quinoxaline-2-carbonyl chloride

• ChemBase ID: 54328
• Molecular Formular: C9H5ClN2O
• Molecular Mass: 192.6018
• Monoisotopic Mass: 192.00904047
• SMILES: c1(cnc2c(n1)cccc2)C(=O)Cl
• Canonical SMILES: ClC(=O)c1cnc2c(n1)cccc2
• InChI: InChI=1S/C9H5ClN2O/c10-9(13)8-5-11-6-3-1-2-4-7(6)12-8/h1-5H
• InChIKey: SOPDQKNXOCUBSR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: quinoxaline-2-carbonyl chloride
• IUPAC Traditional name: quinoxaline-2-carbonyl chloride
• Synonyms: Quinoxaline-2-carbonyl chloride; 2-Quinoxaloyl chloride; 2-Quinoxalinecarbonyl chloride; 2-喹喔啉甲酰氯

Database IDs

• CAS Number: 54745-92-5
• EC Number: 259-315-9
• MDL Number: MFCD00006725
• PubChem SID: 162059091; 24848755
• PubChem CID: 2734681

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.8758395
• LogD (pH = 7.4): 1.8758413
• Log P: 1.8758413
• Molar Refractivity: 48.1931 cm^3
• Polarizability: 19.811499 Å^3
• Polar Surface Area: 42.85 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 113-115 °C(lit.); 113-115°C
• Partition Coefficient: 1.82053

Safety Information

• Storage Condition: Store below 4°C
• Storage Warning: Corrosive; IRRITANT
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-27-28-36/37/39-45
• TSCA Listed: false
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: 95+%
• Empirical Formula (Hill Notation): C9H5ClN2O

DETAILS

Sigma Aldrich - 145998

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reactant involved in the synthesis of a variety of inhibitors including:
• Gelatinase inhibitors for cancer treatments1
• mGluR5 non-competitve antagonists2
• Heterocyclic analogs used as SIRT1 activators3,4
• 3rd Generation multidrug resistance modulators5Reactant involved in preparation of PET ligants for breast cancer resistance protein imaging6