40484-36-4

Usage

Uses

Used in Pharmaceutical Industry:
6-(Chloromethyl)phenanthridine is used as a key intermediate in the synthesis of pharmaceutical compounds for its ability to be incorporated into various drug molecules. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 6-(Chloromethyl)phenanthridine is utilized as a precursor in the production of agrochemicals, such as pesticides and herbicides. Its chemical properties enable the creation of effective compounds for crop protection and management.
Used in Material Science:
6-(Chloromethyl)phenanthridine is employed in material science as a component in the development of new materials with specific properties. Its incorporation into polymers and other materials can lead to advancements in areas such as electronics, coatings, and adhesives.

InChI:InChI=1/C14H10ClN/c15-9-14-12-7-2-1-5-10(12)11-6-3-4-8-13(11)16-14/h1-8H,9H2

Upstream product

• 23088-28-0 N-([1,1'-biphenyl]-2-yl)-2-chloroacetamide 
• 90-41-5 2-phenylaniline 
• 128-09-6 N-chloro-succinimide 
• 3955-65-5 6-methylphenanthridine 

Downstream Products

• 115173-64-3 N,N-bis-phenanthridin-6-ylmethyl-toluene-4-sulfonamide 
• 1015-89-0 phenanthridin-6-ol 
• 1271731-41-9 4-[bis(6-phenanthridinylmethyl)aminomethyl]benzoic acid 
• 1271731-46-4 4-[(bis(6-phenanthridinylmethyl)amino)methyl]benzoic acid methyl ester 
• 17613-40-0 bromo-6 phenanthridine 
• 115173-62-1 N-[2-(1,3-Dimethyl-6-methylamino-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-1-phenanthridin-6-yl-ethyl]-4-methyl-benzenesulfonamide 
• 113518-44-8 C₂₂H₁₉⁽²⁾HN₂O₂S 
• 115173-58-5 C₂₁H₁₉⁽²⁾HN₂O₂S 
• 115173-59-6 4-Methyl-N-(5-methyl-5,6-dihydro-phenanthridin-6-ylmethyl)-benzenesulfonamide 
• 97511-51-8 2-tosyl-1,2,3,12b-tetrahydroimidazol<1,5-f>phenanthridine 
• 97511-52-9 6-(p-tolylamidomethyl)-5,6-dihydrophenanthridine 
• 113518-45-9 6-(p-tosylamidomethyl)phenanthridine 
• 146174-68-7 4-t-butylcyclohexyl 6-phenanthridinylmethyl ether 
• 1015-89-0 6(5H)-phenanthridinone 

Relevant academic research and scientific papers

Controlling the isomerization rate of an azo-BF2 switch using aggregation

A novel visible-light activated azo-BF2 switch possessing a phenanthridinyl π-system has been synthesized, and its switching properties have been characterized as a function of concentration. The switch self-aggregates through π-π interactions, and the degree of aggregation modulates the Z → E thermal isomerization rate. This property allows for the active tuning of the thermal relaxation half-life of the same switch from seconds to days.

A Novel Organometallic ReI Complex with Favourable Properties for Bioimaging and Applicability in Solid-Phase Peptide Synthesis

Organometallic complexes possess great potential for imaging applications in biology, due to their kinetic stability and often favourable intrinsic properties. In this work we present a new class of ReI-tricarbonyl complexes with a substituted bis(phenanthridinylmethyl)amine (bpm) ligand. The complex Re(CO)3(R-bpm) could be conveniently prepared by microwave synthesis from [Re(CO)3(H2O)3]Br and a suitably substituted bis(phenanthridinylmethyl)amine (R-bpm). Complex 5, with R=CH2-CO2-CH3, was characterized by a single-crystal X-ray structure. Complex 6 (R=CH2-C6H4-CO2H) was used in solid-phase peptide synthesis (SPPS) to label the neurotensin(8-13) (NT) fragment N-terminally. The complexes show luminescence emission with large Stokes shifts (λex=350 nm, λem=570 nm). Cellular uptake and intracellular localization studies in several cell lines demonstrate the utility of the new Re(CO)3(R-bpm) complexes for fluorescence imaging and reveal significant differences between the simple methyl ester 5 and the NT bioconjugate 7. Imaging with metal complexes: The synthesis and characterization of a novel bis(phenanthridinylmethyl) (bpm) ligand and its rhenium tricarbonyl complexes are described. Moreover it is shown that the advantageous photophysical properties of these complexes could be exploited for application in cellular imaging experiments.

SYNTHESE DANS LA SERIE DES PHENANTHRIDINES. IV. PREPARATION DE NOUVEAUX RADIOPROTECTEURS A MOTIF PHENANTHRIDINE

New phenanthridines substituted in the 6-position by a β-aminoethylthiol chain have been synthesized.These new products are easily obtained from 6-methylphenanthridine by a Mannich reaction or from 6-bromophenanthridine by substitution.From the 6-carboxaldehydophenanthridine and the β-aminoethylthiol, the corresponding thiazolidine or imine are obtained.These compounds are likely to be new radioprotectors.

SYNTHESE DANS LA SERIE DES PHENANTHRIDINES I. RECHERCHES DES CONDITIONS EXPERIMENTALES OPTIMALES DANS LA PREPARATION D'ALKYL-6 PHENANTHRIDINES ET DE LEUR SEL

The synthesis of 6-alkylphenanthridines and their corresponding salts has been developed.The well known "biphenyl method" has been studied.Acylation of o-aminobiphenyl is achieved by an acid or the corresponding anhydride or acyl chloride.Cyclization of the intermediate o-acylamidobiphenyl has been studied in various conditions (solvents, temperature...).Quaternization has also been accomplished: new 6-alkylphenanthridinium salts have been prepared in good yields.