3-(1,3-dioxo-3a,4-dihydro-4,9-[1,2]benzeno-1H-benzo[f]isoindol-2(3H,9H,9aH)-yl)propanoyl chloride | 1254571-95-3

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: 3-(1,3-dioxo-3a,4-dihydro-4,9-[1,2]benzeno-1H-benzo[f]isoindol-2(3H,9H,9aH)-yl)propanoyl chloride
• CAS: 1254571-95-3
• 化学式: C₂₁H₁₆ClNO₃
• 分子量: 365.816
• InChiKey: VHWSYESUYPHVNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  54.45
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  trans-3-(3,4,5-trimethoxyphenyl)acrylic acid 3-[(3-hydroxypropyl)methylamino]propyl ester 、 3-(1,3-dioxo-3a,4-dihydro-4,9-[1,2]benzeno-1H-benzo[f]isoindol-2(3H,9H,9aH)-yl)propanoyl chloride 以 二氯甲烷 为溶剂， 生成 3-[methyl-[3-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxypropyl]amino]propyl 3-(16,18-dioxo-17-azapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13-hexaen-17-yl)propanoate
  参考文献：
  名称：

  Structure−Activity Relationships Studies in a Series of N,N-Bis(alkanol)amine Aryl Esters as P-Glycoprotein (Pgp) Dependent Multidrug Resistance (MDR) Inhibitors

  摘要：

  As a continuation Or a previous research, a series of N,N-bis(alkanol)amine aryl esters, as Pgp-dependent MDR inhibitors, was; designed and synthesized. The aromatic ester portions are suitably modulated, and new aryl rings (Ar-1 and Ar-2) were combined with trans-3-(3,4,5-trimethoxyphenyl)-vinyl, 3,4,5-trimethoxybenzyl and anthracene moieties that were present in the most potent previously Studied compounds. The new compounds showed I wide range of potencies and efficacies Oil doxorubicin-resistant erythroleukemia K562 cells (K562/DOX) in the pirarubicin uptake assay. Selected compounds (5, 6, 8, 9, and 21) were further Studied, evaluating their action on doxorubicin cytotoxicity potentiation oil K562 cells; they significantly enhanced doxorubicin cytotoxicity oil K562/DOX cells, confirming the results obtained with pirarubicin. Compound 9 Shows file Most promising properties as it was able to nearly completely reverse Pgp-dependent pirarubicin extrusion at nanomolar closes and increased the cytotoxicity of doxorubicin with a reversal fold (RF) of 19.1 at 3 mu M dose.

  DOI：

  10.1021/jm9016174
• 作为产物：
  描述：

  dibenzobarallene 在 盐酸 、 氯化亚砜 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 3-(1,3-dioxo-3a,4-dihydro-4,9-[1,2]benzeno-1H-benzo[f]isoindol-2(3H,9H,9aH)-yl)propanoyl chloride
  参考文献：
  名称：

  某些新型 3a, 4,9,9a-Tetrahydro-4,9-benzenobenz [f] isoindole-1,3-diones 的合成、抗炎和镇痛评价

  摘要：

  为了建立具有改善的镇痛和抗炎活性的新候选物，我们在此报告了各种系列的 2-取代 - 3a、4、9、9a-四氢 - 4 的合成和体内镇痛和抗炎评估, 9 - benzeno - benz [f]isoindole - 1,3- diones: [4 - bromobutoxy] 6, 5 - bromopentoxy 7, [4- (4- phenylpiperazin - 1 - yl) butoxy] 9, [5- (4) -Phenylpiperazin-1-yl) pentoxy] 10, 2- (2 (4) - (4-phenylpiperazin-1-yl) -2-oxoethyl / 4-oxobutyl 17, 19, [2 (4) - (4-methylpiperazine) -1-基] -2-氧乙基/4-氧丁基20、22、[2(4)-吗啉代-2-氧乙基/4-氧丁基]23、25和2(4)-(哌啶-1-基)

  DOI：

  10.1002/ardp.201100020

文献信息

• Synthesis and study of some new N-substituted imide derivatives as potential antibacterial agents
  作者：Abd Khalil、Moged Berghot、Moustafa Gouda

  DOI：10.2478/s11696-010-0049-z

  日期：2010.1.1

  Dibenzobarrelene (I) was used as a starting compound for the synthesis of some new 3a,4,9,9a-tetrahydro-4,9-[1,2]benzeno-1H-benzo[f]isoindole-1,3(2H)-diones, N-substituted with: 4-toluenesulfonyloxy, III; butoxy, IV; 3-bromopropoxy, V; 3-(4-phenylpiperazin-1-yl)propoxy, VI; 3-chloro-3-oxopropyl, VIII; 3-(4-phenylpiperazin-1-yl)-3-oxopropyl, IXa; 3-(4-methylpiperazin-1-yl)-3-oxopropyl, IXb; 3-oxo-3

  二苯并戊烯（I）被用作合成一些新的3a，4,9,9a-四氢-4,9- [1,2-苯并-1H-苯并[ f ]异吲哚-1,3（ 2 H）-二酮，被N-取代：4-甲苯磺酰氧基，III ; 丁氧基，IV ; 3-溴丙氧基，V；3-（4-苯基哌嗪-1-基）丙氧基，VI ; 3-氯-3-氧丙基，VIII ; 3-（4-苯基哌嗪-1-基）-3-氧丙基，IXa ; 3-（4-甲基哌嗪-1-基）-3-氧丙基，IXb ; 3-氧代-3-（哌啶-1-基）丙基，X ; 3-吗啉代-3-氧代丙基，XI; 3-苯基氨基-3-氧丙基，XII ; 2-乙酰氨基乙基，XIV ; 2-氨基乙基XV和2-乙酰氧基乙基XVI。通过IR，1 H和13 C NMR和质谱数据对新合成的化合物进行了表征。测试所选产品的抗微生物活性。