Dexverapamil

Base Information

• Chemical Name: Dexverapamil
• CAS No.: 38321-02-7
• Molecular Formula: C27H38N2O4
• Molecular Weight: 454.61
• European Community (EC) Number: 253-878-4
• UNII: QR5PYD126V
• DSSTox Substance ID: DTXSID501009404
• Nikkaji Number: J221.681G
• Wikidata: Q27147324
• NCI Thesaurus Code: C1563
• Pharos Ligand ID: C4BLV5QLP2ZK
• Metabolomics Workbench ID: 125874
• ChEMBL ID: CHEMBL197
• Mol file: 38321-02-7.mol

Synonyms:Calan;Cordilox;Dexverapamil;Falicard;Finoptin;Hydrochloride, Verapamil;Iproveratril;Isoptin;Isoptine;Izoptin;Lekoptin;Verapamil;Verapamil Hydrochloride

Chemical Property of Dexverapamil

Chemical Property:

• Melting Point: 129-131oC
• Boiling Point: 586.1±50.0 °C(Predicted)
• PKA: 8.97±0.50(Predicted)
• PSA: 63.95000
• Density: 1.058±0.06 g/cm3(Predicted)
• LogP: 5.09308
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 454.28315770
• Heavy Atom Count: 33
• Complexity: 606

Purity/Quality:

98%Min ^*data from raw suppliers

(R)-(+)-VerapamilHCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(CCCN(C)CCC1=CC(=C(C=C1)OC)OC)(C#N)C2=CC(=C(C=C2)OC)OC
• Isomeric SMILES: CC(C)[C@@](CCCN(C)CCC1=CC(=C(C=C1)OC)OC)(C#N)C2=CC(=C(C=C2)OC)OC

Technology Process of Dexverapamil

There total 46 articles about Dexverapamil 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: 92.0%

N-methylhomoveratrylamine (3490-06-0) + (2R)-(+)-5-chloro-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile (38176-01-1) → dexverapamil (38321-02-7,56949-77-0)

Guidance literature:

at 130 ℃; for 1h;

DOI:10.1002/1099-0690(200104)2001:7<1349::AID-EJOC1349>3.0.CO;2-9

Reference yield: 70.5%

(+)-Norverapamil (67018-85-3) + [11C]methyl triflate (145577-00-0) → dexverapamil (38321-02-7,56949-77-0)

Guidance literature:

In acetonitrile; at 50 ℃; for 0.0833333h;

DOI:10.1002/jlcr.632

Reference yield: 45.8%

[11C]methyl iodide (54245-42-0) + (+)-Norverapamil (67018-85-3) → dexverapamil (38321-02-7,56949-77-0)

Guidance literature:

In acetonitrile; at 100 ℃; for 0.0833333h;

DOI:10.1002/jlcr.632

upstream raw materials:

N-methylhomoveratrylamine

(2R)-(+)-5-chloro-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile

Verapamil

[11C]methyl iodide

Downstream raw materials:

(+)-Verapamil hydrochloride

Refernces

• 1、 Kucerova, Gabriela,Kalikova, Kveta,Tesarova, Eva. "Enantioselective potential of polysaccharide-based chiral stationary phases in supercritical fluid chromatography". supporting information. p. 239 - 246. Retrieved 2017/05/29.
• 2、 Luurtsema, Gert,Windhorst, Albert D.,Mooijer, Martien P.J.,Herscheid, Jacobus D.M.,Lammertsma, Adriaan A.,Franssen, Eric J.F.. "Fully automated high yield synthesis of (R)- and (S)-[11C]verapamil for measuring P-glycoprotein function with positron emission tomography". . p. 1199 - 1207. Retrieved 2007/10/03.