Skip to Content
MilliporeSigma
All Photos(5)

Documents

Q2876

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(5)

About This Item

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

Assay

≥85% (HPLC)

storage temp.

−20°C

SMILES string

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

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

InChI key

JETDZFFCRPFPDH-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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.

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.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Diagnosis of triploidy in metaphases from uncultured amniocytes.
Vanna Pecile et al.
Prenatal diagnosis, 22(1), 78-79 (2002-01-26)
K Tanaka et al.
Biomedical chromatography : BMC, 3(6), 246-250 (1989-11-01)
A simple and precise method was developed for the separation of nucleosides including modified nucleosides and oligonucleotides. Nineteen kinds of nucleosides were completely separated by HPLC using an ODS column (TSK-gel ODS 80TM) and aqueous mobile phases. The RNA molecule
Analysis of human metaphase chromosome set by aid of DNA-binding fluorescent agents.
T Caspersson et al.
Experimental cell research, 253(2), 302-304 (1999-12-10)
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service