144525
2,3-Dichloroquinoxaline
96%
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About This Item
Empirical Formula (Hill Notation):
C8H4Cl2N2
CAS Number:
Molecular Weight:
199.04
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
218-667-3
Beilstein/REAXYS Number:
126076
MDL number:
Assay:
96%
Form:
solid
Quality Level
assay
96%
form
solid
mp
152-154 °C (lit.)
functional group
chloro
SMILES string
Clc1nc2ccccc2nc1Cl
InChI
1S/C8H4Cl2N2/c9-7-8(10)12-6-4-2-1-3-5(6)11-7/h1-4H
InChI key
SPSSDDOTEZKOOV-UHFFFAOYSA-N
General description
2,3-Dichloroquinoxaline reacts with 6-aminothiouracil in ethanol/TEA to form 6-amino-2-(3-chloroquinoxalin-2-ylthio)pyrimidin-4(3H)-one. It reacts with cholest-5-en-3-one semicarbazone/thiosemicarbazone to form steriodal cholest-5-en-3-oxazolo and thiazoloquinoxaline.
Application
2,3-Dichloroquinoxaline was used in the synthesis of mono and 2,3-disubstituted quinoxalines. It was used in solid phase synthesis of HPLC chiral stationary phase containing the N,N′-dialkyl-2,3-diaminoquinoxaline group as a linking structure.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Regulatory Information
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Performance of a new HPLC chiral stationary phase derived from N-(3, 5-dinitrobenzoyl)-D-alpha-phenylglycine with a quinoxaline branching unit.
Forjan DM, et al.
Acta Chromatographica , 17, 97-97 (2006)
K Shiva Kumar et al.
Bioorganic & medicinal chemistry, 20(5), 1711-1722 (2012-02-10)
A direct and single-step method has been developed for the synthesis of mono and 2,3-disubstituted quinoxalines by using a AlCl(3) induced (hetero)arylation of 2,3-dichloroquinoxaline. Both symmetrical and unsymmetrical 2,3-disubstituted quinoxalines can be prepared conveniently by using this method under appropriate
Shadia A Galal et al.
European journal of medicinal chemistry, 46(1), 327-340 (2010-12-15)
The reaction of o-phenylene diamine and ethyl oxamate is reinvestigated and led to 3-aminoquinoxalin-2(1H)-one rather than benzimidazole-2-carboxamide as was previously reported. The structure of the obtained quinoxaline has been confirmed by X-ray. The anti-tumor activity of synthesized quinoxalines 1-21 has
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 144525-50G | 04061832241890 |
| 144525-10G | 04061838735683 |