Dexetimide

Base Information

• Chemical Name: Dexetimide
• CAS No.: 21888-98-2
• Molecular Formula: C23H26 N2 O2
• Molecular Weight: 362.472
• UNII: 43477QYX3D
• DSSTox Substance ID: DTXSID701043218
• Nikkaji Number: J11.153H
• Wikipedia: Dexetimide
• Wikidata: Q904647
• NCI Thesaurus Code: C78069
• Pharos Ligand ID: QFFM2X5ARU4D
• Metabolomics Workbench ID: 152071
• ChEMBL ID: CHEMBL1908364
• Mol file: 21888-98-2.mol

Synonyms:Benzetimide;Dexbenzetimid;Dexbenzetimide;Dexetimide;dextro Benzetimide;dextro-Benzetimide;R 16470;R-16470;R16470;Spasmentral;Tremblex

Chemical Property of Dexetimide

Chemical Property:

• Vapor Pressure: 6.86E-12mmHg at 25°C
• Melting Point: 181-183°
• Boiling Point: 543.9°Cat760mmHg
• Flash Point: 282.7°C
• PSA: 49.41000
• Density: 1.178g/cm³
• LogP: 4.34190
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 362.199428076
• Heavy Atom Count: 27
• Complexity: 529

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Dexetimide 99.20% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(CCC1C2(CCC(=O)NC2=O)C3=CC=CC=C3)CC4=CC=CC=C4
• Isomeric SMILES: C1CN(CCC1[C@@]2(CCC(=O)NC2=O)C3=CC=CC=C3)CC4=CC=CC=C4
• Uses: Anticholinergic.
• Therapeutic Function: Anticholinergic (ophthalmic)

Technology Process of Dexetimide

There total 1 articles about Dexetimide 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:

Benzetimide (14051-33-3) → [125I]-Dexetimide (21888-98-2) + Levetimide (21888-99-3)

Guidance literature:

In ethanol; n-heptane; Purification / work up; Resolution of racemate;

Reference yield: 93.0%

[125I]-Dexetimide (21888-98-2) → (S)-(+)-3-Phenyl-3-(4-piperidinyl)-2,6-piperidinedione (115216-87-0)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; for 72h; under 3102.9 Torr; Ambient temperature;

DOI:10.1021/jm00125a021

Reference yield:

[125I]-Dexetimide (21888-98-2) → (S)-3-Phenyl-3-<1-<<4-(trimethylsilyl)phenyl>methyl>-4-piperidinyl>-2,6-piperidinedione (119391-67-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / H₂, conc. aq. HCl / 5percent Pd/C / methanol / 72 h / 3102.9 Torr / Ambient temperature

2: 69 percent / 1) Na₂CO₃, 2) aq. HCl / 1) EtOH, reflux, 0.5 h

With hydrogenchloride; hydrogen; sodium carbonate; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00125a021

upstream raw materials:

Benzetimide

Downstream raw materials:

(S)-(+)-3-Phenyl-3-(4-piperidinyl)-2,6-piperidinedione

(S)-3-Phenyl-3-<1-<<4-(trimethylsilyl)phenyl>methyl>-4-piperidinyl>-2,6-piperidinedione

(S)-3-Phenyl-3-<1-<(4-iodophenyl)methyl>-4-piperidinyl>-2,6-piperidinedione hydrochloride

Refernces