كليدواژه :
اموكسيفن , آماده سازي , Preparation , آنتي استروژن غير استروييدي , Z & E Isomers , ناباروري , Recrystallization , سنتز , نوبلور كردن , فيلتراسيون , filtration , مهندسي شيمي , سرطان , Synthesis , Z ايزومرهاي , شيمي , Tamoxifen , E ايزومرهاي
چكيده لاتين :
Tamuxifen is a non-esteroidal anti-estrogen which is usually prescribed in case of breast cancer and infertility related to oligo-menorrhea or secondary amenorrhea. There are two isomers. for this compound, namely E and Z, with the latter having pharmaceutical effects. Most of the synthesis methods co far are based on MC Hurryʹs reaction. In the conventional methods, usually the hydrochloride salts of the isomers are formed and the difference between solubility of the isomers in solvent is used as the basis for separation. However, the products of these methods are not pure enough and normally do not meet the pharmacopoeia specifications. conventionally a silica gel coltuam is used for purification which is time consuming and needs considerable amounts of solvent. The novel method presented in this paper uses the difference in sohrhility of the sulfate salts of the isomers in a solvent and the Z isomer is separated by re-crystallization. Thus E amid Z isomers are first produced by the Mc Hurryʹs reaction and the sulfates of the isomers are solved in isopropyl alcohol. The sulfate of isomer F which is much more soluble can be separated by filtration. The isomer Z is then re-crystallized by hexane. This process considerably reduces the time and the solvent consumption. The final product has less than 0.1 percent of isomer E which satisfies the specifications of the US, Europe and British pharmacopoeias.
