• Title/Summary/Keyword: Benzyl

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Effects of Benzyl Alcohol on Structures and Calcium Transport Function of Biological Cell Membranes (Benzyl Alcohol이 세포막의 형태 및 Calcium 이온 이동에 미치는 영향)

  • Lee, Hwang-Hyun;Hah, Jong-Sik;Kim, Ku-Ja
    • The Korean Journal of Physiology
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    • v.21 no.2
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    • pp.157-167
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    • 1987
  • Benzyl alcohol is known to have dual effect on the red blood cell shape change. At low concentration up to 50 mM benzyl alcohol transformed the shape from discocyte to stomatocyte by preferent binding to the inner hemileaflet, however, at higher concentratransformed the shape from discocyte to stomatocyte by preferential binding to the inner monolayer, however, at higher concentration above 50 mM benzyl alcohol transformed to echinocyte by affecting both monolayers. These results suggest that the effect of benzyl alcohol on the red blood cell shape and $Ca^{++}$ transport across cardiac cell membranes to assess the effects of the drug on the structures and functions of the biological cell membranes. The results are as follows: 1) Benzyl alcohol up to 40 mM caused progressive stomatocytic shap change of the red blood cell but above 50 mM benzyl alcohol caused echinocytic shape change. 2) Benzyl alcohol up to 40 mM inhibited both osmotic hemolysis and osmotic volume change of the red blood cell in hypotonic and hypertonic NaCl solutions, respectively. 3) Benzyl alcohol inhibited both Bowditch Staircase and Wood-worth Staircase phenomena at rat left auricle. 4) Benzyl alcohol at concentration of 5 mM increased $Ca^{++}-ATPase$ activity of red blood cell ghosts slightly but above S mM benzyl alcohol inhibited the $Ca^{++}-ATPase$ activity. 5) Benzyl alcohol at concentrations of 5 mM and 10 mM increased $Ca^{++}-ATPase$ activity slightly at rat gastrocnemius muscle S.R. but above 10 mM benzyl alcohol inhibited the $Ca^{++}-ATPase$ activity. Above results indicate that benzyl alcohol inhibit water permeability and $Ca^{++}$ transport across cell membranes in part via effects on the fluidity and transition temperatures of the bulk lipid by preferential intercalation into cytoplasmic monolayer and in part via other effect on the conformational change of active sites of the $Ca^{++}-ATPase$ molecule extended in cytoplasmic face.

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Synthesis of New 5-Benzyl-4-cyanomethyl-2-methylpyrimidine Derivatives (새로운 5-Benzyl-4-cyanomethyl-2-methylpyrimidine 유도체들의 합성)

  • Kim, Jung Hwan;Han, Mun Su
    • Journal of the Korean Chemical Society
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    • v.40 no.4
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    • pp.249-253
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    • 1996
  • The synthesis of new 5-benzyl-4-cyanomethyl-2-methylpyrimidine derivatives (5) containing chloro, methoxy, ethoxy, phenoxy and anilino groups at 6-position on the pyrimidine ring were prepared from 5-benzyl-4-chloro-2-methylpyrimidine derivatives (3) and tert-butylcyanoacetate. The derivatives of 5-benzyl-4-chloro-2-methylpyrimidine (3) containing chloro, methoxy, ethoxy, isopropoxy, phenoxy and anilino groups at 6-position on the pyrimidine ring were prepared from 5-benzyl-4,6-dichloro-2-methylpyrimidine (2).

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Substituent Effects on the Leaving Groups in Benzyl Arenesulfonates (Benzyl Arenesulfonate의 離脫基의 置換基效果에 關한 硏究 (第 1 報))

  • Yoh Soo Dong
    • Journal of the Korean Chemical Society
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    • v.19 no.2
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    • pp.116-122
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    • 1975
  • Determination has been made of the kinetics of the reaction of benzyl arenesulfonates with pyridine in acetone. The substituent effects of the leaving groups in benzyl arenesulfonates are correlated by Hammett equations, with the exception of p-MeO and $p-NO_2$ groups, where the electron attracting substituents in the benzyl arenesulfonate increase the rate. The substituent effects of the leaving groups are as expected due to the nucleophilic attack of amine on the benzyl carbon atom. This can be understood in terms of changes in bond formation (C-N) and bond breaking (C-O) in the transition state with charges in electron-attracting ability of the substituents. The predicted substituent effects may indicate a small increase in bond formation and thus a tighter transition state, in benzyl p-bromobenzene sulfonate than in benzyl p-nitrobenzenesulfonate. Predicting made by Thornton concerning the substituent effects on $S_N2$ transition state structures agrees with the changes in bond formation and bond breaking.

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The Reactions of Substituted Benzyl Arenesulfonates with N,N-Dimethylaniline (II). Substituent Effects of Benzyl Substrates for Benzyl Arenesulfonates (置換 Benzyl Arenesulfonate 와 N,N-Dimethylanilines와의 反應 (第2報). 核置換 Benzyl Arenesulfonate의 置換基效果)

  • Yoh Soo Dong
    • Journal of the Korean Chemical Society
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    • v.19 no.4
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    • pp.240-245
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    • 1975
  • Substituent effects of benzyl substrates for the reaction of substituted benzyl(Z) arenesulfonate(X) with dimethylanilines in (Y) acetone at $35^{circ}$ were studied. The interactions between Z and Y disappeared when changed from electron withdrawing group to releasing group in benzyl substrates. The disappearance of interactions between Z and Y infers change of mechanism from $S_N2 to S_N1$ in substituent Z.

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A Study on syntheses of 3-(1'-Benzyl-2'-substituted indol-3'yl)-1-acrylophenone (3-(1'-Benzyl-2'-substituted indol-3'-yl)-1-acrylophenone유도체의 합성에 관한 연구)

  • Lee, Ki-Chang
    • Journal of the Korean Applied Science and Technology
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    • v.11 no.2
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    • pp.105-111
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    • 1994
  • Intermediates, 1-benzyl-2-substituted-3-carboxaldehyde[I]-[II], were prepared by the reaction of 2-substituted indole-3-carboxaldehyde with benzyl chloride. Indolylacrylophenone derivatives[III]-[X] were prepared from 1-benzyl-2-substituted-3-carboxaldehyde with acetophenone derivatives. They are as follows; 3-(1'-benzylindole-3'-yl)-1acrylophenone [III] 3-(1'-benzylindole-3-yl)-1(p-methoxy)acrylophenone [IV] 3-(1'-benzylindole-3-yl)-1(p-bromo)acrylophenone [V] 3-(1'-benzylindole-3-yl)-1(p-chloro)acrylophenone [VI] 3-(1'-benzyl-2'-methylindole-3'-yl)-1-acrylophenone [VII] 3-(1'-benzyl-2'-methylindole-3'-yl)-1-(p-methoxy)acrylophenone [VIII] 3-(1'-benzyl-2'-methylindole-3'-yl)-1-(p-bromo)acrylophenone [VIII] 3-(1'-benzyl-2'-methylindole-3'-yl)-1-(p-chloro)acrylophenone [X]

Carbonylation of Benzyl Alcohols and Benzyl Bromide to Phenylacetic Acids with Rhodium(Ⅰ) and Iridium(Ⅰ) Complexes

  • Chin Chong Shik;Jung Ho Jin;Hong Seung-gweon
    • Bulletin of the Korean Chemical Society
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    • v.13 no.4
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    • pp.391-395
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    • 1992
  • Rhodium(I) and iridium(II) complexes, M(Cl$O_4$)(CO)$(PPh_3)_2$ and [M(CO)$(PPh_3)_3$]Cl$O_4$ (M = Rh, Ir), and RhX(CO)$(PPh_3)_2$ (X = Cl, Br, OH) catalyze the carbonylation of benzyl alcohols to produce phenylacetic acids under 6 atm of CO at $110^{\circ}C$ in deuterated chloroform. Benzyl alcohols initially undergo dehydration to give dibenzyl ethers which are then carbonylated to benzyl phenylacetates, and the hydrolysis of benzyl phenylacetate produces phenylacetic acids and benzyl alcohols. The carbonylation is accompanied with dehydrogenation followed by hydrogenolysis of benzyl alcohols giving benzaldehydes and methylbenzenes which are also produced by CO2 elimination of phenylacetic acids. Phenylacetic acid is also produced in the reactions of benzyl bromide with CO catalytically in the presence of Rh(Cl$O_4$)(CO)$(PPh_3)_2$ and $H_2O$, and stoichiometrically with Rh(OH)(CO)$(PPh_3)_2$ in the absence of $H_2O$.

Structure-Reactivity Relationship of Benzyl benzenesulfonates (Part 2). Nucleophilic Substitution Reaction of Benzyl Derivatives (Benzyl benzenesulfonate류의 구조-반응성 관계 (2보). 벤질 유도체의 친핵성 치환반응)

  • Cheong, Duk-Young;Kim, Sung-Hong;Lee, Myung-Ho;Yoh, Soo-Dong;Fujio, Mizue;Tsuno, Yuho
    • Journal of the Korean Chemical Society
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    • v.39 no.8
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    • pp.643-649
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    • 1995
  • The Menschutkin type reactions of substituted(Z)-benzyl systems with substituted(Y)-pyridines and N,N-dimethyl aniline have been studied by the electro-conductometric method in acetonitrile at 35$^{\circ}C$ and 50$^{\circ}C$. On the plot of $k_{obs}$ versus concentrations of nucleophile under pseudo-first order conditions, 3,$4-(CH_3/O)_2$-benzyl bromide and $4-CH_3O$-benzyl bromide were a positive intercept at zero concentration of nucleophile. The $k_1$ value for each compound was invariant with the different nucleoephile. However, $4-CH_3-$ and other electron withdrawing substituents of benzyl bromides did not show the positive intercept. These results are suggested that the reactions have been proceeding simultaneously and independently for the activated benzyl bromides via direct bimolecular and intimate ion pair intermediate.

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The Effect of Benzyl Alcohol on Dyeing Properties of Silk fiber (I) - The Rate of Dyeing by Milling Acid Dye - (Benzyl Alcohol이 견섬유의 염색성에 미치는 영향(I) - Milling계 산성염료에 의한 염색속도 -)

  • 탁태문;김종호;배도규
    • Textile Coloration and Finishing
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    • v.4 no.2
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    • pp.55-63
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    • 1992
  • The effects of benzyl alcohol on the properties of dyeing kinetic of silk fibroin were studied. The acid dye used was C.I. Acid Red 114. The half dyeing time is shorten by addition of benzyl alcohol. The diffusion activation energy is higher with the increase of the solvent. The rate of dyeing at benzyl alcohol addition to the purified silk fibroin is faster than that of the unpurified one.

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