1-METHOXYPHENAZINE

Base Information

• Chemical Name: 1-METHOXYPHENAZINE
• CAS No.: 2876-17-7
• Molecular Formula: C13H10 N2 O
• Molecular Weight: 210.235
• Hs Code.: 2933990090
• Mol file: 2876-17-7.mol

Synonyms:1-Methoxyphenazine;NSC 402756

Chemical Property of 1-METHOXYPHENAZINE

Chemical Property:

• Vapor Pressure: 4.71E-06mmHg at 25°C
• Melting Point: 171oC
• Boiling Point: 393.8°Cat760mmHg
• Flash Point: 131.8°C
• PSA: 35.01000
• Density: 1.25g/cm³
• LogP: 2.79160

Purity/Quality:

97% ^*data from raw suppliers

1-Methoxyphenazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 1-METHOXYPHENAZINE is a phenazine derivative synthesized via Buchwald-Hartwig cross-coupling and reductive cyclization, demonstrating potent antibacterial and biofilm-eradicating activities against pathogens like MRSA (e.g., MBEC = 4.69 μM). It also serves as a scaffold for prodrug development, such as reductively activated quinone-based derivatives, which exhibit selective antibacterial effects (MIC = 0.15 μM) without significant cytotoxicity. Additionally, methoxyphenazine derivatives have shown antichlamydial activity (IC50 = 1.01–19.77 μM) by disrupting Chlamydia trachomatis growth cycles, highlighting its potential as a lead compound for targeting persistent infections and biofilms.

Technology Process of 1-METHOXYPHENAZINE

There total 39 articles about 1-METHOXYPHENAZINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

phenazin-1-ol (528-71-2) + methyl iodide (74-88-4) → 1-methoxyphenazine (2876-17-7)

Guidance literature:

phenazin-1-ol; With potassium carbonate; In acetone; at 20 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In acetone; at 20 ℃; for 17h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b02004

Reference yield: 96.0%

(2-methoxyphenyl)[2-(phenyldiazenyl)phenyl]amine → 1-methoxyphenazine (2876-17-7)

Guidance literature:

With trifluoroacetic acid; at 20 ℃;

DOI:10.1016/j.tetlet.2020.152511

Reference yield: 95.0%

3-chloro-1-methoxyphenazine (1346682-87-8) → 1-methoxyphenazine (2876-17-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen;

DOI:10.1016/j.tetlet.2011.09.113

upstream raw materials:

phenazin-1-ol

1-chlorophenazine

3-methocycatechol

2-methoxy-6-nitro-N-phenylaniline

Downstream raw materials:

1-phenylphenazine

N-phenylphenazin-1-amine

1-Amino-4-methoxy-phenazin

phenazin-1-ol