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75078-91-0

75078-91-0 structure
75078-91-0 structure
  • Name: Temarotene
  • Chemical Name: Temarotene
  • CAS Number: 75078-91-0
  • Molecular Formula: C23H28
  • Molecular Weight: 304.46800
  • Catalog: Research Areas Inflammation/Immunology
  • Create Date: 2018-03-07 08:00:00
  • Modify Date: 2026-07-16 17:02:29
  • Temarotene is an orally administered, particular arotinoid.

Name Temarotene
Synonyms 1,2,3,4-Tetrahydro-1,1,4,4-tetramethyl-6-((E)-alpha-methylstyryl)naphthalene
Naphthalene, 1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-((1E)-1-methyl-2-phenylethenyl)
AROTINOID
Temaroteno
Temaroteno [spanish]
1,2,3,4-Tetrahydro-1,1,4,4-tetramethyl-6-[(E)-1-methyl-2-phenylethenyl]naphthalene
p-<(E)-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-propenyl>-benzene
4-[(1E)-2-(5,5,8,8-tetramethyl-5,6,7,8 tetrahydro-2-naphthalenyl)]-1-phenyl-1-propene
OTINOID
Temotenum
Temoteno
Temarotenum
Temoteno [spanish]
Temotene
(E)-1,1,4,4-tetramethyl-6-(1-phenylprop-1-en-2-yl)-1,2,3,4-tetrahydronaphthalene
Naphthalene,1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-(1-methyl-2-phenylethenyl)-,(E)
Naphthalene,1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-((1E)-1-methyl-2-phenylethenyl)
(E)-1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-(1-methyl-2-phenylethenyl)-naphthalene
Ro-15-0778
Naphthalene, 1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-(1-methyl-2-phenylethenyl)-, (E)
Description Temarotene is an orally administered, particular arotinoid.
Related Catalog
In Vitro Modulation of ornithine decarboxylase (ODC) gene expression by retinoids is analyzed in human keratinocyte cultures maintained in serum-free medium containing 0.15 mM Ca2+. Cells are incubated with all-trans-retinoic acid, 13-cis-retinoic acid or arotinoid Ro15-0778 (0.1 nM to 10 μM), total RNA is isolated, and mRNA transcripts for ODC are analyzed by Northern and slot blot hybridizations with a human ODC cDNA. Treatment of cells for 24 h results in a dose-dependent decrease in ODC mRNA levels, with an estimated IC50 of approximately 10 nM for all-trans- and 13-cis-retinoic acid, while Ro15-0778 is somewhat less effective (IC50 approximately 0.1-0.5 μM). The suppression of ODC mRNA levels by retinoids is detectable at approximately 3 h of incubation, with essentially a maximal inhibition at 12 h. Reduced ODC mRNA levels noted after 24 h of incubation with 0.5 μM all-trans-retinoic acid are accompanied by a reduction in ODC enzyme activity[1].
In Vivo The aim of this preliminary report is to measure plasma and skin concentrations of Ro 15-0778 and its phenolic metabolite Ro 14-6113 in hairless rats receiving orally 10 mg/kg of Temarotene once daily during 10 days. Blood (2-3 mL) and skin (200-300 mg) samples are taken at different time points between 0.5 and 240 h after the last dose. A highly sensitive HPLC method is used for simultaneous determination of the two compounds with a quantification limit of 2 ng/mL in plasma and 10 ng/g in total skin (epidermis and dermis). After 10 h, plasma concentrations of Ro 14-6113 are 5-13 times higher than for Ro 15-0778. Ro 14-6113 concentrations in the skin are 4-10 times higher than for Ro 15-0778 within the initial 48 h. The concentrations of both compounds in the skin are higher than concentrations in plasma[1].
References

[1]. Olsen DR, et al. Suppression of ornithine decarboxylase gene expression by retinoids in cultured human keratinocytes. J Invest Dermatol. 1990 Jan;94(1):33-6.

[2]. Fenina N, et al. Concentration of Temarotene (Ro 15-0778) and its metabolite Ro 14-6113 in plasma and skin of hairless rat. Skin Pharmacol. 1993;6(1):61-4.

Density 0.963g/cm3
Boiling Point 403.3ºC at 760 mmHg
Molecular Formula C23H28
Molecular Weight 304.46800
Flash Point 218ºC
Exact Mass 304.21900
LogP 6.59610
Index of Refraction 1.56
Storage condition 2-8℃
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