Phenoxazine

Base Information

• Chemical Name: Phenoxazine
• CAS No.: 135-67-1
• Molecular Formula: C12H9NO
• Molecular Weight: 183.21
• Hs Code.: 29349990
• European Community (EC) Number: 205-210-8
• NSC Number: 72990
• UNII: C2ZWT499SG
• DSSTox Substance ID: DTXSID10159199
• Nikkaji Number: J1.512A
• Wikipedia: Phenoxazine
• Wikidata: Q731009
• Pharos Ligand ID: A7J5Z3U4WN8S
• ChEMBL ID: CHEMBL276850
• Mol file: 135-67-1.mol

Synonyms:3H-phenoxazine;phenoxazine

Chemical Property of Phenoxazine

Chemical Property:

• Appearance/Colour: grey to green-grey fine crystalline powder
• Vapor Pressure: 0.000372mmHg at 25°C
• Melting Point: 156-159 °C(lit.)
• Refractive Index: 1.624
• Boiling Point: 318 °C at 760 mmHg
• PKA: 1.80±0.20(Predicted)
• Flash Point: 122.6 °C
• PSA: 21.26000
• Density: 1.196 g/cm³
• LogP: 3.67390
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: benzene: freely soluble(lit.)
• Water Solubility.: Soluble in methanol. Insoluble in water.
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 183.068413911
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

Phenoxazine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25-25-24

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC3=CC=CC=C3O2
• Uses: Phenoxazine and its derivatives are not widely used hence the oxazine dyes are the only commercially viable derivatives. Certain oxazine dyes such as Nile blue dye is used in the preferential staining of brain cancer tissue since some of these dyes can inhibit the growth of these tumors. Various studies have explored the methods of preparation of boronic acids in a way that can result in a boron derivative of Phenoxazine (Nile blue dyes) which can be beneficial in cancer chemotherapy. Phenoxazine is a tricyclic 2′deoxycytidine analog that has been used to improve stacking interactions between heterocycles of oligonucleotide/RNA hybrids and to enhance cellular uptake.

Technology Process of Phenoxazine

There total 71 articles about Phenoxazine 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: 98.0%

1-(10H-phenoxazin-10-yl)ethan-1-one (6192-43-4) → phenoxazine (135-67-1)

Guidance literature:

With sodium methylate; Inert atmosphere;

DOI:10.1021/ol3005134

Reference yield: 90.0%

N -(2-(2-fluorophenoxy)phenyl)acetamide → phenoxazine (135-67-1)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 155 ℃; for 0.25h; chemoselective reaction; Microwave irradiation;

DOI:10.1080/00397911.2020.1849723

Reference yield: 85.0%

N -(2-(2-chlorophenoxy)phenyl)acetamide (873977-74-3) → phenoxazine (135-67-1)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 155 ℃; for 0.25h; chemoselective reaction; Microwave irradiation;

DOI:10.1080/00397911.2020.1849723

upstream raw materials:

1-(10H-phenoxazin-10-yl)ethan-1-one

benzene-1,2-diol

2-amino-phenol

2-aminophenol hydrochloride

Downstream raw materials:

N-phenoxazinyl-2,2-diphenylacetamide

10-phenyl-10H-[3,10']biphenoxazinyl

10-phenyl-10H-[4,10']biphenoxazinyl

10-<2-Chlorethyl>-phenoxazin

Refernces

• 1、 Mueller et al.. "-". . p. 37. Retrieved 1959.
• 2、 Li, Jinshan,Wang, Jiali,Yang, Jianguo,Yao, Wubing,Zhong, Aiguo. "Combined KOH/BEt3Catalyst for Selective Deaminative Hydroboration of Aromatic Carboxamides for Construction of Luminophores". . p. 8086 - 8090. Retrieved 2020/11/03.
• 3、 -. "A disubstituted amide derivatives decarbonylation hydrogenation green new method (by machine translation)". Paragraph 0054; 0055; 0056; 0057. . Retrieved 2018/02/04.