Takeda Chemical Industries, Inc.

Eisai Company, Limited

Hiroaki Nomura

Hiroshi Akimoto

Keizo Inoue

Susumu Tsushima

Yoshio Yoshioka

Takeshi Fugono

Isao Minami

Shoshichi Nojima

Kohei Nishikawa

Motoo Hozumi

Tetsuya Okutani

Susumu Nishimura

Norihiro Ueda

Yoshihiko Kotake

Kyosuke Kitoh

Toru Haneda

Tetsuo Miwa

Toshihiro Ishiguro

Eiko Imamiya

Shiro Morimoto

Tetsuya Aono

Takenori Hitaka

Yoshio Kozai

Tatsuichi Matsuda

Fumio Kiriki

A novel pyrimidine derivative having an excellent antitumor activity, which is represented by the following general formula (I) or a pharmacologically acceptable salt thereof: ##STR1## wherein R.sup.1 represents a hydroxyl or amino group;

Condensed pyrimidine derivative

A novel pyrimidine derivative having an excellent antitumor activity, which is represented by the following general formula (I) or a pharmacologically acceptable salt thereof: ##STR1## wherein R.sup.1 represents a hydroxyl or amino group; R.sup.2 represents a phenylene, pyridinediyl, thiendiyl, furandiyl or thiazoldiyl group, --CO.sub.2 R.sup.5 and --CO.sub.2 R.sup.6 may be the same or different from each other and each represents a carboxyl group or a carboxylic acid ester, the part ##STR2## A represents an oxygen atom, a group represented by the formula: ##STR3## (wherein R.sup.3 and R.sup.4 may be the same or different from each other and each represents a hydrogen or halogen atom or a hydrocarbon group which may be substituted, or alternatively R.sup.3 and R.sup.4 may be united to form an alkylidene group which may be substituted) or a group represented by the formula: ##STR4## (wherein R.sup.70 represents a hydrogen atom or a hydrocarbon group), and n is an integer of 1 to 3, provided that the compound in which R.sup.1 represents oxygen, and hydrogen is attached to nitrogen at 3-position is included in the above shown definition, a process for preparation the same, and an antitumor drug containing the same.

New fused pyrimidines of the general formula (I): ##STR1## wherein the ring A is a pyridine ring which may be hydrogenated or a benzene ring which may be hydrogenated, X is an amino group or a hydroxyl group, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently hydrogen, fluorine or a lower alkyl group, and --COOR.sup.5 and --COOR.sup.6 are independently a carboxyl group which may be esterified, and salts thereof have excellent anti-tumor effects, and they can be produced by the following reaction scheme: ##STR2## in which A is, X, R.sup.1 to R.sup.4, --COOR.sup.5 have the above meanings.

Pyrido[2,3-d]pyrimidine compounds useful as intermediates

Lipid derivatives represented by the formula: ##STR1## wherein R.sup.1 stands for an optionally substituted higher alkyl group, R.sup.2 stands for an optionally substituted lower alkyl group or an optionally substituted nitrogen-containing heterocyclic group, R.sup.3 stands for a tertiary amino group or a quaternary ammonium group, J stands for oxygen atom or S(O)t (where t deontes 0, 1 or 2), m and n respectively denotes 1 or 2, p denotes 0, 1 or 2, q and r respectively denote an integer of 2 to 5.

Lipids

A compound represented by the formula: ##STR1## wherein R represents a hydrogen atom or a lower alkyl group;

Carboxylic acid derivatives

Novel lipid derivatives of the formula ##STR1## [wherein R.sup.1 is alkyl or alkylcarbamoyl; R.sup.2 is hydrogen, hydroxy which may be substituted, amino which may be substituted or cyclic amino; R.sup.3 is a chemical binding or alkylene which may be substituted; R.sup.4 is hydrogen, alkyl or aralkyl; X and Y are independently O, S or an imino group which may be substituted, and when Y is an imino group, Y, together with the imino group represented by X or R.sup.4, may form a ring; and Z is imino or a nitrogen-containing heterocyclic ring which may be substituted] and salts thereof have inhibiting activity on platelet activating factor and are useful as a preventive or therapeutic agent for a variety of circulatory diseases and allergic disorders and also as an antineoplastic agent.

Lipid derivatives, their production and use

New fused pyrimidines of the general formula (I): ##STR1## wherein the ring .circle. A is a pyridine ring which may be hydrogenated or a benzene ring which may be hydrogenated, X is an amino group or a hydroxyl group, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently hydrogen, fluorine or a lower alkyl group, and --COOR.sup.5 and --COOR.sup.6 are independently a carboxyl group which may be esterified, and salts thereof have excellent anti-tumor effects, and they can be produced by the following reaction scheme: ##STR2## in which .circle. A is, X, R.sup.1 to R.sup.4, --COOR.sup.5 have the above meanings.

Fused pyrimidines, their production and use

Phospholipids, inclusive of pharmaceutically acceptable salts thereof, of the formula ##STR1## wherein R.sup.1 is a C.sub.8-30 aliphatic hydrocarbon residue, R.sup.2, R.sup.3 and R.sup.4 are independently hydrogen or lower alkyl or ##STR2## represents cyclic ammonio and n is 0 or 1, exhibit inhibitory activity to multiplication of tumor cells and antimycotic (antifungal) and antiprotozoal activities, and are useful for inhibiting multiplication of tumor cells and prolonging the survival time of tumor-bearing warm-blooded animal, for treating or preventing a disease in an animal caused by a mycete (fungus) and for treating or preventing a plant disease.

Compound, oleyl-2-pyridinioethyl phosphate having antifungal and

Novel compounds having the formula: ##STR1## wherein ##STR2## represents a nitrogen-containing aromatic 6-membered ring; R.sup.1 represents a higher alkyl group which may be substituted; R.sup.2 represents a tertiary amino group or a quaternary ammonium group; and m represents 2 or 3; and salts thereof have superior antitumor activities including differentiation-inducing activity, and are useful as antitumor agents.

2-O-pyrimidinyl glycerol derivatives

Compounds of the formula: ##STR1## wherein R.sup.1 is a higher alkyl group which may be substituted; R.sup.2 is a hydrogen, a lower alkyl group which may be substituted, a lower alkanoyl group which may be substituted or a lower alkylthiocarbamoyl group; R.sup.3 is a primary to tertiary amino group or a quaternary ammonium group; and n is 2 or 3, and salts thereof, have antitumor activity and platelet activating factor inhibitory activity.

Glycerol derivatives, their production and use

A compound of the general formula [I]: ##STR1## wherein R.sub.1 represents a higher alkyl group or an N-(higher alkyl)carbamoyl group, R.sub.2 represents a lower alkyl group, an acyl group having at least three carbon atoms, an N-(lower alkyl)carbamoyl group, an N-(lower alkyl)thiocarbamoyl group or a benzyl group, R represents a primary, secondary or tertiary amino group or a quaternary ammonium group, x is 1 or 2, y is a number of 0, 1 or 2, and z is an integer of 2-10, or a pharmaceutically acceptable salt thereof. The novel substances have both anti-tumor activity and platelet activating factor-inhibiting property, and they are effective as an anti-tumor agent without circulatory trouble.

Nitrogen- and sulfur-containing lipid compounds their production and use

Novel phospholipids, inclusive of salts thereof, of the formula ##STR1## wherein R.sup.1 and R.sup.2 are independently an aliphatic hydrocarbon residue containing 1 to 20 carbon atoms, with the numbers of the carbon atoms for both totalling 8 to 30, and

Phospholipids

A compound provided by the present invention, of the formula ##STR1## wherein R.sup.1 is C.sub.14-20 alkyl; R.sup.2, R.sup.3 and R.sup.4 are independently hydrogen or C.sub.1-5 alkyl, or ##STR2## represents a cyclic ammonio group; and A is C.sub.2-5 alkylene, and a pharmaceutically acceptable salt thereof, are useful as a anti-tumor agent.

2-(acetoacetyloxy)-3-(octadecyloxy)propyl-3-trimethylammoniopropyl

2-Alkanoyloxy-3-(N-octadecylcarbamoyloxy)propyl trimethylammonioethyl phosphates and a salt thereof exhibit inhibitory activity against multiplication of tumor cells, and are useful as an antitumor agent.

Growing community of inventors

Osaka, Japan

Hiroaki Nomura