Triphenylethylene derivatives

Marrero-Alonso J, Garcia Marrero B, Gomez T, Diaz M (2005) Functional inhibition of intestinal and uterine muscles by non-permeant triphenylethylene derivatives. Eur J Pharmacol (in press)... 

Tamoxifen, a first-generation SERM, is a nonsteroidal triphenylethylene derivate routinely used in clinical practice for the treatment and prevention of breast cancer in high-risk populations (Robertson 2004). This drug produces an estrogen antagonist effect on the breast and an estrogen agonist effect... 

Cfiemical Class Estrogen agonist-antagonist triphenylethylene derivative Clinical Pharmacology ... 

Compoimds Related to Triphenylethylene - Derivatives of this class of... 

Toremifene (Fareston) is a triphenylethylene derivative of tamoxifen and has a similar pharmacological profile. Toremifene is indicated for the treatment of breast cancer in women with tumors that are ER-positive or of unknown receptor status. 

The same on-line photochemical ESI-MS methodology was employed in the analysis of photoallylation reactions of dicyanobenzene (DCB) by aUyhc silanes via photoinduced electron transfer [48]. Brum and Dell Orco [32] reported on investigations of the photolysis of a substituted triphenylethylene derivative using the reactor depicted in Figure 5.4. The approach allowed the monitoring of the parent species and five relevant reaction products simultaneously. The rate constants for photoconversion could be derived from the time-ion current data. Herein, Schuster, and coworkers used ESI-MS to study offline some photoadditions to Cgo [49]. 

The synthetic method leading to Nb-alkylidenes and Nb-alkylidynes was particularly successful, due to a quite remarkable difference in the reaction rate of 29 with ketones or aldehydes, vs the subsequent reaction of the alkylidene with ketones and aldehydes (see Scheme 37). The former reaction takes a few minutes at -40°C, while the latter one occurs in hours at room temperature.88 The reaction between 178 and benzaldehyde led to triphenylethylene and the niobyl derivative 184. Due to the difference in reaction rates between a and b in Scheme 37, it was found that the sequential addition of two different ketones or aldehydes to a THF solution of 29 produced a nonsymmetric olefin in a stepwise McMurry-type reaction.84 This is exemplified in the coupling shown in reaction c (Scheme 37). The proposed reaction pathway does not involve the intermediacy of a pinacolato ligand and therefore differs from the mechanism of the McMurry reaction and related reductive couplings at activated metal sites.89... 

Selective ERa and ER(3 receptor modulators consisting of triphenylethylenes, (n), and naphthyl benzoxazole derivatives, (III), were prepared by Kaltenbach (3) and Malamas (4), respectively, and used in treating estrogen-stimulated diseases such as breast, uterine, and ovarian cancers. 

Harper MJ, Walpole AL. A new derivative of triphenylethylene effect on im plantation and mode of action in rats. J Re prod Fertil 1967 13 101-119. 

The tamoxifen stmcture (Fig. 21.26) was derived from the observation made in 1937 that triphenylethylene had... 

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