(R)-(+)-Norverapamil Hydrochloride

Base Information

• Chemical Name: (R)-(+)-Norverapamil Hydrochloride
• CAS No.: 123932-43-4
• Molecular Formula: C₂₆H₃₆N₂O₄
• Molecular Weight: 440.583
• Mol file: 123932-43-4.mol

Synonyms:Benzeneacetonitrile,a-[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-3,4-dimethoxy-a-(1-methylethyl)-, (R)-;(R)-Norverapamil

Chemical Property of (R)-(+)-Norverapamil Hydrochloride

Chemical Property:

• PSA: 72.74000
• LogP: 5.14178

Purity/Quality:

98%Min ^*data from raw suppliers

(R)-(+)-NORVERAPAMIL HYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: The chiral metabolite of Verapamil

Technology Process of (R)-(+)-Norverapamil Hydrochloride

There total 16 articles about (R)-(+)-Norverapamil Hydrochloride 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: 37.0%

2-(3,4-dimethoxyphenyl)-2-isopropyl-2-(3-chloropropyl)acetonitrile (27487-83-8) + 2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → norverapamil (67018-85-3,73980-36-6,123931-31-7,123932-43-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 12h;

DOI:10.1016/j.bmcl.2014.05.022

Reference yield:

Verapamil (52-53-9,56949-77-0) → D 620 (27487-66-7) + 2-(3,4-dimethoxyphenyl)-2-isopropyl-5-methylamino-pentanenitrile (34245-14-2) + norverapamil (67018-85-3,73980-36-6,123931-31-7,123932-43-4)

Guidance literature:

With NADPH; In water; dimethyl sulfoxide; at 37 ℃; for 1h; Microbiological reaction;

DOI:10.1002/rcm.4465

Reference yield:

Verapamil (52-53-9,56949-77-0) → 2-(3,4-dimethoxyphenyl)-2-isopropyl-5-methylamino-pentanenitrile (34245-14-2) + norverapamil (67018-85-3,73980-36-6,123931-31-7,123932-43-4) + D 702

Guidance literature:

With cytochrome P₄₅₀ BM₃ chimera variant 11113311; at 37 ℃; for 1h; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1002/chem.200900643

upstream raw materials:

2-(3,4-dimethoxyphenyl)-ethylamine

Verapamil

2-(3,4-dimethoxyphenyl)-2-isopropyl-2-(3-chloropropyl)acetonitrile

3,4-dimethoxyphenylacetonitrile

Downstream raw materials:

5-{cyclopropyl-[2-(3,4-dimethoxy-phenyl)-ethyl]-amino}-2-(3,4-dimethoxy-phenyl)-2-isopropyl-pentanenitrile

5-((3,4-dimethoxyphenethyl)(2-fluoroethyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile

2-(3,4-dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)ethyl]-(1-oxyl-2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-4-ylmethyl)amino]-2-isopropyl-pentanenitrile radical

2-(3,4-dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)ethyl]-(1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-ylmethyl)-amino]-2-isopropyl-pentanenitrile radical

Refernces

• 1、 Rousu, Timo,Herttuainen, Jukka,Tolonen, Ari. "Comparison of triple quadrupole, hybrid linear ion trap triple quadrupole, time-of-flight and LTQ-orbitrap mass spectrometers in drug discovery phase metabolite screening and identification in vitro - amitriptyline and verapamil as model compounds". experimental part. p. 939 - 957. Retrieved 2011/10/19.
• 2、 -. "Process for the preparation of basically substituted phenylacetonitriles". . . Retrieved 2008/06/13.