phenanthridine-6-carboxylic acid | 19711-92-3

• 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
• 英文名称: phenanthridine-6-carboxylic acid
• 英文别名: Phenanthridin-6-carbonsaeure；Phenanthridin-carbonsaeure-(6)；6-Phenanthridinecarboxylic acid
• CAS: 19711-92-3
• 化学式: C₁₄H₉NO₂
• 分子量: 223.231
• InChiKey: DQISNQZAUQTBOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  phenanthridine-6-carboxylic acid 在 氯化亚砜 、 lithium tri-t-butoxyaluminum hydride 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 生成 phenanthridine-6-carbaldehyde
  参考文献：
  名称：

  Syntheses of 9-acridine- and 2-phenanthridinemethanols as potential antimalarials

  摘要：

  alpha-(1-Piperidinylmethyl)-9-acridinemethanol (3), alpha-[(dibutylamino)ethyl]-9-acridanmethanol (4a), and alpha-[(dibutylamino)methyl]-2-phenanthridinemethanol (5) have been made and all are ineffective as antimalarials against Plasmodium berghei in mice. 9-Acridinyloxirane showed no significant mutagenicity for strains TA 98 or TA 100 of Salmonella typhimurium.

  DOI：

  10.1021/jm00140a022
• 作为产物：
  描述：

  2-异氰基联苯 在 硫酸 、 sodium acetate 、 过氧化苯甲酰 作用下， 反应 21.0h， 生成 phenanthridine-6-carboxylic acid
  参考文献：
  名称：

  2-异氰基联苯的过渡金属-自由基自由基环合反应合成6-三氯甲基菲啶

  摘要：

  开发了一种有效的方法，该方法通过过氧化苯甲酰促进的2-异氰基联苯与四氯化碳的环化反应合成6-三氯甲基菲啶。提出了自由基途径并证明了其反应机理。该反应可耐受各种官能团，所得的6-三氯甲基菲啶可用作相应的6-取代的菲啶的有用的合成前体。

  DOI：

  10.1021/acs.joc.6b00885

文献信息

• Cascade double isocyanide insertion and C–N coupling of 2-iodo-2′-isocyano-1,1′-biphenyls
  作者：Hongwei Sun、Shi Tang、Dengke Li、Yali Zhou、Jinbo Huang、Qiang Zhu

  DOI：10.1039/c8ob00956b

  日期：——

  A palladium-catalyzed double isocyanide insertion using 2-iodo-2′-isocyano-1,1′-biphenyls followed by copper-catalyzed intramolecular C–N coupling, delivering a unique heterocyclic structure containing both phenanthridine and carbazole scaffolds, has been developed. In this cascade process, four chemical bonds, including two C–C, one C–O, and one C–N bonds are formed consecutively without isolating

  已经开发出使用2-碘-2'-异氰基-1,1'-联苯的钯催化的双异氰酸酯插入物，然后进行铜催化的分子内C-N偶联，从而提供了包含菲啶和咔唑骨架的独特杂环结构。在这种级联过程中，四个化学键连续形成，包括两个C–C，一个C–O和一个C–N键，而没有分离中间体。在双插入中使用官能化异氰酸酯的策略为构建具有高键形成效率的杂环体系提供了一种快速方法。
• Chemiluminescent acridinium and phenanthridinium salts
  申请人：ABBOTT LABORATORIES

  公开号：EP0273115A2

  公开（公告）日：1988-07-06

  Acridinium sulfonylamides and isomers, such as phenanthridinium sulfonylamides, may be employed in applications including chemiluminmescent immunoassays. Methods for synthesis of these compounds include contacting an amine with a sulfonylhalide to form a sulfonamide and acylating with an activated carboxylic acid of an acridine or isomer thereof. The N-sulfonyl-­9-acridinium carboxamide and isomer may be conjugated to antigens, haptens, antibodies, and nucleic acids for use in chemiluminescent assays.

  吖啶磺酰胺和异构体，如菲啶磺酰胺，可用于化学发光免疫测定等应用中。 合成这些化合物的方法包括将胺与磺酰卤接触形成磺酰胺，并与吖啶或其异构体的活化羧酸酰化。 N-磺酰基-9-吖啶羧酰胺和异构体可与抗原、触媒、抗体和核酸共轭，用于化学发光检测。
• Assays utilizing improved chemiluminescent esters, thioesters and amides
  申请人：LONDON DIAGNOSTICS, INC.

  公开号：EP0322926A2

  公开（公告）日：1989-07-05

  In accordance with the present invention, specific binding assays are disclosed which utilize an chemiluminescent compound, i.e., moiety, which has increased stability in aqueous solution. The chemiluminescent moiety is an ester, thioester or amide in which the ester, thioester or amide linkage is between (1) a heterocyclic ring or ring system containing a carbon atom to which the linkage is attached, wherein the heteroatom within the heterocyclic ring or ring system is in an oxidation state which renders such carbon atom susceptible to attack by peroxide or molecular oxygen to form an intermediate which decays to produce chemiluminescence, and (2) an aryl ring or ring system. The aryl ring or ring system contains at least one substituted six-member ring. The substituted six-member ring has two or more substituent groups, where at least two of said two or more substituent groups sterically hinder hydrolysis of said linkage. One or more of the substituent groups which sterically hinder hydrolysis of said linkage may be an electron withdrawing group. The substituted six-member ring may have one or more additional substituent groups in addition to the substituent groups which sterically hinder hydrolysis of the linkage. Such additional substituent groups may also be an electron withdrawing group. The carbon atoms in the heterocyclic ring or ring system, to which the linkage is attached, may also have a secondary substituent of the formula RnX-, where X is selected from the group consisting of O, N, S and C, where R is any group, and where n is a number such that X has proper valency. Other chemiluminescent moieties are disclosed which are characterized by a heterocyclic ring or ring system and a secondary substituent of the formula RnX-, with the ester, thioester or amide linkage being between the heterocyclic ring or ring system and a leaving group. The disclosed chemiluminescent moieties can also include substituents at peri positions within the heterocyclic ring or ring system. Also in accordance with the present invention, compositions including and assay kits incorporating such chemiluminescent moieties are disclosed.

  根据本发明，公开了利用化学发光化合物（即在水溶液中稳定性更强的分子）进行特异性结合测定的方法。化学发光分子是酯类、硫酯类或酰胺类，其中酯类、硫酯类或酰胺类连接在 (1) 杂环或环系之间，杂环或环系含有一个碳原子，连接在该碳原子上，杂环或环系中的杂原子处于氧化状态，使该碳原子易受过氧化物或分子氧的侵蚀而形成中间体，中间体衰变产生化学发光；(2) 芳环或环系。芳基环或环系统包含至少一个取代的六元环。取代的六元环具有两个或两个以上的取代基，其中至少有两个取代基在立体上阻碍了所述连接的水解。其中一个或多个取代基团可以是取电子基团，这些取代基团立体地阻碍了所述连接的水解。取代的六元环除了具有立体阻碍水解连接的取代基团外，还可以具有一个或多个额外的取代基团。这些额外的取代基团也可以是取电子基团。 连接该连接体的杂环或环系中的碳原子也可以具有式 RnX- 的仲取代基，其中 X 选自 O、N、S 和 C 组成的组，R 为任意基团，n 为使 X 具有适当价数的数字。还公开了其他化学发光分子，其特征在于杂环或环系和式 RnX- 的仲取代基，酯、硫酯或酰胺连接在杂环或环系和离去基团之间。所公开的化学发光分子还可以包括杂环或环系周围位置的取代基。 根据本发明，还公开了包含此类化学发光分子的组合物和检测试剂盒。
• Non-toxic corrosion-protection pigments based on manganese
  申请人：——

  公开号：US20040011252A1

  公开（公告）日：2004-01-22

  Corrosion-inhibiting pigments based on manganese are described that contain a trivalent or tetravalent manganese/valence stabilizer complex. An inorganic or organic material is used to stabilize the trivalent or tetravalent manganese ion to form a compound that is sparingly soluble, exhibits low solubility, or is insoluble in water, depending upon the intended usage. Specific stabilizers are chosen to control the release rate of trivalent or tetravalent manganese during exposure to water and to tailor the compatibility of the powder when used as a pigment in a chosen binder system. Stabilizers may also modify the processing and handling characteristics of the formed powders. Manganese/valence stabilizer combinations are chosen based on the well-founded principles of manganese coordination chemistry. Many manganese-valence stabilizer combinations are presented that can equal the performance of conventional hexavalent chromium or tetravalent lead systems. It is emphasized that this abstract is provided to comply with the rules requiring an abstract which will allow a searcher or other reader to quickly ascertain the subject matter of the technical disclosure. It is submitted with the understanding that it will not be used to interpret or limit the scope or meaning of the claims.

  以锰为基础的缓蚀颜料含有三价或四价锰/价稳定剂复合物。一种无机或有机材料可用于稳定三价或四价锰离子，从而形成一种可少量溶解、溶解度低或不溶于水的化合物，具体取决于预期用途。选择特定的稳定剂是为了控制三价锰或四价锰在遇水时的释放率，并调整粉末在所选粘合剂体系中用作颜料时的相容性。稳定剂还可以改变成型粉末的加工和处理特性。锰/价稳定剂组合的选择是基于锰配位化学的基本原理。文中介绍了许多锰价稳定剂组合，其性能与传统的六价铬或四价铅体系相当。需要强调的是，提供本摘要是为了符合要求提供摘要的规则，以便检索者或其他读者快速确定技术公开的主题。提交本摘要的前提是，本摘要不用于解释或限制权利要求的范围或含义。
• Non-toxic corrosion-protection pigments based on rare earth elements
  申请人：——

  公开号：US20040104377A1

  公开（公告）日：2004-06-03

  A corrosion-inhibiting pigment comprising a rare earth element and a valence stabilizer combinded to form a rare earth/valence stabilizer complex. The rare earth element is selected from cerium, terbium, praseodymium, or a combination thereof, and at least one rare earth element is in the tetravalent oxidation state. An inorganic or organic material is used to stabilize the tetravalent rare earth ion to form a compound that is sparingly soluble in water. Specific stabilizers are chosen to control the release rate of tetravalent cerium, terbium, or praseodymium during exposure to water and to tailor the compatibility of the powder when used as a pigment in a chosen binder system. Stabilizers may also modify the processing and handling characteristics of the formed powders. Many rare earth-valence stabilizer combinations are presented that can equal the performance of conventional hexavalent chromium systems.

  一种缓蚀颜料，由稀土元素和价态稳定剂结合形成稀土/价态稳定剂复合物。稀土元素选自铈、铽、镨或它们的组合，至少有一种稀土元素处于四价氧化态。使用无机或有机材料来稳定四价稀土离子，以形成稀溶于水的化合物。选择特定的稳定剂是为了控制四价铈、铽或镨在遇水时的释放率，并调整粉末在所选粘合剂体系中用作颜料时的相容性。稳定剂还可以改变成型粉末的加工和处理特性。本文介绍了许多稀土-价稳定剂组合，其性能可与传统的六价铬体系媲美。