5465-86-1

Usage

Uses

Used in Pharmaceutical Applications:
4-Methyl-2-(1-piperidinyl)-quinoline is used as a pharmacological agent for targeting TRPC4 channels, which are involved in various cellular stimulation and muscle responses. Its high selectivity and potency make it a valuable tool in understanding the role of TRPC4 channels in different physiological and pathological processes.
Used in Research and Development:
In the field of research, 4-Methyl-2-(1-piperidinyl)-quinoline serves as a valuable compound for studying the function and regulation of TRPC4 channels. It can be used to investigate the molecular mechanisms underlying the activation and inhibition of these channels, as well as their contribution to various cellular processes.
Used in Drug Discovery:
4-Methyl-2-(1-piperidinyl)-quinoline can be utilized in drug discovery efforts to develop novel therapeutics targeting TRPC4 channels. Its high selectivity and potency make it an attractive starting point for the design and optimization of new drugs aimed at treating conditions associated with the dysregulation of TRPC4 channels.
Used in Ion Channel Modulation:
4-Methyl-2-(1-piperidinyl)-quinoline is used as a modulator of ion channel activity, specifically targeting TRPC4 channels. This application is relevant in the development of treatments for conditions where the regulation of ion channels is critical, such as certain neurological disorders or cardiovascular diseases.

Biochem/physiol Actions

ML204 is a potent and selective TRPC4 channel inhibitor.

InChI:InChI=1/C15H18N2/c1-12-11-15(17-9-5-2-6-10-17)16-14-8-4-3-7-13(12)14/h3-4,7-8,11H,2,5-6,9-10H2,1H3

Upstream product

• 110-89-4 piperidine 
• 634-47-9 2-chloro-4-methylquinoline 
• 5542-49-4 piperidin-1-yl benzoate 
• 19343-78-3 4-methyl-1,2,3,4-tetrahydroquinoline 
• 4053-40-1 4-methylquinoline 1-oxide 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 521270-78-0 1-(2-isocyanophenyl)ethan-1-one 
• 5257-06-7 N-(2-acetylphenyl)formamide 

Relevant academic research and scientific papers

Inhibition of Yeast-to-Hypha Transition and Virulence of Candida albicans by 2-Alkylaminoquinoline Derivatives

A rapid increase in Candida albicans infection and drug resistance has caused an emergent need for new clinical strategies against this fungal pathogen. In this study, we evaluated the inhibitory activity of a series of 2-alkylaminoquinoline derivatives against C. albicans isolates. A total of 28 compounds were assessed for their efficacy in inhibiting the yeast-to-hypha transition, which is considered one of the key virulence factors in C. albicans. Several compounds showed strong activity to decrease the morphological transition and virulence of C. albicans cells. The two leading compounds, compound 1 (2-[piperidin-1-yl]quinolone) and compound 12 (6-methyl-2-[piperidin-1-yl]quinoline), remarkably attenuated C. albicans hyphal formation and cytotoxicity in a dose-dependent manner, but they showed no toxicity to either C. albicans cells or human cells. Intriguingly, compound 12 showed an excellent ability to inhibit C. albicans infection in the mouse oral mucosal infection model. This leading compound also interfered with the expression levels of hypha-specific genes in the cyclic AMP-protein kinase A and mitogen-activated protein kinase signaling pathways. Our findings suggest that 2-alkylaminoquinoline derivatives could potentially be developed as novel therapeutic agents against C. albicans infection due to their interference with the yeast-to-hypha transition.

TRPC4 MODULATORS FOR USE IN THE TREATMENT OR PREVENTION OF PAIN

The instant application discloses methods of treating, reducing, or preventing pain in a mammal, which may include administering a compound capable of modulating a transient receptor potential channel. In one aspect, the TRP channel may be TRPC4. Types of pain contemplated by the present disclosure include acute, chronic, neuropathic, and nociceptive pain.

2-alkylamine quinoline compound for preventing and treating candida albicans as well as preparation method and application of 2-alkylamine quinoline compound

The invention belongs to the technical field of biomedicines and in particular relates to a 2-alkylamine quinoline compound for preventing and treating candida albicans as well as a preparation methodand application of the 2-alkylamine quinoline compound. The compound is prepared from a compound A (1,2,3,4-Tetrahydroquinolines) and a compound B (O-benzoyl hydroxylamines) as raw materials throughsynthesis. Compared with the prior art, the compound has the advantages and effects that results of former research of the inventor show that a diffusible signal factor (DSF) quorum sensing signal anda derivative thereof are capable of relatively intensely interfering conversion of a yeast state to a hypha state of candida albicans, and the compound capable of inhibiting adhesion, hypha state conversion and pathogenicity of the candida albicans is successfully synthesized and screened in the research. Meanwhile, the compound is relatively small in toxicity, growth of the candida albicans andhuman cells is not affected, and the characteristics have the potential of promoting development of novel antifungal drugs.

Copper-Catalyzed Deoxygenative C-2 Amination of Quinoline N-Oxides

An unprecedented reaction between quinoline N-oxides with O-benzoylhydroxylamines was developed by using CuCl as catalyst, generating deoxygenative products of 2-aminoquinolines in good yields. 1,2-Dichloroethane (DCE) as solvent was also served as reduci

Copper-Catalyzed Cross-Dehydrogenative Coupling of N-Iminoquinolinium Ylides with Secondary Amines

The copper-catalyzed cross-dehydrogenative coupling of N-iminoquinolinium ylides with secondary amines led to ortho-amino-substituted quinoline derivatives with high levels of regioselectivity in good yields. This direct C–H bond amination transformation employs CuI as the catalyst without the use of a ligand, external oxidant, or base. The reaction is operationally simple and can be conducted under mild conditions. The N-benzoyl directing group can be removed without any additional steps.

For use in preventing or treatment of pain TRPC4 regulator

The instant application discloses methods of treating, reducing, or preventing pain in a mammal, which may include administering a compound capable of modulating a transient receptor potential channel. In one aspect, the TRP channel may be TRPC4. Types of pain contemplated by the present disclosure include acute, chronic, neuropathic, and nociceptive pain.

Cu-catalyzed aerobic oxidative cyclizations of 3-N-hydroxyamino-1,2-propadienes with alcohols, thiols, and amines to form α-O-, S-, and N-substituted 4-methylquinoline derivatives

A one-pot, two-step synthesis of α-O-, S-, and Nsubstituted 4-methylquinoline derivatives through Cu-catalyzed aerobic oxidations of N-hydroxyaminoallenes with alcohols, thiols, and amines is described. This reaction sequence involves an initial oxidation of N-hydroxyaminoallenes with NuH (Nu = OH, OR, NHR, and SR) to form 3-substituted 2-en-1-ones, followed by Bronsted acid catalyzed intramolecular cyclizations of the resulting products. Our mechanistic analysis suggests that the reactions proceed through a radical-type mechanism rather than a typical ni-trone-intermediate route. The utility of this new Cu-catalyzed reaction is shown by its applicability to the synthesis of several 2-amino-4-methylquinoline derivatives, which are known to be key precursors to several bioactive molecules.

A convenient synthesis of quinolines by reactions of o-isocyano-β- methoxystyrenes with nucleophiles

2,4-Disubstituted quinolines have been synthesized by reactions of o-isocyano-β-methoxystyrenes, which can be easily prepared from commercially available o-aminophenyl ketones in three steps, with alkyl(or aryl)lithiums in generally good yields. Subsequently, o-isocyano-β- methoxystyrenes have also proved to react efficiently with lithium dialkylamides to afford the corresponding 4-substituted N,N-dialkylquinolin-2-amines in satisfactory yields. Graphical Abstract.

A facile method for nucleophilic aromatic substitution of cyclic amine

The expeditious solventless nucleophilic aromatic substitution using microwaves is described. A non-conventional synthetic procedure has been developed where basic alumina has been used as energy transfer medium under Microwave Irradiation (MWI). The results were compared with those obtained by the classical method. This rapid and environmentally benign method avoids the use of excess solvents and toxic bases usually employed in the process make this procedure very attractive for synthesis.