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QUINACRINE DIHYDROCHLORIDE

QUINACRINE DIHYDROCHLORIDE Suppliers list
Company Name: Henan Alfa Chemical Co., Ltd
Tel: +8618339805032
Email: alfa4@alfachem.cn
Products Intro: CAS:69-05-6
Purity:97% Min. Package:5g, 25g, 100g, 500g, 1kg, 25kg
Company Name: career henan chemical co
Tel: +86-0371-86658258
Email: sales@coreychem.com
Products Intro: Product Name:Quinacrine (dihydrochloride)
CAS:69-05-6
Purity:95%-99% Package:1kg;1USD
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Products Intro: Product Name:Quinacrine (dihydrochloride)
Purity:0.98 Package:1kg,2kg,5kg,10kg,25kg
Company Name: Shaanxi Dideu Medichem Co. Ltd
Tel: 15319487004
Email: 1015@dideu.com
Products Intro: Product Name:Quinacrine Dihydrochloride Hydrate
CAS:69-05-6
Purity:99.0%
Company Name: Hefei TNJ Chemical Industry Co.,Ltd.
Tel: 0551-65418671
Email: sales@tnjchem.com
Products Intro: Product Name:Quinacrine dihydrochloride
CAS:69-05-6

QUINACRINE DIHYDROCHLORIDE manufacturers

QUINACRINE DIHYDROCHLORIDE Basic information
Product Name:QUINACRINE DIHYDROCHLORIDE
Synonyms:6-CHLORO-9-(4-DIETHYLAMINO-1-METHYL-BUTYLAMINO)-2-METHOXYACRIDINE DIHYDROCHLORIDE;6-CHLORO-9-(4-DIETHYLAMINO-1-METHYL-N-BUTYL)AMINO-2-METHOXYACRIDINE DIHYDROCHLORIDE;ERION HYDROCHLORIDE;DL-QUINACRINE HYDROCHLORIDE;CHINACRIN HYDROCHLORIDE;CHEMIOCHIN HYDROCHLORIDE;ARICHIN HYDROCHLORIDE;ATABRINE HYDROCHLORIDE
CAS:69-05-6
MF:C23H32Cl3N3O
MW:472.88
EINECS:200-700-8
Product Categories:
Mol File:69-05-6.mol
QUINACRINE DIHYDROCHLORIDE Structure
QUINACRINE DIHYDROCHLORIDE Chemical Properties
Melting point 249-251℃ (Decomposition)
density 1.2962 (rough estimate)
refractive index 1.6300 (estimate)
storage temp. +15C to +30C
solubility DMSO (Slightly), Methanol (Slightly, Sonicated), Water (Slightly)
form Yellow solid
pkapKa -6.3(H2O t undefined I not reported but low) (Uncertain)
color Light Yellow to Yellow
PH3.0~5.0 (20g/l, 25℃)
Merck 14,8044
BRN 4834013
Stability:Stable. Incompatible with strong oxidizing agents.
EPA Substance Registry SystemQuinacrine hydrochloride (69-05-6)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 36/37/39
WGK Germany 3
RTECS AR7875000
ToxicityLD50 oral in rabbit: 433mg/kg
MSDS Information
QUINACRINE DIHYDROCHLORIDE Usage And Synthesis
Chemical Propertiesyellow crystals or powder
UsesQuinacrine dihydrochloride has been used:
  • in its uptake and accumulation studies in mouse lung slices using fluorescence microscope
  • in the staining of ATP vesicles in mesenchymal stem cells (MSCs)
  • in uptake-release assay for characterization of dense granule functionality of platelets

UsesQuinacrine is a derivative of acridine that is chemically and clinically very similar to 4-aminoquinolines. It was the primary drug for prevention and therapy of malaria during World War II. Today it is rarely used for treating malaria, although it is used to treat amebiasis. Synonyms of this drug are mepacrine, atabrine, acrisuxin, and others. In treating resistant forms of malaria, tetracycline is also used in combination with pyrimethamine, sulfonamides, sulfones, and dapsone, which is widely used for treating leprosy (as a rule, in combination with pyrimethamine).
UsesA non-specific PLA2 inhibitor. and acetylcholine receptor antagonist
IndicationsQuinacrine is no longer used extensively as an antimalarial drug and has been largely replaced by the 4- aminoquinolines.
Brand nameDormison (Schering).
Antimicrobial activityMepacrine is active against the asexual erythrocytic stage of all four Plasmodium spp. that infect humans and the gametocytes of P. vivax and P. malariae. The enantiomers have equal antimalarial activity. It exhibits broad activity in experimental models against T. cruzi, Leishmania spp., E. histolytica, Trichomonas vaginalis, G. lamblia and Blastocystis hominis. It is also active against tapeworms.
Acquired resistanceThe structural resemblance to chloroquine suggests the likelihood of cross-resistance with that drug, but evidence for this is equivocal.
General DescriptionBright yellowish needles or bright yellow powder. Odorless. pH of a 1% aqueous solution is about 4.5.. Used as an anti-malarial drug. Moderately toxic.
Air & Water ReactionsWater soluble.
Reactivity ProfileQUINACRINE DIHYDROCHLORIDE is an acidic salt of an amine. React as a weak acid to neutralize bases.
Fire HazardFlash point data for QUINACRINE DIHYDROCHLORIDE are not available, but QUINACRINE DIHYDROCHLORIDE is probably combustible.
Pharmaceutical ApplicationsA synthetic acridine derivative, formulated as the hydrochloride for oral use.
Biochem/physiol ActionsTarget IC50: 4.4 μM in suppressing glibenclamide-sensitive K+-currents
PharmacokineticsOral absorption: Good
Cmax 100 mg oral: 50 μg/L after 1–3 h
Plasma half-life: 5 days
Plasma protein binding: 85%
There is extensive tissue binding and a six-fold concentration into leukocytes from plasma. About 10% of the daily dose is excreted in the urine. It is widely distributed throughout the body.
Clinical UseGiardiasis
Prophylaxis of malaria
Tapeworm infections
Side effectsDizziness, headache and gastric problems are common. Toxic psychoses, bone marrow depression, yellow skin and exfoliative dermatitis are described. Poor toleration is noted, especially in children. It should not be used in combination with 8-aminoquinolines.
SynthesisQuinacrine, 6-chloro-9-(4-diethylamino-1-methylbutylamino)-2-methoxyacridine (37.1.4.3), is synthesized from 6,9-dichloro-2-methoxyacridine (37.1.4.2) and aforementioned 4-diethylamino-1-methylbutylamine (37.1.1.2). The 6,9-dichloro- 2-methoxyacridine (37.1.4.2) necessary for the synthesis is made in two stages. The initial reaction of 2,4-dichlorobenzoic acid and p-anizidine in the presence of copper dust and potassium carbonate gives 2-(4-methoxyanilino)-4-chlorobenzoic acid (37.1.4.1), which upon reaction with phosphorus oxychloride turns into the necessary 6,9-dichloro- 2-methoxyacridine (37.1.4.2).

Purification MethodsIt crystallises from H2O (solubility is 2.8% at room temperature) as yellow crystals. It is slightly soluble in MeOH and EtOH. The free base crystallises from Me2CO or pet ether with m 86-88o, or aqueous EtOH with 85-87.5o. The bismethiodide has m 224o (from MeOH/EtOAc/Et3N), and the picrate has m 207-208o(dec) when crystallised from Me2CO/EtOH. It is an antimalarial, antiprotozoal and intercalates DNA. [Wolfe Antibiot 3 (Springer-Verlag) 203 1975, Beilstein 22 III/IV 6247, 22/12 V 235.]
QUINACRINE DIHYDROCHLORIDE Preparation Products And Raw materials
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