145998
2-Quinoxaloyl chloride
Synonym(s):
2-Quinoxalinecarbonyl chloride
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About This Item
Empirical Formula (Hill Notation):
C9H5ClN2O
CAS Number:
Molecular Weight:
192.60
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
259-315-9
MDL number:
InChI key
SOPDQKNXOCUBSR-UHFFFAOYSA-N
InChI
1S/C9H5ClN2O/c10-9(13)8-5-11-6-3-1-2-4-7(6)12-8/h1-5H
SMILES string
ClC(=O)c1cnc2ccccc2n1
mp
113-115 °C (lit.)
functional group
acyl chloride
storage temp.
2-8°C
General description
2-Quinoxaloyl chloride reacts with chiral α-hydroxy carboxylic acids to yield UV and fluorescent derivatives.
Application
2-Quinoxaloyl chloride was used in the synthesis of novel DNA interactive quinoxaline-carbohydrate hybrids possessing disaccharides as the carbohydrate moieties.
Reactant involved in the synthesis of a variety of inhibitors including:
Reactant involved in preparation of PET ligants for breast cancer resistance protein imaging
- Gelatinase inhibitors for cancer treatments
- mGluR5 non-competitve antagonists
- Heterocyclic analogs used as SIRT1 activators
- 3rd Generation multidrug resistance modulators
Reactant involved in preparation of PET ligants for breast cancer resistance protein imaging
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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HPLC resolution of hydroxyl carboxylic acid enantiomers using 2-quinoxaloyl chloride as a new precolumn derivatizing agent.
Brightwell M, et al.
Journal of Liquid Chromatography and Related Technologies, 18(14), 2765-2781 (1995)
Kazunobu Toshima et al.
Bioorganic & medicinal chemistry letters, 14(11), 2777-2779 (2004-05-06)
The novel DNA interactive quinoxaline-carbohydrate hybrids possessing disaccharides as the carbohydrate moieties were designed and synthesized, and their DNA photocleaving abilities were evaluated in order to examine the effect of the disaccharide structures. The configurations of the glycosidic bonds in
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