• Title/Summary/Keyword: 2-methoxy-1

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Studies on the Properties of 2-Methoxy-5-Nitrophenol Complex Salts (2-Methoxy-5-Nitrophenol 금속착염의 화학적 성질에 관한 연구)

  • 김선덕;우세홍;김명운
    • Journal of Environmental Health Sciences
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    • v.1 no.1
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    • pp.21-27
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    • 1974
  • This work was carried out to investigate the chemical properties of the chelate compounds which were produced with 2-methoxy-5-nitrophenol(MNG) and metal salt such as copper nitrate and manganese nitrate. And obtained results were as in the followings. 1) The binding ratio of the chelate compounds formation were determined by using the molar ratio concentration method and their chemical structures were identified by IR-spectrum. 2) In the absorbance measuring, 2-methoxy-5-nitrophenol coordinated with manganese and copper showed the maximum absorbance at $430 m\mu$ and $410 m\mu$ respectively. 3) The binding ratio of chelated compounds were measured by molar ratio method and continuous variation method with spectrophotometer, which was identified as 1:2. 4) The conditional formation constant(log Kn value) of manganese and copper chelate compounds were 6.70, 6.75, respectively according to the equation of $log\frac{A-AM\circ n MNG}{AMm MNG-A}=n log (M\circ)+log Kn$ 5) The dissociations degree of manganese and copper chelate compound were $2, 300{\times} 10^{-7}$, $2, 346{\times} 10^{-7}$ respectively according to the molar calculation method.

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Lipase Catalyzed Kinetic Resolution of rac-2-(3-Methoxy-4-methylphenyl) propan-1-ol and rac-2-(3-Hydroxy-4-methylphenyl)propyl propanoate for S-(+)-Xanthorrhizol

  • Shafioul, Azam Sharif Mohammed;Cheong, Chan-Seong
    • Bulletin of the Korean Chemical Society
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    • v.33 no.2
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    • pp.409-414
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    • 2012
  • Xanthorrhizol is a bisabolane type of natural sesquiterpene, the major component of essential oils of Curcuma xanthorrhiza. 2-(3-Methoxy-4-methylphenyl)propan-1-ol and 2-(3-hydroxy-4-methyl phenyl)propan-1-ol could be essential building block for enantioselective synthesis of xanthorrhizol. Enantioselective (c = 53%, E = $80{\pm}3$) for R-(+)-2-(3-hydroxy-4-methylphenyl) propan-1-ol and (c = 58%, E = $27{\pm}1$) for R-(+)-2-(3-methoxy-4-methylphenyl) propan-1-ol resolution processes were developed via lipase-catalyzed reaction. We found lipase Aspergillus oryzae (AOL) and Porcine pancreas (PPL) are selective to transesterification and hydrolysis in organic and aqueous phase. Modified demethylated substrate is appropriate for enantioselective hydrolysis reaction without any additives. Enantiopure chiral alcohol was crystallized from ethyl acetate/n-hexane co-solvent system. Gram scale resolved chiral intermediate will facilitate the synthesis of the unnatural S-(+)-xanthorrhizol, the corresponding isomer of the natural one.

Changes in the Pectic Substance during Maturity of Apple (사과의 성숙에 따른 Pectin질의 변화)

  • Kim, Yeung-Ji;Kim, Chang-Sik
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.17 no.1
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    • pp.63-68
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    • 1988
  • The changes of methoxy content. compositional sugars. degree of esterification (DE) and pectic substances such as LMP (low methoxy pectin), HMP (high methoxy pectin) IAP (ionically associated pectin) and CBP (covalently bounded pectin) of Fuji apple were investigated during maturity. The contents of LMP+HMP and IAP+CBP in alcohol insoluble solid(AIS) were 70% and 20%. respectively. These pectic substances were increased slightly during maturity. The reductions of hexose and uronic acid were Iron 20-50% and from 2-4%, respectively, but the inclosed of pentose was from 1-9% in LMP, HMP, IAP and CBP during maturity of Fuji apple. The galactose was decreased significantly among hexose. Whereas the relative ratio of uronic acid in HMP and CBP was increased.

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Anti-microbial and Anti-inflammatory Activity of New 4-methoxy-3-(methoxymethyl) Phenol and (E)-N'-(5-bromo-2-methoxybenzylidene)-4-methoxy Benzohydrazide Isolated from Calotropis gigantean white

  • Manivannan, R.;Shopna, R.
    • Natural Product Sciences
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    • v.23 no.1
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    • pp.69-74
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    • 2017
  • A new phenol and hydrazide derivatives were obtained for the first time from the C. giganteawhite by silica gel column chromatography. The structure of the isolated compounds was identified by UV, IR NMR and MS. C. gigantea was scientifically reported for several medicinal properties viz. analgesic, antimicrobial and cytotoxic. In this screening work, anti-microbial activity of test compounds was found to be active against all organisms. Additionally, anti-inflammatory activity of the test groups has reduced the thickness of edema of the hind paw compared to the control group.

Antioxidant and antimicrobial constituents of Crucianella maritima L.

  • Badr, Jihan M.
    • Natural Product Sciences
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    • v.14 no.4
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    • pp.227-232
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    • 2008
  • Phytochemical further investigation of the chloroform extract of the aerial parts of Crucianella maritima L. (Rubiaceae) growing in Egypt resulted in the isolation of a new anthraquinone; 3-formyl-1-hydroxy-2-methoxy anthraquinone (3) along with the four known compounds isolated for the first time from the genus Crucianella; alizarin-1-methyl ether (2), 1,4-dihydroxy-2-methoxy anthraquinone (5), 1, 3, 6-trihydroxy-2-methoxy anthraquinone (7) and the flavonol kaempferol (8), beside four known compounds previously isolated from the same plant. The structures of the isolated compounds were established based on different spectroscopic data including UV, IR, EIMS, 1D and 2D-NMR. Moreover, the antioxidant and antimicrobial activities of the isolated compounds were evaluated.

Antifungal activities of 2-arylthio-,2-arylthio-5-methoxy-,2,3-bisarylthio-juglones and 2,3-bisarylthio-5,8-dimethoxy-1 A-naphthoquinones

  • Shim, Ju-Yeon;You, Hea-Jung;Choi, Ko-Un;Choi, Ik-Hwa;Chae, Mi-Jin;Ryu, Chung-Kyu
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.350.3-351
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    • 2002
  • 2-Arylthio-, 2-arylthio-5-methoxy-, 2, 3-bisarylthio-juglones and 2, 3-bisarylthio-5, 8-dimethoxy-1, 4-naphthoquinones were newly systhesized for the evaluation of antifungal activities. These derivatives were prepared by methylation of juglone and 2, 3-dichloro-5, 8-dihydroxy-1, 4-naphthoquinone. and by resioselective nucleophilic subsitution with arylthiols. All compounds were tested in vitro for their growth inhibitory activities against pathogenic fungi by the standard method. The MIC values were determined by comparison to flucytosine as a fungicidal standard agent. In general. In general. most juglone derivatives shows in vitro antifungal activities. Among them. 2-arylthio-5-methoxy-juglones showed most potent antifungal activities against all pathogenic fungi.

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A Potential Flame-retardant by Intumescence. Melaminium 2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane-4-methoxy-sulfates

  • 김진규;조양하;정옥상;손윤수
    • Bulletin of the Korean Chemical Society
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    • v.16 no.1
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    • pp.62-65
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    • 1995
  • New compounds of melaminium 2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane-4-methoxy-sulfate have been synthesized and characterized by means of chemical analysis, 1H, 13C, and 31P NMR, and IR spectroscopies. When the compounds are subjected to an open flame, they foam without melting to produce a light char with about 50 times volume of the initial compounds. The evaluation of these flame-retardants proves to be efficient for polypropylene. Thermogravimetric analysis discloses that the compounds are also thermally stable for compounding into polypropylene without decomposition.

Synthesis of Some New 4,5-dihydro-6-(4-methoxy-3-methylphenyl)-3(2H)-pyridazinone Derivatives (4,5-Dihydro-6-(4-methoxy-3-methylphenyl)-3(2H)-pyridazinone계 화합물의 합성 연구)

  • Soliman, Mohamed H. A.;El-Sakka, Sahar S.
    • Journal of the Korean Chemical Society
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    • v.55 no.2
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    • pp.230-234
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    • 2011
  • The present study describes the synthesis of 4,5-dihydro-6-(4-methoxy-3-methylphenyl)-3(2H)-pyridazinone derivatives. The synthesis of the first target compound, 4,5-dihydro-6-(4-methoxy-3-methylphenyl)-3(2H)-pyridazinone (1), was achieved by Friedel-Crafts acylation of o-cresyl methyl ether with succinic anhydride and subsequent cyclization of the intermediary g-keto acid with hydrazine hydrate. Condensation of compound 1 with aromatic aldehydes in the presence of sodium ethoxide affords the corresponding 4-substituted benzyl pyridazinones (3a-d). The dihydropyridazinone 1 underwent dehydrogenation upon treatment with bromine/acetic acid mixture to give (4). Pyridazine (5) has been synthesized upon the reaction of pyridazinone (1) with 1,3-diphenyl-2-propen-1-one under the Michael addition reaction. N-dialkylaminomethyl derivatives 6a-b have been obtained from the reaction of pyridazinone 1 with formaldehyde and secondary amine, whereas reaction of 1 with formaldehyde gives N-hydroxymethyl derivative (7). This study also includes the synthesis of the 3-chloropyridazine derivative 8 in excellent yield by heating pyridazinone 3b in phosphorus oxychloride. The behaviour of the chloro derivative toward sodium azide, benzyl amine and anthranilic acid was also studied. The proposed structures of the products were confirmed by elemental analysis, spectral data and chemical evidence.

An efficient Procedure for the Regioselective Synthesis of 10-Methoxy-11-Hydroxyaporphine from (R,S)-10,11-Dihydroxyaporphine

  • Kim, Jack C.
    • Archives of Pharmacal Research
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    • v.17 no.3
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    • pp.204-206
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    • 1994
  • A regioselective perparation of 10-methoxy-11-hydroxyaporphine ("Apocodeine, 1b") form (R, S)-10, 11-dihydroxyaporphine(apomorphine, 1a) is described. The isopropylidene ketal ring of 10, 11-(isopropylidenyldioxy) aporphine (2) obtained by the isopropylidenation of apomorphine, was regioselectively opened by the ten equivalent of timethylaluminum to give 100-hydroxy-11-t-butyloxyaporphine (3). The free 10-hydroxyl position of 3 was methylated with methyl p-toluenesulfonate/NaH, and afforded 10-methoxy-11-t-butyloxyaporphine (4) in high yield. Selective debutylation gave the desired 10-methoxy-11-hydroxyaporphine("apocodeine", 1b) in good yield.

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Single Oral Toxicity Study of 3-Methoxy-6-Allylthiopyridazine in Rats

  • Jung, Ki-Hwa
    • Biomolecules & Therapeutics
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    • v.13 no.2
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    • pp.123-126
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    • 2005
  • The single dose toxicity of 3-methoxy-6-allylthiopyridazine (K-6) was studied with Sprague-Dawley rats. K-6 was administered orally with dosages of 4.0, 3.0, 1.5, 1.0, 0.5, 0.25 and 0.1 g/kg to the rats. We observed daily the number of death, clinical signs, body weights and gross findings. All rats (6) were dead within a day after administration when doses of 4.0and 3.0 g/kg were administered. When dose of 2.0 g/kg was administered, 2 rats among 3 rats were dead. Any significant toxicity below 1.5g/kg of K6 was not observed when the different doses of 1.5, 1.0, 0.5, 0.25 and 0.1 g/kg were administered to 6 rats respectively.