Acepromazine

Base Information

• Chemical Name: Acepromazine
• CAS No.: 61-00-7
• Molecular Formula: C19H22 N2 O S
• Molecular Weight: 326.462
• Hs Code.: 2934300000
• European Community (EC) Number: 200-496-0
• UNII: 54EJ303F0R
• DSSTox Substance ID: DTXSID1022552
• Nikkaji Number: J4.812G
• Wikipedia: Acepromazine
• Wikidata: Q425097
• NCI Thesaurus Code: C77568
• RXCUI: 155
• Pharos Ligand ID: QV8B61QT3GNN
• Metabolomics Workbench ID: 43599
• ChEMBL ID: CHEMBL39560
• Mol file: 61-00-7.mol

Synonyms:Acepromazine;Acepromazine Maleate;Acetazine;Acetopromazine;Acetylpromazine;Calmivet;Maleate, Acepromazine;Plegicil;Vetranquil

Chemical Property of Acepromazine

Chemical Property:

• Melting Point: <25 °C
• Refractive Index: 1.5950 (estimate)
• Boiling Point: bp0.5 220-240°
• PKA: 9.41±0.28(Predicted)
• PSA: 48.85000
• Density: 1.1075 (rough estimate)
• LogP: 4.50860
• Water Solubility.: 16mg/L(25 oC)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 326.14528450
• Heavy Atom Count: 23
• Complexity: 414

Purity/Quality:

99.9% ^*data from raw suppliers

Acepromazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3N2CCCN(C)C
• Recent ClinicalTrials: Efficacy Study of Rituximab After ASCT in High-Risk Diffuse Large B-Cell Lymphoma

Technology Process of Acepromazine

There total 12 articles about Acepromazine 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: 75.0%

C13H19IN2O (1219602-22-8) + o-bromothiophenol (6320-02-1) → acetopromazine (61-00-7)

Guidance literature:

With copper(l) iodide; potassium carbonate; L-proline; In ethyl methyl ether; at 90 - 110 ℃; Inert atmosphere;

DOI:10.1002/anie.200905646

Reference yield: 22.0%

2-acetylphenothiazine (6631-94-3) + 3-(Dimethylamino)propyl chloride (109-54-6) → acetopromazine (61-00-7)

Guidance literature:

2-acetylphenothiazine; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

3-(Dimethylamino)propyl chloride; In N,N-dimethyl-formamide; at 50 ℃; for 5h;

DOI:10.1016/j.ejmech.2020.112295

Reference yield:

10-acetyl-10H-phenothiazine (1628-29-1) → acetopromazine (61-00-7)

Guidance literature:

Multi-step reaction with 3 steps

1: AlCl₃ / CS₂ / 6 h / Heating

2: aq. HCl / ethanol

3: NaH

With hydrogenchloride; aluminium trichloride; sodium hydride; In carbon disulfide; ethanol;

DOI:10.1021/jm960814j

upstream raw materials:

2-acetyl-phenothiazine-10-carboxylic acid 3-dimethylamino-propyl ester

2-acetyl-10-(3'-chloropropyl)-10H-phenothiazine

dimethyl amine

2-acetylphenothiazine

Downstream raw materials:

1-[10-(3-dimethylamino-propyl)-phenothiazin-2-yl]-ethanol

Refernces

• 1、 Dawei, Ma.,Geng, Qian,Zhang, Hui,Jiang, Yongwen. "Assembly of substituted phenothiazines by a sequentially controlled CuI/L-proline-catalyzed cascade C-S and C-N bond formation". supporting information; experimental part. p. 1291 - 1294. Retrieved 2010/05/17.
• 2、 -. "Decane-1,10-diisocyanates and methods of making the same". . . Retrieved 2008/06/13.