7,9-二甲基苯并吖啶 | 963-89-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 7,9-二甲基苯并吖啶
• 中文别名: 7,9-二甲基苯并(C)氮杂蒽
• 英文名称: 7,9-dimethylbenz[c]acridine
• 英文别名: 7,9-dimethylbenzo[c]acridine
• CAS: 963-89-3
• 化学式: C₁₉H₁₅N
• 分子量: 257.335
• InChiKey: HEFJMRLDXHSXEP-UHFFFAOYSA-N

物化性质

• 熔点：
  157-161 °C (lit.)
• 沸点：
  300 °C/10 mmHg (lit.)
• 密度：
  0.9329 (rough estimate)
• 物理描述：
  7,9-dimethylbenz(c)acridine is a light yellow powder. (NTP, 1992)
• 溶解度：
  less than 1 mg/mL at 64° F (NTP, 1992)
• 保留指数：
  2769;434;438.32
• 稳定性/保质期：
  在常温常压下，该物质是稳定的。

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  T
• 危险类别码：
  R20/21/22,R45,R36/37/38,R46
• 海关编码：
  2933990090
• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  7,9-二甲基苯并吖啶 在 sodium hypochlorite 、 sodium phosphate buffer 、 tetra-tert-butylammonium hydrogen sulfate 作用下， 以 氯仿 为溶剂， 反应 1.5h， 以24%的产率得到7,9-dimethylbenz[c]acridine 5,6-oxide
  参考文献：
  名称：

  Identification of Hepatic Metabolites of Two Highly Carcinogenic Polycyclic Aza-Aromatic Compounds, 7,9-Dimethylbenz[c]acridine and 7,10-Dimethylbenz[c]acridine

  摘要：

  The hepatic microsomal metabolites of the highly carcinogenic dimethylbenzacridines, 7,9-dimethylbenz[c]acridine (7,9-DMBAC), and 7,10-dimethylbenz[c]acridine (7,10-DMBAC) were obtained with preparations from 3-methylcholanthrene-pretreated rats. Metabolites were separated by reversed-phase HPLC and characterized using UV spectral data and chemical ionization-mass spectrometry after trimethylsilylation and GC. Comparisons with products formed in the presence of the epoxide hydrolase inhibitor, 1,1,1-trichloropropane 2,3-oxide and with those formed from the three synthetic alcohol derivatives of each parent compound, aided the assignment of firm or tentative structures to 16 products from 7,9-DMBAC found in 22 reversed-phase chromatographic peaks, and for 17 products of 7,10-DMBAC found in 19 chromatographic peaks. The more abundant metabolites were derived from oxidation of the methyl groups. Other metabolites were dihydrodiols, epoxides, phenols and secondary metabolites. The 9-methyl group prevented dihydrodiol formation at the 8,9-position from 7,9-DMBAC, and for each carcinogen, the 3,4-dihydrodiol was formed. As well, 3,4-dihydrodiols of methyl oxidized compounds were found.

  DOI：

  10.1021/tx00044a003
• 作为产物：
  描述：

  1-(对甲苯胺基)萘 、 乙酸酐 在 溶剂黄146 、 zinc(II) chloride 作用下， 生成 7,9-二甲基苯并吖啶
  参考文献：
  名称：

  Buu-Hoi; Lecocq, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1944, vol. 218, p. 792

  摘要：

  DOI：

文献信息

• Acridine–Isoxazole and Acridine–Azirine Hybrids: Synthesis, Photochemical Transformations in the UV/Visible Radiation Boundary Region, and Anticancer Activity
  作者：Ekaterina E. Galenko、Mikhail S. Novikov、Alexander S. Bunev、Alexander F. Khlebnikov

  DOI：10.3390/molecules29071538

  日期：——

  Easy-to-handle N-hydroxyacridinecarbimidoyl chloride hydrochlorides were synthesized as convenient nitrile oxide precursors in the preparation of 3-(acridin-9/2-yl)isoxazole derivatives via 1,3-dipolar cycloaddition with terminal alkynes, 1,1-dichloroethene, and acrylonitrile. Azirines with an acridin-9/2-yl substituent attached directly or via the 1,2,3-triazole linker to the azirine C2 were also

  通过与末端炔烃、1,1-二氯乙烯的 1,3-偶极环加成反应制备 3-(吖啶-9/2-基)异恶唑衍生物，合成了易于处理的 N-羟基吖啶碳酰氯盐酸盐作为方便的氧化腈前体和丙烯腈。还合成了带有吖啶-9/2-基取代基的氮丙啶，该取代基直接或通过1,2,3-三唑连接体连接至氮丙啶C2。尽管吖啶-吖丙啶杂化物的三元环在320-420 nm处有长波吸收，但其三元环被发现对紫外/可见边界区域的辐射具有抵抗力，这表明吖啶部分不能用作天线转移光能，从氮丙啶生成腈叶立德，用于光点击环加成。在蓝光照射下，在 C9-C3 或 C2-C3 原子上连接的吖啶-异恶唑杂化物经历了氢供体溶剂的添加，例如甲苯、邻二甲苯、均三甲苯、4-氯甲苯、THF、1,4-将二恶烷或甲基叔丁基醚（MTBE）加入到吖啶体系中，以良好的收率得到相应的9-取代吖啶。合成的吖啶-吖啶、吖啶-异恶唑和吖啶-异恶唑杂化物对所有测试的癌细胞系（HCT 1
• 364. The relative reactivity of aromatic double bonds. Part III. The relation between double-bond character and the velocity of addition of osmium tetroxide
  作者：G. M. Badger

  DOI：10.1039/jr9500001809

  日期：——
• AVNIR D.; BLUM J., J. HETEROCYCL. CHEM. <JHTC-AD>, 1976, 13, NO 3, 619-621
  作者：AVNIR D.、 BLUM J.

  DOI：——

  日期：——
• PHOTOCATALYTIC DEGRADATION OF SUGAR
  申请人：EMPIRE TECHNOLOGY DEVELOPMENT LLC

  公开号：US20160008783A1

  公开（公告）日：2016-01-14

  Systems having at least one photonic antenna molecule and at least one catalyst for degrading a sugar to degradation products using light energy are disclosed. Also disclosed are the devices and methods that use the systems for photocatalytically degrading a sugar into degradation products.
• [EN] PHOTOCATALYTIC DEGRADATION OF SUGAR<br/>[FR] DÉCOMPOSITION PHOTOCATALYTIQUE D'UN SUCRE
  申请人：EMPIRE TECHNOLOGY DEV LLC

  公开号：WO2014126647A1

  公开（公告）日：2014-08-21

  Systems having at least one photonic antenna molecule and at least one catalyst for degrading a sugar to degradation products using light energy are disclosed. Also disclosed are the devices and methods that use the systems for photocatalytically degrading a sugar into degradation products.

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