Takeda Chemical Industries, Inc.

Meiji Seika Kaisha, Ltd.

Susumu Nishimura

Hiroaki Nomura

Hiroshi Akimoto

Shigeharu Inouye

Seiji Shibahara

Tsuneo Okonogi

Yuichi Yamamoto

Takayuki Usui

Osamu Makabe

Tsutomu Tsuruoka

Osamu Itoh

Kozo Nagaoka

Nobuko Okada

A novel 2-piperidinecarboxylic acid derivative represented by the formula: ##STR1## wherein X represents an oxygen atom, a sulfur atom or a nitrogen atom to which a hydrogen atom is bound; and * represents that the configuration of the carbon atom binding to the carboxyl group is (S), (R) or a mixture of (S) and (R); and a pharmaceutically acceptable salt thereof which exerts an antitumor effect over a wide range of tumor cells.

2-piperidinecarboxylic acid derivative, oncogene suppressor and agent

7-Deazapurine derivatives of the formula: ##STR1## wherein R.sup.1 is phenyl which has, at the ortho position and/or para position as substituents, at least one group represented by the formula --O--R.sup.3, --S--R.sup.4 or ##STR2## (wherein R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are the same or different and each is hydrogen or an alkyl or phenyl group which may be substituted, whereby R.sup.5 and R.sup.6, together with the adjacent nitrogen atom, may form a cyclic amino group which may be substituted, and R.sup.3, R.sup.4, R.sup.5 and R.sup.6 each may represent a protective group), and may have a group or groups with a molecular weight of up to about 200 as a substituent at any position other than those having the said substituents introduced; R.sup.2 is an amino group which may be protected, or its salt, have a potent antitumor activity, and hence the compounds are useful as an antitumor agent.

7-deazapurine derivatives useful as antitumor agents

7-Deazapurine derivatives of the formula: ##STR1## wherein R.sub.1 is hydrogen atom or an acyl group and R.sub.4 and R.sub.5 each is a hydrogen atom or a hydrocarbon residue which may optionally have one or more substituents or R.sub.4 and R.sub.5, together with the adjacent nitrogen atom, from a cyclic amino group are useful as an anti-tumor agent, microbicide or disinfectant.

Thiodeazapurine derivatives

Novel 7-deazapurine derivatives of the formula: ##STR1## wherein X is halogen, Y is hydroxyl or di-C.sub.1-3 alkylamino, Z is a --NH-- or --NHC(.dbd.NH)-- group, l is an integer of 1 to 5, m is an integer of 0 to 2, and n is 1 when Z is a --NH-- group or n is 0 or 1 when Z is a --NHC(.dbd.NH)-- group, and salts thereof are selectively taken up by tumor cells.

5-(Phenyl or benzyl amino)methyl-pyrrolo[2,3-d]pyrimidin-4-one

Novel deazapurine derivatives of the formula: ##STR1## wherein R.sup.1 is C.sub.1-18 alkyl which may be substituted with di-C.sub.1-3 alkyl amino; C.sub.1-18 alkenyl; C.sub.3-8 cyloalkyl; C.sub.5-8 cycloalkenyl; C.sub.7-13 aralkyl which may be substituted with C.sub.1-4 alkoxy, C.sub.1-4 alkanoyl, C.sub.2-4 alkoxycarbonyl, hydroxy, amino, nitro, trifluoromethyl or C.sub.1-4 alkanoylamido; or C.sub.6-10 aryl and

5-[Substituted amino methyl]pyrrolo[2,3-d]pyrimidine-4-one

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Chiba, Japan

Susumu Nishimura