145998

2-Quinoxaloyl chloride

• Synonym(s): 2-Quinoxalinecarbonyl chloride
• Empirical Formula (Hill Notation): C₉H₅ClN₂O
• CAS Number: 54745-92-5
• Molecular Weight: 192.60
• EC Number: 259-315-9
• MDL number: MFCD00006725
• UNSPSC Code: 12352100
• PubChem Substance ID: 24848755
• NACRES: NA.22

Properties

• mp: 113-115 °C (lit.)
• functional group: acyl chloride
• 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

Description

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:

• 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

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H314
• Precautionary Statements: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B
• Storage Class Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves