3',4'-dihydro-2'H-spiro[cyclohexane-1,1'-naphthalene] | 109445-09-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 3',4'-dihydro-2'H-spiro[cyclohexane-1,1'-naphthalene]
• 英文别名: spiro[2,3-dihydro-1H-naphthalene-4,1'-cyclohexane]
• CAS: 109445-09-2
• 化学式: C₁₅H₂₀
• 分子量: 200.324
• InChiKey: GEBJUONNXRTAEV-UHFFFAOYSA-N

物化性质

• 熔点：
  40-41 °C
• 沸点：
  153-154 °C(Press: 10 Torr)
• 密度：
  1.0088 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3',4'-dihydro-2'H-spiro[cyclohexane-1,1'-naphthalene] 在 chromium(VI) oxide 、 乙醇 、 溶剂黄146 作用下， 生成 6H-spiro[benzo[a]phenazine-5,1'-cyclohexane]
  参考文献：
  名称：

  SPIROCYCLOHEXANE-1,1'-INDANE, ITS SYNTHESIS AND PROPERTIES¹

  摘要：

  DOI：

  10.1021/jo01201a010
• 作为产物：
  描述：

  3-phenylpropyl-magnesium bromide 在 硫酸 作用下， 生成 3',4'-dihydro-2'H-spiro[cyclohexane-1,1'-naphthalene]
  参考文献：
  名称：

  THE SYNTHESIS OF PHENANTHRENES FROM HYDROXYL DERIVATIVES OF beta-PHENYLETHYLCYCLOHEXANES AND THE NATURE OF THE BY-PRODUCT^*

  摘要：

  DOI：

  10.1021/jo01232a008

文献信息

• [EN] 5-HT2C RECEPTOR AGONISTS AND COMPOSITIONS AND METHODS OF USE<br/>[FR] AGONISTES DE RÉCEPTEUR 5-HT2C ET COMPOSITIONS ET PROCÉDÉS D'UTILISATION
  申请人：ARENA PHARM INC

  公开号：WO2017023679A1

  公开（公告）日：2017-02-09

  Provided in some embodiments are compounds of Formula A, as defined herein, that modulate the activity of 5-HT2C receptor. Also provided in some embodiments are methods, such as, for weight management, inducing satiety, and decreasing food intake, and for preventing and treating obesity, antipsychotic-induced weight gain, type 2 diabetes, Prader-Willi syndrome, tobacco/nicotine dependence, drug addiction, alcohol addiction, pathological gambling, reward deficiency syndrome, and sex addiction), obsessive-compulsive spectrum disorders and impulse control disorders (including nail-biting and onychophagia), sleep disorders (including insomnia, fragmented sleep architecture, and disturbances of slow-wave sleep), urinary incontinence, psychiatric disorders (including schizophrenia, anorexia nervosa, and bulimia nervosa), Alzheimer disease, sexual dysfunction, erectile dysfunction, epilepsy, movement disorders (including parkinsonism and antipsychotic-induced movement disorder), hypertension, dyslipidemia, nonalcoholic fatty liver disease, obesity-related renal disease, and sleep apnea.

  在某些实施例中提供了一些符合本文所定义的A式化合物，其调节5-HT2C受体的活性。在某些实施例中还提供了一些方法，例如用于体重管理、诱导饱腹感、减少食物摄入，以及预防和治疗肥胖、抗精神病药物引起的体重增加、2型糖尿病、普拉德-威利综合征、烟草/尼古丁依赖、药物成瘾、酒精成瘾、病理性赌博、奖赏缺乏综合征和性成瘾，强迫症谱系障碍和冲动控制障碍（包括咬指甲和咬甲症），睡眠障碍（包括失眠、睡眠结构碎裂和慢波睡眠紊乱），尿失禁，精神障碍（包括精神分裂症、厌食症和暴食症），阿尔茨海默病，性功能障碍，勃起功能障碍，癫痫，运动障碍（包括帕金森病和抗精神病药物引起的运动障碍），高血压，血脂异常，非酒精性脂肪肝病，肥胖相关肾脏疾病和睡眠呼吸暂停症。
• Cu-Catalyzed Cascades to Carbocycles: Union of Diaryliodonium Salts with Alkenes or Alkynes Exploiting Remote Carbocations
  作者：Fengzhi Zhang、Shoubhik Das、Andrew J. Walkinshaw、Alicia Casitas、Michael Taylor、Marcos G. Suero、Matthew J. Gaunt

  DOI：10.1021/ja504361y

  日期：2014.6.25

  Copper-catalyzed cascade reactions between alkenes or alkynes and diaryliodonium salts form carbocyclic products in a single step. Arylation of the unsaturated functional group is proposed to form a carbocation intermediate that facilitates hydride shift pathways to translocate the positive charge to a remote position and enables ring formation via a Friedel-Crafts-type reaction.

  烯烃或炔烃与二芳基碘鎓盐之间的铜催化级联反应一步形成碳环产物。不饱和官能团的芳基化被提议形成碳正离子中间体，促进氢化物转移途径将正电荷转移到远程位置，并通过弗里德尔-克拉夫茨型反应形成环。
• Clarification of the Binding Mode of Teleocidin and Benzolactams to the Cys2 Domain of Protein Kinase Cδ by Synthesis of Hydrophobically Modified, Teleocidin-Mimicking Benzolactams and Computational Docking Simulation
  作者：Yasuyuki Endo、Shunji Takehana、Michihiro Ohno、Paul E. Driedger、Silvia Stabel、Miho Y. Mizutani、Nobuo Tomioka、Akiko Itai、Koichi Shudo

  DOI：10.1021/jm970704s

  日期：1998.4.1

  structures and the activities of these compounds has attracted much attention because of the marked structural dissimilarities. The benzolactam 5, with an eight-membered lactam ring and benzene ring instead of the nine-membered lactam ring and indole ring of teleocidins, reproduces the active ring conformation and biological activities of teleocidins. Herein we describe the synthesis of benzolactams with

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• Synthesis of Spirocyclic Compounds by a Ring-Expansion/Cationic Cyclization Cascade Reaction of Chlorosulfate Derivatives
  作者：Lara Cala、Rubén Rubio-Presa、Olaya García-Pedrero、Francisco J. Fañanás、Félix Rodríguez

  DOI：10.1021/acs.orglett.0c01101

  日期：2020.5.15

  A novel cascade reaction to prepare spirocarbocyclic compounds from chlorosulfate derivatives has been developed. The process involves an unusual thermal elimination of the chlorosulfate moiety, a ring-expansion reaction, and a subsequent cationic cyclization reaction. Despite the relatively complex skeletal rearrangement, the reaction described here is featured by its operational simplicity, being

  已经开发了一种新的级联反应，可以从氯硫酸盐衍生物制备螺碳环化合物。该方法涉及不寻常的热消除氯硫酸盐部分，环扩环反应和随后的阳离子环化反应。尽管骨架重排相对复杂，但此处描述的反应仍具有操作简便的特点，这只是一个不需要额外试剂，催化剂或添加剂的热处理过程。
• Electrifying Friedel–Crafts Intramolecular Alkylation toward 1,1-Disubstituted Tetrahydronaphthalenes
  作者：Enrico Lunghi、Pietro Ronco、Federico Della Negra、Beatrice Trucchi、Massimo Verzini、Daniele Merli、Emanuele Casali、C. Oliver Kappe、David Cantillo、Giuseppe Zanoni

  DOI：10.1021/acs.joc.3c01281

  日期：2023.12.15

  In this work, we successfully employed electrochemical conditions to promote a Hofer–Moest, intramolecular Friedel–Crafts alkylation sequence. The reaction proceeds under mild conditions, employing carboxylic acids as starting materials. Notably, the electrochemical process performed in batch was adapted to a continuous flow electrolysis apparatus to provide a significant improvement. This catalyst-free

  在这项工作中，我们成功地利用电化学条件促进 Hofer-Moest 分子内 Friedel-Crafts 烷基化序列。该反应在温和条件下进行，使用羧酸作为起始原料。值得注意的是，分批进行的电化学过程适用于连续流动电解装置，以提供显着的改进。这种无催化剂的电化学方法可生产一系列可用于 API 合成的四氢萘。