10-Propionylphenothiazine

Base Information

• Chemical Name: 10-Propionylphenothiazine
• CAS No.: 6622-75-9
• Molecular Formula: C15H13 N O S
• Molecular Weight: 255.34
• Hs Code.: 2934300000
• European Community (EC) Number: 229-574-2
• NSC Number: 55093
• DSSTox Substance ID: DTXSID90216416
• Nikkaji Number: J225.219H
• Wikidata: Q83092646
• Mol file: 6622-75-9.mol

Synonyms:10-Propionylphenothiazine;6622-75-9;N-Propionyl Phenothiazine;1-(10h-phenothiazin-10-yl)propan-1-one;1-phenothiazin-10-ylpropan-1-one;N-PROPIONYLPHENOTHIAZINE;EINECS 229-574-2;NSC55093;NSC 55093;SCHEMBL627575;DTXSID90216416;NSC-55093;10-(1-Oxopropyl)-10H-phenothiazine;AKOS022193862;FT-0674076;F77701

Chemical Property of 10-Propionylphenothiazine

Chemical Property:

• Vapor Pressure: 2.93E-09mmHg at 25°C
• Melting Point: 91-92 °C(Solv: ethanol (64-17-5))
• Boiling Point: 476.9°C at 760 mmHg
• PKA: -3.91±0.20(Predicted)
• Flash Point: 242.2°C
• PSA: 45.61000
• Density: 1.249g/cm³
• LogP: 4.29090
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 255.07178521
• Heavy Atom Count: 18
• Complexity: 298

Purity/Quality:

97% ^*data from raw suppliers

N-PropionylPhenothiazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)N1C2=CC=CC=C2SC3=CC=CC=C31
• Uses: A novel Phenothiazine derivative as cholinesterase inhibitor. A novel Phenothiazine (P318040) derivative as cholinesterase inhibitor.

Technology Process of 10-Propionylphenothiazine

There total 3 articles about 10-Propionylphenothiazine 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: 49.6%

10H-phenothiazine (92-84-2) + propionyl chloride (79-03-8) → 1-(10H-phenothiazin-10-yl)propan-1-one (6622-75-9)

Guidance literature:

With triethylamine; In dichloromethane; for 18h; Heating;

DOI:10.1016/j.bmc.2004.09.059

Reference yield: 41.0%

o-bromothiophenol (6320-02-1) + N-(phenyl)-2-methylacetamide (620-71-3) → 1-(10H-phenothiazin-10-yl)propan-1-one (6622-75-9)

Guidance literature:

o-bromothiophenol; N-(phenyl)-2-methylacetamide; With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; copper(II) bis(trifluoromethanesulfonate); at 100 ℃; for 18h;

With caesium carbonate; N,N`-dimethylethylenediamine; at 100 ℃; for 2h;

DOI:10.1021/acs.joc.1c00403

Reference yield:

10H-phenothiazine (92-84-2) + propionic acid anhydride (123-62-6) → 1-(10H-phenothiazin-10-yl)propan-1-one (6622-75-9)

Guidance literature:

upstream raw materials:

10H-phenothiazine

propionyl chloride

propionic acid anhydride

o-bromothiophenol

Downstream raw materials:

1-(10-propionyl-phenothiazin-2-yl)-propan-1-one

2-acetyl-10-propionyl-10H-phenothiazine

(2R,3R)-3-(4-Chloro-phenyl)-3-hydroxy-2-methyl-1-phenothiazin-10-yl-propan-1-one

(2R,3R)-3-Hydroxy-2-methyl-3-(3-nitro-phenyl)-1-phenothiazin-10-yl-propan-1-one