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
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.
Elaine S Coimbra et al.
Chemical biology & drug design, 75(6), 628-631 (2010-03-27)
We report herein the condensation of 4,7-dichloroquinoline (1) with tryptamine (2) and D-tryptophan methyl ester (3). Hydrolysis of the methyl ester adduct (5) yielded the free acid (6). The compounds were evaluated in vitro for activity against four different species
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 141437-25G | 04061838734075 |