• Bulletin of the Korean Chemical Society
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• 제35권5호
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• pp.1495-1500
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• 2014

Two new complexes with 5-methyl-1-(pyridine-3-yl)-1H-1,2,3-triazole-4-carboxylic acid (Hmptc) ligand: [$Cd(mptc)_2(H_2O)_4$] (1) and $[Cu(mptc)_4{\cdot}2H_2O]_n$ (2) were prepared and their crystal structures were determined by single crystal X-ray diffraction analyses. In complex 1, the Cd(II) ions coordinates with the pyridyl nitogen atom from the Hmptc ligand, forming a mononuclear Cd(II) compound. Complex 2 exhibits a novel two-dimensional (2D) polymer in which four Hmptc ligands stabilize the Cu(II) atom. And the coordination involves one nitrogen atom of the triazole, one oxygen atom of the carboxylic acid and the pyridyl nitrogen atom. In addition, FT-IR and solid-state fluorescent emission spectroscopy of two compounds have been determined.

• 한국염색가공학회지
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• 제9권1호
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• pp.44-49
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• 1997

Recent investigation and developments of A. Iqbal on diketo-pyrrolo-pyrrole (DPP) pigments has prompted us to synthesize and close observation of a few properties of these molecules. Described are synthesis, via 1-phenyl-2-ethoxycarbonyl-5-pyrrolinone intermediate, of asymmetric derivatives such as 1,4-Diketo-3-(4-chlorophenyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (4), 1,4-Diketo-3-(4-bromophenyl)-6-phenybpyrrolo-(3,4c)-pyrrole (5), 1,4-Diketo-3-(3-cyanophenyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (6), 1,4-Diketo-3-(4-cyanophenyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (7), 1,4-Diketo-3-(4-pyridyl)-6-phenyt-pyrrolo-(3,4c)-pyrrole (8), 1,4-Diketo-3-(3-pyridyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (9), 1,4-Diketo-3-(2-pyridyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (10), 1,4-Diketo-3-($\beta$-naphthyl)-6-phenyl-pyrrolo-(3,4c)-pyrrole (11), and UV-Vis absorption spectrum of the above compounds. Results from calculation of their absorption maxima using PISYSTEM are also described.

• 한국환경과학회지
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• 제13권4호
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• pp.435-440
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• 2004

The thiophene or furan-containing hexadentate ligands 1, 12-bis (2-theophene )-2,5,8,ll-tetraazadodecane(Thiotrien ㆍ 4HCl) and 1,12-bis (2-furan)-2,5,8,11-tetraazadodecane(Furatrienㆍ4HC1) were synthesized as their tetrahydrochloride salt and characterized by EA, IR, NMR, and Mass spectrum. Their protonation constants (logK$_{nH}$) and stability constants (logK$^{M}_{L}$ for Cd$^{2+}$, Pb$^{2+}$, $Zn^{2+}$ and Cu$^{2+}$ ions were determined in aqueous solution by potentiometry and compared with 1, 12-bis(2-pyridyl)-2,5,8, 11-tetra-azadodecane(Pytrien) of pyridyl-containing ligand. The effect stability constants of ligands and metal ion for removal of heavy metals in aqueous solution were described.

• 약학회지
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• 제37권3호
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• pp.295-305
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• 1993

In order to develop oral cephalosporin having a new substituent at 3 position, the synthesis of cephalosporins modified at C-3 and the effect of the substituents on the oral absorption is studied. 7-[(Z)-2-(2-Aminothiazole- 4-yl)-2-methoxyiminoacetamidol-3-[4-(2-pyridyl )piperazinyl] thiocarbonylthiomethyl-3-cephem-4-carboxylic acid (CEN1) and 7-[(Z)-2-(2-aminothiazole-4-yl)-2-methoxyiminoacetamido]-3-[4-(2-pyrimid yl)piperazinylthiocarbonylthiomethyl-3-cephem-4-carboxylic acid (CEN2) were synthesized from 4-(2-piridyl)piperazinyl dithiocarbamate potassium salt or 4-(2-pirimidyl)piperazinyl dithiocarbamate potassium salt and cefotaxime. Also pivaloyloxymethyl esters of CEN1 and CEN2, pivaloyloxymethyl 7-[(Z)-2-(2-aminothiazole-4-yl)-2-methoxyiminoacetamido]-3-[4-(2-pyridyl )piperazinyllthiocarbonylthiomethyl-3-cephem-4-carboxylate (CENIP) and pivaloyloxymethyl 7-[(Z)-2-(2-aminothiazole-4-yl)-2-methoxyiminoacetamidol-3- [4-(2-pyrimid yl)piperazinyllthiocarbonylthiomethyl-3-cephem-4-carboxylate (CEN2P) were synthesized. The in vitro activities of two new oral cephalosporins, CEN1 and CEN2, were compared with the in vitro activities of cefaclor and cefotaxime against a variety of bacterial species. CEN2 has a broad antibacterial spectrum covering Gram-positive and Gram-negative bacteria, similar to that exhibited by CEN1 and cefotaxime. CEN1 and CEN2 were more active in vitro than cefaclor against Streptococcus pyogenes, Klebsiella aerogenes and Enterobacter cloacae.

• 한국환경농학회지
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• 제34권4호
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• pp.345-349
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• 2015

BACKGROUND: In this study, we have attempted to identify a urinary biomarker to assess chlorpyrifos exposure in farmers. The major metabolite and the excretion pathway of chlorpyrifos is 3,5,6-trichloro-2-pyridinol (TCP) in urine. Herein, we describe an adequate synthetic method for TCP hapten for measuring urinary TCP of farmers. METHODS AND RESULTS: First, TCP was prepared by spacer attachment through hydrolysis of thiophosphate ester from chlorpyrifos. After reaction with benzyl bromide, the TCP was transformed into 2,3,5-trichloro-6-benzyloxypyridine. Next, the chlorine in the 2 ^nd position of the pyridyl ring was substituted into 3-mercaptopropanoic acid spacer arm. Finally, the phenyl group attached to the 6 ^th position in pyridyl ring was removed for producing the targeted product, 3-(3,5-Dichloro-6-hydroxy-2-pyridyl) thiopropanoic acid. CONCLUSION: Henceforth, this TCP hapten would be used in developing immunoassay studies for the detection and quantitation of urinary TCP of farmers.

• Archives of Pharmacal Research
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• 제29권8호
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• pp.651-656
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• 2006

This study examined the chemopreventive effect of saponins that were isolated from the roots of Platycodon grandiflorum A. DC (Campanulaceae), Changkil saponins (CKS), against the tobacco-specific carcinogen, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), -on lung tumorigenesis in A/J mice. The mice were treated with a single NNK dose (100 mg/kg b.w., i.p.). CKS (0.5, 1, 4 mg/kg body wt.) was administered orally daily for 3 days/week beginning 1 day after the NNK treatment and was maintained throughout the experiment. The administration of CKS suppressed the NNK-induced increase in the level of proliferating cell nuclear antigen, which are a marker of cell proliferation, in the lungs of the mice 4 weeks after the NNK injection. Twenty-five weeks after the NNK treatment, the mice were sacrificed and the number of surface lung tumors was measured. CKS significantly reduced the number of lung tumors induced by NNK in a dose dependent manner. These results suggest that CKS suppresses the development of lung tumors and has a chemopreventive effect against NNK-induced mouse lung tumorigenesis.

• Bulletin of the Korean Chemical Society
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• 제33권7호
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• pp.2269-2273
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• 2012

Pseudo-first-order rate constants $k_{amine}$ have been measured spectrophotometrically for the reactions of benzyl 4-pyridyl carbonate 6 with a series of alicyclic secondary amines in $H_2O$ at $25.0^{\circ}C$. The plots of $k_{amine}$ vs. [amine] curve upward, indicating that the reactions proceed through a stepwise mechanism with two intermediates, a zwitterionic tetrahedral intermediate $T^{\pm}$ and its deprotonated form $T^-$. This contrasts to the report that the corresponding reactions of benzyl 2-pyridyl carbonate 5 proceed through a forced concerted pathway. The $k_{amine}$ values for the reactions of 6 have been dissected into the second-order rate constant $Kk_2$ and the thirdorder rate constant $Kk_3$. The Br${\o}$nsted-type plots are linear with ${\beta}_{nuc}=0.94$ and 1.18 for $Kk_2$ and $Kk_3$, respectively. The $Kk_2$ for the reaction of 6 is smaller than the second-order rate constant $k_N$ for the corresponding reaction of 5, although 4-pyridyloxide in 6 is less basic and a better nucleofuge than 2-pyridyloxide in 5.

• Bulletin of the Korean Chemical Society
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• 제34권8호
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• pp.2297-2304
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• 2013

A series of novel benzimidazole derivatives bearing a heterocyclic ring as oxadiazole (21-32), thiadiazole (33-34), triazole (35-36) were synthesized and evaluated for their activities against Coxsackie virus B3 and B6 in Vero cells. Compounds 21-26, 31-36 with moieties of 2'-pyridyl, 3'-pyridyl and 4'-pyridyl at the 2-position and oxadiazoles, thiadiazole, or triazole substituent at the 4- or 5-position generally displayed activities against CVB3 and CVB6. Especially compound 24 ($IC_{50}=1.08{\mu}g/mL$, SI = 61.7 against CVB3) was the promising candidate as lead compound for anti-enteroviral drug. It was observed in the incorporation of heterocyclic rings in benzimidazole at the 5-position could enhance their biological activities.

• Bulletin of the Korean Chemical Society
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• 제18권6호
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• pp.653-656
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• 1997

The new unsymmetric $N_6$ ligand 1-amino-13-(2-pyridyl)-3,6,9,12-tetraazatridecane (aptatd) containing one pyridyl group has been synthesized and characterized by EA, IR, and NMR. Its proton association constants $(log K_H^n)$ and stability constants $(log K_{ML})$ for Co(Ⅱ), Ni(Ⅱ), Cu(Ⅱ), and Zn(Ⅱ) ions were determined at 298.1 K and ionic strength 0.100 mol $dm^{-3}$ (KNO₃) in aqueous solution by potentiometry: log $K_H^1$=8.80, log $K_H^2$=8.49, log $K_H^3$=6.84, log $K_H^4$=4.17, log $K_H^5$=3.47; log $K_{ML}(Co^{2+})$=18.00, log $K_{ML}(Ni^{2+})$=21.31, log $K_{ML}(Cu^{2+})$=23.62, log $K_{ML}(Zn^{2+})$=15.60. The X-ray structure of its nickel(Ⅱ) complex [Ni(aptatd)]$(ClO_4)_2$ are reported: orthorhombic space group Pbca, a=15.715(1) Å, b=14.280(2) Å, c=19.443(2) Å, V=4363.4 (9) ų with Z=8. The geometry around nickel is a distorted octahedron with the pyridine nitrogen atom being cis to the nitrogen atom of the terminal primary amine.

• 농약과학회지
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• 제4권1호
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• pp.32-37
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• 2000

인공핵산 분해효소로서 일련의 3,6-bis(6'-methyl-2'-pyridyl)pyridazine, ($L^{1}$)과 3,6-bis-(2'-pyridyl)pyridazine, ($L^{2}$)을 리간드로 한 몇가지 전이금속 착화합물, $1{\sim}8$을 합성하여 X-ray 결정구조를 확인한 다음, 핵산 모델 화합물과의 가수분해 반응성을 위시하여 논잡초에 대한 살초활성과 식물성 병원균에 대한 살균활성 등을 각각 검토하였다. 그 결과, $L^{2}$-Zn 착물, 8이 무촉매시 보다 빠른 가수분해 반응성을 나타내었으며, 살초활성에서는 $L^{2}$-Ni(II) 및 Co(II) 착물인 5와 6이 벼 (ORY, Oryzar sativa L.)에 대한 선택성을 나타내었을 뿐만 아니라, 올챙이고랭이(SCP, Scriptus juncoids)에 높은 살초활성을 보였다. 그리고 살균활성에서는 $L^{1}$-Co(II) 및 Zn(II) 착물인 2와 4를 위시하여 특히, $L^{1}$ 및 $L^{2}$가 도열병균 MAG (Magnaporthe grisea)에 대하여 90%이상의 살균활성을 나타내었다.