Description

4-Chloro-6,7-dimethoxyquinoline (CAS No. 35654-56-9) is a high-purity quinoline derivative with the molecular formula C₁₁H₁₀ClNO₂. This heterocyclic aromatic compound features chloro and dimethoxy functional groups at the 4-, 6-, and 7-positions, respectively, making it a versatile intermediate for pharmaceutical and agrochemical synthesis. With a molecular weight of 223.66 g/mol, it is supplied as a crystalline solid with >98% purity (HPLC) to ensure consistency in research applications. Ideal for use in cross-coupling reactions, medicinal chemistry, and as a scaffold for bioactive molecule development. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 35654-56-9
• Complexity: 215
• IUPAC Name: 4-chloro-6,7-dimethoxy-quinoline
• InChI: InChI=1S/C11H10ClNO2/c1-14-10-5-7-8(12)3-4-13-9(7)6-11(10)15-2/h3-6H,1-2H3
• InChI Key: WRVHQEYBCDPZEU-UHFFFAOYSA-N
• Exact Mass: 223.0400063
• Molecular Formula: C11H10ClNO2
• Molecular Weight: 223.65
• SMILES: COC1=CC2=C(C=CN=C2C=C1OC)Cl
• Topological: 31.4
• Monoisotopic Mass: 223.0400063
• Synonyms: 4-Chloro-6,7-dimethoxyquinoline, 35654-56-9, DTXSID30332684, DTXCID20283777, 676-028-8, 4-Chloro-6,7-dimethoxy-quinoline, 4-chloro-6,7-dimethoxy quinoline, QUINOLINE, 4-CHLORO-6,7-DIMETHOXY-, MFCD07778437, 6,7-Dimethoxy-4-chloroquinoline, JPZ3QT9MF3, SCHEMBL359988, 4Chloro-6,7-dimethoxy-quinoline, BCP26870, CS-D1175, BBL034961, STL426130, AKOS005188230, AC-4380, FC42168, PB30954, DS-10580, SY005194, 4-Chloro-6 pound not7-dimethoxy-quinoline, DB-006765, 4-chloro-6,7-dimethoxyquinoline, AldrichCPR, C2938, EN300-67749, 6,7-Dimethoxy-4-chloroquinoline pound>>4-Chloro-6,7-dimethoxy-quinoline

Application

4-Chloro-6,7-dimethoxyquinoline serves as a key building block in the synthesis of antimalarial and anticancer agents due to its quinoline core. It is utilized in Suzuki-Miyaura and Buchwald-Hartwig coupling reactions to create complex heterocycles. Researchers also employ it as a precursor for fluorescent probes and kinase inhibitors.

Safety and Hazards

GHS Hazard Statements

• H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P316, P321, P330, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (98%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (96.1%)

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