Fenethazine

Base Information

• Chemical Name: Fenethazine
• CAS No.: 522-24-7
• Molecular Formula: C16H18 N2 S
• Molecular Weight: 270.398
• Hs Code.: 2934300000
• European Community (EC) Number: 208-325-1
• UNII: 8J97CUZ4HX
• DSSTox Substance ID: DTXSID30200233
• Nikkaji Number: J6.620F
• Wikipedia: Fenethazine
• Wikidata: Q21098990
• NCI Thesaurus Code: C65646
• ChEMBL ID: CHEMBL2106299
• Mol file: 522-24-7.mol

Synonyms:ethysine;fenethazine

Chemical Property of Fenethazine

Chemical Property:

• Vapor Pressure: 1.75E-06mmHg at 25°C
• Boiling Point: 396.1°Cat760mmHg
• Flash Point: 193.3°C
• PSA: 31.78000
• Density: 1.153g/cm³
• LogP: 3.91590
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 270.11906976
• Heavy Atom Count: 19
• Complexity: 273

Purity/Quality:

98%min ^*data from raw suppliers

10-[2-(DIMETHYLAMINO)ETHYL]PHENOTHIAZINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCN1C2=CC=CC=C2SC3=CC=CC=C31

Technology Process of Fenethazine

There total 7 articles about Fenethazine 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: 83.0%

10H-phenothiazine (92-84-2) + (2-chloroethyl)dimethylamine hydrochloride (4584-46-7) → fenethazine (522-24-7)

Guidance literature:

10H-phenothiazine; With n-butyllithium; In hexane; toluene; at -78 ℃; for 1h; Inert atmosphere;

(2-chloroethyl)dimethylamine hydrochloride; With n-butyllithium; triisobutylaluminum; In hexane; toluene; Reflux; Inert atmosphere;

DOI:10.1016/j.ejmech.2017.09.021

Reference yield: 81.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-(10H-phenothiazin-10-yl)ethan-1-amine (50971-79-4) → fenethazine (522-24-7)

Guidance literature:

With formic acid; In water; at 80 ℃; for 8h; Microwave irradiation;

DOI:10.1021/acschemneuro.8b00242

Reference yield: 63.5%

→ fenethazine (522-24-7)

Guidance literature:

With potassium carbonate; sodium iodide; In acetonitrile; Reflux;

upstream raw materials:

10H-phenothiazine

2-(dimethylamino)ethyl chloride

(2-chloroethyl)dimethylamine hydrochloride

phenothiazine-10-carboxylic acid-(2-dimethylamino-ethyl ester)

Downstream raw materials:

2-(4-methoxyphenyl)-N-methyl-N-(2-phenothiazin-10-ylethyl)ethanamine

2-(3,4-dimethoxyphenyl)-N-methyl-N-(2-phenothiazin-10-ylethyl)ethanamine

Refernces

• 1、 -. "Phenothiazine compound as well as preparation method and application thereof". Paragraph 0117-0118; 0121-0122; 0183-0186. . Retrieved 2021/08/19.
• 2、 Blaess, Markus,Bibak, Nelly,Claus, Ralf A.,Kohl, Matthias,Bonaterra, Gabriel A.,Kinscherf, Ralf,Laufer, Stefan,Deigner, Hans-Peter. "NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation". supporting information. p. 73 - 104. Retrieved 2017/10/17.