116083-97-7Relevant academic research and scientific papers
Derivatives of Tamoxifen. Dependence of Antiestrogenicity on the 4-Substituent
McCague, Raymond,Leclercq, Guy,Legros, Nicole,Goodman, Joyce,Blackburn, G. Michael,et al.
, p. 2527 - 2533 (2007/10/02)
A range of tamoxifen derivatives substituted in the 4-position of the 1-phenyl ring are described.The key steps in the synthesis of 4-iodo-, 4-bromo-, and 4-(methylthio)tamoxifen were reactions of 1,2-diarylbutanones with the (4-halogenophenyl)lithium or magnesium bromide.Oxidized precursors of 4-(methylthio)tamoxifen were used to prepare the methylsulfinyl and methylsulfonyl derivatives.Further derivatives (formyl, hydroxymethyl, oxirane, mercapto) were prepared from 4-bromotamoxifen via the 4-lithio derivative.Several of the derivatives (Br, I, SMe, SoMe, SO2Me, oxirane, CHO, CH2OH) displayed a higher affinity for estrogen receptors (ER) of calf uterine cytosol than did tamoxifen, but there was no relationship between affinity to ER and the ability to inhibit the growth of the MCF-7 breast cancer cell line in vitro.
IODOTAMOXIFEN DERIVATIVES AND USE FOR ESTROGEN RECEPTOR-POSITIVE BREAST CANCER DETECTION AND THERAPY
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, (2008/06/13)
Iodotamoxifen derivatives which are compounds of formula (3) STR1 wherein X represents 3-or 4-iodo and R 1 and R 2, which may be the same or different, represent C 1-3 alkyl, especially methyl or ethyl, groups or R 1 represents a hydrogen atom and R 2 a C 1-3 alkyl group or R 1 and R 2 together with the nitrogen atom to which they are attached represent a saturated heterocyclic group, especially a pyrrolidino, piperidino, 4-methylpiperidino or morpholino group, and their pharmaceutically acceptable acid addition salts are potent anti-estrogenic compounds useful for treatment of estrogen receptor-positive (hormone-dependent) breast cancers. Radioisotopic iodotamoxifen derivatives of formula (3) are useful in radiotherapy or gamma ray imaging of these cancers.
