3-(12,14-dioxo-11,12,14,15-tetrahydro-9H-9,10-[3,4]epipyrroloanthracen-13(10H)-yl)propanoic acid | 137093-65-3

• 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-(12,14-dioxo-11,12,14,15-tetrahydro-9H-9,10-[3,4]epipyrroloanthracen-13(10H)-yl)propanoic acid
• 英文别名: 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)propanoic acid
• CAS: 137093-65-3
• 化学式: C₂₁H₁₇NO₄
• 分子量: 347.37
• InChiKey: LVWFLTFTSGBKPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(12,14-dioxo-11,12,14,15-tetrahydro-9H-9,10-[3,4]epipyrroloanthracen-13(10H)-yl)propanoic acid 在 氯化亚砜 作用下， 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
• 作为产物：
  描述：

  dibenzobarallene 、 β-丙氨酸 在 盐酸 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 3-(12,14-dioxo-11,12,14,15-tetrahydro-9H-9,10-[3,4]epipyrroloanthracen-13(10H)-yl)propanoic acid
  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。
• Modular design of hosts involving a rigid succinimide framework and N-bonded lateral groups. Crystalline inclusion properties and crystal structures of inclusion compounds with dioxane, methanol, and DMF
  作者：Edwin Weber、Stephan Finge、Ingeborg Csoeregh

  DOI：10.1021/jo00026a018

  日期：1991.12

  A series of crystalline host molecules comprising a characteristic 9,10-ethanoanthracene-11,12-dicarboxamide framework have been synthesized and studied with regard to their inclusion behavior. They follow a new design concept which is to convert a given molecule, presently of amine, aminophenol, amino alcohol, or amino acid type, by addition of a so-called "clathratogenic group" (inclusion promoting group) into a crystalline host. These hosts form crystalline inclusion compounds with a variety of uncharged organic molecules ranging from protic dipolar to rather apolar compounds (103 different inclusion species). Inclusion formation and binding modes depend on the structural features of the hosts, i.e., the type of functional groups, their number, and geometric factors. X-ray crystal structures of three inclusion species are reported: 1.dioxane (1:1) [P2(1)/n, a = 11.9757 (4) angstrom, b = 9.8442 (3) angstrom, c = 16.2371 (5) angstrom, beta = 109.196 (4)-degrees, Z = 4], 23.MeOH (1:1) [Pbca, a = 8.532 (1) angstrom, b = 18.865 (1) angstrom, c = 24.074 (2) angstrom, Z = 8], 24.DMF (1:1) [P2(1)/a, a = 15.217 (1) angstrom, b = 11.445 (1) angstrom, c = 26.685 (2) angstrom, beta = 106.15 (1)-degrees, Z = 8]. They show the compounds to be typical coordinatoclathrates with hydrogen bond interactions between host and guest. In the crystals of 1.dioxane (1:1), hydrophobically aggregated host molecules form rectangular cages, each with space enough for two H bonded guests. In 23.MeOH (1:1), the guest acts both as donor and acceptor in H bonds, resulting in endless H bonded chains of alternating host and guest molecules. The finite 1:1 host-guest associates in 24.DMF (1:1) are held together by characteristic O-H...O(C) and possibly als by (C)H...O-type interactions.
• Synthesis, Anti-inflammatory and Analgesic Evaluation of Certain New 3a,4,9,9a-Tetrahydro-4,9-benzenobenz[f]isoindole-1,3-diones
  作者：A. A. Abu-Hashem、M. A. Gouda

  DOI：10.1002/ardp.201100020

  日期：2011.8

  analgesic and anti‐inflammatory activities, we reported here the synthesis and in‐vivo analgesic and anti‐inflammatory evaluation of various series of 2‐substituted‐3a,4,9,9a‐tetrahydro‐4,9‐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, [

  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)