• Bulletin of the Korean Chemical Society
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• v.34 no.10
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• pp.2983-2988
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• 2013

Second-order rate constants ($k_N$) have been measured spectrophotometrically for the reactions of 4-chloro-2-nitrophenyl X-substituted-benzoates (1a-1h) with a series of cyclic secondary amines in 80 mol % $H_2O$/20 mol % DMSO at $25.0{\pm}0.1^{\circ}C$. The Hammett plot for the reactions of 1a-1h with piperidine consists of two intersecting straight lines, while the Yukawa-Tsuno plot exhibits an excellent linear correlation with ${\rho}_X $ = 1.25 and r = 0.58, indicating that the nonlinear Hammett plot is not due to a change in the rate-determining step (RDS) but is caused by ground-state stabilization through resonance interactions for substrates possessing an electron-withdrawing group in the benzoyl moiety. The Br${\o}$nsted-type plot for the reactions of 4-chloro-2-nitrophenyl benzoate (1d) with a series of cyclic secondary amines curves downward with ${\beta}_2$ = 0.85, ${\beta}_1$ = 0.24, and $pK_a{^o}$ = 10.5, implying that a change in RDS occurs from the $k_2$ step to the $k_1$ process as the $pK_a$ of the conjugate acid of the amine exceeds 10.5. Dissection of $k_N$ into the microscopic rate constants $k_1$ and $k_2/k_{-1}$ ratio associated with the reaction of 1d reveals that $k_2$ is dependent on the amine basicity, which is contrary to generally held views.

• Archives of Pharmacal Research
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• v.19 no.3
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• pp.197-200
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• 1996

6-[(N-2,3-Dichlorophenyl)aminol-7-chloro-5,8-quinolinedione (RCK1 1) was tested for in vivo antifungal activities in the treatment of systemic infection with Canclicla albicans in normal mice compared with ketoconazole. The therapeutic potential of RCK11 had been assessed by evaluating their activities (survival rates) against systemic infections in normal mice. $ED_{50}$ of intraperitoneally administered RCK11 was $0.10\pm0.01 mg/kg$ but that of ketoconazole had $8.00\pm0.73 mg/kg$ respectively. When RCK11 was administered intravenously at the $ED_{50}$(0.10 mg/kg), the colony counts of Canoliola albicans in the liver after 7 days and 14 days were reduced as likely as ketoconazole at the $ED_{50}$ (8.00 mg/kg), and the better survival rates than ketoconazole were achieved after 14 days. The results suggest that RCK11 may be a potent antifungal agent.

• The Korean Journal of Pesticide Science
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• v.8 no.3
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• pp.151-161
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• 2004

Three dimensional quantitative structure-activity relationships (3D-QSAR) studies for the protox inhibition activities against root and shoot of rice plant (Orysa sativa L.) and barnyardgrass (Echinochloa crus-galli) by a series of new A=3,4,5,6-tetrahydrophthalimino, B=3-chloro-4,5,6,7-tetrahydro-2H-indazolyl and C=3,4-dimethylmaleimino group, and R-group substituted on the phenyl ring in 1-(5-methyl-3-phenylisoxazolin-5-yl)methoxy-2chloro-4-fluorobenzene derivatives were performed using comparative molecular field analyses (CoMFA) methodology with Gasteiger-Huckel charge. Four CoMFA models for the protox inhibition activities against root and shoot of the two plants were generated using 46 molecules as training set and the predictive ability of the each models was evaluated against a test set of 8 molecules. And the statistical results of these models with combination (SIH) of standard field, indicator field and H-bond field showed the best predictability of the protox inhibition activities based on the cross-validated value $r^2_{cv.}$ $(q^2=0.635\sim0.924)$, conventional coefficient $(r^2_{ncv.}=0.928\sim0.977)$ and PRESS value $(0.091\sim0.156)$, respectively. The activities exhibited a strong correlation with steric $(74.3\sim87.4%)$, electrostatic $(10.10\sim18.5%)$ and hydrophobic $(1.10\sim8.30%)$ factors of the molecules. The steric feature of molecule may be an important factor for the activities. We founded that an novel selective and higher protox inhibitors between the two plants may be designed by modification of X-subsitutents for barnyardgrass based upon the results obtained from CoMFA analyses.

• Bulletin of the Korean Chemical Society
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• v.30 no.12
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• pp.3053-3056
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• 2009

The title compound, ${\alpha},{\alpha}$-dichloro-o-methylacetophenone, was prepared and its photochemical behavior was investigated. Addition of an extra chlorine at alpha position to the carbonyl showed many different features from photochemical reactivities of mono chloro analogue, 2,5-dimethylphenacyl chloride. In benzene, a rearrangement product with a formal 1,5-Cl shift and a reduction product were formed beside indanone. In methanol, solvolysis and cyclization of a common dienol intermediate occurred at comparable reaction rates.

• Journal of the Korean Chemical Society
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• v.45 no.6
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• pp.532-537
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• 2001

2-Quinazolylacetonitrile derivatives containing H-chelate have been synthesized from 2-cyanomethylquinazoline using electrophiles such as 4-chloroquinazoline, 4-chloro-2-phenylquinazoline, 4,6-dichloropyrimidine, 4,6-dichloro-2-phenylpyrimidine, 4,6-dichloro-5-phenylpyrimidine, 2-chloroquinoxaline, 1,3-dichloroisoquinoline, 2,6-dichloropyrazine, 2-chloropyrazine and 4,6-dichloro-2,5-diphenylpyrimidine. These H-chelates may serve as a polymethine chromophore system. Structures of the target molecules were identified by spectral methods.

• Journal of the Korean Chemical Society
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• v.46 no.3
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• pp.194-204
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• 2002

Aseries of novel salen-type complexes {[Mn(III)($L_{acn}$)CI]: n=1~11} containing CI- ion were obtained by reactions of the Mn(CH$_3$COO)$_2$· 4H$_2$O with the potentially tetradentate compartmental ligand {$H$_2$L_{acn}$} prepared by condensation the of one mole of diamine {ethylenediamine, 1,3-propnediamine, o-phenylenediamine and 2,2-dimethyl-1,3-propanediamine} with two moles of aldehyde {alicylaldehyde, 5-chloro-salicylaldehyde, 3,5-dichlorosalicylaldethyde, and 3,5-di-tert-butyl-2-hydroxy-benzaldehyde} in a methanol solution. The resulting salen-type lignds and their Mn(III) complexes were identified and characterized by elemental analysis, conductivity, themogravimetry and UV-VIS, IR and NMR spectroscopy.

• Proceedings of the Korean Environmental Sciences Society Conference
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• 2003.11a
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• pp.171-176
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• 2003

The sonolytic decomposition of NHCs, such as atrazine［6-chloro-N-ethyl-N＇ -(1-methylethyl)-1,3,5-triazine-2,4-diamine］, simazine( 6-chloro-N,N＇ -diethyl-l ,3,5-triazine-2,4-diamine), trietazine(6-chloro-N,N,N＇-triethyl-l,3,5-triazine-2,4-diamine), in water was investigated at a ultrasound frequency of 200kHz with an acoustic intensity of 200W under argon and air atmospheres. The concentration of NHCs decreased with irradiation, indicating pseudo-first-order kinetics. The rates were in the range 1.06∼2.07 (x10/sup -3/ min/sup -1/) under air and 1.30∼2.59(x10/sup -3/ min/sup -1/)under argon at a concentration of 200μM of NHCs. The rate of hydroxyl radicals(·OH) formation from water is 19.8μM min/sup -1/ under argon and 14.7 μM min/sup -1/ under air in the same sonolysis conditions. The sonolysis of NHCs is effectively inhibited, but not completely, by the addition of t-BuOH(2-methyl-2-propanol), which is known to be an efficient ·OH radical scavenger in aqueous sonolysis. This suggests that the main decomposition of NHCs proceeds via reaction with ·OH radical; a thermal reaction also occurs, although its contribution is small. The addition of appropriate amounts of Fenton's reagent ［Fe/sup 2＋/］ accelerates the decomposition. This is probably due to the regeneration of ·OH radicals from hydrogen peroxide, which would be formed from recombination of ·OH radicals and which may contribute a little to the decomposition.

• 한국생물공학회:학술대회논문집
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• 2000.04a
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• pp.434-437
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• 2000

Streptomyces setonii(ATCC 39116) is a thermophilic gram-positive soil bacteria which undergoes an ortho-cleavage pathway in the presence of phenol or benzoate as a sole carbon and energy source. The specific activities of catechol-1,2-dioxygenase in S. setonii, a key enzyme in ortho-cleavage pathway, were induced by various aromatic compounds such as benzoate, phenol, m-hy-benzoate, p-hy-benzoate, catechol, o-cresol, m-cresol, p-cresol, benzene, toluene, ethyl-benzene, 2-chloro-phenol, and 4-chloro-phenol, among which the phenol showed the highest inducibility in the presence of 0.01% glucose. More than 0.1% glucose dramatically reduced the specific activities of catechol-1,2-dioxygenase induced by most of the single aromatic compounds tested.

• Journal of the Korean Chemical Society
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• v.54 no.3
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• pp.287-290
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• 2010

In the present work we described oxidative cyclisation of peracetylated lactosyl carbamides with N-phenyl-S-chloro isothiocarbamoyl chloride and structural elucidation of novel peracetylated N-Lactosyl-1,2,4-Thiadiazolidin-3-one hydrochlorides. Antimicrobial activities of the title compounds were determined against bacteria S. aureus, E. coli, P. Vulgaris, P. Aeruginosa and fungi A. Niger, Penicillium.

• Journal of Environmental Health Sciences
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• v.11 no.2
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• pp.65-75
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• 1985

Microorganisms capable of utilizing diaminododecane containing amine groups diterminally were isolated from the soil by enrichment culture. One strain of these isolated strain, designated as EL-0112L, was selected for this study. The results of this study were as follows. 1. This isolated strain EL-0112L was identified as Microbacterium, from the results of morphological, cultural, and biochemical tests. This isolated strain was named temporarily Microbacterium sp. EL-0112L for convenience. 2. Microbacterium sp. EL-0112L was tested for ability to utilize different kinds of substitued alkanes containing cyan, amine, chloro, and thiol groups(monoterminally or diterminall substituted) as carbon source. Pentamethylenediamine, hexamethylenediamine, n-decane, laurylamine, and alkane derivatives containing cyan, chloro, and thiol groups were not utilized by Microbacterium sp. EL-0112L. 3. The alkane derivatives that did not serve as growth substrates were tested further in oxidation tests using resting cell preparation of Microbacterium sp. EL-0112 L. Alkane derivatives containing cyan, chloro, thiol groups, and n-decane were oxidized by Microbacterium sp. EL-0112 L. It is possible that this isolated strain is also able to degrade their substituted counterparts since they are structually similar to diaminododecane. The remarkable substrates that were being oxidized were dichlorodecane, and 1-dodecanethiol. Microbacterium sp. EL- 0112L could not oxidize pentamethylenediamine, and hexamethylenediamine. 4. The metabolic products formed from diaminododecane by Microbacterium sp. EL-0112 L were acid compound containing carboxyl group and not containing amine group. On the thin layer chromatography, Rf values of these metabolic products were different from that of the product formed by Corynebacterium sp. EL-0112L. These results suggested the specificity of diaminododecane as carbon source.