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Merck
CN

Q2876

Quinacrine mustard dihydrochloride

≥85% (HPLC)

Synonym(s):

2-Methoxy-6-chloro-9-(4-bis[β-chloroethyl]amino-1-methylbutylamino)acridine dihydrochloride, 9-[4-(Bis(2-chloroethyl)amino)-1-methylbutylamino]-6-chloro-2-methoxyacridine dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C23H28Cl3N3O · 2HCl
CAS Number:
4213-45-0
Molecular Weight:
541.77
UNSPSC Code:
12352101
NACRES:
NA.32
PubChem Substance ID:
24899329
EC Number:
224-140-9
Beilstein/REAXYS Number:
3819822
MDL number:
MFCD00043254

Key Documents

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Product Name

Quinacrine mustard dihydrochloride, ≥85% (HPLC)

InChI key

JETDZFFCRPFPDH-UHFFFAOYSA-N

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

SMILES string

Cl[H].Cl[H].COc1ccc2nc3cc(Cl)ccc3c(NC(C)CCCN(CCCl)CCCl)c2c1

assay

≥85% (HPLC)

storage temp.

−20°C

Quality Level

200

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Application

Quinacrine mustard dihydrochloride is used to stain metaphase chromosomes. Recent applications include the Q-banding of maize and karyotyping of fish. The dye is also used as a vital stain for trypanosomes.

General description

Quinacrine mustard dihydrochloride is a fluorescent acridine dye, also abbreviated as QM. In an aqueous solution, the chloroethyl groups rapidly lose chloride ions yielding aziridinium cations. These readily react with the carboxyl, thiol, and heterocyclic ring nitrogen groups of proteins and nucleic acids, or with other nucleophiles.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Repr. 2 - Resp. Sens. 1 - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000477413
0000477414
0000477415
0000477413
0000477415

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. Is quinacrine mustard, product Q2876, suitable as a viability stain for platelets?

    A customer's feedback utlizing the method outlined in Moroi, M. et al., Blood, 88(6), 2081-2092 (1996), stated it performed pretty well, giving a strong green signal using a standard GFP-filter.

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    Ask a Scientist here.

M Robinson et al.
British journal of haematology, 108(4), 859-864 (2000-05-03)
Animal in vivo biotinylation studies have demonstrated that thiazole orange (TO) labels the youngest cells in the circulation. TO has since been widely used for the measurement of reticulated platelets. As recent findings suggest that at high concentrations TO also
Yong Yu et al.
Proceedings of the National Academy of Sciences of the United States of America, 100(7), 3907-3912 (2003-03-20)
Noncompetitive inhibitors of the nicotinic acetylcholine (ACh) receptors suppress cation flux directly by binding in and blocking the open channel or indirectly by stabilizing closed states of the receptor. The lidocaine derivative QX-314 and the acridine derivative quinacrine act directly
N Ye et al.
Mutation research, 435(1), 43-61 (1999-10-20)
An adaptive response, low doses of a mutagen rendering cells more able to subsequently cope with higher doses of that or a related challenging mutagen, enhances nucleotide excision repair in human fibroblasts. After fibroblasts were flashed with 20 J/m2 of
Diagnosis of triploidy in metaphases from uncultured amniocytes.
Vanna Pecile et al.
Prenatal diagnosis, 22(1), 78-79 (2002-01-26)
D Fukushi et al.
Cytogenetics and cell genetics, 92(3-4), 254-263 (2001-07-04)
The DNA of Apodemus argenteus was digested with DraI, and the resultant DraI fragment of highly repetitive DNA was isolated and analyzed by DNA filter hybridization, cloning, sequencing, and fluorescence in situ hybridization (FISH). Southern blot hybridization and nucleotide sequencing
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