Phenazine-1-carboxylic acid

Base Information

• Chemical Name: Phenazine-1-carboxylic acid
• CAS No.: 2538-68-3
• Molecular Formula: C13H8N2O2
• Molecular Weight: 224.219
• Hs Code.: 2917399590
• European Community (EC) Number: 807-831-5
• NSC Number: 15851
• DSSTox Substance ID: DTXSID30180026
• Nikkaji Number: J34.545H
• Wikidata: Q27131864
• Metabolomics Workbench ID: 62183
• ChEMBL ID: CHEMBL463686
• Mol file: 2538-68-3.mol

Synonyms:1-phenazinecarboxylic acid;1-phenazinecarboxylic acid, sodium salt;NRRL B-15132;phenazine-1-carboxylate;phenazine-1-carboxylic acid

Chemical Property of Phenazine-1-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.34E-10mmHg at 25°C
• Melting Point: 242-244℃
• Refractive Index: 1.769
• Boiling Point: 494.6 °C at 760 mmHg
• PKA: 2.15±0.30(Predicted)
• Flash Point: 252.9 °C
• PSA: 63.08000
• Density: 1.431 g/cm³
• LogP: 2.48120
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 224.058577502
• Heavy Atom Count: 17
• Complexity: 308

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-PhenazinecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C3C=CC=C(C3=N2)C(=O)O
• Uses: Tubermycin B (1-phenazinecarboxylic acid) is a simple phenazine produced by several species of Pseudomonas and Actinomycetes. Tubermycin B is a weakly active antibacterial compound that plays a role in the biocontrol of plant diseases by several Pseudomonas strains. Tubermycin B and related phenazines are important dereplication standards in discovery research to eliminate leads due to high amounts of weakly potent actives. A microorganism based antimicrobial with high efficiency, low toxicity and good environmental compatibility. A key effective component of the pesticide M18.

Technology Process of Phenazine-1-carboxylic acid

There total 28 articles about Phenazine-1-carboxylic 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: 98.2%

1-hydroxymethylphenazine (1082-79-7) → tubermycin B (2538-68-3,102646-59-3)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); oxygen; In acetonitrile; at 80 ℃; for 10h; Reagent/catalyst; Green chemistry;

DOI:10.14233/ajchem.2015.18757

Reference yield: 82.0%

6-nitrodiphenylamine-2-carboxylic acid (54420-95-0) → tubermycin B (2538-68-3,102646-59-3)

Guidance literature:

With sodium tetrahydroborate; sodium ethanolate; In ethanol; for 1h; Heating;

DOI:10.1021/jm00388a017

Reference yield: 82.0%

N-(2-fluorophenyl)-3-nitroanthranilic acid (106976-05-0) → tubermycin B (2538-68-3,102646-59-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 1h; Heating;

upstream raw materials:

1-methyl-phenazine

acetic anhydride

acetic acid

1-cyanophenazine

Downstream raw materials:

phenazine-1-carboxylic acid methyl ester

phenazine-1-carboxamide

1-carboxyphenazine 5-oxide

Phenazine-1-carboxylic acid (2-dimethylamino-ethyl)-amide

Refernces

• 1、 Huang, Yali,Liang, Xi,Liu, Hua,Luo, Fang,Redshaw, Carl,Shen, Lingyi,Wu, Ning,Wu, Shouting,Xu, Hong,Yang, Xianjiong,Zhang, Qilong. "Synthesis, crystal structure and bioactivity of phenazine-1-carboxylic acylhydrazone derivatives". . . Retrieved 2021/09/08.
• 2、 -. "Phenazine compound containing oxazole ring and application of phenazine compound as agricultural fungicide (by machine translation)". Paragraph 0020; 0022. . Retrieved 2019/12/25.