Patents by Inventor Hamao Umezawa

Hamao Umezawa 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: 4518532
    Abstract: N-[4-(3-Aminopropyl)aminobutyl]-2-(.omega.-guanidino-fatty acid-amido)-2-substituted-ethanamides represented by the general formula ##STR1## wherein Y represents --(CH.sub.2 --CH.sub.2 --, --CH.dbd.CH or ##STR2## R represents a hydrogen atom, an alkyl group of 1 to 4 carbon atoms which may have a hydroxyl group as substituent, or a benzyl group, and n is an integer of from 1 to 8, provided that when Y is ##STR3## and n is 4, R represents the groups other than the hydrogen atom; a salt thereof having antitumor activity in experimental animal tumors and a process for the preparation thereof is provided.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: May 21, 1985
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Tomio Takeuchi, Shinichi Kondo, Hironobu Iinuma, Daishiro Ikeda, Teruya Nakamura, Akio Fujii
  • Patent number: 4518802
    Abstract: N-[4-[(3-aminopropyl)amino]butyl]-2,2-dihydroxyethanamide is an immunostimulant in animals and an intermediate for synthesis of the antibiotic BMG162-aF2.
    Type: Grant
    Filed: February 27, 1984
    Date of Patent: May 21, 1985
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Tomio Takeuchi, Shinichi Kondo, Hironobu Iinuma, Daishiro Ikeda, Teruya Nakamura, Akio Fujii
  • Patent number: 4511509
    Abstract: An azetidine derivative of the formula, ##STR1## wherein R is a hydrogen atom or a hydroxyl group, and R.sub.a, R.sub.b, R.sub.c, R.sub.a ', R.sub.b ' and R.sub.c ' are identical or different and each are a lower alkyl group.
    Type: Grant
    Filed: March 21, 1983
    Date of Patent: April 16, 1985
    Assignee: Kowa Co. Ltd.
    Inventors: Hamao Umezawa, Masaji Oono, Hiroshi Ishihama, Yoshinori Kyotani, Yoshio Takahashi
  • Patent number: 4500452
    Abstract: A promising carcinostatic (amido)N-substituted bleomycin represented by the following formula, or a salt thereof and a process for the preparation thereof: ##STR1## wherein BM represents a moiety of bleomycin skeleton; X represents an alkyl of 1 to 18 carbon atoms, an aminoalkyl of 1 to 12 carbon atoms, a lower alkyl having a halogen, phenyl indolyl, 5- or 6-membered heterocyclic group, or (lower)alkylamino (the alkyl group may have a substituent group) as a substituent, naphthyl, thiazolyl, or N-phenyl(lower)alkylpiperazinyl; and R represents a terminal amino residue of the bleomycin.
    Type: Grant
    Filed: June 18, 1984
    Date of Patent: February 19, 1985
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hamao Umezawa, Akio Fujii, Yasuhiko Muraoka, Tokuji Nakatani, Takeyo Fukuoka, Katsutoshi Takahashi
  • Patent number: 4499083
    Abstract: New derivatives of the istamycin B series of compounds are provided, which are 3-O-demethylistamycin B.sub.O, 3-O-demethylistamycin B and 3-O-demethyl-2"-N-formimidoylistamycin B represented generally by Formula I or specifically by Formulae Ia, Ib and Ic, respectively. Compound Ia is useful as an intermediate for the preparation of Compounds Ib and Ic and the latter two compounds exhibit a high antibacterial activity against a wide variety of Gram-positive and Gram-negative bacteria and are useful antibiotics. Also provided are processes for the preparation of the new derivatives starting from istamycin B.sub.O.
    Type: Grant
    Filed: September 3, 1981
    Date of Patent: February 12, 1985
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Yoshiro Okami, Shinichi Kondo
  • Patent number: 4495347
    Abstract: The novel antibiotic, oxanosine, having the structure ##STR1## inhibits the growth of Gram-negative bacteria and has antiviral activity. It is produced by cultivation of an oxanosine-producing microorganism of the genus Streptomyces, preferably Streptomyces capreolus MG265-CF3, ATCC No. 31963.
    Type: Grant
    Filed: November 5, 1982
    Date of Patent: January 22, 1985
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Nobuyoshi Shimada, Hiroshi Naganawa, Tomohisa Takita, Masa Hamada, Tomio Takeuchi
  • Patent number: 4486419
    Abstract: 5,2',3',4',4",6"-Hexadeoxykanamycin and 1-N-[(S)-4-amino-2-hydroxybutyryl]-5,2',3',4',4",6"-hexadeoxykanamycin are now provided, which are each a new compound useful as antibacterial agent. The hexadeoxykanamycin is semi-synthetically produced from 3',4'-dideoxykanamycin through consecutive steps which are ingeniously combined with each other to remove the 5-, 2'-, 4"- and 6"-hydroxyl groups. The 1-N-acylated hexadeoxykanamycin is produced by acylating the 1-amino group of hexadeoxykanamycin with (S)-4-amino-2-hydroxybutyric acid.
    Type: Grant
    Filed: September 14, 1983
    Date of Patent: December 4, 1984
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Shinichi Kondo
  • Patent number: 4479943
    Abstract: As new compounds are provided 3-demethoxyistamycin B and 3-demethoxy-2"-N-formimidoylistamycin B which each is useful as antibacterial agent because of its high antibacterial activity against a wide variety of gram-positive and gram-negative bacteria including mycobacteria. These new compounds may be produced by removal of the 3-hydroxyl group of an N,O-protected 3-O-demethylistamycin B.sub.o, followed by glycylation of the liberated 4-methylamino group and, further, if necessary, followed by formimidoylation of the 2"-amino group of an intermediate N-protected 3-demethoxyistamycin B derivative.
    Type: Grant
    Filed: October 26, 1983
    Date of Patent: October 30, 1984
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Shinichi Kondo, Daishiro Ikeda
  • Patent number: 4477443
    Abstract: Tylosin compounds of the formula ##STR1## wherein R.sub.1 represents a hydroxyl group; a halogen atom; ##STR2## group (wherein R.sub.5 is a hydrogen atom or a lower alkyl group which may be substituted by a hydroxyl group and R.sub.6 is a hydrogen atom, a lower alkyl group which may be substituted by a hydroxyl group, an aryl group, an aralkyl group, a cycloalkyl group having 3-10 carbon atoms, --CO(O).sub.m --R.sub.7 group (wherein m is 0 or 1 and R.sub.7 is a lower alkyl group, an aryl group, an aralkyl group, a furanyl group, or a pyridyl group), or --CH.sub.2 --R.sub.13 group (wherein R.sub.13 is a mono-, di-, or trifluoromethyl group)); --N(CH.sub.2).sub.n group (wherein n is an integer of 2-15) which may be substituted by an oxo group, a hydroxyl group, a lower alkyl group, or a hydroxy lower alkyl group; an imidazolyl group, a morpholino group, or a piperazino group each may be substituted by a lower alkyl group; or --OOCCH.sub.2 --R.sub.8 group (wherein R.sub.8 is ##STR3## group (wherein R.sub.
    Type: Grant
    Filed: July 6, 1982
    Date of Patent: October 16, 1984
    Assignee: Zaidan Hojin Biselbutsu Kagaku Kenkyu Kai (Microbial Chemistry Research Foundation)
    Inventors: Hamao Umezawa, Sumio Umezawa, Tsutomu Tsuchiya, Tomio Takeuchi, Akihiro Tanaka, Hidenori Iwamoto, Shuichi Sakamoto
  • Patent number: 4474764
    Abstract: New 3-N-acyl derivatives of 3-amino-2-hydroxy-4-phenylbutanoic acid are provided, which exhibit analgesic activity and are affective to enhance the morphine analgesia.
    Type: Grant
    Filed: September 28, 1982
    Date of Patent: October 2, 1984
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Tomio Takeuchi, Takaaki Aoyagi, Mitsugu Hachisu, Kenji Kawamura, Shunzo Fukatsu, Yasuharu Sekizawa
  • Patent number: 4474880
    Abstract: A new antibiotic BMG162-aF2 having the formula ##STR1## can be obtained by cultivating a BMG162-aF2-producing strain belonging to the genus Bacillus in a culture medium to produce and accumulate the said BMG162-aF2 and then recovering it from the culture medium. The antibiotic BMG162-aF2 thus obtained or a pharmaceutically acceptable salt thereof can be used for the treatment of a transplanted tumor in warmblooded animals.
    Type: Grant
    Filed: August 20, 1982
    Date of Patent: October 2, 1984
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenyku Kai
    Inventors: Hamao Umezawa, Tomio Takeuchi, Hiroshi Naganawa, Hironobu Iinuma, Setsuko Kunimoto
  • Patent number: 4474946
    Abstract: A new istamycin A derivative called di-N.sup.6', O.sup.3 -demethylistamycin A exhibits a high antibacterial activity against various bacteria, particularly Pseudomonas aeruginosa. This compound can be prepared by selective acylation of the methylamino group at the 4-position of 1,2',6'-tri-N-protected N.sup.4 -deglycyl-di-N.sup.6', O.sup.3 -demethylistamycin A with glycine or an N-protected derivative thereof, followed by N-deprotection.
    Type: Grant
    Filed: September 7, 1983
    Date of Patent: October 2, 1984
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Shinichi Kondo, Daishiro Ikeda
  • Patent number: 4474945
    Abstract: New anthracycline compounds, 2-hydroxyaclacinomycin B having potent antitumor activity and lower toxicity, and a process for producing 2-hydroxyaclacinomycins A, B, and N by fermentation.
    Type: Grant
    Filed: August 6, 1982
    Date of Patent: October 2, 1984
    Assignee: Sanraku-Ocean Co., Ltd.
    Inventors: Akihiro Yoshimoto, Hiroyasu Tobe, Tomoyuki Ishikura, Hamao Umezawa, Tomio Takeuchi
  • Patent number: 4473554
    Abstract: 3-Amino-2-hydroxy-4-phenylbutanoic acid and esters thereof as well as new derivatives thereof which are related to bestatin in their chemical structure are active to enhance the immune response in living animals.
    Type: Grant
    Filed: November 8, 1982
    Date of Patent: September 25, 1984
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Tomio Takeuchi, Takaaki Aoyagi, Kenji Kawamura, Shunzo Fukatsu
  • Patent number: 4473557
    Abstract: A new semi-synthetic antibiotic, 3"-deoxystreptomycin is now provided, which is useful as an antibacterial agent and is produced from 3"-deoxydihydrostreptomycin by a process comprising oxidizing the 3'-hydroxymethyl group of 2,5,6,4",6"-penta-O-acetyl-2"-N-benzyloxycarbonyl-3"-deoxydihydrostreptomy cin as prepared by skilled introduction of amino-protecting group and hydroxyl-protecting group of appropriately selected natures into 3"-deoxydihydrostreptomycin, and then removing the protective groups from the oxidation product, 2,5,6,4",6"-penta-O-acetyl-2"-N-benzyloxycarbonyl-3"-deoxystreptomycin.
    Type: Grant
    Filed: March 9, 1983
    Date of Patent: September 25, 1984
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Sumio Umezawa, Tsutomu Tsuchiya, Takayuki Usui
  • Patent number: 4472304
    Abstract: A promising carcinostatic (amido)N-substituted bleomycin represented by the following formula, or a salt thereof and a process for the preparation thereof: ##STR1## wherein BM represents a moiety of bleomycin skeleton; X represents an alkyl of 1 to 18 carbon atoms, an aminoalkyl of 1 to 12 carbon atoms, a lower alkyl having a halogen, phenyl indolyl, 5- or 6-membered heterocyclic group, or (lower)alkylamino (the alkyl group may have a substituent group) as a substituent, naphthyl, thiazolyl, or N-phenyl(lower)alkylpiperazinyl; and R represents a terminal amino residue of the bleomycin.
    Type: Grant
    Filed: December 20, 1982
    Date of Patent: September 18, 1984
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hamao Umezawa, Akio Fujii, Yasuhiko Muraoka, Tokuji Nakatani, Takeyo Fukuoka, Katsutoshi Takahashi
  • Patent number: 4472388
    Abstract: New semi-synthetic antibiotic derivative are formed from N-methanesulfonic acid derivatives of 3-O-demethylistamycin B which are less toxic than the parent 3-O-demethylistamycin B and retain usefully high antibacterial activity of the parent antibiotic. The new derivatives are produced by a method of N-sulfomethylation where 3-O-demethylistamycin B is reacted with an aldehyde such as paraformaldehyde and sulfurous acid or sulfite reagent.
    Type: Grant
    Filed: January 18, 1983
    Date of Patent: September 18, 1984
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Shinichi Kondo
  • Patent number: 4469683
    Abstract: New semi-synthetic antibiotics, 3"-epistreptomycin and 3"-epidihydrostreptomycin are now provided, which are useful as antibacterial agents. 3"-Epidihydrostreptomycin is produced by a process comprising hydrolyzing an appropriately N,O-protected 2",3"-N,O-carbonyl-3"-epidihydrostreptomycin which is prepared by skilled introduction of amino-protecting groups and hydroxyl-protecting groups of appropriately selected natures into dihydrostreptomycin and intermolecular condensation of a particular pair of amino-protecting and hydroxyl-protecting groups so introduced. 3"-Epistreptomycin is produced by a process comprising oxidizing the 3'-hydroxymethyl group of an appropriately N,O-protected 3"-epidihydrostreptomycin as prepared by skilled introduction of amino-protecting groups and hydroxyl-protecting groups of appropriately selected natures, and then removing the remaining protective groups from the resultant N,O-protected 3"-epistreptomycin obtained as the oxidation product.
    Type: Grant
    Filed: March 10, 1983
    Date of Patent: September 4, 1984
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Sumio Umezawa, Tsutomu Tsuchiya, Tetsuo Shitara, Shuichi Sakamoto
  • Patent number: 4463171
    Abstract: Compounds of the following general formula ##STR1## wherein R.sup.1 and R.sup.2 represent a hydrogen atom or a lower alkanoyl group;R.sup.3 represents a hydrogen atom or the group --COCH.sub.2 R.sup.5 in which R.sup.5 represents a lower alkyl group or an aryl or pyridyl group bonded through a sulfur atom;R.sup.4 represents a methyl group which may be substituted by aryl, pyridyl, pyridylthio, hydroxyl or arylthioamino, an aryl group, a nitrile group, a 5- or 6-membered heterocyclic group having 1 to 4 hetero atoms selected from nitrogen and sulfur atoms, or a tetrahydropyranyl group which may be substituted by methoxy;A represents the group --OCO--, --OSO.sub.2 --, --O-- or --S--, or A and R.sup.4, taken together, represent a halogen atom, a nitrile group or a group of the formula ##STR2## in which R.sup.
    Type: Grant
    Filed: June 9, 1983
    Date of Patent: July 31, 1984
    Assignee: Sanraku-Ocean Co., Ltd.
    Inventors: Hamao Umezawa, Tomio Takeuchi, Kuniaki Tatsuta, Tomoyuki Ishikura, Rokuro Okamoto, Masao Yamamoto, Kohki Kiyoshima
  • Patent number: 4455419
    Abstract: 2'-Modified kanamycins, including 2'-deoxykanamycin A, 2'-epikanamycin A and 2'-epikanamycin B, as new compounds are produced starting from kanamycin A by consecutive reaction steps. These new compounds are useful as antibacterial agent.
    Type: Grant
    Filed: July 16, 1982
    Date of Patent: June 19, 1984
    Assignee: Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai
    Inventors: Hamao Umezawa, Sumio Umezawa, Yoshiharu Ishido, Shunzo Fukatsu