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Technology Process of 1,4-Dihydropyridine

1,4-Dihydropyridine

Base Information
  • Chemical Name:1,4-Dihydropyridine
  • CAS No.:3337-17-5
  • Deprecated CAS:27790-86-9
  • Molecular Formula:C5H7 N
  • Molecular Weight:81.1173
  • Hs Code.:
  • UNII:7M8K3P6I89
  • DSSTox Substance ID:DTXSID20274185
  • Nikkaji Number:J356.104F
  • Wikipedia:1,4-Dihydropyridine
  • Wikidata:Q39094
  • Mol file:3337-17-5.mol
1,4-Dihydropyridine

Synonyms:1,4-dihydropyridine;dihydropyridine;Lemildipine

Suppliers and Price of 1,4-Dihydropyridine
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
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Total 5 raw suppliers
Chemical Property of 1,4-Dihydropyridine
Chemical Property:
  • Vapor Pressure:3.55mmHg at 25°C 
  • Boiling Point:152.1°Cat760mmHg 
  • Flash Point:46.3°C 
  • PSA：12.03000 
  • Density:0.91g/cm3 
  • LogP:1.33590 
  • XLogP3:1.2
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:0
  • Exact Mass:81.057849228
  • Heavy Atom Count:6
  • Complexity:71.9
Purity/Quality:

99% *data from raw suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:C1C=CNC=C1
Technology Process of 1,4-Dihydropyridine

There total 11 articles about 1,4-Dihydropyridine 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: 80.0%

1,4-dihydropyridine
3337-17-5

1,4-dihydropyridine

Guidance literature:

Reference yield:

lansbury’s reagent

lansbury’s reagent

1,4-dihydropyridine
3337-17-5

1,4-dihydropyridine

Guidance literature:
lansbury’s reagent; With perdeuteriopyridine; In tetrahydrofuran-d8; water; Inert atmosphere;
With carbon dioxide; under 1520.1 Torr;
DOI:10.1021/acs.organomet.8b00600

Reference yield:

2-bromo-pyridine
109-04-6

2-bromo-pyridine

1,4-dihydropyridine
3337-17-5

1,4-dihydropyridine

Guidance literature:
Multi-step reaction with 3 steps
1: [Cp(P-iPr3)Ru(CH3CN)2](1+)*B(C6F5)4(1-) / dichloromethane / 3 h / 20 °C / Inert atmosphere
2: CpRu(PiPr3)(CH3CN)2PF6 / 0.08 h / 20 °C / Inert atmosphere
3: hexane
With CpRu(PiPr3)(CH3CN)2PF6; [Cp(P-iPr3)Ru(CH3CN)2](1+)*B(C6F5)4(1-); In hexane; dichloromethane;
DOI:10.1002/anie.201006135
upstream raw materials:

pyridine

pyridin-1-ium

ethanol

Dimethylphenylsilane

Downstream raw materials:

7-(benzenesulfonyl)-2,7-diazabicyclo<4.1.0>hept-3-ene

pyridine

(CO)5WCH(C5H5N)((CH2)4OC6H5)

(CO)5WCH((CH2)2C6H5)(C5H5N)

Refernces

Synthesis and antimicrobial activity of a new series of 1,4-dihydropyridine derivatives

10.2298/JSC091127003K

The research focuses on the synthesis and antimicrobial activity of a new series of 1,4-dihydropyridine derivatives. The purpose of the study was to prepare a series of 1,4-dihydropyridine derivatives (1a–g) using Hantzsch syntheses and then react these compounds with thiosemicarbazide to yield a new series of compounds (2a–g). The synthesized compounds were confirmed through IR, 1H-NMR, 13C-NMR, mass spectral, and elemental analysis. The research aimed to evaluate the antimicrobial activity of these compounds, with a particular interest in their potential as vasodilators, antihypertensive, anti-inflammatory, and calcium channel modulators. The conclusions drawn from the study indicated that compound 2c exhibited higher activity than ciprofloxacin against Staphylococcus aureus, and compound 2d showed greater activity than clotrimazole against Candida albicans, suggesting potential for further investigation in the field of antimicrobial agents.

The alkylation of Hantzsch 1,4-dihydropyridines

10.1002/jhet.5570230617

The research investigates the alkylation of Hantzsch 1,4-dihydropyridines to develop methods for their mono- and di-alkylation. The study aims to synthesize these compounds, which are of interest due to their potential as calcium channel blockers in cardiac and vascular smooth muscle. Key chemicals used include 3,5-diester and 3,5-dinitrile derivatives of 1,4-dihydropyridine, lithium diisopropylamide, and alkyl halides such as methyl iodide. The research concludes that the alkylation reactions proceed through mono-enolates with rapid proton exchanges, rather than dianions. The study provides methods for both mono- and di-alkylation, and explores the use of dihalides to prepare bicyclic compounds. However, the synthesized alkylation products were found to lack significant calcium modulatory activity in vitro.

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