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
InChI key
HXEWMTXDBOQQKO-UHFFFAOYSA-N
InChI
1S/C9H5Cl2N/c10-6-1-2-7-8(11)3-4-12-9(7)5-6/h1-5H
SMILES string
Clc1ccc2c(Cl)ccnc2c1
assay
≥99%
form
solid
mp
81-83 °C (lit.)
solubility
chloroform: soluble 50 mg/mL, clear, colorless to greenish-yellow
functional group
chloro
Quality Level
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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.
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
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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
Mostafa M Ghorab et al.
Acta pharmaceutica (Zagreb, Croatia), 64(3), 285-297 (2014-10-10)
Novel nineteen compounds based on a 4-aminoquinoline scaffold were designed and synthesized as potential antiproliferative agents. The new compounds were N-substituted at the 4-position by aryl or heteroaryl (1-9), quinolin- 3-yl (10), 2-methylquinolin-3-yl (11), thiazol-2-yl (12), and dapsone moieties (13
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.
Allergic contact dermatitis from 4,7-dichloroquinoline.
F C Pickering et al.
Contact dermatitis, 8(4), 269-270 (1982-07-01)
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