Falipamil

Base Information

• Chemical Name: Falipamil
• CAS No.: 77862-92-1
• Molecular Formula: C24H32 N2 O5
• Molecular Weight: 428.528
• UNII: N6A93ZMN7U
• DSSTox Substance ID: DTXSID70228476
• Nikkaji Number: J22.683A
• Wikipedia: Falipamil
• Wikidata: Q5431893
• NCI Thesaurus Code: C65614
• ChEMBL ID: CHEMBL1192913
• Mol file: 77862-92-1.mol

Synonyms:5,6-dimethoxy-2-(3-((alpha-(3,4-dimethoxy)phenylethyl)methylamino)propyl)phthalimidine;AQ-A 39;AQ-A-39;AQ-AH 208;AQ-AH-208;AQA 39;AQA 39Cl;falipamil;falipamil hydrochloride

Chemical Property of Falipamil

Chemical Property:

• Vapor Pressure: 3.2E-14mmHg at 25°C
• Boiling Point: 597.1°C at 760 mmHg
• Flash Point: 314.9°C
• PSA: 60.47000
• Density: 1.146g/cm³
• LogP: 3.17930
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 428.23112213
• Heavy Atom Count: 31
• Complexity: 562

Purity/Quality:

99%, ^*data from raw suppliers

FALIPAMIL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CCCN1CC2=CC(=C(C=C2C1=O)OC)OC)CCC3=CC(=C(C=C3)OC)OC
• Uses: Falipamil is a specific bradycardic agent and a calcium channel blocker.

Technology Process of Falipamil

There total 6 articles about Falipamil 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: 73.0%

N-methylhomoveratrylamine (3490-06-0) + 2-(3-chloropropyl)-5,6-dimethoxyisoindolin-1-one (1163250-40-5) → falipamil (77862-92-1)

Guidance literature:

In acetone; for 12h; Reflux;

DOI:10.1021/acs.orglett.8b00786

Reference yield:

4,5-dimethoxyphthalic anhydride (4821-94-7) → falipamil (77862-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 8 h / Heating

2: glacial acetic acid, Zn / 2 h / Heating

With acetic acid; zinc; In acetic acid;

DOI:10.1021/jm00167a033

Reference yield:

1-[N-methyl-N-(2(3,4-dimethoxy-phenyl)-ethyl)-amino]-3-aminopropane (55982-99-5) → falipamil (77862-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 8 h / Heating

2: glacial acetic acid, Zn / 2 h / Heating

With acetic acid; zinc; In acetic acid;

DOI:10.1021/jm00167a033

upstream raw materials:

2-{3-[(3,4-dimethoxy-phenethyl)-methyl-amino]-propyl}-5,6-dimethoxy-isoindole-1,3-dione

4,5-dimethoxyphthalic anhydride

1-[N-methyl-N-(2(3,4-dimethoxy-phenyl)-ethyl)-amino]-3-aminopropane

N-methylhomoveratrylamine

Refernces

• 1、 Lorion, Magali,Couture, Axel,Deniau, Eric,Grandclaudon, Pierre. "Complementary synthetic approaches to constitutionally diverse N-aminoalkylated isoindolinones: Application to the synthesis of falipamil and 5-HT1A receptor ligand analogues". experimental part. p. 1897 - 1903. Retrieved 2010/02/16.