Temarotene

Chemical compound From Wikipedia, the free encyclopedia

Temarotene is a synthetic arotinoid compound with the molecular formula C23H28.[2][3] The compound is an orally active drug known for its immunosuppressive and immunostimulatory activities. Temarotene was also studied as a chemopreventive agent.

Quick facts Names, Identifiers ...
Temarotene
Names
IUPAC name
1,1,4,4-tetramethyl-6-[(E)-1-phenylprop-1-en-2-yl]-2,3-dihydronaphthalene
Other names
Ro 15-0788[1]
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C23H28/c1-17(15-18-9-7-6-8-10-18)19-11-12-20-21(16-19)23(4,5)14-13-22(20,2)3/h6-12,15-16H,13-14H2,1-5H3/b17-15+
    Key: MUJQTAMVZYFLCR-BMRADRMJSA-N
  • CC(=CC1=CC=CC=C1)C2=CC3=C(C=C2)C(CCC3(C)C)(C)C
Properties
C23H28
Molar mass 304.477 g·mol−1
Appearance Solid powder
Density 0.963 g/cm3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis

Synthesis of arotinoid acid and temarotene starts with mixed (Z)-1,2-bis(organylchalcogene)-1-alkene as a precursor.[4]

Uses

Temarotene functions as an orally administered immunomodulator, exhibiting both immunosuppressive and immunostimulatory properties. Studies demonstrate its ability to regulate ornithine decarboxylase (ODC) gene expression in vitro, a mechanism linked to its effects on cellular differentiation and immune response. Temarotene is also used in the study of lichen planus.[5]

References

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