Phenazine-1,6-dicarboxylic acid

Base Information

• Chemical Name: Phenazine-1,6-dicarboxylic acid
• CAS No.: 23462-25-1
• Molecular Formula: C14H8 N2 O4
• Molecular Weight: 268.229
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80178014
• Nikkaji Number: J88.166J
• Wikidata: Q27104985
• Metabolomics Workbench ID: 68380
• ChEMBL ID: CHEMBL1235512
• Mol file: 23462-25-1.mol

Synonyms:phenazine-1,6-dicarboxylate;phenazine-1,6-dicarboxylic acid

Chemical Property of Phenazine-1,6-dicarboxylic acid

Chemical Property:

• Appearance/Colour: green-yellow solid
• Vapor Pressure: 1.17E-16mmHg at 25°C
• Melting Point: 300-320 °C
• Boiling Point: 628.4°Cat760mmHg
• PKA: 1.68±0.30(Predicted)
• Flash Point: 333.9°C
• PSA: 100.38000
• Density: 1.585g/cm³
• LogP: 2.17940
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 268.04840674
• Heavy Atom Count: 20
• Complexity: 376

Purity/Quality:

95% ^*data from raw suppliers

Phenazine-1,6-dicarboxylicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1)N=C3C(=N2)C=CC=C3C(=O)O)C(=O)O

Technology Process of Phenazine-1,6-dicarboxylic acid

There total 1 articles about Phenazine-1,6-dicarboxylic acid 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:

chorismic acid (617-12-9) → tubermycin B (2538-68-3,102646-59-3) + phenazine-1,6-dicarboxylic acid (23462-25-1)

Guidance literature:

With XpzABCDETF; Enzymatic reaction;

DOI:10.1038/s41589-019-0246-1

Reference yield: 57.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + phenazine-1,6-dicarboxylic acid (23462-25-1) → 1,6-dicarbomethoxy-phenazine (23531-24-0)

Guidance literature:

In diethyl ether;

Reference yield:

phenazine-1,6-dicarboxylic acid (23462-25-1) → C20H16N2O3

Guidance literature:

Multi-step reaction with 3 steps

1: XpzN / Enzymatic reaction

2: dimethyl sulfoxide / 24 h / 30 °C / pH 9

3: dimethyl sulfoxide / 24 h / 30 °C / pH 9

With XpzN; In dimethyl sulfoxide; 3: |Robinson Annulation;

DOI:10.1038/s41589-019-0246-1

upstream raw materials:

chorismic acid

Downstream raw materials:

1,6-dicarbomethoxy-phenazine

phenazine-1,6-diol

1-hydroxy-6-methoxyphenazine

iodinin

Refernces