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Usage

Uses

Used in Pharmaceutical Industry:
1-N-PROPYLISOQUINOLINIUM BROMIDE is used as a therapeutic agent for treating overactive bladder and urinary incontinence due to its ability to block acetylcholine, leading to the relaxation of bladder muscles and reduced urgency and frequency of urination.
Used in Laboratory Research:
1-N-PROPYLISOQUINOLINIUM BROMIDE is used as a research chemical in laboratories for studying its anticholinergic and antimuscarinic properties, as well as its potential applications in various medical conditions.
Used in Veterinary Medicine:
1-N-PROPYLISOQUINOLINIUM BROMIDE is used as a veterinary drug to treat similar conditions in animals, such as overactive bladder and urinary incontinence, by leveraging its anticholinergic and antimuscarinic properties to relax the bladder muscles and control urination.

InChI:InChI=1/C12H14N.BrH/c1-2-8-13-9-7-11-5-3-4-6-12(11)10-13;/h3-7,9-10H,2,8H2,1H3;1H/q+1;/p-1

Upstream product

• 119-65-3 isoquinoline 
• 106-94-5 propyl bromide 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 83696-69-9 2-propylisoquinolin-1(2H)-one 
• 57928-05-9 2-Propyl-1,2,3,4-tetrahydro-isochinolin 

Relevant academic research and scientific papers

Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations

Photoactive two-dimensional covalent organic frameworks (2D-COFs) have become promising heterogenous photocatalysts in visible-light-driven organic transformations. Herein, a visible-light-driven selective aerobic oxidation of various small organic molecules by using 2D-COFs as the photocatalyst was developed. In this protocol, due to the remarkable photocatalytic capability of hydrazone-based 2D-COF-1 on molecular oxygen activation, a wide range of amides, quinolones, heterocyclic compounds, and sulfoxides were obtained with high efficiency and excellent functional group tolerance under very mild reaction conditions. Furthermore, benefiting from the inherent advantage of heterogenous photocatalysis, prominent sustainability and easy photocatalyst recyclability, a drug molecule (modafinil) and an oxidized mustard gas simulant (2-chloroethyl ethyl sulfoxide) were selectively and easily obtained in scale-up reactions. Mechanistic investigations were conducted using radical quenching experiments and in situ ESR spectroscopy, all corroborating the proposed role of 2D-COF-1 in photocatalytic cycle.

Carbene-catalyzed aerobic oxidation of isoquinolinium salts: Efficient synthesis of isoquinolinones

A mild and environmentally friendly carbene-catalyzed aerobic oxidation of isoquinolinium salts was successfully realized. Accordingly, a diverse set of isoquinolinones and phenanthridinones was efficiently prepared in good to excellent yields. The mechanistic study indicates that the formation of an aza-Breslow intermediate is the crucial step in this transformation. This reaction features ambient air as the sole oxidant and oxygen source, a broad substrate scope, and excellent functional-group tolerance and proceeds under mild reaction conditions. Furthermore, a highly efficient synthesis of bioactive molecules and natural products including N-methylcrinasiadine, N-isopentylcrinasiadine, N-phenethylcrinasiadine, isoindolo[2,1-b]isoquinolin-5(7H)-one, PJ-34, rac-Gusanlung D, rosettacin, 8-oxopseudopalmatine and ilicifoline B was accomplished.

Analysis of ion association reactions between monovalent polycyclic aromatic cations and anions in aqueous solution as studied by capillary zone electrophoresis

Ion association reactions between monovalent polycyclic aromatic cations and anions have been studied through the mobility change in capillary zone electrophoresis. When the cationic reagent possessing aromatic moieties was used, isomers of aromatic anions were well resolved. Apparent electrophoretic mobility of the anions decreased with an increase in the concentration of the cationic reagent in the migrating solution; the magnitude of the decrease was large when bulkier cations were used. The ion association constants obtained by analyzing the mobility change increased with an increase in the number of aromatic rings of either the pairing cations or the anions. The ion associates formed consist of monovalent cations and anions, and the ion association constant for an ion associate formed between 1- propylbenzo[f]quinolinium ion and pyrene-1-carboxylate ion was in the magnitude of 102.74 dm3 mol-1. Such ion associability was interpreted from the contribution of the stacking of aromatic moieties in an aqueous solution, in addition to the increase in the hydrophobicity.

ON HYDROBORATION OF 2-ALLYL-1,2,3,4-TETRAHYDROISOQUINOLINE

Heating of 2-allyl-1,2,3,4-tetrahydroisoquinoline (I) with triethylamine-borane afforded 7,8-benzo-5-aza-1-boraspirodecane (II) which was hydrolyzed with hydrochloric acid to 3-(1,2,3,4-tetrahydro-2-isoquinolyl)propylboronic acid hydrochloride (III).Ethanolysis of II led to the diethyl ester IV.Compounds II and III were oxidized to give 3-(1,2,3,4-tetrahydro-2-isoquinolyl)-1-propanol (V).