Sumitomo Pharmaceuticals Company Limited

Sumitomo Chemical Company, Limited

Taisho Pharmaceutical Co., Ltd.

Takashi Katsumata

Noritaka Hamma

Toshio Nishizawa

Yoshikazu Saito

Michihiro Yamamoto

Akira Sasaki

Itsuro Sugata

Hideyuki Harada

Naomi Tsushima

Estrogen derivative having carriers to bone

There are disclosed herein novel derivatives of 26,26,26,27,27,27-hexafluorovitamin D.sub.3 providing excellent pharmacological effects, and a process for the preparation thereof. These novel compounds are represented by the general formula ##STR1## wherein R.sub.1 and R.sub.2 each denotes a hydrogen atom or a protecting group for the hydroxyl group; R.sub.3 and R.sub.4 each denotes a hydrogen atom, a hydroxyl group or a protected hydroxyl group and R.sub.4 ' and R.sub.5 ' each denotes a hydrogen atom, or alternatively R.sub.3 and R.sub.3 ' together or R.sub.4 and R.sub.4 ' together denote an oxo group; provided that R.sub.3, R.sub.3 ', R.sub.4 and R.sub.4 ' cannot denote hydrogen atoms simultaneously. The process for the preparation comprises subjecting a previtamin D.sub.3 derivative represented by the formula ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.3 ', R.sub.4 and R.sub.4 ' are as defined above, to thermal isomerization to give a vitamin D.sub.3 derivative represented by the general formula ##STR3## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.3 ', R.sub.4 and R.sub.4 ' are as defined above, and optionally subjecting it to a deprotection reaction.

Fluorine derivatives of vitamin D.sub.3 and process for producing the

There are disclosed novel derivatives of 26,26,26,27,27,27-hexafluorovitamin D.sub.3 having fluorine atom at the 23- and/or 24-position which have an excellent pharmacological activity and a process for production thereof. The novel compounds are represented by the general formula: ##STR1## wherein R.sub.1 ' denotes a hydrogen atom, a hydroxyl group or a protected hydroxyl group, R.sub.2 denotes a hydrogen atom or a protecting group for hydroxyl group, R.sub.3 denotes a hydrogen atom, a fluorine atom, a hydroxyl group or a protected hydroxyl group and R.sub.4 and R.sub.4 ' each denotes a hydrogen atom, or one of them denotes a hydrogen atom and the other denotes a fluorine atom, hydroxyl group or a protected hydroxyl group or R.sub.4 and R.sub.4 ' are combined to denote an oxo group, with a proviso that at least one of R.sub.3, R.sub.4 and R.sub.4 ' denote a fluorine atom. The process for production thereof comprises subjecting to thermal isomerization a compound represented by the general formula: ##STR2## wherein R.sub.1 ', R.sub.2, R.sub.3, R.sub.4 and R.sub.4 ' are the same as defined above, to thermal isomerization and optionally further to deprotection reaction.

Growing community of inventors

Toyonaka, Japan

Takashi Katsumata