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2-Phenyl-1-benzothiophene

From Wikipedia, the free encyclopedia
Chemical compound

2-Phenyl-1-benzothiophene
Names
Preferred IUPAC name
2-Phenyl-1-benzothiophene
Other names
  • 2-Phenylbenzo[b]thiophene
  • 2-Phenylthianaphthene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C14H10S/c1-2-6-11(7-3-1)14-10-12-8-4-5-9-13(12)15-14/h1-10H
    Key: LBMHPHUSGIEGHJ-UHFFFAOYSA-N
  • C1=CC=C(C=C1)C2=CC3=CC=CC=C3S2
Properties
C14H10S
Molar mass210.29 g·mol−1
Melting point171.5 °C (340.7 °F; 444.6 K)[1]
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

2-Phenyl-1-benzothiophene is anaromatic chemical compound commonly used as an intermediate in the production ofmedication. Derivatives of the compound are present in drugs used to treatAlzheimer's disease, and its structure is present in theselective estrogen receptor modulator drugsraloxifene andarzoxifene.[2] Its formula isC14H10S.

2-Phenyl-1-benzothiophene is an intermediate inpesticide synthesis, in addition to its uses in thepharmaceutical field. Typically, it is produced through three methods: anarylation reaction ofbenzothiophene; acoupling reaction between2-benzothiophene boronic acid and abenzene-donating compound; orcyclization of aromatic molecules.[3]

References

[edit]
  1. ^Williams, Antony John; Lowe, Daniel; Tetko, Igor (2015).Melting Point and Pyrolysis Point Data for Tens of Thousands of Chemicals. Figshare.doi:10.6084/M9.FIGSHARE.2007426.
  2. ^Zhong, Yu-Jie; Zhao, Ke-Qing; Wang, Bi-Qin; Hu, Ping; Monobe, Hirosato; Heinrich, Benoît; Donnio, Bertrand (2020)."2-Phenylbenzothiophene-based liquid crystalline semiconductors"(PDF).Dyes and Pigments.173 107964.doi:10.1016/j.dyepig.2019.107964.
  3. ^Duan, Zhongyu; Gao, Yujuan (June 1, 2013)."Recent Progress in the Synthesis of 2-Phenyl-benzo[b]thiophene".Chinese Journal of Applied Chemistry.30 (6): 611.doi:10.3724/SP.J.1095.2013.20394.ISSN 1000-0518.
ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown


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