O-(hydroxymercuri)-1-naphtoic acid anhydride | 6314-27-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: O-(hydroxymercuri)-1-naphtoic acid anhydride
• 英文别名: anhydro-8-hydroxymercuric-1-naphthoic acid；8-mercurio-1-naphthalenecarboxylate；anhydro-8-(hydroxymercuri)-1-naphthoic acid；3H-Naphtho[1,8-cd][1,2]oxamercurin-3-one；3-oxa-2-mercuratricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaen-4-one
• CAS: 6314-27-8
• 化学式: C₁₁H₆HgO₂
• 分子量: 370.757
• InChiKey: JITRLBOYWJTMBD-UHFFFAOYSA-M

物化性质

• 熔点：
  >300 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.63
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  O-(hydroxymercuri)-1-naphtoic acid anhydride 以27%的产率得到
  参考文献：
  名称：

  BAILEY, R. J.;CARD, P. J.;SHECHTER, H., J. AMER. CHEM. SOC., 1983, 105, N 19, 6096-6103

  摘要：

  DOI：
• 作为产物：
  描述：

  1,8-萘二甲酸酐 在 水 、 溴 、 硝酸 、 溶剂黄146 、 sodium hydroxide 作用下， 反应 100.17h， 生成 O-(hydroxymercuri)-1-naphtoic acid anhydride
  参考文献：
  名称：

  [EN] THIAZOLE DERIVATIVES AS SGLT2 INHIBITORS AND PHARMACEUTICAL COMPOSITION COMPRISING SAME
  [FR] DÉRIVÉS DE THIAZOLE EN TANT QU'INHIBITEURS DE SGLT2 ET COMPOSITION PHARMACEUTIQUE COMPRENANT CEUX-CI

  摘要：

  公开号：

  WO2011159067A3

文献信息

• Porphyrin compound, process for producing porphyrin compound, three-dimensional optical recording material, and three-dimensional optical recording medium
  申请人：Kobuke Yoshiaki

  公开号：US20070224529A1

  公开（公告）日：2007-09-27

  Compounds that are suitable to be used for three-dimensional optical recording materials, etc. The compounds each have a structure that allows pi-electron conjugation to be achieved by linking a porphyrin ring and a perinaphthothioindigo ring to each other with a straight-chain atomic group. The compounds of the present invention are suitable to be used for three-dimensional optical recording materials, etc. since they have a high two-photon absorption efficiency and undergo photochromism effectively through optical absorption.

  适用于用作三维光学记录材料等的化合物。这些化合物的结构通过直链原子团将卟啉环和周萘并噻吩吲哚环相互连接，从而实现π电子共轭。由于这些化合物具有高的双光子吸收效率和通过光学吸收有效进行光致变色，因此它们适合用作三维光学记录材料等。
• Synthesis and photophysical properties of a porphyrin-perinaphthothioindigo dye
  作者：Kazuya Ogawa、Joanne Dy、Rena Maeda、Yasunori Nagatsuka、Kenji Kamada、Yoshiaki Kobuke

  DOI：10.1142/s1088424613500521

  日期：2013.8

  A new porphyrin-perinaphthothioindigo composite, where porphyrin and perinaphthothioindigo dye are connected though a triple bond, was synthesized. In UV-vis absorption spectra of the composite, absorption originating from the trans-isomer appeared at 655 nm. Upon photoirradiation at > 700 nm, the intensity of this absorption decreased with increase of absorption of the cis-isomer around at 530 nm. The HOMO–LUMO absorption of the cis-isomer is blue-shifted by 125 nm compared to that of trans-isomer due to the lack of π-conjugation. The 2PA cross-section values obtained for both isomers were 2,000 and 700 GM, respectively. The value of 2,000 GM is of the largest class among the values reported for photochromic compounds. The enhancement factors by the connection of porphyrin to perinaphthothioindigo were found to be 3.5–3.9 by measuring cross-section values of bis(TMS-ethynyl)perinaphthothioindigo as the reference compound. Two-photon isomerization of the trans-isomer to the cis-isomer was successfully conducted using femtosecond pulses.

  合成了一种新的卟啉-硫代萘醌复合材料，其中卟啉和硫代萘醌染料通过三键连接。在复合材料的紫外-可见吸收光谱中，反式异构体的吸收出现在 655 纳米波长处。在波长为 > 700 nm 的光照射下，这种吸收的强度降低，而在波长为 530 nm 附近的顺式异构体的吸收增加。由于缺乏 π 共轭，顺式异构体的 HOMO-LUMO 吸收比反式异构体的 HOMO-LUMO 吸收蓝移了 125 nm。两种异构体的 2PA 截面值分别为 2,000 GM 和 700 GM。在已报道的光致变色化合物中，2,000 GM 的值属于最大值。通过测量作为参考化合物的双（TMS-乙炔基）全萘硫茚的横截面值，发现卟啉与全萘硫茚连接的增强因子为 3.5-3.9。利用飞秒脉冲成功地实现了反式异构体到顺式异构体的双光子异构化。
• Organoboron Compounds. XX. Chemistry of Some 1-Naphthaleneboronic Acids with Substituents in the 8-Position¹
  作者：R. L. Letsinger、J. Malcolm Smith、J. Gilpin、D. B. MacLean

  DOI：10.1021/jo01014a036

  日期：1965.3
• Synthesis of nuclear monobromobenz[a]anthracenes
  作者：Melvin S. Newman、V. S. Prabhu、S. Veeraraghavan

  DOI：10.1021/jo00165a029

  日期：1983.8
• Synthesis and pharmacology of 1-alkyl-3-(1-naphthoyl)indoles: Steric and electronic effects of 4- and 8-halogenated naphthoyl substituents
  作者：Jenny L. Wiley、Valerie J. Smith、Jianhong Chen、Billy R. Martin、John W. Huffman

  DOI：10.1016/j.bmc.2012.01.038

  日期：2012.3

  To develop SAR at both the cannabinoid CB1 and CB2 receptors for 3-(1-naphthoyl)indoles bearing moderately electron withdrawing substituents at C-4 of the naphthoyl moiety, 1-propyl and 1-pentyl-3-(4-fluoro, chloro, bromo and iodo-1-naphthoyl) derivatives were prepared. To study the steric and electronic effects of substituents at the 8-position of the naphthoyl group, the 3-(4-chloro, bromo and iodo-1-naphthoyl) indoles were also synthesized. The affinities of both groups of compounds for the CB1 and CB2 receptors were determined and several of them were evaluated in vivo in the mouse. The effects of these substituents on receptor affinities and in vivo activity are discussed and structure-activity relationships are presented. Although many of these compounds are selective for the CB2 receptor, only three JWH-423, 1-propyl-3-(4-iodo-1-naphthoyl)indole, JWH-422, 2-methyl-1-propyl-3-(4-iodo-1-naphthoyl) indole, the 2-methyl analog of JWH-423 and JWH-417, 1-pentyl-3-(8-iodo-1-naphthoyl)indole, possess the desirable combination of low CB1 affinity and good CB2 affinity. (C) 2012 Elsevier Ltd. All rights reserved.