Trimeprazine

Base Information

• Chemical Name: Trimeprazine
• CAS No.: 84-96-8
• Molecular Formula: C18H22 N2 S
• Molecular Weight: 298.452
• European Community (EC) Number: 201-577-3
• UNII: 76H78MJJ52
• DSSTox Substance ID: DTXSID9023708
• Nikkaji Number: J4.905K
• Wikipedia: Alimemazine
• Wikidata: Q2623251
• NCI Thesaurus Code: C72677
• Pharos Ligand ID: WDT3YAWGHJ31
• Metabolomics Workbench ID: 43454
• ChEMBL ID: CHEMBL829
• Mol file: 84-96-8.mol

Synonyms:Alimemazine;Isobutrazine;Methylpromazine;Nedeltran;Panectyl;Repeltin;Spansule;Théralène;Trimeprazine;Vallergan;Variargil

Chemical Property of Trimeprazine

Chemical Property:

• Appearance/Colour: Light Yellow Solid
• Melting Point: 68 ºC
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 420.3°Cat760mmHg
• PKA: pKa 9.00 (Uncertain)
• Flash Point: 208°C
• PSA: 31.78000
• Density: 1.203 g/cm³
• LogP: 4.55200
• Water Solubility.: 0.942 mg/L
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 298.15036988
• Heavy Atom Count: 21
• Complexity: 311

Purity/Quality:

99.9% ^*data from raw suppliers

Trimeprazine-d6(Alimemazine-d6)HCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CN1C2=CC=CC=C2SC3=CC=CC=C31)CN(C)C
• Uses: Trimeprazine is used for treating itching during dermatitis of both allergic and nonallergic origin.

Technology Process of Trimeprazine

There total 10 articles about Trimeprazine 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: 80.0%

10-allylphenothiazine (20962-92-9) + carbon monoxide (201230-82-2) + dimethyl amine (124-40-3) → N,N-dimethyl-N-<4-(10H-10-phenothiazinyl)butyl>amine (33326-77-1) + Alimemazine (84-96-8)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; hydrogen; at 120 ℃; for 48h; under 82506.6 Torr;

DOI:10.1016/S0040-4020(99)00536-0

Reference yield:

10H-phenothiazine (92-84-2) + 3-(dimethylamino)-2-methylpropylchloride (23349-86-2) → Alimemazine (84-96-8)

Guidance literature:

10H-phenothiazine; With sodium amide; In 5,5-dimethyl-1,3-cyclohexadiene; for 2h; Reflux;

3-(dimethylamino)-2-methylpropylchloride; In 5,5-dimethyl-1,3-cyclohexadiene; for 20h; Reflux;

Reference yield:

10H-phenothiazine (92-84-2) → Alimemazine (84-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent

2: 80 percent / 2, H₂ / 48 h / 120 °C / 82506.6 Torr

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; hydrogen;

DOI:10.1016/S0040-4020(99)00536-0

upstream raw materials:

10-allylphenothiazine

carbon monoxide

dimethyl amine

formaldehyd

Downstream raw materials:

10-3-(dimethylamino-2-methylpropyl)phenothiazine cation

formaldehyd

Refernces

• 1、 Rische, Thorsten,Mueller, Kai-Sven,Eilbracht, Peter. "One-pot synthesis of pharmacologically active diamines via rhodium- catalysed carbonylative hydroaminomethylation of heterocyclic allylic amines". . p. 9801 - 9816. Retrieved 2007/10/03.