• 제목/요약/키워드: isoindoline

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Isoindoline계 황색 화합물의 환경친화적 합성 및 이의 특성 (Eco-friend Synthesis of Isoindoline Yellow Compound and its Properties)

  • 김송혁;김재환;양석원;이원기;이근대;박성수
    • 공업화학
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    • 제26권1호
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    • pp.74-79
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    • 2015
  • 본 연구에서는 계면활성제를 사용하지 않는 친환경적 방법으로 붉은 계통의 노란 색상을 띄는 높은 내열성을 가진 isoindoline 화합물을 합성하기 위하여 다양한 반응 온도에서 여러 구조의 isoindoline 유도체를 첨가하여 합성한 후, 이를 고압 반응기에서 온도, 시간을 조절하여 결정화하였다. 시료들의 화학적 구조, 입자 형상 및 크기, 색상, 광학적 특성은 각각 FT-IR, FE-SEM 및 PSA, 색차계, UV-Vis 분광기, 제타 포텐샬을 이용하여 측정하여 비교 분석하였다. 유도체를 첨가한 후 결정화 처리하여 높은 내열성, 균일한 입도분포, 우수한 분산성의 isoindoline 화합물을 수득하였고 합성 조건에 따른 색상 변화 경향성을 확인할 수 있었다.

Synthesis of Arene-Fused Isoindoline Derivatives from Morita-Baylis-Hillman Adducts by IMDA Reaction Using Z-Vinylarenes as 1,3-Dienes

  • Kim, Ko Hoon;Lim, Jin Woo;Moon, Hye Ran;Kim, Jae Nyoung
    • Bulletin of the Korean Chemical Society
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    • 제35권11호
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    • pp.3254-3260
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    • 2014
  • Intramolecular Diels-Alder (IMDA) reaction of vinylarenes bearing a Z-alkenyl tether, prepared from Morita-Baylis-Hillman (MBH) adducts, afforded arene-fused isoindoline derivatives in good yields. Vinylfurans, vinylthiophenes, and vinylnaphthalenes could be used successfully as dienes, while vinylbenzene failed under the same reaction conditions.

Suppressive Effect of 4-Hydroxy-2-(4-Hydroxyphenethyl) Isoindoline-1,3-Dione on Ovalbumin-Induced Allergic Asthma

  • Huang, Jin;Su, Mingzhi;Lee, Bo-Kyung;Kim, Mee-Jeong;Jung, Jee H.;Im, Dong-Soon
    • Biomolecules & Therapeutics
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    • 제26권6호
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    • pp.539-545
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    • 2018
  • 4-Hydroxy-2-(4-hydroxyphenethyl)isoindoline-1,3-dione (PD1) is a synthetic phthalimide derivative of a marine compound. PD1 has peroxisome proliferator-activated receptor (PPAR) ${\gamma}$ agonistic and anti-inflammatory effects. This study aimed to investigate the effect of PD1 on allergic asthma using rat basophilic leukemia (RBL)-2H3 mast cells and an ovalbumin (OVA)-induced asthma mouse model. In vitro, PD1 suppressed ${\beta}$-hexosaminidase activity in RBL-2H3 cells. In the OVA-induced allergic asthma mouse model, increased inflammatory cells and elevated Th2 and Th1 cytokine levels were observed in bronchoalveolar lavage fluid (BALF) and lung tissue. PD1 administration decreased the numbers of inflammatory cells, especially eosinophils, and reduced the mRNA and protein levels of the Th2 cytokines including interleukin (IL)-4 and IL-13, in BALF and lung tissue. The severity of inflammation and mucin secretion in the lungs of PD1-treated mice was also less. These findings indicate that PD1 could be a potential compound for anti-allergic therapy.

Isoindoline 유도체의 합성연구 III 이염기산무수물 또는 Imjde에 대한 유기산의 Gabriel 축합반응에 관한 연구 (Studies on Isoindoline Derivatives. III. Studies on the Anhydrides and Imides of Dibasic Acids for the Organic Acids in the Gabriel Condensation)

  • 이남순;임중기;조태순;원정희;문도원;박인석;김무곤;민윤식;정진수
    • 약학회지
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    • 제18권1호
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    • pp.59-73
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    • 1974
  • Fifteen derivatives of phthalide were synthesized from m-hemipinic, hydrastic and 4,5-benzophthalic anhydride with acetic, phenylacetic, p-methoxyphenylacetic, p-nitrophenylacetic, ${\alpha}$-nephthylacetic and succinic acid by the Gabriel condensation. In the same way, 13 derivatives of phthalimidine and 4 derivatives of ${\alpha,\beta}$ -benzisothiazoline-1, 1-dioxide were synthesized from diphenylmaleimide, phthalimide, saccharine and 4,5-benzo-phthalimide with previous 6 acids. 3-Substituted derivatives of m-hemipinic anhydride, hydrastic anhydride and 4,5-benzophthalic anhydride were treated with formamide and seven 3-substituted imidines could be synthesized. In case of 4,5-benzophtha lide, two isomers,4,5-benzophthalidene-3-acetic acid and 4,5-benzophthalidene-1-acetic acid, can be obtained theoretically, but only one product we got, and the chemical structure of it was identified by the following way. It was hydrolyzed and then decarboxylated, and this decomposed product was identical with 1-acetyl-2-naphthoic acid which was synthesized from .betha.-naphthylamine. This indicates that by the Gabriel condensatioin 4,5-benzophthalide only produces 4,5-benzophthlidene-3-acetic acid, that is ${\alpha}$-carbonyl substitute.

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Synthesis and SAR Studies for the Inhibition of TNF-$\alpha$ Production. Part 2. 2-[3-(Cyclopenthloxy)4-Methoxyphenyl]-Substituted-1-Isoindolinone Derivatives

  • Park, Joon-Seok;Moon, Seong-Cheol;Baik, Kyung-Up;Cho, Jae-Youl;Yoo, Eun-Sook;Byun, Young-Seok;Park, Myung-Hwan
    • Archives of Pharmacal Research
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    • 제25권2호
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    • pp.137-142
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    • 2002
  • This study describes the synthesis and in vitro evaluation of 2-[3- (Cyclopenthloxy) 4-Methoxyphenyl] - Substituted-1-Isoindolinone derivatives substituted on benzene moiety of isoindoline ring for the inhibition of $TNF-{\alpha}$ production. From this study, we have found the 6-C position on isoindolinone ring is an optimal derivatization site. Among the compounds synthesized, 6-ammo-2-[3-(cyclopentyloxy)-4-methoxyphenyl]-1-isoindolinone (6) was the most potent in inhibitory activity of $TNF-{\alpha}$ production in LPS-stimulated RAW264.7 cells.