Patents by Inventor Mitsuru Yoshioka

Mitsuru Yoshioka 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).

  • Patent number: 4604460
    Abstract: Intermediates for preparaing an antibacterial 1-dethia-1-oxacephalosporins which are represented by the following formula: ##STR1## wherein R is a monovalent group (minus the carbonyl) from an acyl derived from a carboxylic or carbonic acid;Y.sup.1 is a divalent group of the following formula: ##STR2## wherein COB is carboxy or protected carboxy;X is hydrogen or a nucleophilic group; andZ is a leaving groupare prepared from a compound of the following formula: ##STR3## wherein R and Y.sup.1 are as defined aboveby the action of an acid.The new compounds of this invention shown by the following formula: ##STR4## wherein A is amino or substituted amino;E is hydrogen or methoxy; andY is a divalent group of the following formula: ##STR5## in which COB, X, and Z are as defined above are convertible into other compounds of the same formula by applying conventional methods in .beta.-lactam chemistry.
    Type: Grant
    Filed: October 17, 1983
    Date of Patent: August 5, 1986
    Assignee: Shionogi & Co., Ltd.
    Inventors: Mitsuru Yoshioka, Uyeo Shoichiro, Yoshio Hamashima, Ikuo Kikkawa, Teruji Tsuji, Wataru Nagata
  • Patent number: 4592865
    Abstract: Intermediates of the following formula are useful for the synthesis of 1-oxacephalosporins. Their preparation from penicillins and the transformation process to make 1-oxacephalosporins are disclosed. The compounds are of the formula: ##STR1## wherein A is amino or a selected acylamino;COB is carboxy or a selected protected-carboxy;X is halogen or the group ORin which R is a group represented by following formulas: ##STR2## wherein Nu is a selected nucleophilic group; R.sup.1 is a group of the following formula: ##STR3## in which Hal is halogen or alkylsulfonyloxy and R.sup.2 is alkyl or aryl; andY is hydrogen or methoxy; with the proviso that when R is propargyl or 2-oxopropyl andR.sup.1 is ##STR4## A is in the 3.alpha.-configuration and Y is 3.beta.-hydrogen or A is in the 3.beta.-configuration and Y is 3.alpha.-methoxy.
    Type: Grant
    Filed: March 13, 1984
    Date of Patent: June 3, 1986
    Assignee: Shionogi & Co., Ltd.
    Inventors: Masayuki Narisada, Hiroshi Onoue, Teruji Tsuji, Yasuhiro Nishitani, Mitsuru Yoshioka, Yoshio Hamashima, Wataru Nagata
  • Patent number: 4552841
    Abstract: N-Acetyl-.beta.-D-glucosaminides produced from 1-chloro-1-deoxy-2,3,4,6-tetraacetyl-.alpha.-D-glucosamine and indicators for titration as the aglycons useful as substrates in kits for diagnostic aid, with which N-acetyl-.beta.-D-glucosaminidase activity can be determined colorimetrically in high sensitivity, precisely, and quickly.
    Type: Grant
    Filed: April 21, 1983
    Date of Patent: November 12, 1985
    Assignee: Shionogi & Co., Ltd.
    Inventors: Yasunao Ogawa, Akira Noto, Sachio Mori, Mitsuru Yoshioka
  • Patent number: 4533730
    Abstract: Intermediates for preparing an antibacterial 1-dethia-1-oxacephalosporins which are represented by the following formula: ##STR1## wherein R is a monovalent group (minus the carbonyl) from an acyl derived from a carboxylic or carbonic acid;Y.sup.1 is a divalent group of the following formula: ##STR2## wherein COB is carboxy or protected carboxy;X is hydrogen or a nucleophilic group; andZ is a leaving groupare prepared from a compound of the following formula; ##STR3## wherein R and Y.sup.1 are as defined above by the action of an acid. The new compounds of this invention shown by the following formula: ##STR4## wherein A is amino or substituted amino;E is hydrogen or methoxy; andY is a divalent group of the following formula: ##STR5## in which COB, X, and Z are as defined above are convertible into other compounds of the same formula by applying conventional methods in .beta.-lactam chemistry.
    Type: Grant
    Filed: October 19, 1983
    Date of Patent: August 6, 1985
    Assignee: Shionogi & Co., Ltd.
    Inventors: Mitsuru Yoshioka, Uyeo Shoichiro, Yoshio Hamashima, Ikuo Kikkawa, Teruji Tsuji, Wataru Nagata
  • Patent number: 4529721
    Abstract: A compound of the formula: ##STR1## wherein u represents hydrogen, carboxamido, N-hydroxycarboxamido, carboxy, azido, an aryl, an acylamino, a protected carboxy or an N-alkoxycarboxamido, or, together with v, can represent --S-- or --CH.sub.2 S--; v represents hydrogen, halogen, cyano or an alkylthio, or, together with u, can represent --S-- or --CH.sub.2 S--, or, together with w, can represent --(CH.sub.2).sub.3 CO--; w represents hydrogen, carboamoyl, cyano, carboxy, an N-alkylcarbamoyl, an alkyl, an aryl, a protected carboxy or a heterocycle, or, together with v, can represents --(CH.sub.2).sub.
    Type: Grant
    Filed: September 21, 1983
    Date of Patent: July 16, 1985
    Assignee: Shionogi & Co., Ltd.
    Inventors: Wataru Nagata, Mitsuru Yoshioka, Yasuhiro Nishitani, Tsutomu Aoki, Toshiro Konoike, Tadatoshi Kubota
  • Patent number: 4504659
    Abstract: Intermediates for preparing an antibacterial 1-dethia-1-oxacephalosporins which are represented by the following formula: ##STR1## wherein R is a monovalent group (minus the carbonyl) from an acyl derived from a carboxylic or carbonic acid;Y.sup.1 is a divalent group of the following formula: ##STR2## wherein COB is carboxy or protected carboxy;X is hydrogen or a nucleophilic group; andZ is a leaving groupare prepared from a compound of the following formula: ##STR3## wherein R and Y.sup.1 are as defined above by the action of an acid.
    Type: Grant
    Filed: October 19, 1983
    Date of Patent: March 12, 1985
    Assignee: Shionogi & Co., Ltd.
    Inventors: Mitsuru Yoshioka, Uyeo Shoichiro, Yoshio Hamashima, Ikuo Kikkawa, Teruji Tsuji, Wataru Nagata
  • Patent number: 4478997
    Abstract: Intermediates for preparing an antibacterial 1-dethia-1-oxa-cephalosporins which are represented by the following formula: ##STR1## wherein R is a monovalent group (minus the carbonyl) from an acyl derived from a carboxylic or carbonic acid;Y.sup.1 is a divalent group of the following formula: ##STR2## wherein COB is carboxy or protected carboxy;X is hydrogen or a nucleophilic group; andZ is a leaving groupare prepared from a compound of the following formula: ##STR3## wherein R and Y.sup.1 are as defined above by the action of an acid.
    Type: Grant
    Filed: October 19, 1983
    Date of Patent: October 23, 1984
    Assignee: Shionogi & Co., Ltd.
    Inventors: Mitsuru Yoshioka, Shoichiro Uyeo, Yoshio Hamashima, Ikuo Kikkawa, Teruji Tsuji, Wataru Nagata
  • Patent number: 4443598
    Abstract: Intermediates for preparing an antibacterial 1-dethia-1-oxacephalosporins which are represented by the following formula: ##STR1## wherein R is a monovalent group (minus the carbonyl) from an acyl derived from a carboxylic or carbonic acid;Y.sup.1 is a divalent group of the following formula: ##STR2## wherein COB is carboxy or protected carboxy;X is hydrogen or a nucleophilic group; andZ is a leaving groupare prepared from a compound of the following formula: ##STR3## wherein R and Y.sup.1 are as defined above by the action of an acid. The new compounds of this invention shown by the following formula: ##STR4## wherein A is amino or substituted amino;E is hydrogen or methoxy; andY is a divalent group of the following formula: ##STR5## in which COB, X, and Z are as defined above are convertible into other compounds of the same formula by applying conventional methods in .beta.-lactam chemistry.
    Type: Grant
    Filed: May 4, 1982
    Date of Patent: April 17, 1984
    Assignee: Shionogi & Co., Ltd.
    Inventors: Mitsuru Yoshioka, Uyeo Shoichiro, Yoshio Hamashima, Ikuo Kikkawa, Teruji Tsuji, Wataru Nagata
  • Patent number: 4440683
    Abstract: An intermediate represented by following formula for synthesizing 3-hydroxy-3-cephem compounds. ##STR1## wherein A and B each is a hydrogen or amine substituent; R is a hydrogen or thiol substituent; Nal is a halogen; X is a hydroxy or carboxy protecting group; the broken line between A and R shows that when R and B are hydrogens, and A is a carboxylic acyl, the substituents can be combined to form an azetidimethiazoline bicyclic ring; and the enamine derivatives thereof.
    Type: Grant
    Filed: January 11, 1982
    Date of Patent: April 3, 1984
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Yoshio Hahashima, Mitsuru Yoshioka, Masayuki Narisada, Hiroshi Tanida, Taichiro Komeno, Wataru Nagata
  • Patent number: 4433139
    Abstract: N-Acetyl-.beta.-D-glucosaminides produced from 1-chloro-1-deoxy-2,3,4,6-tetraacetyl-.alpha.-D-glucosamine and indicators for titration as the aglycons useful as substrates in kits for diagnostic aid, with which N-acetyl-.beta.-D-glucosaminidase activity can be determined colorimetrically in high sensitivity, precisely, and quickly.
    Type: Grant
    Filed: March 11, 1982
    Date of Patent: February 21, 1984
    Assignee: Shionogi & Co., Ltd.
    Inventors: Yasunao Ogawa, Akira Noto, Sachio Mori, Mitsuru Yoshioka
  • Patent number: 4366316
    Abstract: Intermediates for preparing an antibacterial 1-dethia-1-oxacephalosporins which are represented by the following formula: ##STR1## wherein R is a monovalent group (minus the carbonyl) from an acyl group derived from a carboxylic or carbonic acid;Y.sup.1 is a divalent group of the following formula: ##STR2## wherein COB is carboxy or protected carboxy;X is hydrogen or a nucleophilic group; andZ is a leaving group are prepared from a compound of the following formula: ##STR3## wherein R and Y.sup.1 are as defined above by the action of an acid. The new compounds of this invention shown by the following formula: ##STR4## wherein A is amino or substituted amino;E is hydrogen or methoxy; andY is a divalent group of the following formula: ##STR5## in which COB, X, and Z are as defined above are convertible into other compounds of the same formula by applying conventional methods in .beta.-lactam chemistry.
    Type: Grant
    Filed: November 18, 1981
    Date of Patent: December 28, 1982
    Assignee: Shionogi & Co., Ltd.
    Inventors: Mitsuru Yoshioka, Shoichiro Uyeo, Yoshio Hamashima, Ikuo Kikkawa, Teruji Tsuji, Wataru Nagata
  • Patent number: 4346218
    Abstract: An intermediate represented by following formula for synthesizing 3-hydroxy-3-cephem compounds ##STR1## wherein A and B each is a hydrogen or amino substituent; R is a hydrogen or thiol substituent; Hal is a halogen; X is a hydroxy or carboxy protecting group; the broken line between A and R shows that when R and B are hydrogens, and A is a carboxylic acyl, the substituents can be combined to form an azetidinothiazoline bicyclic ring; and the enamine derivatives thereof.
    Type: Grant
    Filed: February 27, 1980
    Date of Patent: August 24, 1982
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Yoshio Hamashima, Mitsuru Yoshioka, Masayuki Narisada, Hiroshi Tanida, Taichiro Komeno, Wataru Nagata
  • Patent number: 4332722
    Abstract: An intermediate represented by the following formula, for synthesizing --3-hydroxy-3-cephem compounds. ##STR1## wherein A and B each is a hydrogen or amino substituent; R is a hydrogen or thiol substituent; Hal is a halogen; X is a hydroxy or carboxy protecting group; the broken line between A and R shows that when R and B are hydrogens, and A is a carboxylic acyl, the substituents can be combined to form an azetidinothiazoline bicyclic ring; and the enamine derivatives thereof.
    Type: Grant
    Filed: February 27, 1980
    Date of Patent: June 1, 1982
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Yoshio Hamashima, Mitsuru Yoshioka, Masayuki Narisada, Hiroshi Tanida, Taichiro Komeno, Wataru Nagata
  • Patent number: 4283333
    Abstract: Azetidine derivatives of the formula: ##STR1## wherein A is amino or substituted amino; COB is carboxy or protected carboxy; R.sup.1 is .dbd.C(CH.sub.3).sub.2, ##STR2## (R.sup.4 is alkyl, aryl or aralkyl); OR.sup.2 and OR.sup.3 independently or taken together with each other represent a ketal; Y is hydrogen or methoxy; Z is hydrogen or halogen, and a process for preparation thereof. Used as intermediates in the preparation of potent antimicrobials 1-oxadethiacephalosporins.
    Type: Grant
    Filed: March 12, 1979
    Date of Patent: August 11, 1981
    Assignee: Shionogi & Co., Ltd.
    Inventors: Mitsuru Yoshioka, Yoshio Hamashima, Wataru Nagata
  • Patent number: 4271296
    Abstract: Useful intermediates for preparing a 1-dethia-1-oxacephalosporin and represented by the following formula: ##STR1## (wherein R is a monovalent group resulting from the elimination of the carbonyl function of an acyl group derived from a carboxylic or carbonic acid;COB is carboxy or protected carboxy; andX is hydrogen or a nucleophilic group)are prepared from the corresponding penicillin 1-oxides of the following formula: ##STR2## (wherein R, COB, and X are as defined above) by heating, if required in the presence of a desulfurizing reagent, or by exchanging the X group with another one under the condition of an appropriate nucleophilic substitution.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: June 2, 1981
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Mitsuru Yoshioka, Shoichiro Uyeo, Yoshio Hamashima, Ikuo Kikkawa, Wataru Nagata
  • Patent number: 4271295
    Abstract: Useful intermediates for preparing a 1-dethia-1-oxacephalosporin and represented by the following formula: ##STR1## (wherein R is a monovalent group resulting from the elimination of the carbonyl function of an acyl group derived from a carboxylic or carbonic acid;COB is carboxy or protected carboxy; andX is hydrogen or a nucleophilic group)are prepared from the corresponding penicillin 1-oxides of the following formula: ##STR2## (wherein R, COB, and X are as defined above) by heating, if required in the presence of a desulfurizing reagent, or by exchanging the X group with another one under the condition of an appropriate nucleophilic substitution.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: June 2, 1981
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Mitsuru Yoshioka, Shoichiro Uyeo, Yoshio Hamashima, Ikuo Kikkawa, Wataru Nagata
  • Patent number: 4233216
    Abstract: .alpha.-[3(R)-Substituted amino-4(R)-substituted alkoxy-2-oxo-azetidin-1-yl]-.alpha.-isopropenylacetate (Ia) and .alpha.-[3(R)-substituted amino-4(R)-substituted alkoxy-2-oxo-azetidin-1-yl]-.alpha.-isopropylideneacetate (Ib) prepared from (1R,5S)-.alpha.-(3-substituted-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-e n-6-yl)-.alpha.-isopropenylacetate or (1R,5S)-.alpha.-(3-substituted-7-oxo-4-oxa-2,6-diazabicyclo-[3.2.0]hept-2- en-6-yl)-.alpha.-isopropylideneacetate with a primary alcohol in the presence of an acid. The products are useful intermediates for preparing oxadethiacephalosporins.
    Type: Grant
    Filed: December 6, 1978
    Date of Patent: November 11, 1980
    Assignee: Shionogi & Co., Ltd.
    Inventors: Shoichiro Uyeo, Mitsuru Yoshioka, Teruji Tsuji, Ikuo Kikkawa, Wataru Nagata
  • Patent number: 4226864
    Abstract: Antibacterial 7-substituted aminoacetamido oxadethiacephalosporins of the formula: ##STR1## [wherein R is substituted amino, substituted phenyl, or 5- or 6-membered hetero ring; Ar is aryl; Y is hydrogen or methoxy; Het is 5- or 6-membered aromatic hetero ring; and Z is hydroxy or carboxy protecting group] preparable e.g. by acylation of 7.alpha.-methoxy-7.beta.-amino-3-heterocyclic thiomethyl-3-cephem-4-carboxylic acid derivatives, are highly active against gram-positive and gram-negative bacteria, especially those resistant to other cephalosporins and penicillins.
    Type: Grant
    Filed: August 22, 1977
    Date of Patent: October 7, 1980
    Assignee: Shionogi & Co., Ltd.
    Inventors: Masayuki Narisada, Teruji Tsuji, Mitsuru Yoshioka, Matsumura Hiromu, Yoshio Hamashima, Sadao Hayashi, Wataru Nagata
  • Patent number: 4223132
    Abstract: A process for preparing free carboxylic acids which comprises treating an optionally substituted benzyl ester with a Lewis acid, preferably in the presence of a cation acceptor, followed by hydrolysis, if required.
    Type: Grant
    Filed: July 25, 1977
    Date of Patent: September 16, 1980
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Mitsuru Yoshioka, Takahiro Kataoka, Yuji Sendo, Shoichi Hirai, Takashi Maeda, Wataru Nagata
  • Patent number: 4220766
    Abstract: Useful intermediates for preparing a 1-dethia-1-oxacephalosporin and represented by the following formula: ##STR1## (wherein R is a monovalent group resulting from the elimination of the carbonyl function of an acyl group derived from a carboxylic or carbonic acid;COB is carboxy or protected carboxy; andX is hydrogen or a nucleophilic group)are prepared from the corresponding penicillin 1-oxides of the following formula: ##STR2## (wherein R, COB, and X are as defined above) by heating, if required in the presence of the desulfurizing reagent, or by exchanging the X group with another one under the condition of an appropriate nucleophilic substitution.
    Type: Grant
    Filed: January 10, 1978
    Date of Patent: September 2, 1980
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Mitsuru Yoshioka, Shoichiro Uyeo, Yoshio Hamashima, Ikuo Kikkawa, Wataru Nagata