141437
4,7-Dichloroquinoline
≥99%
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About This Item
Empirical Formula (Hill Notation):
C9H5Cl2N
CAS Number:
Molecular Weight:
198.05
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-714-7
Beilstein/REAXYS Number:
125359
MDL number:
Assay:
≥99%
Form:
solid
Quality Level
assay
≥99%
form
solid
mp
81-83 °C (lit.)
solubility
chloroform: soluble 50 mg/mL, clear, colorless to greenish-yellow
functional group
chloro
SMILES string
Clc1ccc2c(Cl)ccnc2c1
InChI
1S/C9H5Cl2N/c10-6-1-2-7-8(11)3-4-12-9(7)5-6/h1-5H
InChI key
HXEWMTXDBOQQKO-UHFFFAOYSA-N
Application
4,7-Dichloroquinoline was used in the synthesis of piperaquine. It was used as starting reagent in the synthesis of {3-amino-5-[(7-chloro-4-quinolyl)amino]phenyl}methanol.
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signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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N Lindegårdh et al.
Journal of chromatography. A, 1135(2), 166-169 (2006-10-19)
A significant contaminant of the antimalarial drug piperaquine (1,3-bis-[4-(7-chloroquinolyl-4)-piperazinyl-1]propane) has been identified using liquid chromatography-mass spectrometry (LC-MS) and 2D NMR spectroscopy (1H-1H COSY, 1H-13C HSQC, 1H-13C HMBC). The impurity was identified as the positional isomer 1-[(5-chloroquinolin-4)-piperazinyl]-3-[(7-chloroquinolin-4)-piperazinyl]propane. The impurity is formed
J T Mague et al.
Acta crystallographica. Section C, Crystal structure communications, 51 ( Pt 7), 1423-1425 (1995-07-15)
The title compound C14H12C12N2O, has been shown to have an E configuration about the double bond in the propenal moiety. Significant delocalization of the lone pair on the N atom of the dimethylamino group into the pi system of this
S Delarue et al.
Chemical & pharmaceutical bulletin, 49(8), 933-937 (2001-08-23)
Amodiaquine (AQ) is an antimalarial which is effective against chloroquino-resistant strains of Plasmodium falciparum but whose clinical use is severely restricted because of associated hepatotoxicity and agranulocytosis. "One-pot" synthesis of formamidines likely to be transformed into AQ derivatives is reported.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 141437-25G | 04061838734075 |