Yamasa Shoyu Kabushiki Kaisha

Other

Sankyo Company, Limited

Yoshitomi Pharmaceutical Industries, Ltd.

Yamasa Shoyu Co., Ltd.

Taiho Pharmaceutical Company Limited

Yamasa Corporation

Toa Eiyo Ltd.

Sumitomo Pharmaceuticals Company Limited

Akira Matsuda

Tohru Ueda

Takuma Sasaki

Haruhiko Machida

Toichi Abiru

Takanori Miyashita

Akihiro Fujii

Shinji Sakata

Keiji Yamagami

Toyofumi Yamaguchi

Kenji Takenuki

Kentaro Kogi

Noriaki Minakawa

Yoshikazu Yanagi

Tohru Ueda, Deceased

Tomoyuki Shibata

Tadashi Miyasaka

Tetsuji Asao

Masakatsu Kaneko

Motoaki Tanaka

Tomowo Kobayashi

Hideki Kazuno

Makoto Nomura

Yoshihiro Mitsuhashi

Hitoshi Hotoda

Masato Washinosu

Takashi Ono

Tsutomu Sato

Yuichi Yoshimura

Shinji Miura

Sasaki Takuma

Yohko Watanabe

Satoshi Shutou

Hiroshi Satoh

D-pentofuranose derivatives and process for preparing the same

2'-deoxy-2'-(substituted or unsubstituted)methylidene-4'-thionucleosides

3'-substituted nucleoside derivatives

2'-Methylidenepyrimidine nucleoside compounds of the general formula: ##STR1## wherein R.sup.1 stands for amino or hydroxy group; R.sup.2 stands for a halogen or a lower alkyl when R.sup.1 is amino or R.sup.2 stands for an alkyl having 2 to 4 carbon atoms, an alkynyl having 2 to 4 carbon atoms or a haloalkyl when R.sup.1 is hydroxy group; and R.sup.3 stands for hydrogen or a phosphoric acid residue, or salts thereof, anticancer compositions containing one or more of these compounds and methods for production of these compounds. Said compounds and salts thereof exhibit noticeable antitumor activities and are useful as anticancer agents.

2'-methylidenepyrimidine nucleoside compounds

Antineoplastic

Compounds of formula (I): ##STR1## wherein: R.sup.1, R.sup.2 and R.sup.3 are independently selected from the group consisting of hydrogen atoms, optionally substituted alkanoyl groups and alkenylcarbonyl groups, PROVIDED THAT at least one of R.sup.1, R.sup.2 and R.sup.3 represents an unsubstituted alkanoyl group having from 5 to 24 carbon atoms, said substituted alkanoyl group or said alkenylcarbonyl group; and one of R.sup.4 and R.sup.5 represents a hydrogen atom and the other represents a cyano group; have valuable anti-tumor activity.

Pyrimidine nucleoside derivatives having anti-tumor activity, their

A process for preparing a compound of the formula: ##STR1## wherein R.sup.1 is a hydroxyl or an amino which may optionally be substituted; R.sup.2 is a hydrogen or a C.sub.1 -C.sub.4 alkyl; and R.sup.4a and R.sup.5a together represent a group of the formula: --R.sup.6 R.sup.7 Si--O--SiR.sup.6' R.sup.7', wherein R.sup.6, R.sup.7, R.sup.6' and R.sup.7' are the same or different and each is a C.sub.1 -C.sub.4 alkyl, which process comprises reacting a reducing agent and a cyanolating agent with a compound of the formula: ##STR2## wherein R.sup.9 is an alkoxythiocarbonyl having a C.sub.1 -C.sub.4 alkyl or an arylthiocarbonyl having a C.sub.6 -C.sub.10 aryl.

Process for preparing 2'-cyano pyrimidine nucleoside compounds

The pyrimidine compounds of the present invention are represented by the following formula: ##STR1## and pharmaceutically acceptable salts thereof, wherein, R.sup.1 represents a hydroxyl or an amino which may be substituted by an acyl group; R.sup.2 represents a hydrogen atom or an alkyl having 1 to 4 carbons; R.sup.3 represents a hydrogen or a hydroxyl; and R.sup.4 and R.sup.5 each represent a hydrogen or together form a group --R.sup.6 R.sup.7 Si--O--SiR.sup.6' R.sup.7' --, wherein R.sup.6, R.sup.7, R.sup.6' and R.sup.7' are the same or different from one another and each represent an alkyl having 1 to 4 carbons. The compounds of the present invention exhibit an excellent antitumor effect.

2'-Cyano pyrimidine nucleoside compounds

The present invention relates to a novel compound represented by the following formula [I] which is useful as a synthetic intermediate of a 2-alkynyladenosine. The present invention also relates to a process for producing the compound and a process for producing a 2-alkynyladenosine [IV] by way of the compound. Further, the present invention relates to a 2-alkynyladenosine derivative represented by the following formula [V] having excellent storage stability and, to a method of storing the 2-alkynyladenosine in the form of that derivative. ##STR1## [I] A=a leaving group, [II] A=NH.sub.2, [V] A=NHR.sup.4, wherein R.sup.1 through R.sup.4 represent a hydrogen atom or a protective group, and n denotes an integer of 1 to 15, provided that R.sup.1 through R.sup.4 do not represent a hydrogen atom simultaneously.

Process for preparing synthetic intermediates of 2-alkynyladenosines and

Disclosed are novel 2'-alkylidenepyrimidine nucleoside derivatives represented by formula [I]: ##STR1## R.sup.1 is an amino group or a hydroxy group, R.sup.2 is a hydrogen atom, a halogen atom or a lower alkyl group, R.sup.3 is a hydrogen atom or a lower alkyl group, and R.sup.4 is a hydrogen atom or a phosphate residue, or salts thereof. These novel compounds can be produced from uridine or cytidine derivatives by alkylidenating the 2'-position in the sugar moiety thereof with Wittig's reagent. Furthermore, the compounds have remarkable antiviral activities and therefore can provide novel antiviral agents.

2'-alkylidenepyrimidine nucleoside derivatives, process for production

2'-Methylidenepyrimidine nucleoside compounds of the general formula: ##STR1## wherein R.sup.1 stands for amino or hydroxy group; R.sup.2 stands for a halogen or a lower alkyl when R.sup.1 is amino or R.sup.2 stands for an alkyl having 2 to 4 carbon atoms, an alkynyl having 2 to 4 carbon atoms or a haloalkyl when R.sup.1 is hydroxy group; and R.sup.3 stands for hydrogen or a phosphoric acid residue, or salts thereof, compositions containing one or more of these compounds and methods for production of these compounds are disclosed. Said compounds and salts thereof exhibit noticeable antitumor activities.

2'methylidenepyrimidine nucleoside compounds, their use and method for

Disclosed are novel 2'-alkylidenepyrimidine nucleoside derivatives represented by formula [I]: ##STR1## wherein R.sup.1 is an amino group or a hydroxy group, R.sup.2 is a hydrogen atom, a halogen atom or a lower alkyl group, R.sup.3 is a hydrogen atom or a lower alkyl group, and R.sup.4 is a hydrogen atom or a phosphate residue, or salts thereof. These novel compounds can be produced from uridine or cytidine derivatives by alkylidenating the 2'-position in the sugar moiety thereof with Wittig's reagent. Furthermore, the compounds have remarkable antiviral activities and therefore can provide novel antiviral agents.

2'-alkylidenepyrimidine nucleoside compounds and a process for

Tri-O-acetyl-2-alkynyladenosines

Disclosed herein are a novel 2-substituted adenosine derivative having the following formula [I] ##STR1## wherein R represents a hydrogen atom or a hydroxyl group, m is an integer of 2 to 7, n is 0 or an integer of 1 to 3, and R.sup.1, R.sup.2 and R.sup.3, which may be the same or different, each independently represent a hydrogen atom, a hydroxy protective group or a phosphoric acid residue, and salts thereof. The above compounds are excellent in a circulation ameliorating effect such as a vasodepressor activity, and have high selectivity for A.sub.2 receptors, but cause less undesirable side effects such as a suppresssive effect on the heart. They are therefore effective when used in pharmaceutical compositions for circulatory diseases.

2-substituted adenosine derivatives and pharmaceutical compositions for

Disclosed are imidazole derivatives represented by formula [I]: ##STR1## wherein R is a hydrogen atom or ##STR2## wherein R.sup.2 is a hydrogen atom or a hydroxy protecting group, R.sup.2 protecting either a single hydroxy or two hydroxies together when R.sup.2 is a hydroxy protecting group, and R.sup.3 is a hydrogen atom or OR.sup.2 ; A is CONH.sub.2 or CN; and R.sup.1 is a hydrogen atom, lower alkyl, hydroxy lower alkyl, or phenyl. Also disclosed are six processes for producing these novel compounds among which a typical process comprises reacting a starting imidazole compound having a halogen at the 5-position thereof with an acetylene derivative to alkynylate the 5-position. Furthermore, the compounds have remarkable antitumor activities and therefore can provide novel antitumor agents.

Imidazole derivatives and use thereof

Growing community of inventors

Sapporo, Japan

Akira Matsuda