Triphenylethanol, or 1,1,2-triphenylethanol, is an organic compound with a condensed structural formula of (C
6
H
5
)
2
C(OH)CH
2
C
6
H
5
, and is related to triphenylethylene, from which it can be prepared by hydration. It is the structural analog of two drugs, the never-marketed antiestrogen ethamoxytriphetol (MER-25)[1]: 7  and the withdrawn lipid-lowering agent triparanol,[2] as both contain the 1,1,2-triphenylethanol moiety within their structure.

Triphenylethanol
Names
Preferred IUPAC name
1,1,2-Triphenylethan-1-ol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C20H18O/c21-20(18-12-6-2-7-13-18,19-14-8-3-9-15-19)16-17-10-4-1-5-11-17/h1-15,21H,16H2
    Key: QMPKJVBRCQVFLL-UHFFFAOYSA-N
  • C1=CC=C(C=C1)CC(C2=CC=CC=C2)(C3=CC=CC=C3)O
Properties
C20H18O
Molar mass 274.363 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

There are three isomeric compounds with a "triphenylethanol" structure:

  • 1,1,2-triphenylethanol;
  • 1,2,2-triphenylethanol, with a condensed structural formula of (C
    6
    H
    5
    )
    2
    CHCH(C
    6
    H
    5
    )OH
    , which exists as a pair of enantiomers; and,
  • 2,2,2-triphenylethanol, with a condensed structural formula of (C
    6
    H
    5
    )
    3
    CCH
    2
    OH
    .

References

edit
  1. ^ Jordan, V. Craig (2013). "A Century of Deciphering the Control Mechanisms of Estrogen Action in Breast Cancer: The Origins of Targeted Therapy and Chemoprevention". In Jordan, V. Craig (ed.). Estrogen Action, Selective Estrogen Receptor Modulators and Women's Health: Progress and Promise. World Scientific. pp. 1–29. ISBN 978-1-84816-959-3.
  2. ^ Bulletin of the National Institute of Sciences of India. National Institute of Sciences of India. 1964. p. 5.