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QUINACRINE DIHYDROCHLORIDE

QUINACRINE DIHYDROCHLORIDE Structure
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
Molecular Weight:
472.88
MOL File:
69-05-6.mol
MSDS File:
SDS
Modify Date:
2023/5/18 11:31:16

QUINACRINE DIHYDROCHLORIDE 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
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

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
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

QUINACRINE DIHYDROCHLORIDE price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) Q3251 Quinacrine dihydrochloride ≥90% 69-05-6 25G ₹13497.6 2022-06-14 Buy
Sigma-Aldrich(India) Q3251 Quinacrine dihydrochloride ≥90% 69-05-6 100G ₹37051.8 2022-06-14 Buy
Sigma-Aldrich(India) 551850 Quinacrine dihydrochloride A non-specific phospholipase A2 (PLA2) inhibitor. 69-05-6 100MG ₹7070 2022-06-14 Buy
ottokemi Q 1220 Quinacrine hydrochloride, 90% 69-05-6 5gm ₹3969 2022-05-26 Buy
ottokemi Q 1220 Quinacrine hydrochloride, 90% 69-05-6 25gm ₹12006 2022-05-26 Buy
Product number Packaging Price Buy
Q3251 25G ₹13497.6 Buy
Q3251 100G ₹37051.8 Buy
551850 100MG ₹7070 Buy
Q 1220 5gm ₹3969 Buy
Q 1220 25gm ₹12006 Buy

QUINACRINE DIHYDROCHLORIDE Chemical Properties,Uses,Production

Chemical Properties

yellow crystals or powder

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.

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.

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.

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

Global( 145)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
OCEAN TRADING CORPORATION +91(22) 24921669 New Delhi, India 6211 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
Otto Chemie Pvt. Ltd. +91 9820041841 Mumbai, India 5873 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Central Drug House(P) Ltd. 91-11-49404040 New Delhi, India 6160 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Dolace Solutions Private Limited 91--9890007892 Maharashtra, India 240 58 Inquiry
Clearsynth Labs 91-22-45045900 Maharashtra, India 3889 58 Inquiry
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 ATEBRIN DIHYDROCHLORIDE ATEBRIN HYDROCHLORIDE QUINACRINE DIHYDROCHLORIDE METOCHIN HYDROCHLORIDE sn390 Quinacrine, DiHCl Quinacine dihydrochloride QUINACRINE DIHYDROCHLORIDE, FOR FLUORESC ENCE QUINACRINE DIHYDROCHLORIDE MAO INHIBITOR DL-QUINACRINE HYDROCHLORIDE USP QUINACRINE DIHYDROCHLORIDE CRYSTALLINE MEPACRINE HYDROCHLORIDE USP erionHCl MEPACRINE DIHYDROCHLORIDE quinacrine2HCl Quinacrine Dihydrochloride Hydrate Atebrin dihydrochloride, Mepacrine dihydrochloride, 6-Chloro-9-(4-diethylamino-1-methylbutylamino)-2-methoxyacridine dihydrochloride 1,4-Pentanediamine, N4-(6-chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-, dihydrochloride 2-Chloro-5-[[.omega.-(diethylamino)-.alpha.-methylbutyl)amino]-7-methoxyacridine dihydrochloride 2-Methoxy-6-chloro-9-[[4-(diethylamino)-1-methylbutyl]amino]acridine dihydrochloride 3-Chloro-7-methoxy-9-[1-methyl-4-(diethylamino)butylamino]acridine dihydrochloride 3-Chloro-9-[4'-(diethylamino)-1'-methylbutyl]amino]-7-methoxyacridine dihydrochloride Acridine, 6-chloro-9-[[4-(diethylamino)-1-methylbutyl]amino]-2-methoxy-, dihydrochloride Quinacrine Dihydrochloride  1,4-Pentanediamine,N4-(6-chloro-2-methoxy-9-acridinyl)-N1,N1-diethyl-, hydrochloride (1:2) NSC 14229 Atebrine hydrochloride 2-chloro-5-(omega-diethylamino-alpha-methylbutylamino)-7-methoxyacridinedihy 2-methoxy-6-chloro-9-(4-diethylamino-1-methylbutylamino)acridinedihydrochlor 3-chloro-7-methoxy-9-(1-methyl-4-diethylaminobutylamino)acridinedihydrochlor 3-chloro-9-(4’-diethylamino-1’-methylbutylamino)-7-methoxyacridinedihydrochl 866r.p. atabrinedihydrochloride chemiochin chinacrin crinodora erion italchin malaricida mecryl methoquine metochin metoquin metoquine palacrin palusan pentilen quinacrinehydrochloride Quinacrine dihydrochloride,6-Chloro-9-(4-diethylamino-1-methylbutylamino)-2-methoxyacridine dihydrochloride, Atebrin dihydrochloride, Mepacrine dihydrochloride Quinacrine 2HCl (Mepacrine