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CAS 82121-05-9

7-Methoxy-4-quinolinol TCI M1966

7-Methoxy-4-quinolinol TCI M1966

Chemical Identity

CAS No.
82121-05-9
PubChem
CID 2831995·SID 87560478
Formula
C10H9NO2
Molecular weight
175.18 g/mol
Purity
>97.0%(T)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
7-methoxy-1H-quinolin-4-one
SMILES
COC1=CC2=C(C=C1)C(=O)C=CN2
InChIKey
NQUPXNZWBGZRQX-UHFFFAOYSA-N
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TCI M1966 7-Methoxy-4-quinolinol is a heterocyclic building block based on a quinoline framework carrying a hydroxyl group at the four position and a methoxy group at the seven position. Compounds of this type exist in a tautomeric equilibrium between the 4-hydroxyquinoline and the 4-quinolinone form, a property that chemists deliberately exploit when designing subsequent reactions. In the laboratory, this compound serves as an important precursor toward substituted quinoline derivatives, a scaffold that appears frequently in medicinal chemistry research and in the development of active compounds based on nitrogen heterocycles.

The property that makes this material a preferred choice is the ease with which the four position can be converted into a reactive leaving group, for example through conversion to a halo-quinoline derivative, which opens up substitution pathways with amines, alcohols, or other nucleophiles. The methoxy group on the benzene ring provides a substitution pattern that is defined from the outset, saving synthetic steps and reducing the need for isomer separation later in a route. The rigid aromatic framework also makes this compound well suited as a structural core in molecular designs that demand a particular geometry. Per-batch quality documentation from TCI provides certainty of identity before the material enters a synthetic sequence.

In Indonesian laboratories, this building block is typically used in university research groups and in synthetic chemistry laboratories working on nitrogen heterocycle scaffolds. It suits multi-step route development where a defined starting substitution pattern shortens the overall sequence, and it is equally at home in method development work, in the preparation of reference compounds, and in postgraduate research projects that require a dependable quinoline core with predictable reactivity at the four position.

  • Synthesis of substituted quinoline derivatives, where the compound acts as a precursor whose four position can be activated and then elaborated with a wide range of nucleophiles.
  • Medicinal chemistry research on nitrogen heterocycle scaffolds, since the quinoline core appears frequently in this field and a defined methoxy pattern shortens the synthetic route.
  • Preparation of halo-quinoline intermediates, taking advantage of the conversion of the four position into a reactive leaving group suitable for subsequent displacement chemistry.
  • Nucleophilic substitution route development with amines or alcohols, where the activated four position provides a predictable reaction site for building compound libraries.
  • Construction of molecules requiring defined geometry, because the rigid aromatic framework serves as a structural core that holds substituents in a fixed spatial arrangement.

Brand TCI (Tokyo Chemical Industry)
CAS number 82121-05-9
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes available in standard TCI research pack sizes; per-batch quality documentation is supplied with each unit
Physical form —
Storage —
  • Catalogue number: M1966
  • Chemical name: 7-Methoxy-4-quinolinol

Store the material in its original tightly closed container, kept in a cool, dry and well ventilated area away from direct sunlight, moisture and incompatible substances. Amber glass or the manufacturer's supplied container is appropriate, and the container should be resealed promptly after each use to limit exposure to atmospheric moisture. Handle the compound in a fume hood using a laboratory coat, safety glasses and chemical resistant gloves, and avoid the generation of dust when weighing. Consult the manufacturer's safety data sheet before first use, and follow institutional procedures for chemical waste disposal.

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