Patents by Inventor Taiiti Okada
Taiiti Okada has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 5583216Abstract: Provided is a process for preparing a cephem compound of the formula: ##STR1## wherein R.sup.3 is hydrogen or methoxy, R.sup.4 is hydrogen or a residue of a nucleophilic compound, R.sup.5 is hydroxyl or a protected hydroxyl, and R.sup.8 is hydrogen or halogen, or a pharmaceutically acceptable salt or ester thereof, which comprises introducing an acyl group of the formula: ##STR2## wherein R.sup.5 and R.sup.8 are as defined above into the amino group of the molecule of the formula: ##STR3## wherein R.sup.3 and R.sup.4 are as defined above or a salt or ester thereof.Type: GrantFiled: January 8, 1990Date of Patent: December 10, 1996Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Taiiti Okada, Osami Aki, Akira Morimoto, Kenji Kawakita, Yoshihiro Matsushita
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Patent number: 4973684Abstract: Broad spectrum antibiotics are provided which are compounds of the formula: ##STR1## wherein R.sup.4 is a residue of a nucleophilic compound and R.sup.5 is hydroxyl or protected hydroxyl; or a pharmaceutically acceptable salt or ester thereof.Type: GrantFiled: June 7, 1988Date of Patent: November 27, 1990Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Taiiti Okada, Osamu Aki, Akira Morimoto, Kenji Kawakita, Yoshihiro Matsushita
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Patent number: 4943666Abstract: An improved industrial process for producing a compound of the general formula: ##STR1## wherein R is an alkyl group having 1 to 4 carbon atoms which comprises reacting a compound of the general formula: ##STR2## wherein R is as defined above with nitrous acid in a mixed solvent of water and a water-insoluble or slightly soluble organic solvent.Type: GrantFiled: April 14, 1989Date of Patent: July 24, 1990Assignee: Takeda Chemical Industries, Ltd.Inventors: Taiiti Okada, Toru Ishida
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Patent number: 4912212Abstract: Broad spectrum antibiotics are provided which are compounds of the formula: ##STR1## wherein -W-R is a residue of a nucleophilic compound and R.sup.5 is hydroxyl or protected hydroxyl, or a pharmaceutically acceptable salt or 4-carboxy ester which is the alkoxymethyl, .alpha.-alkoxyethyl, .alpha.-alkoxy-.alpha.-substituted methyl, alkylthiomethyl, acyloxymethyl or .alpha.-acyloxy-.alpha.-substituted methyl ester thereof.Type: GrantFiled: June 7, 1988Date of Patent: March 27, 1990Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Taiiti Okada, Osamu Aki, Akira Morimoto, Kenji Kawakita, Yoshihiro Matsushita
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Patent number: 4842775Abstract: A method for producing a compound of the formula: ##STR1## [wherein R.sup.1 and R.sup.2 each stand for a lower alkyl group; n denotes an integer of 0 to 21; X stands for hydrogen atom or an optionally protected hydroxyl group; and Y stands for an optionally protected hydroxyl group], which comprises reducing an ester compound of the formula: ##STR2## [wherein R.sup.1, R.sup.2, n, X and Y are of the same meaning as defined above, and R.sup.3 stands for a lower alkyl group ] with a mixture of sodium borohydride and aluminum chloride. This method give the desired compound in a high yield, and is advantageous from the industrial point of view.Type: GrantFiled: April 26, 1988Date of Patent: June 27, 1989Assignee: Takeda Chemical Industries, Ltd.Inventors: Taiiti Okada, Yasuaki Abe
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Patent number: 4668783Abstract: Novel cephem compounds of the formula: ##STR1## wherein R.sup.4 is a residue of a nucleophilic compound selected from hydroxyl, mercapto, cyano, azido, amino, carbamoyloxy, carbamoylthio and thiocarbamoyloxy, said group being unsubstituted or substituted by alkyl of up to three carbons, and R.sup.5 is hydroxyl or lower alkoxy, or a pharmaceutically acceptable ester thereof, have strong antibiotic properties against a wide variety of microorganisms.Type: GrantFiled: January 23, 1986Date of Patent: May 26, 1987Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Taiiti Okada, Osami Aki, Akira Morimoto, Kenji Kawakita, Yoshihiro Matsushita
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Patent number: 4514565Abstract: 3-Tertiary ammoniomethyl-7-beta-[alpha-(hydroxy or protected hydroxy)imino-alpha-(2-aminothiazol-4-yl)acetamido]-3-cephem-4-carboxylic acid, pharmaceutically acceptable salt or 4-carboxy ester is provided which is a broad spectrum antibiotic.Type: GrantFiled: June 24, 1983Date of Patent: April 30, 1985Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Taiiti Okada, Osami Aki, Akira Morimoto, Kenji Kawakita, Yoshihiro Matsushita
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Patent number: 4355160Abstract: The present invention is directed to a compound having antibacterial activity of the formula ##STR1## wherein R.sup.1 represents amino, protected amino, hydroxy or protected hydroxy;R.sup.4 represents heterocyclic thio wherein heterocyclic is a 5 to 6 membered hetero ring containing 1 to 4 hetero atoms from the group of oxygen, sulfur and nitrogen; andR.sup.5 is hydroxy or protected hydroxy, or a pharmaceutically acceptable salt thereof.Type: GrantFiled: March 4, 1981Date of Patent: October 19, 1982Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Taiiti Okada, Osami Aki, Akira Morimoto, Kenji Kawakita, Yoshihiro Matsushita
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Patent number: 4298606Abstract: Novel cephem compounds of the formula; ##STR1## wherein R.sup.1 represents amino or hydroxyl group which may be protected, R.sup.2 represents amino or hydroxyl group or a group convertible into these groups, R.sup.3 represents hydrogen or methoxy group or a group convertible into methoxy group, R.sup.4 represents hydrogen or a residue of a nucleophilic compound and R.sup.8 represents hydrogen or a halogen, or a pharmaceutically acceptable salt or ester thereof, have strong antibiotic properties against a wide variety of microorganisms including gram-positive bacteria as well as gram-negative ones, especially by oral administration and can be used as therapeutic agent for various bacterial infections of animals including human beings.Type: GrantFiled: August 28, 1979Date of Patent: November 3, 1981Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Taiiti Okada, Osami Aki, Akira Morimoto, Kenji Kawakita, Yoshihiro Matsushita
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Patent number: 4205180Abstract: Novel cephem compounds of the formula; ##STR1## wherein R.sup.1 represents amino or hydroxyl group which may be protected, R.sup.2 represents amino or hydroxyl group or a group convertible into these groups, R.sup.3 represents hydrogen or methoxy group or a group convertible into methoxy group, R.sup.4 represents hydrogen or a residue of a nucleophilic compound and R.sup.8 represents hydrogen or a halogen, or a pharmaceutically acceptable salt or ester thereof, have strong antibiotic properties against a wide variety of microorganisms including gram-positive bacteria as well as gram-negative ones, especially by oral administration and can be used as therapeutic agent for various bacterial infections of animals including human beings.Type: GrantFiled: January 18, 1978Date of Patent: May 27, 1980Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Taiiti Okada, Osami Aki, Akira Morimoto, Kenji Kawakita, Yoshihiro Matsushita
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Patent number: 4203899Abstract: Novel cephem compounds of the formula; ##STR1## wherein R.sup.1 represents amino or hydroxyl group which may be protected, R.sup.2 represents amino or hydroxyl group or a group convertible into these groups, R.sup.3 represents hydrogen or methoxy group or a group convertible into methoxy group, R.sup.4 represents hydrogen or a residue of a nucleophilic compound and R.sup.8 represents hydrogen or a halogen, or a pharmaceutically acceptable salt or ester thereof, have strong antibiotic properties against a wide variety of microorganisms including gram-positive bacteria as well as gram-negative ones, especially by oral administration and can be used as therapeutic agent for various bacterial infections of animals including human beings.Also disclosed are novel thiazolylacetic acid compounds of the formula: ##STR2## wherein R.sup.1 represents amino, protected amino, hydroxyl or protected hydroxyl, R.sup.Type: GrantFiled: April 17, 1978Date of Patent: May 20, 1980Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Taiiti Okada, Osami Aki, Akira Morimoto, Kenji Kawakita, Yoshihiro Matsushita
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Patent number: 4182868Abstract: A compound of the formula: ##STR1## wherein R.sup.2 is hydrogen or a halogen and R.sup.3 stands for methyl, acetoxymethyl, carbamoyloxymethyl, an alkoxymethyl, an alkylthiomethyl, 2-carboxy-1-ethenyl, or a heterocyclic thiomethyl, or a pharmaceutically acceptable salt thereof, is found to have a broad antimicrobial spectrum and, in particular, effective against Gram-negative bacteria including Escherichia coli, Proteus vulgaris, Pseudomonas aeruginosa, Serratia marcescense as well as Gram-positive ones including antibiotic resistant strains. Thus, these compounds may be used for antimicrobial agents in therapeutical purposes.Type: GrantFiled: May 6, 1977Date of Patent: January 8, 1980Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Akira Morimoto, Yoshihiro Matsushita, Osami Aki, Taiiti Okada, Kenji Kawakita
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Patent number: 4145540Abstract: Cephem and penam compounds having a partial structure of formula (II): ##STR1## wherein R.sup.1 and R.sup.2, respectively, represent a hydrocarbon group which is attached to P, either directly or through an oxygen atom, and which may optionally be substituted, and R.sup.3 is a hydrocarbon residue, are useful as intermediates for synthetic penicillins and cephalosporins, which in turn are useful as antibiotics or intermediates for some other synthetic penicillins and cephalosporins having antibiotic activity. To the 6- or 7-amino group of these penam or cephem compounds an objective acyl group can be introduced to give 6- or 7-acyl amino compound in a good yield, without isomerization of 6.alpha.-or 7.alpha.-substituent OR.sup.3 of the penam or cephem compounds.Type: GrantFiled: July 26, 1976Date of Patent: March 20, 1979Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Akira Morimoto, Osami Aki, Taiiti Okada
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Patent number: 4098888Abstract: Novel cephem compounds of the formula; ##STR1## wherein R.sup.1 represents amino or hydroxyl group which may be protected, R.sup.2 represents amino or hydroxyl group or a group convertible into these groups, R.sup.3 represents hydrogen or methoxy group or a group convertible into methoxy group, R.sup.4 represents hydrogen or a residue of a nucleophilic compound and R.sup.8 represents hydrogen or a halogen, or a pharmaceutically acceptable salt or ester thereof, have strong antibiotic properties against a wide variety of microorganisms including gram-positive bacteria as well as gram-negative ones, especially by oral administration and can be used as therapeutic agent for various bacterial infections of animals including human beings.Type: GrantFiled: December 19, 1975Date of Patent: July 4, 1978Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Taiiti Okada, Osami Aki, Akira Morimoto, Kenji Kawakita, Yoshihiro Matsushita
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Patent number: 4008246Abstract: A compound of the formula: ##STR1## wherein R.sup.1 stands for a halogenoethoxycarbonylamino and R.sup.2 stands for hydrogen or a halogen, is an important intermediate for producing a cephalosporin derivative of the formula: ##STR2## wherein R.sup.3 stands for methyl, acetoxymethyl, carbamoyloxymethyl, an alkoxymethyl, an alkylthiomethyl, 2-carboxy-1-ethenyl, or a heterocyclic thiomethyl, R.sup.5 stands for hydrogen or methoxy and R.sup.2 has the same meaning as defined before, which is active against various pathogenic microorganisms even at a low concentration.Type: GrantFiled: August 8, 1975Date of Patent: February 15, 1977Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Akira Morimoto, Yoshihiro Matsushita, Taiiti Okada
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Patent number: 4008227Abstract: A compound of the formula: ##STR1## wherein R.sup.1 represents mandeloyl or 2-(3-sydnone)-acetyl group and R.sup.2 represents a hydrogen atom, a halogen, an alkyl or an alkoxyl group, or a pharmaceutically accetable salt thereof, is found to have a broad antimicrobial spectrum and, in particular, effective against gram-negative bacteria as well as gram-positive ones. Examples thereof include 7-[D-(-)-mandelamido]-3-[6'-(3'-methylpyridazinyl)-thio-methyl]-3-cephem-4 -carboxylic acid 2'-oxide, 7-[D-(-)-mandelamido]-3-[6'-(3'-methoxypyridazinyl)-thiomethyl]-3-cephem-4 -carboxylic acid 1'-oxide, and 7-[2'-(3'-sydnone)acetamido]-3-[6"-(3"-methylpyridazinyl)-thiomethyl]-3-ce phem-4-carboxylic acid 2"-oxide.Type: GrantFiled: June 25, 1974Date of Patent: February 15, 1977Assignee: Takeda Chemical Industries, Ltd.Inventors: Michihiko Ochiai, Osami Aki, Akira Morimoto, Taiiti Okada