9-Methyl-fluoren-2-carbonsaeure | 36326-14-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-Methyl-fluoren-2-carbonsaeure
• 英文别名: 9-methyl-9H-fluorene-2-carboxylic acid
• CAS: 36326-14-4
• 化学式: C₁₅H₁₂O₂
• 分子量: 224.259
• InChiKey: ACVPSAXOHIZCDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-Methyl-fluoren-2-carbonsaeure 生成 2,9-二甲基芴
  参考文献：
  名称：

  Electrophilic substitution at saturated carbon. L. Isoinversion without an available conducted tour pathway for proton transfer

  摘要：

  DOI：

  10.1021/ja00765a044

文献信息

• SELECTIVE UV CROSSLINKING OF PEPTIDES AND FUNCTIONAL MOIETIES TO IMMUNOGLOBULINS
  申请人：UNIVERSITY OF NOTRE DAME DU LAC

  公开号：US20160022834A1

  公开（公告）日：2016-01-28

  The invention provides for a method of crosslinking a hetero-bifunctional photo crosslinking compound to an immunoglobulin having at least one heterocyclic photo reactive group and at least one non-photo reactive group where the non-photo reactive group is coupled to an effector molecule and the photo reactive group is coupled to the nucleotide binding site of an immunoglobulin. Alternatively, the photo crosslinker contains an orthogonal reactive group such as a thiol, which can be coupled to an effector molecule or functionalized ligand.

  该发明提供了一种将异双功能光交联化合物交联到至少具有一个杂环光反应基团和至少一个非光反应基团的免疫球蛋白的方法，其中非光反应基团与效应分子偶联，光反应基团与免疫球蛋白的核苷酸结合位点偶联。或者，光交联剂包含一个正交反应基团，例如硫醇，可以与效应分子或功能化配体结合。
• Selective UV crosslinking of peptides and functional moieties to immunoglobulins
  申请人：University of Notre Dame du Lac

  公开号：US11116848B2

  公开（公告）日：2021-09-14

  A method of crosslinking a hetero-bifunctional photo crosslinking compound to an immunoglobulin having at least one heterocyclic photo reactive group and at least one non-photo reactive group where the non-photo reactive group is coupled to an effector molecule and the photo reactive group is coupled to the nucleotide binding site of an immunoglobulin. Alternatively, the photo crosslinker contains an orthogonal reactive group such as a thiol, which can be coupled to an effector molecule or functionalized ligand.

  一种将杂双官能团光交联化合物与具有至少一个杂环光反应基团和至少一个非光反应基团的免疫球蛋白交联的方法，其中非光反应基团与效应分子偶联，光反应基团与免疫球蛋白的核苷酸结合位点偶联。或者，光交联剂含有一个正交反应基团，如硫醇，可与效应分子或功能化配体偶联。
• Synthesis and structure–activity relationships of new carbonyl guanidine derivatives as novel dual 5-HT2B and 5-HT7 receptor antagonists. Part 2
  作者：Ayako Moritomo、Hiroyoshi Yamada、Toshihiro Watanabe、Hirotsune Itahana、Yuji Koga、Shinobu Akuzawa、Minoru Okada

  DOI：10.1016/j.bmc.2014.05.027

  日期：2014.8

  We previously reported that the novel dual 5-HT₂B and 5-HT7 receptor antagonist N-(9-hydroxy-9H-fluorene-2-carbonyl)guanidine (4) exerted a suppressing effect on 5-HT-induced dural protein extravasation in guinea pigs. To develop a synthetic strategy, we performed docking studies of lead compound 4 bound to 5-HT₂B and 5-HT₇ receptors, and observed that the carbonyl guanidine group forms a tight interaction network with an active center Asp (D135:5-HT2B, D162:5-HT₇), Tyr (Y370:5-HT₂B, Y374:5-HT₇) and aromatic residue (W131:5-HT2B, F158:5-HT₇). Based on molecular modeling results, we optimized the substituents at the 5- to 8-position and 9-position of the fluorene ring and identified N-(diaminomethylene)-9-hydroxy-9-methyl-9H-fluorene-2-carboxamide (24a) exhibits potent affinity for 5-HT₂B (Ki=4.3 nM) and 5-HT7 receptor (Ki=4.3 nM) with high selectivity over 5-HT₂A, 5-HT₂C, α₁, D₂ and M₁ receptors. Compound 24a reversed the hypothermic effect of 5-carboxamidotryptamine (5-CT) in mice and also showed a suppressing effect on 5-HT-induced dural protein extravasation in guinea pigs when orally administered at 30 mg/kg. Compound 24a is therefore a promising candidate for a novel class of anti-migraine agent without any adverse effects.
• Electrophilic substitution at saturated carbon. XXXVIII. Survey of substituent effects on stereochemical fate of fluorenyl carbanions
  作者：Donald J. Cram、Warren T. Ford、Lawrence Gosser

  DOI：10.1021/ja01012a027

  日期：1968.5
• SALTS OF PAROXETINE
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1091958A1

  公开（公告）日：2001-04-18