QUINACRINE DIHYDROCHLORIDE
- Product Name
- QUINACRINE DIHYDROCHLORIDE
- CAS No.
- 69-05-6
- Chemical Name
- QUINACRINE DIHYDROCHLORIDE
- Synonyms
- QUINACRINE;MEPACRINE;ATABRINE;sn390;erion;mecryl;866r.p.;palusan;erionHCl;italchin
- CBNumber
- CB8320579
- Molecular Formula
- C23H32Cl3N3O
- Formula Weight
- 472.88
- MOL File
- 69-05-6.mol
QUINACRINE DIHYDROCHLORIDE Property
- 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
- pka
- pKa -6.3(H2O t undefined I not reported but low) (Uncertain)
- color
- Light Yellow to Yellow
- PH
- 3.0～5.0 (20g/l, 25℃)
- Water Solubility
- Water: 33.33 mg/mL (70.48 mM)
- Merck
- 14,8044
- BRN
- 4834013
- Stability:
- Stable. Incompatible with strong oxidizing agents.
- EPA Substance Registry System
- Quinacrine hydrochloride (69-05-6)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38
- Safety Statements
- 36/37/39
- WGK Germany
- 3
- RTECS
- AR7875000
- Toxicity
- LD50 oral in rabbit: 433mg/kg
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- Q3251
- Product name
- Quinacrine dihydrochloride
- Purity
- ≥90%
- Packaging
- 25g
- Price
- $146
- Updated
- 2024/03/01
- Product number
- Q3251
- Product name
- Quinacrine dihydrochloride
- Purity
- ≥90%
- Packaging
- 100g
- Price
- $473
- Updated
- 2024/03/01
- Product number
- 551850
- Product name
- Quinacrine, Dihydrochloride - CAS 69-05-6 - Calbiochem
- Purity
- A non-specific phospholipase A2 (PLA2) inhibitor.
- Packaging
- 100mg
- Price
- $71.1
- Updated
- 2024/03/01
- Product number
- Q0056
- Product name
- Quinacrine Dihydrochloride Hydrate
- Packaging
- 25g
- Price
- $106
- Updated
- 2021/12/16
- Product number
- Q550610
- Product name
- Quinacrine dihydrochloride
- Packaging
- 25g
- Price
- $275
- Updated
- 2021/12/16
QUINACRINE DIHYDROCHLORIDE Chemical Properties,Usage,Production
Chemical Properties
yellow crystals or powder
Uses
A non-specific PLA2 inhibitor. and acetylcholine receptor antagonist
Uses
Quinacrine 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).
Uses
Quinacrine 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
Indications
Quinacrine is no longer used extensively as an antimalarial drug and has been largely replaced by the 4- aminoquinolines.
brand name
Dormison (Schering).
Antimicrobial activity
Mepacrine 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 resistance
The structural resemblance to chloroquine suggests the likelihood of cross-resistance with that drug, but evidence for this is equivocal.
General Description
Bright 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 Reactions
Water soluble.
Reactivity Profile
QUINACRINE DIHYDROCHLORIDE is an acidic salt of an amine. React as a weak acid to neutralize bases.
Fire Hazard
Flash point data for QUINACRINE DIHYDROCHLORIDE are not available, but QUINACRINE DIHYDROCHLORIDE is probably combustible.
Pharmaceutical Applications
A synthetic acridine derivative, formulated as the hydrochloride for oral use.
Biochem/physiol Actions
Target IC50: 4.4 μM in suppressing glibenclamide-sensitive K+-currents
Pharmacokinetics
Oral 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 Use
Giardiasis
Prophylaxis of malaria
Tapeworm infections
Side effects
Dizziness, 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.
Synthesis
Quinacrine, 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 Methods
It 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
Raw materials
Preparation Products
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View Lastest Price from QUINACRINE DIHYDROCHLORIDE manufacturers
- Product
- Quinacrine Dihydrochloride Hydrate 69-05-6
- Price
- US $0.00-0.00/Kg
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 500 tons
- Release date
- 2020-04-27
- Product
- Quinacrine (dihydrochloride) 69-05-6
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 95%-99%
- Supply Ability
- 1000kg
- Release date
- 2018-12-25