All Photos(2)
Synonym(s):
2-Quinoxalinecarbonyl chloride
Empirical Formula (Hill Notation):
C9H5ClN2O
CAS Number:
Molecular Weight:
192.60
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
mp
113-115 °C (lit.)
storage temp.
2-8°C
SMILES string
ClC(=O)c1cnc2ccccc2n1
InChI
1S/C9H5ClN2O/c10-9(13)8-5-11-6-3-1-2-4-7(6)12-8/h1-5H
InChI key
SOPDQKNXOCUBSR-UHFFFAOYSA-N
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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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