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159425

Sigma-Aldrich

9-Chloroacridine

97%

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Synonym(s):
9-Chloroacridine
Empirical Formula (Hill Notation):
C13H8ClN
CAS Number:
Molecular Weight:
213.66
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

116-120 °C (lit.)

SMILES string

Clc1c2ccccc2nc3ccccc13

InChI

1S/C13H8ClN/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H

InChI key

BPXINCHFOLVVSG-UHFFFAOYSA-N

Application

9-Chloroacridine was employed as chromogenic reagent in the spectrophotometric method for the quantitative determination of dapsone. It was also used in the synthesis of:
  • series of novel chalcones bearing acridine moiety attached to the amino group in their ring A
  • new acridine derivatives
  • 9-phenoxyacridine and 4-phenoxyfuro[2,3-b]quinoline derivatives

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Paula Bosch et al.
Materials (Basel, Switzerland), 12(18) (2019-09-22)
A second-generation poly(propylene imine) dendrimer modified with acridine and its Cu(II) complex have been synthesized for the first time. It has been found that two copper ions form complexes with the nitrogen atoms of the dendrimeric core by coordinate bonds.
Yeh-Long Chen et al.
Bioorganic & medicinal chemistry, 11(18), 3921-3927 (2003-08-21)
Mast cells, neutrophils and macrophages are important inflammatory cells that have been implicated in the pathogenesis of acute and chronic inflammatory diseases. To explore a novel anti-inflammatory agent, we have synthesized certain 9-phenoxyacridine and 4-phenoxyfuro[2,3-b]quinoline derivatives and evaluated their anti-inflammatory
Jelena Rupar et al.
Bioelectrochemistry (Amsterdam, Netherlands), 135, 107579-107579 (2020-06-14)
The electrochemical behavior of 9-chloroacridine (9Cl-A), a precursor molecule for synthesis of acridine derivatives with cytostatic activity, is a complex, pH-dependent, diffusion-controlled irreversible process. Oxidation of 9Cl-A initiates with the formation of a cation radical monomer, continues via the formation
Arumugasamy Elangovan et al.
Organic & biomolecular chemistry, 2(21), 3113-3118 (2004-10-27)
Electrogenerated chemiluminescence (ECL) of six new ethyne-based acridine derivatives (1-6) has been studied. The new acridine derivatives were synthesized by cross-coupling of 9-chloroacridine and corresponding donor-substituted phenylethynes under modified Sonogashira conditions. The donor groups were varied in the order of
I Shoukrallah et al.
Die Pharmazie, 45(9), 675-677 (1990-09-01)
A spectrophotometric method for the quantitative determination of dapsone (1) has been developed through a condensation reaction of 9-chloroacridine as a chromogen and the amino groups of 1. The reaction variables were investigated and optimized. The resultant colored products is

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