2',6'-二(苄氧基)苯乙酮 | 3886-19-9

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2',6'-二(苄氧基)苯乙酮
• 英文名称: 1-[2',6'-bis(phenylmethoxy)phenyl]ethanone
• 英文别名: 1-[2,6-bis(phenylmethoxy)phenyl]ethanone；1-(2,6-dibenzyloxyphenyl)ethanone；2,6-bis(benzyloxy)acetophenone；2',6'-dibenzyloxyacetophenone；2,6-Dibenzyloxyacetophenone；1-[2,6-bis(benzyloxy)phenyl]ethanone；1-(2,6-Bis(benzyloxy)phenyl)ethanone
• CAS: 3886-19-9
• 化学式: C₂₂H₂₀O₃
• 分子量: 332.399
• InChiKey: ZQJARFAIOBJZSO-UHFFFAOYSA-N

物化性质

• 熔点：
  71.5 °C
• 沸点：
  210-220 °C(Press: 0.05 Torr)
• 密度：
  1.144±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2',6'-二(苄氧基)苯乙酮 在 palladium on activated charcoal 盐酸 、 氢氧化钾 、 thallium(I) nitrate 、 氢气 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 氯仿 、 乙酸乙酯 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 26.0h， 生成 5-hydroxy-3-phenyl-4H-chromen-4-one
  参考文献：
  名称：

  Nishiyama, Kiyotoshi; Esaki, Sachiko; Deguchi, Ikuko, Bioscience, Biotechnology and Biochemistry, 1993, vol. 57, # 1, p. 107 - 114

  摘要：

  DOI：
• 作为产物：
  描述：

  1-[2,6-bis(benzyloxy)phenyl]-3-(dimethylamino)-prop-2-en-1-one 在 盐酸 作用下， 生成 2',6'-二(苄氧基)苯乙酮
  参考文献：
  名称：

  Towards the first inhibitors of trihydroxynaphthalene reductase from Curvularia lunata: Synthesis of artificial substrate, homology modelling and initial screening

  摘要：

  Trihydroxynaphthalene reductase (3HNR) is an essential enzyme in the biosynthesis of fungal melanin and it represents an emerging target for the development of new fungicides and antimicotics. To promote the discovery of new inhibitors, an improved chemical synthesis of the artificial substrate 2,3-dihydro-2,5-dihydroxy-4H-benzopyran-4-one (DDBO) was developed. A series of compounds were screened on 3HNR from Curvularia lunata, a known plant pathogen and an opportunistic human pathogen, and several structurally diverse hits were obtained. Homology modelling of 3HNR from C. lunata can explain their binding modes and will enable further structure-based design of new and improved inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.066

文献信息

• Synthesis of malabaricones, diarylnonanoids occurring in myristicaceous plants.
  作者：Yoshisuke TSUDA、Shinzo HOSOI、Yorii GOTO

  DOI：10.1248/cpb.39.18

  日期：——

  Naturally occurring diarylnonanoids, malabaricones A, B, C, D, and 1-(2-hydroxy-6-methoxyphenyl)-9-(3, 4-methylenedioxyphenyl)-nonan-1-one were synthesized from a common intermediate, 6-benzyloxyhexyltriphenyl phosphonium bromide, by use of the Witting reaction and crossed aldol reaction as key steps.

  自然界存在的二芳基壬烷类化合物，马拉巴酮A、B、C、D和1-(2-羟基-6-甲氧基苯基)-9-(3,4-亚甲二氧苯基)-壬烷-1-酮，通过共同的中间体6-苄氧基己基三苯基膦溴化物，利用Witting反应和交叉羟醛反应作为关键步骤合成。
• Na+-Glucose Cotransporter Inhibitors as Antidiabetics. I. Synthesis and Pharmacological Properties of 4'-Dehydroxyphlorizin Derivatives Based on a New Concept.
  作者：Kenji TSUJIHARA、Mitsuya HONGU、Kunio SAITO、Masanori INAMASU、Kenji ARAKAWA、Akira OKU、Mamoru MATSUMOTO

  DOI：10.1248/cpb.44.1174

  日期：——

  Based on our new concept that inhibitors of the Na(+)-glucose cotransporter (SGLT) would be useful as antidiabetics, 4'-dehydroxyphlorizin derivatives 1a--f were designed, synthesized, and examined for various pharmacological properties related to antidiabetic activity. In normal rats, 1a, e and phlorizin showed a strong SGLT-inhibitory effect and significantly increased urinary glucose on intraperitoneal

  根据我们的新概念，即Na（+）-葡萄糖共转运蛋白（SGLT）的抑制剂将用作抗糖尿病药，设计，合成了4'-脱羟基Phrizrizin衍生物1a-f，并检查了与抗糖尿病活性相关的各种药理特性。在正常大鼠中，腹膜内给药10 mg / kg时，1a，e和phlorizin表现出较强的SGLT抑制作用并显着增加尿葡萄糖，尽管只有1a导致口服100 mg / kg时会排泄大量尿葡萄糖。在正常大鼠的肠灌注过程中，化合物1a，e和phlorizin显着抑制了小肠中的葡萄糖摄取。口服给药时，化合物1a在小鼠的葡萄糖耐量试验中对血糖具有明显的降低作用，并且还降低了链脲佐菌素诱导的糖尿病大鼠的血糖。糖苷配基2a，1a，e和1a的e对人红细胞中促进葡萄糖转运蛋白1（GLUT-1）的抑制作用较弱，而促视紫红质素对GLUT-1的抑制作用较强。当以1 g / kg的剂量连续给药4周后，化合物1a对大鼠没有明显的肾脏损害
• Pyridine derivatives
  申请人：Bayer Aktiengesellschaft

  公开号：US06562811B1

  公开（公告）日：2003-05-13

  Pyridine compounds of general formula: wherein —R1 represents in which R11 is hydrogen, C1-6 alkyl, halogen, hydroxy, C1-12 alkoxy, nitro, amino, C1-6 alkylsulfonylamino, C1-6 alkoxycarbonyl, C1-6 alkylamino, di(C1-6 alkyl)amino, C1-6 alkanoylamino, phenyl C1-6 alkylamino, phenylsulfonylamino, or —O—(CH2)n—R111; R2 represents hydrogen or halogen; R3 represents hydrogen, —CR31R32R33, or —NR34R35; R4 is hydrogen, carbamoyl, CN, carboxyl, etc.; R5 is amino, C1-6 alkylamino, di C1-6 alkylamino, etc. or salt thereof. The compound has an excellent anti-inflammatory activity, and other biological activity.

  通式为的吡啶化合物：其中-R1代表其中R11为氢，C1-6烷基，卤素，羟基，C1-12烷氧基，硝基，氨基，C1-6烷基磺酰胺基，C1-6烷氧羰基，C1-6烷基氨基，二(C1-6烷基)氨基，C1-6烷酰胺基，苯基C1-6烷基氨基，苯基磺酰胺基，或-O-(CH2)n-R111；R2代表氢或卤素；R3代表氢，-CR31R32R33，或-NR34R35；R4为氢，氨基甲酰基，氰基，羧基等；R5为氨基，C1-6烷基氨基，二C1-6烷基氨基等或其盐。该化合物具有出色的抗炎活性和其他生物活性。
• Benzopyran derivatives and an anti-allergic agent possessing the same as
  申请人：Dainippon Ink & Chemicals, Inc.

  公开号：US05428059A1

  公开（公告）日：1995-06-27

  The present invention relates to an extremely effective anti-allergic agent with a low toxicity, which possesses as its active ingredient a benzopyran derivative described by the general formula below (in the formula, R.sup.1 and R.sup.2 are each respectively a hydrogen atom, an acyl group, an alkyl group having 1.about.12 carbon atoms, or an alkenyl group having 2.about.10 carbon atoms; and R.sup.3 is a hydroxyl group, an acyloxy group, an alkoxy group having 1.about.10 carbon atoms, or an alkenyloxy group having 2.about.10 carbon atoms). General Formula ##STR1##

  本发明涉及一种具有低毒性的极其有效的抗过敏剂，其活性成分为下面通用公式描述的苯并吡喁衍生物（在公式中，R.sup.1 和 R.sup.2 分别是氢原子、酰基、具有1至12个碳原子的烷基基团，或具有2至10个碳原子的烯基基团；而 R.sup.3 是羟基、酰氧基、具有1至10个碳原子的烷氧基，或具有2至10个碳原子的烯氧基）。通用公式：##STR1##
• [EN] PYRIDINE DERIVATIVES WITH IKB-KINASE (IKK- beta ) INHIBITING ACTIVITY<br/>[FR] DERIVES DE PYRIDINE AVEC ACTIVITE INHIBITRICE DE L'IKB-KINASE (IKK-KINASE9
  申请人：BAYER AG

  公开号：WO2002024679A1

  公开（公告）日：2002-03-28

  Pyridine compounds of general formula (I) wherein -R1 represents, or in which R11 is hydrogen, C¿1-6? alkyl, halogen, hydroxy, C1-12 alkoxy, nitro, amino, C1-6 alkylsulfonylamino, C1-6 alkoxycarbonyl, C1-6 alkylamino, di (C1-6 alkyl)amino, C1-6 alkanoylamino, phenyl C1-6 alkylamino, phenylsulfonylamino, or -O-(CH2)n-R?111 ; R2¿ represents hydrogen or halogen; R3 represents hydrogen, -CR?31R32R33¿, or -NR?34R35; R4¿ is hydrogen, carbamoyl, CN, carboxyl, etc.; R5 is amino, C¿1-6? alkylamino, di C1-6 alkylamino, etc. or salt thereof. The compound has an excellent anti-inflammatory activity, and other biological activity.

  通式为（I）的吡啶化合物，其中-R1代表，或其中R11为氢，C1-6烷基，卤素，羟基，C1-12烷氧基，硝基，氨基，C1-6烷基磺酰胺基，C1-6烷氧羰基，C1-6烷基氨基，二（C1-6烷基）氨基，C1-6烷酰胺基，苯基C1-6烷基氨基，苯基磺酰胺基，或-O-（CH2）n-R?111; R2代表氢或卤素; R3代表氢，-CR?31R32R33¿，或-NR?34R35; R4为氢，氨甲酰基，氰基，羧基等; R5为氨基，C1-6烷基氨基，二C1-6烷基氨基等或其盐。该化合物具有优异的抗炎活性和其他生物活性。