication
Discovery agent
colorectal adenocarcinoma
Drug Status
approved
withdrawn
investigational
Max Phase
4.0
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
PRICE
29
DESCRIPTION
Quinacrine hydrochloride hydrate (Mepacrine hydrochloride hydrate) is an antimalarial agent, which possess anticancer effect both in vitro and vivo. Quinacrine hydrochloride hydrate suppresses NF-¦ÊB and activates p53 signaling, which results in the induction of the apoptosis[1].
DESCRIPTION
Mepacrine is an acridine derivative with antiprotozoal activity. Historically used as an antimalarial drug it is now used off-license as an immunomodulatory agent.
The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY. (GtoPdb)
The Malaria tab on this ligand page provides additional curator comments of relevance to the Guide to MALARIA PHARMACOLOGY. (GtoPdb)
DESCRIPTION
Quinacrine (Acriquine) is an antimalarial and anti-cancer agent. Quinacrine also inhibits human aldehyde oxidase (IC50: 3.3 ¦ÌM). Quinacrine has affinity for nucleic acids, and stains DNA and RNA in fixed cells (Ex/Em: 436/525 nm)[1][2][3][4][7].
PRICE
42
DESCRIPTION
Mepacrine (Erion) is an acridine derivative formerly widely used as an antimalarial. It is used in cell biological experiments as an inhibitor of phospholipase A2.
DESCRIPTION
Monoamine oxidase (MAO) inhibitor; antimalarial
(LOPAC library)
DESCRIPTION
Quinacrine dihydrochloride is the dihydrochloride salt of the 9-aminoacridine derivative quinacrine with potential antineoplastic and antiparasitic activities. Quinacrine may inhibit the transcription and activity of both basal and inducible nuclear factor-kappaB (NF-kappaB), which may result in the induction of tumor suppressor p53 transcription, the restoration of p53-dependent apoptotic pathways, and tumor cell apoptosis. Continuous NF-kappaB signaling, present in many tumors and in chronic inflammatory processes, promotes the expression of antiapoptotic proteins and cytokines while downregulating the expression of proapoptotic proteins, such as p53.
(BOC Sciences Bioactive Compounds)
DESCRIPTION
Quinacrine dihydrochloride (Mepacrine dihydrochloride) is the dihydrochloride salt of the 9-aminoacridine derivative quinacrine with potential antineoplastic and antiparasitic activities.
(TargetMol Bioactive Compound Library)
DESCRIPTION
Quinacrine binds to deoxyribonucleic acid (DNA) in vitro by intercalation between adjacent base pairs, inhibiting transcription and translation to ribonucleic acid (RNA). Quinacrine inhibits succinate oxidation, also suppress the lupus erythematous cell factor and acts as a strong inhibitor of cholinesterase. Quinacrine has been used as an antimalarial drug and as an antibiotic. It is used to treat giardiasis, a protozoal infection of the intestinal tract, and certain types of lupus erythematosus, an inflammatory disease that affects the joints, tendons, and other connective tissues and organs.
(Enamine Bioactive Compounds)
DESCRIPTION
Antiprion activity against mouse prion protein RML infected mouse ScN2a cells assessed as reduction of PrPSc level by Western blot method; Binding affinity to chicken riboflavin binding protein assessed as dissociation constant at pH 7.4 in phosphate buffer by isothermal titration calorimetric assay; DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine); DRUGMATRIX: Muscarinic M4 radioligand binding (ligand: [3H] N-Methylscopolamine)
(TargetMol Bioactive Compound Library)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
15
Organisms
9
Compound Sets
27
AdooQ Bioactive Compound Library
BOC Sciences Bioactive Compounds
Cayman Chemical Bioactives
ChEMBL Approved Drugs
ChEMBL Drugs
CZ-OPENSCREEN Bioactive Library
DrugBank
DrugCentral
DrugCentral Approved Drugs
DrugMAP
DrugMatrix
Enamine Bioactive Compounds
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
Guide to Pharmacology
LOPAC library
NIH Mechanistic Set
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Nuisance compounds in cellular assays
Other bioactive compounds
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
The Spectrum Collection
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
92
Molecular Weight
399.21
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
1
Rotatable Bonds
9
Ring Count
3
Aromatic Ring Count
3
cLogP
5.97
TPSA
37.39
Fraction CSP3
0.43
Chiral centers
1.0
Largest ring
6.0
QED
0.45
Structural alerts
2
amino_acridine_A(46)
c:1:c:2:c(:c:c:c:1):n:c:3:c(:c:2-[#7]):c:c:c:c:3
PAINS Family B
CAD
Nuisance compounds
Related compounds
Custom attributes
(extracted from source data)
Selectivity
MAO
Pathway
Apoptosis
Autophagy
DNA Damage/DNA Repair
GPCR/G protein
Immunology/Inflammation
Metabolism
Microbiology/virology
Neuroscience
Anti-infection
Cell Cycle/DNA Damage
Membrane Transporter/Ion Channel
Metabolic Enzyme/Protease
Member status
member
MOA
TP53 Expression Enhancers
Secretory Phospholipase A2 (sPLA2) Inhibitors
Cytokine Production Inhibitors
NF-kappaB (NFKB) Activation Inhibitors
Target
Aldehyde Oxidase (AO)
DNA Stain
Parasite
Sodium Channel
Mitophagy
Phospholipase (e.g. PLA)
DNA
histamine N-methyl transferase
PLA2
PLCLP
Source data
