Trimetozine

Base Information

• Chemical Name: Trimetozine
• CAS No.: 635-41-6
• Molecular Formula: C14H19 N O5
• Molecular Weight: 281.309
• European Community (EC) Number: 211-236-0
• NSC Number: 758689,62939
• UNII: 31EPT7G9PL
• DSSTox Substance ID: DTXSID8023713
• Nikkaji Number: J6.909D
• Wikipedia: Trimetozine
• Wikidata: Q844489
• NCI Thesaurus Code: C76510
• ChEMBL ID: CHEMBL1697853
• Mol file: 635-41-6.mol

Synonyms:trimetozine;trioxazine

Chemical Property of Trimetozine

Chemical Property:

• Vapor Pressure: 1.07E-08mmHg at 25°C
• Melting Point: 120-122°
• Refractive Index: 1.5230 (estimate)
• Boiling Point: 461.5°C at 760 mmHg
• PKA: -1.60±0.20(Predicted)
• Flash Point: 232.9°C
• PSA: 57.23000
• Density: 1.184g/cm³
• LogP: 1.12270
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 281.12632271
• Heavy Atom Count: 20
• Complexity: 305

Purity/Quality:

99% ^*data from raw suppliers

Trimetozine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C(=O)N2CCOCC2
• Uses: A sedative with mild tranquilizing effects. Trimetozine has been used therapeutically in the treatment of anxiety. It is also a metabolite of the antisecretory and antiulcer drug Trithiozine. antiurolithic, depigmentation, radiation protectant A sedative with mild tranquilizing effects. It has been used therapeutically in the treatment of anxiety. It is also a metabolite of the antisecretory and antiulcer drug Trithiozine.
• Therapeutic Function: Sedative

Technology Process of Trimetozine

There total 7 articles about Trimetozine 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: 88.0%

morpholine (110-91-8,99108-56-2) + 3,4,5-Trimethoxybenzoyl chloride (4521-61-3) → trimetozine (635-41-6)

Guidance literature:

morpholine; With potassium carbonate; In tetrahydrofuran; at 20 ℃; for 0.25h;

3,4,5-Trimethoxybenzoyl chloride; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1080/14786410802090359

Reference yield: 86.0%

→ trimetozine (635-41-6) + morpholin hydrochloride (10024-89-2)

Guidance literature:

Reference yield: 84.0%

morpholine (110-91-8,99108-56-2) + 5-iodo-1,2,3-trimethoxybenzene (25245-29-8) + carbon monoxide (201230-82-2) → trimetozine (635-41-6) + 1-morpholino-2-(3,4,5-trimethoxyphenyl)ethane-1,2-dione

Guidance literature:

5-iodo-1,2,3-trimethoxybenzene; With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 2h; Inert atmosphere;

morpholine; carbon monoxide; In N,N-dimethyl-formamide; at 80 ℃; for 24h; chemoselective reaction;

DOI:10.1039/c4gc02469a

upstream raw materials:

morpholine

3,4,5-Trimethoxybenzoyl chloride

tritiozine

Eudesmic acid

Downstream raw materials:

tritiozine

methyl (E)-3-(3,4,5-trimethoxyphenyl)-3-(dimethyl(phenyl)silyl)acrylate

(dimethylphenylsilyl)(3,4,5-trimethoxyphenyl)methanone

Refernces

• 1、 Bathini, Thulasiram,Rawat, Vikas S.,Bojja, Sreedhar. "In situ protection and deprotection of amines for iron catalyzed oxidative amidation of aldehydes". supporting information. p. 5656 - 5660. Retrieved 2015/09/15.
• 2、 Khan, Khalid Mohammed,Khan, Muhammad Zarrar,Taha, Muhammad,Maharvi, Ghulam Murtaza,Saify, Zafar Saeed,Parveen, Shahnaz,Choudhary, Muhammad Iqbal. "Leishmanicidal potential of N-substituted morpholine derivatives: Synthesis and structure-activity relationships". experimental part. p. 479 - 484. Retrieved 2010/06/21.