134829-04-2

Basic information

• Product Name: 8-Amino-2-methoxyquinoline
• Synonyms: 8-Amino-2-methoxyquinoline;2-METHOXYQUINOLIN-8-AMINE
• CAS NO: 134829-04-2
• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.1992
• Mol File: 134829-04-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 8-Amino-2-methoxyquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Amino-2-methoxyquinoline(134829-04-2)
• EPA Substance Registry System: 8-Amino-2-methoxyquinoline(134829-04-2)

Safety Data

• Hazardous Substances Data: 134829-04-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
8-Amino-2-methoxyquinoline is used as a precursor in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Dye Production:
As a chemical intermediate, 8-Amino-2-methoxyquinoline is utilized in the production of dyes, enhancing the color properties and applications in various industries.
Used in Organic Compound Synthesis:
8-Amino-2-methoxyquinoline serves as a building block in the synthesis of other organic compounds, broadening its applications in chemical research and development.
Used in Metal Ion Analysis:
8-Amino-2-methoxyquinoline is employed as a reagent in the analysis of metal ions in solution, aiding in the detection and quantification of these ions for various applications.
Used in Biological Research:
As a fluorescent probe, 8-Amino-2-methoxyquinoline is used in biological research to study cellular processes and interactions, providing valuable insights into biological systems.
Used in Antiviral and Anticancer Research:
8-Amino-2-methoxyquinoline has been investigated for its potential antiviral and anticancer properties, with ongoing research aimed at harnessing its therapeutic potential in medical applications.

Upstream product

• 90771-32-7 2-methoxy-8-nitroquinoline 
• 4225-86-9 2-chloro-8-nitroquinoline 
• 612-62-4 2-Chloroquinoline 

Relevant articles and documents

A preparative and preliminary spectroscopic study of analogues of a Zinquin-related fluorophore

The syntheses of the 4- and 5-methoxy isomers of 4-N-(6-methoxy-2-methyl-8-quinolyl)-4-methylbenzenesulfonamide and of N-(2-methoxy-8-quinolyl)-4-methylbenzenesulfonamide are described. The 6-methoxy compound is a precursor of Zinquin ester, a specific fluorophore for Zn(II). The 2-methoxy analogue was synthesized by nitration of 2-chloroquinoline and subsequent functional group manipulation. The 4-methoxy isomer was synthesized from a 4-quinolone derivative, and the 5-methoxy isomer was synthesized by a standard Skraup quinoline synthesis. The structures of the 4- and 5-methoxy isomers were determined by single-crystal X-ray analysis. All of these compounds showed a bathochromic shift in their ultraviolet/visible spectra upon addition of Zn(II) to the solution. These compounds are all weakly or non-fluorescent in solution. All form fluorescent complexes with Zn(II) except the 5-methoxy compound. The 4-methoxy compound forms a significantly more fluorescent complex than those of the 6-methoxy compound and Zinquin ester and has a higher quantum yield than the others.

Visible-Light-Photocatalyzed Reductions of N-Heterocyclic Nitroaryls to Anilines Utilizing Ascorbic Acid Reductant

A photoreductive protocol utilizing [Ru(bpy)3]2+ photocatalyst, blue light LEDs, and ascorbic acid (AscH2) has been developed to reduce nitro N-heteroaryls to the corresponding anilines. Based on experimental and computational results and previous studies, we propose that the reaction proceeds via proton-coupled electron transfer between AscH2, photocatalyst, and the nitro N-heteroaryl. The method offers a green catalytic procedure to reduce, e.g., 4-/8-nitroquinolines to the corresponding aminoquinolines, substructures present in important antimalarial drugs.

Inhibitors of prenyl-protein transferase

The present invention is directed to macrocyclic compounds which inhibit prenyl-protein transferase (FTase) and the prenylation of the oncogene protein Ras. The invention is further directed to chemothera-peutic compositions containing the compounds of this invention and methods for inhibiting prenyl-protein transferase and the prenylation of the oncogene protein Ras.