Cas no 83010-84-8 (7-Methoxyquinolin-8-amine)

7-Methoxyquinolin-8-amine is a quinoline derivative characterized by a methoxy group at the 7-position and an amino group at the 8-position of the quinoline core. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. Its structural features enable selective reactivity, making it valuable for constructing complex heterocyclic frameworks. The electron-donating methoxy group enhances solubility and influences electronic properties, while the amino group provides a handle for further functionalization. High purity grades are available to ensure consistent performance in research and industrial applications. Proper handling and storage under inert conditions are recommended to maintain stability.
7-Methoxyquinolin-8-amine structure
7-Methoxyquinolin-8-amine structure
Product Name:7-Methoxyquinolin-8-amine
CAS No:83010-84-8
MF:C10H10N2O
MW:174.199202060699
MDL:MFCD18452213
CID:821482
PubChem ID:12849813
Update Time:2025-06-14

7-Methoxyquinolin-8-amine Chemical and Physical Properties

Names and Identifiers

    • 7-Methoxyquinolin-8-amine
    • 7-METHOXY-8-QUINOLINAMINE
    • 7-Methoxy-8-quinolinamine (ACI)
    • Quinoline, 8-amino-7-methoxy- (4CI)
    • 83010-84-8
    • SB68505
    • A50073
    • MFCD18452213
    • AS-58542
    • EN300-3004929
    • FOGHIAFDVVSMOK-UHFFFAOYSA-N
    • 8-Quinolinamine, 7-methoxy-
    • DB-333779
    • CS-0456046
    • AKOS016005563
    • SCHEMBL8856068
    • DTXSID70511436
    • MDL: MFCD18452213
    • Inchi: 1S/C10H10N2O/c1-13-8-5-4-7-3-2-6-12-10(7)9(8)11/h2-6H,11H2,1H3
    • InChI Key: FOGHIAFDVVSMOK-UHFFFAOYSA-N
    • SMILES: N1C2C(=CC=C(C=2N)OC)C=CC=1

Computed Properties

  • Exact Mass: 174.079312947g/mol
  • Monoisotopic Mass: 174.079312947g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 174
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.5
  • Topological Polar Surface Area: 48.1?2

Experimental Properties

  • Density: 1.217
  • Melting Point: 119 oC
  • Boiling Point: 341 oC
  • Flash Point: 160 oC

7-Methoxyquinolin-8-amine Pricemore >>

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abcr
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7-Methoxyquinolin-8-amine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  overnight, 1 atm, rt
Reference
Use of a Readily Removable Auxiliary Group for the Synthesis of Pyrrolidones by the Palladium-Catalyzed Intramolecular Amination of Unactivated γ C(sp3)-H Bonds
He, Gang; et al, Angewandte Chemie, 2013, 52(42), 11124-11128

Production Method 2

Reaction Conditions
1.1 Reagents: Sulfuric acid ,  Nitric acid Solvents: Water ;  rt; 1 h, rt
1.2 Reagents: Ammonium hydroxide Solvents: Water ;  neutralized, cooled
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  overnight, 1 atm, rt
Reference
Use of a Readily Removable Auxiliary Group for the Synthesis of Pyrrolidones by the Palladium-Catalyzed Intramolecular Amination of Unactivated γ C(sp3)-H Bonds
He, Gang; et al, Angewandte Chemie, 2013, 52(42), 11124-11128

Production Method 3

Reaction Conditions
1.1 Catalysts: Sodium iodide ;  110 °C → 150 °C
1.2 Reagents: Sulfuric acid Solvents: Water ;  150 °C; 45 min, 150 °C
2.1 Reagents: Sulfuric acid ,  Nitric acid Solvents: Water ;  rt; 1 h, rt
2.2 Reagents: Ammonium hydroxide Solvents: Water ;  neutralized, cooled
3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  overnight, 1 atm, rt
Reference
Use of a Readily Removable Auxiliary Group for the Synthesis of Pyrrolidones by the Palladium-Catalyzed Intramolecular Amination of Unactivated γ C(sp3)-H Bonds
He, Gang; et al, Angewandte Chemie, 2013, 52(42), 11124-11128

7-Methoxyquinolin-8-amine Raw materials

7-Methoxyquinolin-8-amine Preparation Products

Additional information on 7-Methoxyquinolin-8-amine

Recent Advances in the Study of 7-Methoxyquinolin-8-amine (CAS: 83010-84-8): A Comprehensive Research Brief

7-Methoxyquinolin-8-amine (CAS: 83010-84-8) is a quinoline derivative that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its versatile pharmacological properties. Recent studies have explored its potential as a key intermediate in the synthesis of bioactive compounds, as well as its direct applications in therapeutic development. This research brief aims to provide an overview of the latest findings related to this compound, highlighting its chemical properties, biological activities, and emerging applications in drug discovery.

The compound's structural features, including the methoxy and amino functional groups, contribute to its reactivity and ability to interact with biological targets. Recent synthetic methodologies have focused on optimizing the production of 7-Methoxyquinolin-8-amine, with an emphasis on green chemistry principles to reduce environmental impact. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated a novel catalytic approach that improves yield and purity while minimizing waste.

In terms of biological activity, 7-Methoxyquinolin-8-amine has shown promise as a scaffold for developing antimicrobial and anticancer agents. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported that derivatives of this compound exhibited potent inhibitory effects against multidrug-resistant bacterial strains. Additionally, its role in modulating specific signaling pathways, such as the NF-κB pathway, has been investigated for potential anti-inflammatory applications.

Beyond its direct therapeutic potential, 7-Methoxyquinolin-8-amine serves as a critical building block in the synthesis of more complex molecules. Recent work has explored its use in creating fluorescent probes for cellular imaging, leveraging its inherent photophysical properties. This application was detailed in a 2023 ACS Chemical Biology publication, which highlighted the compound's utility in real-time tracking of intracellular processes.

Looking ahead, the versatility of 7-Methoxyquinolin-8-amine positions it as a valuable tool in both academic and industrial research. Ongoing studies are investigating its potential in targeted drug delivery systems and as a component of hybrid molecules designed to address complex diseases. As the field advances, this compound is expected to play an increasingly important role in the development of next-generation therapeutics.

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