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Quinacrine mustard dihydrochloride 4213-45-0

Quinacrine mustard dihydrochloride 4213-45-0

CAS No.: 4213-45-0

Quinacrine mustard di-HCl is a fluorescent dye. Quinacrine mustard di-HCl is a polycyclic aromatic agent that works as a
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This product is for research use only, not for human use. We do not sell to patients.

Quinacrine mustard di-HCl is a fluorescent dye. Quinacrine mustard di-HCl is a polycyclic aromatic agent that works as a mutagen to induce mutants in bacteria. Quinacrine mustard di-HCl induces cell cycle arrest in the G2/M phase. Quinacrine mustard di-HCl may be used for studying plant, animal or human chromosomes.

Physicochemical Properties


Molecular Formula C23H30CL5N3O
Molecular Weight 505.30786
Exact Mass 539.083
CAS # 4213-45-0
PubChem CID 20193
Appearance Light yellow to yellow solid powder
Density 1.271g/cm3
Boiling Point 574.1ºC at 760 mmHg
Melting Point 150 °C
Flash Point 301ºC
Index of Refraction 1.632
LogP 8.087
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 11
Heavy Atom Count 32
Complexity 494
Defined Atom Stereocenter Count 0
SMILES

Cl.ClCCN(CCCC(NC1C2C=CC(=CC=2N=C2C=CC(=CC=12)OC)Cl)C)CCCl

InChi Key JETDZFFCRPFPDH-UHFFFAOYSA-N
InChi Code

InChI=1S/C23H28Cl3N3O.2ClH/c1-16(4-3-11-29(12-9-24)13-10-25)27-23-19-7-5-17(26)14-22(19)28-21-8-6-18(30-2)15-20(21)23;;/h5-8,14-16H,3-4,9-13H2,1-2H3,(H,27,28);2*1H
Chemical Name

1-N,1-N-bis(2-chloroethyl)-4-N-(6-chloro-2-methoxyacridin-9-yl)pentane-1,4-diamine;dihydrochloride
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro Plant, animal, or human chromosomal DNA strains can be treated with quinacrine mustard dihydrochloride (5 μg/ml)[1]. Quinacrine dihydrochloride (28 μM) increases the amount of mutations that arise following bacterial exposure[2]. 0.2 μM quinacrine mustard dihydrochloride, applied for 4 hours, causes cell cycle arrest in HL-60 cells at the G2+M-phase[3]. In HL-60 cells, quinacrine mustard dihydrochloride (0.2 μM; 4h) had no cytotoxic effect when caffeine (5 mM) is added[3].
Cell Assay Cell Cycle Analysis[3]
Cell Types: HL-60 cells
Tested Concentrations: 0.2 µM
Incubation Duration: 4 h
Experimental Results: Induced cell cycle arrest at G2+M-phase with the accumulation of cells in this compartment by 50%.
References

[1]. Fluorescent labeling of chromosomal DNA: superiority of quinacrine mustard to quinacrine. Science. 1970 Nov 13;170(3959):762.

[2]. Alleviation of mutagenic effects of polycyclic aromatic agents (quinacrine mustard, ICR-191 and ICR-170) by caffeine and pentoxifylline. Mutat Res. 2003 Sep 29;530(1-2):47-57.

[3]. The modulation of the DNA-damaging effect of polycyclic aromatic agents by xanthines. Part I. Reduction of cytostatic effects of quinacrine mustard by caffeine. Biochem Pharmacol. 2002 Feb 15;63(4):625-34.

Additional Infomation Nitrogen mustard analog of quinacrine used primarily as a stain in the studies of chromosomes and chromatin. Fluoresces by reaction with nucleic acids in chromosomes.

Solubility Data


Solubility (In Vitro) May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.9790 mL 9.8949 mL 19.7898 mL
5 mM 0.3958 mL 1.9790 mL 3.9580 mL
10 mM 0.1979 mL 0.9895 mL 1.9790 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.