Pilsicainide

Base Information

• Chemical Name: Pilsicainide
• CAS No.: 88069-67-4
• Molecular Formula: C17H24N2O
• Molecular Weight: 272.39
• Hs Code.: 2933990090
• European Community (EC) Number: 835-741-6
• UNII: AV0X7V6CSE
• DSSTox Substance ID: DTXSID1046639
• Nikkaji Number: J355.412K
• Wikipedia: Pilsicainide
• Wikidata: Q7194521
• NCI Thesaurus Code: C72582
• Pharos Ligand ID: WJ9LJGCF28AV
• Metabolomics Workbench ID: 153652
• ChEMBL ID: CHEMBL163238
• Mol file: 88069-67-4.mol

Synonyms:1H-pyrrolizine-7a(5H)-acetamide, N-(2,6-dimethylphenyl)tetrahydro-, hydrochloride (1:1);1H-pyrrolizine-7a(5H)-acetamide, N-(2,6-dimethylphenyl)tetrahydro-, hydrochloride hemihydrate;N-(2,6-dimethylphenyl)-8-pyrrolizidineacetamide hydrochloride;pilsicainide;pilsicainide hydrochloride;pilsicainide hydrochloride hemihydrate;pilsicainide hydrochloride hydrate;SUN 1165;SUN-1165;tetrahydro-1H-pyrrolizine-7a(5H)-aceto-2',6'-xylidide

Chemical Property of Pilsicainide

Chemical Property:

• Vapor Pressure: 3.7E-07mmHg at 25°C
• Refractive Index: 1.581
• Boiling Point: 416.9 °C at 760 mmHg
• Flash Point: 205.9 °C
• PSA: 32.34000
• Density: 1.11 g/cm³
• LogP: 3.27130
• Storage Temp.: room temp
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 272.188863393
• Heavy Atom Count: 20
• Complexity: 348

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pilsicainide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)NC(=O)CC23CCCN2CCC3
• Recent ClinicalTrials: Efficacy of Pilsicainide After Radiofrequency Ablation of Paroxysmal Atrial Fibrillation
• Recent NIPH Clinical Trials: The multicenter study of rhythm-control drugs in patients with paroxysmal atrial fibrillation: Comparison of the efficacy of flecainide or pilsicainide in patients with symptomatic paroxysmal atrial fibrillation

Technology Process of Pilsicainide

There total 4 articles about Pilsicainide 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:

Δ1(8)-dehydropyrrolizidine (20463-30-3) → pilsicainide (88069-67-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / dioxane / 14 h / Heating

2: oxalyl chloride / CHCl₃ / 1 h / 40 °C

3: CHCl₃ / 1 h / Ambient temperature

With oxalyl dichloride; In 1,4-dioxane; chloroform;

DOI:10.1021/jm00383a005

Reference yield:

1-azoniabicyclo[3.3.0]oct-1(5)-ene perchlorate → pilsicainide (88069-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 5.01 g / ethanol / 8 h / Heating

2: 1.) NaH / 1.) 1,4-dioxane, 100 deg C, 2 h, 2.) 1,4-dioxane, 100 deg C, 2 h

With sodium hydride; In ethanol;

DOI:10.1021/jm00383a005

Reference yield:

7a-carboxymethylhexahydro-1H-pyrrolizine (94794-30-6) → pilsicainide (88069-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / CHCl₃ / 1 h / 40 °C

2: CHCl₃ / 1 h / Ambient temperature

With oxalyl dichloride; In chloroform;

DOI:10.1021/jm00383a005

upstream raw materials:

ethyl tetrahydro-1H-pyrrolizin-7a(5H)-ylacetate

2,6-dimethylaniline

Δ¹⁽⁸⁾-dehydropyrrolizidine

7a-carboxymethylhexahydro-1H-pyrrolizine

Refernces