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159425

Sigma-Aldrich

9-Chloroacridine

97%

Synonym(s):

9-Chloroacridine

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About This Item

Empirical Formula (Hill Notation):
C13H8ClN
CAS Number:
1207-69-8
Molecular Weight:
213.66
EC Number:
214-895-2
MDL number:
MFCD00022266
UNSPSC Code:
12352100
PubChem Substance ID:
24849815
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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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’.

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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.
V Tomar et al.
European journal of medicinal chemistry, 45(2), 745-751 (2009-12-22)
A series of novel chalcones bearing acridine moiety attached to the amino group in their ring A have been synthesized through noncatalyzed nucleophilic aromatic substitution reaction between various 3'-aminochalcone or 4'-aminochalcones and 9-chloroacridine. The synthesized chalcone derivatives have been characterized
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
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
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
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