Description

5-Chloroquinolin-6-ol (CAS No. 64165-35-1) is a high-purity heterocyclic organic compound with the molecular formula C₉H₆ClNO. This chlorinated quinoline derivative is a valuable building block in pharmaceutical and agrochemical research, offering versatile reactivity for functionalization at the 5-chloro and 6-hydroxy positions. Its crystalline structure and defined purity (typically ≥95% by HPLC) make it ideal for synthetic applications, including metal-catalyzed cross-coupling reactions and heterocyclic scaffold modifications. Suitable for use as an intermediate in medicinal chemistry, this compound is rigorously tested for impurities (heavy metals ≤10 ppm) and supplied in sealed amber vials under inert atmosphere to ensure stability. Store at 2-8°C in a dry environment.

Properties

• CAS Number: 64165-35-1
• Complexity: 165
• IUPAC Name: 5-chloroquinolin-6-ol
• InChI: InChI=1S/C9H6ClNO/c10-9-6-2-1-5-11-7(6)3-4-8(9)12/h1-5,12H
• InChI Key: UEKMSHRIEDVXED-UHFFFAOYSA-N
• Exact Mass: 179.0137915
• Molecular Formula: C9H6ClNO
• Molecular Weight: 179.60
• SMILES: C1=CC2=C(C=CC(=C2Cl)O)N=C1
• Topological: 33.1
• Monoisotopic Mass: 179.0137915
• Synonyms: 5-CHLOROQUINOLIN-6-OL, 64165-35-1, DTXSID60802906, DTXCID40753649, 5-Chloro-6-hydroxyquinoline, 5-chloro-6-Quinolinol, MFCD17267673, 5-Chlor-6-Oxychinolin, SCHEMBL20463431, AKOS024464653, SB68328, AS-30524, DB-155290, CS-0084813

Application

5-Chloroquinolin-6-ol serves as a key intermediate in the synthesis of bioactive quinoline derivatives, particularly in antimalarial and anticancer drug discovery. Its reactive chloro and hydroxy groups enable facile derivatization for structure-activity relationship (SAR) studies. Researchers utilize this compound to develop novel kinase inhibitors and antimicrobial agents due to its privileged heterocyclic core. It is also employed in material science for constructing fluorescent probes and coordination complexes.

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