• YAKHAK HOEJI
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• v.34 no.4
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• pp.244-251
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• 1990

N-Monoalkylations of ditertiary diamines succeed best in nitromethane or ethanol at low temperature. Unsymmetrical 1,2-diaminoethane, 1,3-diaminopropane and piperazine compounds react selectively under these conditions at the sterically less hindered nitrogen atom.

• YAKHAK HOEJI
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• v.37 no.6
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• pp.625-630
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• 1993

Among the six antihistamine agents tested in this study, homochlorcyclizine showed the highest bradykinin antagonistic activity in the receptor binding assay as well as the isolated rat ileum assay. Schild plot analysis of bradykinin-induced ileal contraction in the presence of three different concentrations of homochlorcyclizine revealed a pA$_{2}$=6.26, and a correlation coefficient of 0.984. Homochlorcyclizine of (100 $\mu{M}$ final concentration) also showed 25% antagonistic activity in the receptor binding assay.

• Proceedings of the Korean Nuclear Society Conference
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• 2005.10a
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• pp.207-208
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• 2005

• YAKHAK HOEJI
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• v.34 no.2
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• pp.126-132
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• 1990

To enhance the activity of ibuprofen, amides of ibuprofen, 1-piperazinyl-2-(4-isobutylphenyl)propionamide(Ibu-P.A.) and 1-(4-methylpiperazinyl)-2-(4-isobutylphenyl)propionamide (Ibu-M.P.), were synthesized and the pharmaceutical properties and the pharmacological activities of the amides were studied. The lipid:water partition coefficients and pKa values were examined in vitro, and the antiinflammatory effect, analgesic effects, acute toxicity, and intestinal absorption were studied for the amides and compared with ibuprofen in vivo. The results are summarized as belows; 1) The lipid:water partition coefficients of Ibu-M.P. were higher than those of ibuprofen. 2) The calculated pKa values of ibuprofen and Ibu-M.P. were 5.49 and 8.66, respectively. 3) The antiinflammatory effects of ibuprofen, Ibu-P.A., and Ibu-M.P. were same intensity, but the duration of the effects of Ibu-P.A. and Ibu-M.P. were longer than that of ibuprofen. 4) The analgesic effect of Ibu-M.P. was more potent than those of ibuprofen and Ibu-P.A. in the acetic acid-induced writhing test. 5) The $LD_{50}$ was 495 mg/kg for ibuprofen, 187 mg/kg for Ibu-M.P., and over 1250 mg/kg for Ibu-P.A.. 6) The absorption rate constants(k) and half-life($t_{1/2}$) were 0.74($hr^{-1}$) and 0.94(hr) for ibuprofen, and 0.72 ($hr^{-1}$) and 0.96 (hr) respectively for Ibu-M.P..

• Applied Chemistry for Engineering
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• v.17 no.6
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• pp.633-637
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• 2006

In this study, the efficient large-scale synthetic route for itraconazole, triazole antifungal agent, was developed. The original synthetic route for medicinal chemistry reported by Janssen Pharmaceutica was linear (14 linear steps) starting from 2,4-dichloroacetophenone with the total yield of 1.4%, and potential hazardous materials such as methanesulfonyl chloride ($CH_{3}SO_{2}Cl$), hydrogen gas, and sodium hydride (NaH) were used. Furthermore, the expensive 1-acetyl-4-(4-hydroxyphenyl)piperazine and palladium were used in this medicinal chemistry route, thus the manufacturing cost would be practically high. In order to improve the commercial route, we developed the process of 12 step convergent synthesis combining two intermediates which are roughly halves of itraconazole with the total yield of 12.0%, and hazardous materials and expensive reagents were excluded in this process, thus the manufacturing cost could be cut down to a great extent.

• Applied Chemistry for Engineering
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• v.7 no.6
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• pp.1096-1104
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• 1996

In order to synthesize a new antibacterial and antitumor agents, we have prepared new analogues pteroic acid(13a, 13b), which means C-9 position of pteroic acid has been replaced by norfloxacin(8) or ciprofloxacin(9) and amino group of C-2 position by $CH_3$. These derivatives were synthesized coupling at N-4 piperazine of norfloxacin and ciprofloxacin with 2-amino-3-cyano-5-chloromethylpyrazine(20) provided 1-alkyl(ethyl, cyclopropyl)-6-fluoro-1,4-dihydro-4-oxo-7-[[4-N-(2-amino-3-cyanopyrazin-5-yl)methyl]piperazin-1-yl]-3-quinoline-carboxylic acid(12a, 12b). It was then cyclized with acetamidine. HCI to obtain new analogues of C-2 desaminomethylpteroic acid(13a, 13b) in yield of 76.2% and 82.8 % respectively. These compounds were tested in vitro on antibacterial activity against Gram-positive and Gram-negative bacteria including Pseudomonas aeruginosa ATCC9027. In general, these synthesized compounds(13a, 13b) showed less potent activities than those of norfloxacin.

• Journal of Hydrogen and New Energy
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• v.29 no.5
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• pp.530-537
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• 2018

The effect of temperature and absorption capacity on heat of reaction, which is one of the characteristic studies of $CO_2$ absorption, were investigated in a differential reaction calorimeter (DRC) by using piperazine (PZ) and 2-methylpiperazine (2-MPZ). For all absorbents, $CO_2$ loading capacity decreased with increasing the temperature, while the heat of reaction increased, it figured out that these had a linear correlation between $CO_2$ loading capacity and/or heat of reaction and the temperature. The heat of reaction of all absorbents increased with increasing $CO_2$ loading capacity, especially 2-MPZ rapidly increased at $70^{\circ}C$. The reason for increase in the heat of reaction was occurred the regeneration of $CO_2$, which is a reverse-reaction, simultaneously with the absorption.

• Polymer(Korea)
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• v.33 no.4
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• pp.326-332
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• 2009

New humidity-sensitive monomer, N-methacryloyl-N'-ethyl-N'-propyl piperazinium bromide (MANEPPB) was prepared by the quaternization reaction of N-methacryloyl-N'-ethyl piperazine (MANEP) with 1-bromopropane. Polyelectrolytes derived from the copolymers composed of MANEPPB/MMN/AA=60/35/5, 70/25/5, 80/15/5, 90/5/5 and 95/0/5 were prepared for the humidity-sensitive membranes, which were fabricated on the gold electrode by dipping method and were crosslinked by reacting copolymers with aziridine crosslinker, trimethylolpropane tris(2-methyl-1-aziridinopropionate) (TTAP). When the resistance dependences on the relative humidity of the sensors were measured, it was found that the resistance varied three orders of magnitude between 20 and 90%RH, which was satisfied with the requirement for the common humidity sensor operating at ambient humidity. Their hysteresis, temperature dependence, frequency dependence, response and recovery time and water durability were measured and evaluated as a humidity-sensing membrane.

• Membrane Journal
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• v.11 no.3
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• pp.109-115
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• 2001

Pore-filled ion-exchange membranes in which polypropylene(PP) microporous membrane was used as a nascent membrane were prepared by an in-situ cross-linking technique. Poly(vinylbenzyl chloride)(PVBCI) reacted with piperazine(PIP) or 1,4-diaminobicyclo[2,2,2]octane(DABCO) in a di-methylforamide(DMF) solution was filled in the pores of the microporous base membrane. After gellation the remaining chloromethyl groups were, then reacted with an amine such as trimethylamine to form positively charged, ammonium site. This will produce the pore-filled anion-exchange membrane. It was shown that this simple 2 step procedure gave dimensionally stable, pore-filled membranes in which the MG of polymer gel and degree of cross-linking could be easily controlled by the concentration of PVBCI and cross-linker in the starting DMF solution. Specially, high water permeability (7.8 kg/$m^2$hr, host membrane: PP3, MG: 73%, degree of cross-linking: 10%, crosslinker: PIP) at ultra low pressure(100 kPa) indicates the produced pore-filled membranes is usable as a water softening membrane.

• Biomolecules & Therapeutics
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• v.30 no.2
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• pp.191-202
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• 2022

Tetrazoles were designed and synthesized as potential inhibitors of triple monoamine neurotransmitters (dopamine, norepinephrine, serotonin) reuptake based on the functional and docking simulation of compound 6 which were performed in a previous study. The compound structure consisted of a tetrazole-linker (n)-piperidine/piperazine-spacer (m)-phenyl ring, with tetrazole attached to two phenyl rings (R1 and R2). Altering the carbon number in the linker (n) from 3 to 4 and in the spacer (m) from 0 to 1 increased the potency of serotonin reuptake inhibition. Depending on the nature of piperidine/piperazine, the substituents at R1 and R2 exerted various effects in determining their inhibitory effects on monoamine reuptake. Docking study showed that the selectivity of tetrazole for different transporters was determined based on multiple interactions with various residues on transporters, including hydrophobic residues on transmembrane domains 1, 3, 6, and 8. Co-expression of dopamine transporter, which lowers dopamine concentration in the biophase by uptaking dopamine into the cells, inhibited the dopamine-induced endoctytosis of dopamine D₂ receptor. When tested for compound 40 and 56, compound 40 which has more potent inhibitory activity on dopamine reuptake more strongly disinhibited the inhibitory activity of dopamine transporter on the endocytosis of dopamine D₂ receptor. Overall, we identified candidate inhibitors of triple monoamine neurotransmitter reuptake and provided a theoretical background for identifying such neurotransmitter modifiers for developing novel therapeutic agents of various neuropsychiatric disorders.