4'-nitro-o-terphenyl | 60366-38-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-nitro-o-terphenyl
• 英文别名: 2~4~-Nitro-1~1~,2~1~:2~2~,3~1~-terphenyl；4-nitro-1,2-diphenylbenzene
• CAS: 60366-38-3
• 化学式: C₁₈H₁₃NO₂
• 分子量: 275.307
• InChiKey: MGRAJNMAXJQWQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4'-nitro-o-terphenyl 在 tin(II) chloride dihydrate 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 生成 3,4-二苯基苯胺
  参考文献：
  名称：

  Structurally Simple Inhibitors of Lanosterol 14α-Demethylase Are Efficacious In a Rodent Model of Acute Chagas Disease

  摘要：

  We report structure-activity studies of a large number of dialkyl imidazoles as inhibitors of Trypanosoma cruzi lanosterol-14 alpha-demethylase (L14DM). The compounds have a simple structure compared to posaconazole, another L14DM inhibitor that is an anti-Chagas drug candidate. Several compounds display potency for killing T cruzi amastigotes in vitro with values of EC50 in the 0.4-10 nM range. Two compounds were selected for efficacy studies in a mouse model of acute Chagas disease. At oral doses of 20-50 mg/kg given after establishment of parasite infection, the compounds reduced parasitemia in the blood to undetectable levels, and analysis of remaining parasites by PCR revealed a lack of parasites in the majority of animals. These dialkyl imidazoles are substantially less expensive to produce than posaconazole and are appropriate for further development toward an anti-Chagas disease clinical candidate.

  DOI：

  10.1021/jm900030h
• 作为产物：
  描述：

  N-(5-nitro-[1,1'-biphenyl]-2-yl)acetamide 在 乙酸酐 、 溶剂黄146 、 亚硝酰氯 、 苯 作用下， 生成 4'-nitro-o-terphenyl
  参考文献：
  名称：

  Notes - The Synthesis of 4'-Nitro-o-terphenyl

  摘要：

  DOI：

  10.1021/jo01110a605

文献信息

• Photo-Aryl Coupling and Related Reactions. II. The Formation of Triphenylenes from Halogeno-<i>o</i>-terphenyls
  作者：Takeo Sato、Shigeru Shimada、Kazuo Hata

  DOI：10.1246/bcsj.42.766

  日期：1969.3

  Electronic effects on the photochemical conversion of o-terphenyl to triphenylene were examined by comparing the ultraviolet irraiation reaction, carried out in a benzene solution using iodine as an oxidant, of three classes of o-terphenyl derivatives, 4- (3) and 4′-substituted (4) and 4,4″-disubstituted derivatives (5). While a strong electron-withdrawing group such as nitro group, hindered the cyclization

  通过比较在使用碘作为氧化剂的苯溶液中进行的三类邻三联苯衍生物 4- (3) 和 4' 的紫外线照射反应，研究了对邻三联苯光化学转化的电子效应-取代的 (4) 和 4,4" - 二取代的衍生物 (5)。虽然硝基等强吸电子基团阻碍了环化反应的发生，但甲氧基、氟、氯和溴化合物提供了相应的苯并苯衍生物。然而，对于溴和碘化合物，由于碳 - 卤素键的光化学裂解导致产物的复杂混合物，这导致苯基化产物的形成，因此苯基三亚苯基与还原产物一起形成。此外，对于碘化合物，发现不需要氧化剂来进行环化脱氢反应，因为在光解过程中会释放出碘。形成光解产物的可能途径...
• Ibuki, Eiichi; Ozasa, Shigeru; Fujioka, Yasuhiro, Chemical and pharmaceutical bulletin, 1980, vol. 28, # 5, p. 1468 - 1476
  作者：Ibuki, Eiichi、Ozasa, Shigeru、Fujioka, Yasuhiro、Kitamura, Hirohiko

  DOI：——

  日期：——
• THE NITRATION OF TERPHENYLS
  作者：C. F. H. ALLEN、D. M. BURNESS

  DOI：10.1021/jo01153a026

  日期：1949.1
• From 3,4-dinitrothiophene to 1,2-diaryl-4-nitrobenzenes through ( E , E , E )-1,6-diaryl-3-nitro-1,3,5-hexatrienes
  作者：Carlo Dell'Erba、Antonella Gabellini、Angelo Mugnoli、Marino Novi、Giovanni Petrillo、Cinzia Tavani

  DOI：10.1016/s0040-4020(01)00898-5

  日期：2001.10

  The reactions between 1,2-bis(diethylamino)-2,3-dinitro-1,3-butadiene, easily obtainable by ring-opening of 3,4-dinitrothiophene with diethylamine, and arylmethylmagnesium chlorides in THF at 0 degreesC furnished good yields of (E,E,E)-1,6-diaryl-3-nitro-1,3,5-hexatrienes. To explain the formation of the hexatrienes, a mechanism is advanced which involves, in particular, tautomerisation of the intermediate 1,6-diaryl-3,4-dinitro-2,4-hexadienes followed by base-induced elimination of nitrous acid. The electrocyclic disrotatory conversion of the hexatrienes into the corresponding 5,6-diaryl-2-nitro-1,3-cyclohexadienes was analysed by H-1 NMR spectroscopy and exploited for the high-yielding synthesis of 1,2-diaryl-4-nitrobenzenes employing, as oxidants, either DDQ or iodine in the presence of cyclohexene oxide as HI scavenger. (C) 2001 Elsevier Science Ltd. All rights reserved.
• IBUKI EHCHI; OZASA SHIGERU; EUJIOKA YASUHIRO; KITAMURA HIROHIKO, CHEM. AND PHARM. BULL., 1980, 28, NO 5, 1468-1476
  作者：IBUKI EHCHI、 OZASA SHIGERU、 EUJIOKA YASUHIRO、 KITAMURA HIROHIKO

  DOI：——

  日期：——