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Merck
CN

141437

4,7-Dichloroquinoline

≥99%

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About This Item

Empirical Formula (Hill Notation):
C9H5Cl2N
CAS Number:
86-98-6
Molecular Weight:
198.05
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24848499
EC Number:
201-714-7
Beilstein/REAXYS Number:
125359
MDL number:
MFCD00006774
Assay:
≥99%
Form:
solid

Key Documents

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Product Name

4,7-Dichloroquinoline, ≥99%

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

100

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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.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
0000157080
0000157080
MKCR5675
MKCN1403
MKCM3319

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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
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
Allergic contact dermatitis from 4,7-dichloroquinoline.
F C Pickering et al.
Contact dermatitis, 8(4), 269-270 (1982-07-01)
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
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