Quinacrine mustard dihydrochloride - ≥95% , CAS No.4213-45-0

CAS: 4213-45-0 Cat. No.: Q275766 Molecular Weight: 541.8 EC Number: 224-140-9 PubChem CID: 20193

GRADE & PURITY ≥95%

Synonyms

MFCD00043254 | Quinacrine mustard (dihydrochloride) | Quinacrine mustard (hydrochloride) | AKOS024418786 | Quinacrine mustard dihydrochloride | Quinacrine mustard dihydrochloride, >=85% (HPLC) | quinacrine mustard | SCHEMBL7521593 | Q27109376 | 2-Methoxy-

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Product Describtion:

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.

Product 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

Specifications

Synonyms

MFCD00043254 | Quinacrine mustard (dihydrochloride) | Quinacrine mustard (hydrochloride) | AKOS024418786 | Quinacrine mustard dihydrochloride | Quinacrine mustard dihydrochloride, >=85% (HPLC) | quinacrine mustard | SCHEMBL7521593 | Q27109376 | 2-Methoxy-

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Water-soluble nitrogen mustard analog of quinacrine. Fluorescent probe for labeling chromosomal DNA. Fluoresces by reaction with nucleic acids. Also used in measurement of sequence specificity with Taq DNA polymerase.

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488182596
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182596
• Canonical Smiles: CC(CCCN(CCCl)CCCl)NC1=C2C=C(C=CC2=NC3=C1C=CC(=C3)Cl)OC.Cl.Cl
• IUPAC Name: 1-N,1-N-bis(2-chloroethyl)-4-N-(6-chloro-2-methoxyacridin-9-yl)pentane-1,4-diamine;dihydrochloride
• InChIKey: 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
• Isomeric SMILES: CC(CCCN(CCCl)CCCl)NC1=C2C=C(C=CC2=NC3=C1C=CC(=C3)Cl)OC.Cl.Cl
• PubChem CID: 20193
• Molecular Weight: 541.8

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives
      • Subclass Benzoquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Benzoquinolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Acridines
• Alternative Parents: 4-aminoquinolines Chloroquinolines Nitrogen mustard compounds Anisoles Secondary alkylarylamines Alkyl aryl ethers Aminopyridines and derivatives Aryl chlorides Heteroaromatic compounds Trialkylamines Azacyclic compounds Hydrocarbon derivatives Hydrochlorides Organochlorides Alkyl chlorides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Acridine - Chloroquinoline - Aminoquinoline - 4-aminoquinoline - Haloquinoline - Nitrogen mustard - Anisole - Alkyl aryl ether - Secondary aliphatic/aromatic amine - Aminopyridine - Benzenoid - Pyridine - Aryl chloride - Aryl halide - Heteroaromatic compound - Tertiary aliphatic amine - Tertiary amine - Azacycle - Ether - Secondary amine - Organic nitrogen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Organooxygen compound - Hydrochloride - Hydrocarbon derivative - Organopnictogen compound - Amine - Alkyl halide - Alkyl chloride - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.
• External Descriptors: hydrochloride

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water
• Molecular Weight: 541.800 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 541.08 Da
• Monoisotopic Mass: 539.083 Da
• Topological Polar Surface Area: 37.400 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 494.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3