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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

Quality Level

100

Assay

97%

form

solid

mp

116-120 °C (lit.)

functional group

chloro

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

159425-5G:
159425-BULK:
159425-1G:
159425-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV5471
MKCQ5872
MKCK4344
MKBW2948V
MKBK2815V

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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.
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
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
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
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