952-51-2

Upstream product

• 73-63-2 1-phenyl-3-(piperidin-1-yl)propan-1-one 
• 886-06-6 1-phenyl-3-piperidino-propan-1-one; hydrochloride 
• 185245-65-2 3-methylthio-3-N-piperidino-1-phenyl-2-propen-1-one 
• 110-89-4 piperidine 
• 4436-23-1 2-phenyloxetane 
• 18776-12-0 3-chloro-1-phenyl-propan-1-ol 
• 879-72-1 3-(dimethylamino)propiophenone hydrochloride 
• 93-54-9 1-Phenyl-1-propanol 
• 3506-37-4 (E)-1-phenyl-3-(piperidin-1-yl)prop-2-en-1-one 
• 62872-58-6 3-iodo-1-phenyl-propan-1-ol 
• 936-59-4 3-chloropropiophenone 

Downstream Products

• 3339-05-7 1-(3-chloro-3-phenylpropyl)piperidine hydrochloride 
• 1373610-97-9 1-(3-phenyl-3-(4-(trifluoromethyl)phenoxy)propyl)piperidine 
• 4810-93-9 N-(3-Phenyl-3-hydroxypropyl)-valerolactam 
• 95294-69-2 2-phenyloctahydropyrido[2,1-b][1,3]oxazine 
• 42065-01-0 1-(3-chloro-3-phenyl-propyl)-piperidine 
• 25243-61-2 acetic acid-(1-phenyl-3-piperidino-propyl ester) 

Relevant academic research and scientific papers

Electrooxidative cyclization of hydroxyamino compounds possessing a benzyl group

Several novel 2-aryl-1,3-oxazinane and 2-aryl-1,3-oxazolidine derivatives were synthesized from N-benzyl-2-piperidineethanols and N-benzyl-2- piperidinemethanols, respectively, by using electrooxidative methods in methanol. For these reactions, the yields of the corresponding cyclized compounds were significantly increased by using catalytic amounts of iodide ions. In contrast, 3-dialkylamino-1-phenylpropanols afforded the expected cyclic 6-phenyl-1,3-oxazinane derivatives using only a small excess of base. Georg Thieme Verlag Stuttgart · New York.

Simplified heterocyclic analogues of fluoxetine inhibit inducible nitric oxide production in lipopolysaccharide-induced BV2 cells

A series of fluoxetine, where the N-methylamino group was replaced and then simplified, were synthesized and their inhibitory effect was tested for nitric oxide (NO) production and inducible NO synthase (iNOS) expression in lipopolysaccharide (LPS)-induced BV2 cells. Although the synthesized compounds generally revealed weaker activity or greater cytotoxicity than fluoxetine, compound 10a, in which the N-methylamino group in fluoxetine was replaced by morpholine, and the trifluoromethylphenyl ring was substituted with simple oxo group, suppressed NO production dose-dependently at 10, 20 and 40 μM concentrations with less cytotoxicity than fluoxetine, and inhibited iNOS mRNA and protein expression at the same concentrations in LPS-induced BV2 cells. The results suggested that the trifluoromethylphenyl ring moiety in fluoxetine is not necessary for the suppression of NO production and that 10a has the potential as a potent inhibitor of NO production.

Transformation of α-substituted propanols into γ-amino alcohols through nickel-catalyzed amination on the terminal γ-carbon of propanols

A nickel-phosphine complex was found to be effective as the catalyst for the transformation of alcohols into β-enaminones, which was successively converted into γ-amino alcohols by a conventional reductant. The sequential transformation is equivalent to the carbon-nitrogen bond formation at the γ-position of saturated alcohols. Georg Thieme Verlag Stuttgart · New York.

Antimalarial versus cytotoxic properties of dual drugs derived from 4-aminoquinolines and mannich bases: Interaction with DNA

The synthesis and biological evaluation of new organic and organometallic dual drugs designed as potential antimalarial agents are reported. A series of 4-aminoquinoline-based Mannich bases with variations in the aliphatic amino side chain were prepared via a three-steps synthesis. These compounds were also tested against chloroquine-susceptible and chloroquine-resistant strains of Plasmodium falciparum and assayed for their ability to inhibit the formation of β-hematin in vitro using a colorimetric β-hematin inhibition assay. Several compounds showed a marked antimalarial activity, with IC50 and IC90 values in the low nM range but also a high cytotoxicity against mammalian cells, in particular a highly drug-resistant glioblastoma cell line. The newly designed compounds revealed high DNA binding properties, especially for the GC-rich domains. Altogether, these dual drugs seem to be more appropriate to be developed as antiproliferative agents against mammalian cancer cells than Plasmodium parasites.

Intramolecular Quenching of Iminium Ions Generated by Photooxidation of Aminoalcohols with Ketones. A New Synthesis of Oxazines and Oxazoles

The irradiation of tertiary amines in the presence of ketones leads to a regioselective and stereoselective formation of iminium salts which then react to afford the corresponding oxazines or oxazoles. - Key words : Ammoniumyl ions, iminium ions, electron transfer, amines, ketones, tetrahydrooxazine tetrahydrooxazoles.

Aminolysis of Oxetanes: Quite Efficient Catalysis by Lanthanide(III) Trifluoromethansulfonates

Ln(III)trifluoromethansulfonates in CH2Cl2 efficiently catalyze the aminolysis of trimethylene oxide, 2-octyl-, and 2-phenyloxetane, at r.t., to give the corresponding γ-amino alcohols in very good yields.

AMINO ALCOHOL DERIVATIVES: EFFECTS OF ALCOHOL METABOLISM ENZYMES

A number of amino alcohols have been synthesized as part of the search for effective chemotherapeutic agents for alcoholism; their effects on the activity of enzymes involved in alcohol metabolism - alcohol dehydrogenase (ADH) and aldehyde dehydrogenase (ALDH) - have been investigated.