112891-30-2

Usage

Uses

Used in Pharmaceutical Applications:
1-(4-Chloro-phenyl)-1,2,3,4-tetrahydro-isoquinoline is used as a modulator in the pharmaceutical industry for its ability to inhibit dopamine reuptake, which may be beneficial for the treatment of neurological disorders related to dopamine imbalances.
Used in Neurological Disorder Treatment:
In the medical field, 1-(4-Chloro-phenyl)-1,2,3,4-tetrahydro-isoquinoline is used as a potential treatment for neurological disorders due to its neuroprotective effects, which could help in mitigating the progression of such conditions.
Used in Anticancer Research:
1-(4-Chloro-phenyl)-1,2,3,4-tetrahydro-isoquinoline is used as a potential anticancer agent in oncology, where further research is being conducted to understand its effects on cancer cells and its potential role in cancer treatment.
Used as a Precursor in Synthesis:
In the chemical industry, 1-(4-Chloro-phenyl)-1,2,3,4-tetrahydro-isoquinoline serves as a precursor in the synthesis of other pharmaceutical compounds, contributing to the development of new drugs with various applications.
Further research is necessary to fully comprehend and exploit the potential of 1-(4-Chloro-phenyl)-1,2,3,4-tetrahydro-isoquinoline across different pharmaceutical and medical applications.

Upstream product

• 74-11-3 para-chlorobenzoic acid 
• 13540-95-9 N-(4-chlorobenzylidene)-2-phenylethanamine 
• 64-04-0 phenethylamine 
• 122-01-0 4-chloro-benzoyl chloride 
• 39887-24-6 N-(2-phenylethyl)-p-chlorobenzamide 
• 112891-29-9 1-(4'-chlorophenyl)-3,4-dihydroisoquinoline 

Downstream Products

• 112891-29-9 1-(4'-chlorophenyl)-3,4-dihydroisoquinoline 
• 924488-26-6 1-(4-chlorophenyl)-N-(4-fluorophenyl)-3,4-dihydroisoquinoline-2(1H)-carboxamide 
• 180272-37-1 Ethyl 1-(4-chlorophenyl)-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate 

Relevant academic research and scientific papers

Enhancement of the carbamate activation rate enabled syntheses of tetracyclic benzolactams: 8-oxoberbines and their 5- And 7-membered C-ring homologues

A route to the direct amidation of aromatic-ring-tetheredN-carbamoyl tetrahydroisoquinoline substrates was developed. This route enabled general access to 8-oxoberberines and their 5- and 7- membered C-ring homologues. It overcomes the undesired tandem side-reactions that result in the destruction of the isoquinoline backbone, which inevitably occurred under our previously reported superacidic carbamate activation method.

Discovery of quinuclidine modulators of cellular progranulin

Phenotypic screening of an annotated small molecule library identified the quinuclidine tetrahydroisoquinoline solifenacin (1) as a robust enhancer of progranulin secretion with single digit micromolar potency in a murine microglial (BV-2) cell line. Subsequent SAR development led to the identification of 29 with a 38-fold decrease in muscarinic receptor antagonist activity and a 10-fold improvement in BV-2 potency.

Diprotonative stabilization of ring-opened carbocationic intermediates: conversion of tetrahydroisoquinoline to triarylmethanes

Superacid-promoted conversion of tetrahydroisoquinolines to triarylmethanes via tandem reactions of C-N bond scission, Friedel-Crafts alkylation, C-O bond scission, and electrophilic aromatic amidation was developed. Dication formation was important for stabilizing the ring-opened carbocationic intermediate, which is a new role for diprotonation in reaction mechanisms. This journal is

Preparation and medical use for tetrahydroisoquinoline compound and salt of tetrahydroisoquinoline compound

The invention discloses a novel tetrahydroisoquinoline compound as well as a preparation method, a pharmaceutical composition and use thereof and particularly discloses a compound represented by a general formula (I) (shown in the description), a pharmaceutically acceptable salt of the compound, a preparation process of the compound, a pharmaceutical composition containing the compound representedby the general formula (I) and application of the compound and the composition in the treatment of diseases relevant with type 2 diabetes mellitus, hyperlipidemia and fatty liver.

TRP-M8 RECEPTOR LIGANDS AND THEIR USE IN TREATMENTS

Tetrahydroisoquinoline compounds of formula (I), and compositions containing them, for the treatment of acute, inflammatory and neurophatic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neurophatic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintened pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritus, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

Prototype Pictet-Spengler reactions catalyzed by superacids. Involvement of dicationic superelectrophiles

The Pictet-Spengler reaction, an acid-catalyzed intramolecular cyclization of intermediate imines of 2-arylethylamine to give 1,2,3,4- tetrahydroisoquinolines, has long been limited to active substrates which bear strongly electron-donating groups such as a methoxy or a hydroxy group on the cyclizing benzene ring. In this paper, we present superacid-catalyzed Pictet-Spengler reactions of imines of 2-phenethylamine, including the prototype Pictet-Spengler reaction of N-methylene-2-phenethylamine, to give the parent and 1-substituted 1,2,3,4-tetrahydroisoquinolines in moderate to high yields. The yields are dependent on the acidity of the media. A linear relationship was found between the rate of the cyclization and the acidity of the reaction media in kinetic studies of N-methylene-2-phenethylamine and related imines, strongly supporting the intervention of an additional protonative activation of the N-protonated imines, that is, the involvement of dicationic superelectrophiles, N,N-diprotonated imines (ammonium- carbenium dications). We further found that the prototype cyclization of the parent N-methylene-2-phenethylamine is also catalyzed by TFA to give 1,2,3,4- tetrahydroisoquinoline in good yield, although the cyclization is significantly slower than that catalyzed by superacids. The prototype Pictet- Spengler cyclization of N-methylene-2-phenethylamine can thus take place both through the monocation (the N-monoprotonated imine) and the dication (the N,N-diprotonated imine), the latter reaction being predominant in superacids.

Phencyclidine-like Effects of Tetrahydroisoquinolines and Related Compounds

A series of 1,2,3,4-tetrahydroisoquinolines, tetrahydrothienopyridines, and related compounds were evaluated for their ability to inhibit binding of -1--N-allylnormetazocine to phencyclidine (PCP) and ? receptors, respectively.A representative series of compounds was evaluated in behavioral assays to determine the ability of the compounds to induce PCP-like stereotyped behavior and ataxia.All of the compounds caused stereotyped behavior and ataxia, indicating their agonist actions at the PCP site.