5-Chlor-6,7,8,9-tetrahydro-5H-benzocyclohepten | 35047-93-9

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 5-Chlor-6,7,8,9-tetrahydro-5H-benzocyclohepten
• 英文别名: 5-chloro-6,7,8,9-tetrahydro-5H-benzo[7]annulene
• CAS: 35047-93-9
• 化学式: C₁₁H₁₃Cl
• 分子量: 180.677
• InChiKey: MUHPMVKOWZJCII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  5-Chlor-6,7,8,9-tetrahydro-5H-benzocyclohepten 在 氢氧化钾 、 potassium carbonate 、 一水合肼 、 三乙胺 、 sodium iodide 作用下， 以 甲醇 、 氯仿 、 乙腈 为溶剂， 反应 52.0h， 生成 4-methyl-N-[2-[4-(6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl)piperazin-1-yl]ethyl]benzamide
  参考文献：
  名称：

  New Benzocycloalkylpiperazines, Potent and Selective 5-HT_1A Receptor Ligands

  摘要：

  A series of 1-(benzocycloalkyl)-4-(benzamidoalkyl)piperazine derivatives was prepared in order to obtain compounds with a high affinity and selectivity for 5-HT1A receptors. The modifications of aromatic substituents, the length of the alkyl chain, and the size of the ring were explored. Most of N-(1,2,3,4-tetrahydronaphthyl)-N'-(benzamidoethyl)piperazines (32-37) were bound to 5-HT1A receptors in a nanomolar range and presented a high degree of selectivity. After resolution, levorotatory enantiomers showed affinity and selectivity higher than those of dextrorotatory ones for 5-HT1A sites. The agonist type activity of selected derivatives was also confirmed in vitro on the inhibition of the activation of adenylate cyclase induced by forskolin and, in vivo, on the induction of the lower lip retraction in rats.

  DOI：

  10.1021/jm950759z
• 作为产物：
  描述：

  6,7,8,9-四氢-5H-苯并环庚烯-5-醇 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 生成 5-Chlor-6,7,8,9-tetrahydro-5H-benzocyclohepten
  参考文献：
  名称：

  Synthesis of 1-[w-[(Arylamino)carbonyl]-alkyl]-4-(benzocycloalkyl)piperazines

  摘要：

  DOI：

  10.3987/com-97-7736

文献信息

• Silica Chloride (SiO₂-Cl), a New Heterogeneous Reagent, for the Selective and Efficient Conversion of Benzylic Alcohols to Their Corresponding Chlorides and Iodides
  作者：Habib Firouzabadi、Naser Iranpoor、Babak Karimi、Hassan Hazarkhani

  DOI：10.1081/scc-120025175

  日期：2003.11

  Abstract Structurally different benzylic alcohols were efficiently converted to their corresponding chlorides by silica chloride (SiO2-Cl) in CHCl3 at room temperature. Silica chloride is also able to convert benzylic alcohols to their iodides in the presence of NaI in a mixture of CH3CN/CHCl3 in excellent yields.

  摘要 在室温下，在 CHCl3 中的氯化硅 (SiO2-Cl) 可以将结构不同的苄醇有效地转化为其相应的氯化物。在 NaI 存在下，在 CH3CN/CHCl3 混合物中，氯化硅也能够以极好的收率将苄醇转化为其碘化物。
• Pd-Catalyzed Modifiable Silanol-Directed Aromatic CH Oxygenation
  作者：Chunhui Huang、Nugzar Ghavtadze、Benhur Godoi、Vladimir Gevorgyan

  DOI：10.1002/chem.201201616

  日期：2012.8.6

  Directing group: A Pd‐catalyzed aromatic CH oxygenation has been developed, featuring a modifiable silanol‐directing group. The resulting oxasilacycles can be efficiently modified into a variety of valuable building blocks (see scheme).

  导向基团：已开发出Pd 催化的芳香族 C → H 氧化反应，具有可修饰的硅烷醇导向基团。所得的草硅环可以有效地修饰成各种有价值的结构单元（参见方案）。
• Enantioselective Electroreductive Coupling of Alkenyl and Benzyl Halides via Nickel Catalysis
  作者：Travis J. DeLano、Sarah E. Reisman

  DOI：10.1021/acscatal.9b01785

  日期：2019.8.2

  An electrochemically-driven enantioselective nickel-catalyzed reductive cross-coupling of alkenyl bromides and benzyl chlorides is reported. The reaction forms products bearing allylic stereogenic centers with good enantioselectivity under mild conditions in an undivided cell. Electrochemical activation and turnover of the catalyst mitigate issues posed by metal powder reductants. This report demonstrates

  报道了烯基溴化物和苄基氯的电化学驱动的对映选择性镍催化的还原交叉偶联。该反应在温和条件下在未分裂的细胞中形成具有良好对映选择性的带有烯丙基立体异构中心的产物。催化剂的电化学活化和周转减轻了金属粉末还原剂带来的问题。该报告表明对映选择性镍催化的交叉亲电子偶联可以电化学驱动。
• [EN] TRICYCLIC FARNESYL PROTEIN TRANSFERASE INHIBITORS<br/>[FR] INHIBITEURS DE LA FARNESYL PROTEINE TRANSFERASE TRYCICLIQUE
  申请人：SCHERING CORP

  公开号：WO2000037459A1

  公开（公告）日：2000-06-29

  Disclosed are compounds of formula (1.0) wherein R13 represents an imidazole ring; R14 represents a carbamate, urea, amide or sulfonamide group; R8 represents H when the alkyl chain between the amide group and the R13 imidazole group is substituted, or R8 represents a substituent such aa arylalkyl, heteroarylalkyl or cycloalkyl; and the remaining substituents are as defined herein. Also disclosed are compounds wherein R8 is H, and the alkyl chain between the amide group and the R13 imidazole group is unsubstituted. Also disclosed is a method of treating cancer and a method of inhibiting farnesyl protein transferase using the disclosed compounds.

  本发明涉及式（1.0）的化合物，其中R13代表咪唑环；R14代表氨基甲酸酯，脲，酰胺或磺酰胺基团；当酰胺基团和R13咪唑基团之间的烷基链被取代时，R8代表H，或者R8代表取代基，例如芳基烷基，杂环芳基烷基或环烷基；其余取代基如本文所定义。本发明还涉及R8为H且酰胺基团和R13咪唑基团之间的烷基链未取代的化合物。本发明还涉及使用上述化合物治疗癌症的方法和抑制法尼醇蛋白转移酶的方法。
• Huisgen et al., Justus Liebigs Annalen der Chemie, 1954, vol. 586, p. 1,4
  作者：Huisgen et al.

  DOI：——

  日期：——