6-position Substituent Contains Hetero Ring Patents (Class 514/196)
  • Patent number: 4836957
    Abstract: A preparation containing an active form of vitamin D.sub.3 which is stabilized by incorporation of an amino acid that is neither one containing a sulfur atom or an acid amino group in its structure, nor an acidic amino acid, nor a salt of a basic amino acid is disclosed. Examples of said amino acids that may be used as stabilizers of the active form of vitamin D.sub.3 include neutral amino acids such as alanine, valine, proline, phenylalanine, tryptophan, leucine, isoleucine, glycine and serine, and basic amino acids such as lysine, arginine and histidine.
    Type: Grant
    Filed: February 11, 1986
    Date of Patent: June 6, 1989
    Assignee: Chugai Seiyaku Kabushiki Kaisha
    Inventors: Kaoru Nemoto, Kazuo Igusa, Toshichika Ogasawara
  • Patent number: 4820701
    Abstract: Antibacterial agents have the formula (I) or are pharmaceutically acceptable salts or in vivo hydrolysable esters thereof: ##STR1## wherein R.sup.3 is phenyl, substituted phenyl, cyclohexenyl, cyclohexadienyl or an optionally substituted 5- or 6-membered heterocyclic ring containing up to three hetero atoms selected from oxygen, sulphur or nitrogen, R.sup.4 is hydrogen or formamido, R.sup.5 is hydrogen, C.sub.1-6 alkyl, substituted alkyl, aryl or aralkyl, R.sup.6 and R.sup.7 are the same or different and represent hydrogen, C.sub.1-6 alkyl, substituted alkyl, halogen, amino, phenyl, substituted phenyl, hydroxyl or C.sub.1-6 alkoxy or R.sup.6 and R.sup.7 form the residue of an optionally substituted 5- or 6-membered carbocyclic ring or a 5- or 6- membered heterocyclic ring containing up to three hetero atoms selected from oxygen, sulphr or nitrogen, and X represents ##STR2## or tautomers thereof wherein R.sup.8 and R.sup.9 are the same or different and each represents hydroxy, or protected hydroxy.
    Type: Grant
    Filed: October 21, 1987
    Date of Patent: April 11, 1989
    Assignee: Beecham Group p.l.c.
    Inventors: Robert Southgate, Colin H. Frydrych
  • Patent number: 4816452
    Abstract: The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt or in-vivo hydrolysable ester thereof: ##STR1## wherein R.sup.1 is hydrogen or an amino protecting group and R is substituted methyl; optionally substituted C.sub.2-12 alkyl, alkenyl or alkynyl; carbocyclyl; aryl or heterocyclyl. These compounds have antibacterial properties, and therefore are of use in the treatment of bacterial infections in humans and animals caused by a wide range of organisms.
    Type: Grant
    Filed: July 25, 1986
    Date of Patent: March 28, 1989
    Assignee: Beecham Group P.L.C.
    Inventors: Michael J. Pearson, Richard L. Elliott
  • Patent number: 4748163
    Abstract: Antibacterially active and animal growth-promoting novel .beta.-lactam compounds of the formula ##STR1## in which R.sup.1 represents the radical ##STR2## Y representing N or CR.sup.9, or Y--R.sup.7 representing >C.dbd.O or >C.dbd.N--R.sup.7,Z representing O, S, or NR.sup.10, andR.sup.2 represents hydrogen or a protective group.
    Type: Grant
    Filed: February 21, 1986
    Date of Patent: May 31, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Schmidt, Hans-Joachim Zeiler, Karl G. Metzger
  • Patent number: 4734407
    Abstract: Antibacterially active and animal growth-regulating novel .beta.-lactam compounds of the formula ##STR1## in which R.sup.1 represents an optionally substituted radical of the formula ##STR2## Z represents oxygen, sulphur or --N--R.sup.
    Type: Grant
    Filed: March 10, 1986
    Date of Patent: March 29, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Schmidt, Hans-Joachim Zeiler, Karl G. Metzger
  • Patent number: 4731360
    Abstract: Acylcarnitine used as a nasal, buccal, sublingual and vaginal drug absorption enhancing vehicle for poorly absorbed drugs.
    Type: Grant
    Filed: August 16, 1985
    Date of Patent: March 15, 1988
    Assignee: Merck & Co., Inc.
    Inventors: Jose Alexander, A. J. Repta, Joseph A. Fix
  • Patent number: 4729989
    Abstract: Choline ester salts are used as drug absorption enhancing agents for orally and rectally administered drugs.
    Type: Grant
    Filed: June 28, 1985
    Date of Patent: March 8, 1988
    Assignee: Merck & Co., Inc.
    Inventors: Jose Alexander, Joseph A. Fix
  • Patent number: 4707474
    Abstract: Compositions comprising a cloxacillin salt and liquid paraffin, arachis oil or fractionated coconut oil are useful in treating infectious keratoconjunctivitis in cattle and domestic animals.
    Type: Grant
    Filed: May 6, 1983
    Date of Patent: November 17, 1987
    Assignee: Beecham Group p.l.c.
    Inventor: Robert J. Bywater
  • Patent number: 4692441
    Abstract: Choline esters are used as drug absorption enhancing agents for drugs which are poorly absorbed from the nasal, oral, and vaginal cavities.
    Type: Grant
    Filed: August 16, 1985
    Date of Patent: September 8, 1987
    Assignee: Merck & Co., Inc.
    Inventors: Jose Alexander, A. J. Repta, Joseph A. Fix
  • Patent number: 4684664
    Abstract: Disclosed herein are derivatives of .beta.-(4-isocyano-1,2,3,4-diepoxycyclopentyl)acrylic acid, the derivatives showing an antibacterial activity, an antifungal activity and an antimycoplasmal activity.
    Type: Grant
    Filed: January 16, 1985
    Date of Patent: August 4, 1987
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Katsuhisa Osugi, Isao Ichinose, Eisaku Takahashi, Masato Arahira
  • Patent number: 4647457
    Abstract: .beta.-lactams of the formula ##STR1## wherein R.sup.1 signifies hydrogen or a group readily cleavable by hydrolysis, A signifies the group R.sup.2 --N.dbd.C(CH.sub.3)--CH.dbd.C< or O.dbd.C(CH.sub.3)--CH.sub.2 --C(R.sup.3)<, R.sup.2 signifies hydroxy, lower alkoxy or arylamino and R.sup.3 signifies arylthio, lower alkanoylthio, lower alkoxycarbonylhydrazino or a N-containing saturated heterocycle attached via a N-atom, and pharmaceutically acceptable salts thereof, are disclosed. The compounds and their salts exhibit .beta.-lactamase inhibiting activities against .beta.-lactamases from bacteria.
    Type: Grant
    Filed: March 2, 1984
    Date of Patent: March 3, 1987
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Solange Adam-Molina
  • Patent number: 4629726
    Abstract: A 2-substituted or unsubstituted-6-(2-oxo-1, 3-dioxolan-4-yl)-2-penem-3-carboxylic acid derivative represented by the following formula (Ia) and: ##STR1## wherein R is hydrogen, a light metal or a carboxy-protecting group, R.sup.1 is an alkyl group, R.sup.2 is hydrogen, methyl or a substituted methyl group. The compounds have antibacterial activity.
    Type: Grant
    Filed: July 20, 1984
    Date of Patent: December 16, 1986
    Assignee: Shionogi & Co., Ltd.
    Inventor: Shoichiro Uyeo
  • Patent number: 4623643
    Abstract: Penem derivatives are disclosed characterized by a substituted pyridiniomethyl group in the 2-position of the penem nucleus. The compounds of the present application exhibit better antibacterial activity than other known penem derivatives.
    Type: Grant
    Filed: June 10, 1985
    Date of Patent: November 18, 1986
    Assignee: Farmitalia Carlo Erba S.p.A.
    Inventors: Marco Alpegiani, Angelo Bedeschi, Maurizio Foglio, Giovanni Franceschi, Ettore Perrone
  • Patent number: 4623644
    Abstract: This invention relates to the hybridization of streptolydigin, tirandamycin and sorbic acid to penicillin and cephalosporin nuclei.
    Type: Grant
    Filed: August 7, 1985
    Date of Patent: November 18, 1986
    Assignee: The Upjohn Company
    Inventors: Fritz Reusser, Kenneth L. Rinehart, Jr.
  • Patent number: 4598074
    Abstract: Alpha-carboxy-3-thienylmethyl penicillin having either the R- or the S- configuration at C-10 is obtained in cyrstalline form. The isomers show improved stability and higher biological activity as compared to the amorphous RS material.
    Type: Grant
    Filed: May 2, 1983
    Date of Patent: July 1, 1986
    Assignee: Beecham Group P.L.C.
    Inventors: George Andreescu, Dennis E. Clark, William J. Kerr
  • Patent number: 4591459
    Abstract: beta-Lactamase inhibitors which are aminoacid esters of 6-alpha- and 6-beta-(hydroxymethyl)pencillanic acid 1,1-dioxides; pharmaceutically-acceptable salts thereof; conventional esters thereof which are hydrolyzable in vivo; bis-methanediol esters thereof; or mixed methanediol esters with said beta-lactamase inhibitors and sulbactam. Pharmaceutical compositions comprising said beta-lactamase inhibitors and a conventional beta-lactam antibiotic, said compositions useful in the treatment of bacterial infections. Compounds useful as intermediates in the synthesis of said beta-lactamase inhibitors. Antibacterial mixed bis-methanediol esters of said aminoacyloxymethyl penicillanic acid 1,1-dioxides and ampicillin or amoxicillin, also useful in the treatment of bacterial infections; and intermediates therefor.
    Type: Grant
    Filed: December 3, 1984
    Date of Patent: May 27, 1986
    Assignee: Pfizer Inc.
    Inventor: Wayne E. Barth
  • Patent number: 4540689
    Abstract: A penicillin derivative having an antibacterial activity similar to a penicillin antibiotic in a living body without affecting the intestinal bacterial colonies, a process for preparing the derivative and a pharmaceutical composition in a dosage unit form containing the derivative as an active ingredient are disclosed.
    Type: Grant
    Filed: September 16, 1982
    Date of Patent: September 10, 1985
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Shigeaki Muto, Kouichi Niimura, Takao Ando, Akihiko Kanno, Takao Furusho, Chikao Yoshikumi
  • Patent number: 4540688
    Abstract: Compounds of formula (I) or a pharmaceutically acceptable salt or in vivo hydrolysable ester thereof have antibacterial activity: ##STR1## wherein R is hydrogen, C.sub.1-6 alkylcarbonyl or C.sub.1-6 alkyl; R.sup.1 is hydrogen or hydrocarbon; R.sup.2 is hydrogen, or optionally substituted hydrocarbon or optionally substituted heterocyclyl or CXR.sup.d, where X is O or S and R.sup.d is hydrogen or optionally substituted hydrocarbon or optionally substituted heterocyclyl; or R.sup.1 and R.sup.2 together with the nitrogen to which they are attached, form an optionally substituted heterocyclyl group. A process for the preparation of such compounds and compositions comprising them, are also described.
    Type: Grant
    Filed: April 27, 1983
    Date of Patent: September 10, 1985
    Assignee: Beecham Group p.l.c.
    Inventor: Michael J. Driver
  • Patent number: 4537886
    Abstract: A compound of formula (1) or a pharmaceutically acceptable salt or in vivo hydrolysable ester thereof: ##STR1## wherein R.sup.1 is phenyl, substituted phenyl or a 5- or 6-membered heterocyclic ring containing up to three heteroatoms selected from oxygen, sulphur or nitrogen, optionally substituted with hydroxy, amino, halogen or C.sub.1-6 alkoxy;X represents; ##STR2## wherein R.sup.Y is methyl or acetyl; R.sup.2 and R.sup.3 may be the same or different and each is hydrogen, an aryl group, a heterocyclyl group or a C.sub.1-6 alkyl group optionally substituted by an aryl group or a heterocyclyl group; and R.sup.4 is hydrogen, a C.sub.1-6 alkylcarbonyl group, an aryl group, a heterocyclyl group, a C.sub.1-6 alkyl group optionally substituted by an aryl group or a heterocyclyl group;R.sup.5 represents, hydrogen, methoxy or --NHCHO; and Y is: ##STR3## wherein Y.sup.1 is oxygen, sulphur or --CH.sub.2 -- and Z represents hydrogen, halogen or an organic group such as C.sub.1-4 alkoxy, --CH.sub.2 Q or --CH.dbd.
    Type: Grant
    Filed: March 29, 1983
    Date of Patent: August 27, 1985
    Assignee: Beecham Group p.l.c.
    Inventors: Andrew W. Taylor, Richard T. Cook
  • Patent number: 4534977
    Abstract: This invention is concerned with a low bulk density lyophilized pharmaceutical parenteral dosage unit of Sodium Piperacillin and method of making same.
    Type: Grant
    Filed: July 11, 1984
    Date of Patent: August 13, 1985
    Assignee: American Cyanamid Company
    Inventor: Bruce E. Haeger
  • Patent number: 4521533
    Abstract: Salts of readily hydrolyzable esters of 6-alpha-(aminomethyl)penicillanic acid 1,1-dioxide and (a) prodrug forms of ampicillin and amoxicillin or (b) ampicillin and amoxicillin and a dibasic acid are readily absorbed following oral adminstration, and are useful in treating bacterial infections.
    Type: Grant
    Filed: July 12, 1984
    Date of Patent: June 4, 1985
    Assignee: Pfizer Inc.
    Inventors: Ernest S. Hamanaka, John G. Stam
  • Patent number: 4515789
    Abstract: A 3-.beta.-(vic-dihydroxyphenylmethyleneamino-2-oxo-imidazolidine)- or 3-.beta.-(vic-dihydroxyphenyl-methyleneamino-2,3-dioxo-piperazine)-1-carbo nylamino-acetamidoazetidin-2-one having an acidic grouping on .sub.1 N, e.g. of the formula ##STR1## The compounds are antibiotically active, especially against Pseudomonas bacteria and can be used in combating bacterial infection, as a preservative and as a growth promoting agent in animal feeds.
    Type: Grant
    Filed: April 7, 1983
    Date of Patent: May 7, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl G. Metzger, Wilfried Schrock, Dieter Habich, Paul Naab, Hans-Joachim Zeiler
  • Patent number: 4508723
    Abstract: 6-Amino-penam compounds, having an antimicrobial action, of the formula ##STR1## in which R.sub.1 is an azaoligocycloalkyl radical which is bonded via the ring nitrogen atom and contains at least one endo-bridge atom and a total of 7 to 12 ring atoms and can contain a double bond and/or, if desired, as a further ring hetero-atom, an oxygen atom, or a nitrogen atom which can link the radical X.sub.1, where X.sub.1 is hydrogen or lower alkyl, and/or, if desired, free, esterified or etherified hydroxyl which is bonded to a ring carbon atom, and in which R.sub.
    Type: Grant
    Filed: June 4, 1982
    Date of Patent: April 2, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Karl Schaffner, Riccardo Scartazzini
  • Patent number: 4505915
    Abstract: This invention relates to a new class of penicillins (I) and their pharmaceutically acceptable salts and esters which are useful as antibiotics: ##STR1## wherein the stylized radical (hereafter referred to as R'): ##STR2## attached to the 6-amino nitrogen moiety of the penicillin (or ring analogue thereof) nucleus represents a mono- or polycyclic N-containing heterocyclic group;X is S, SO, CH.sub.2, or O; m is 0, 1 or 2;R is, inter alia, hydrogen, substituted and unsubstituted: alkyl, aryl, alkenyl, heterocyclylalkyl, heterocyclylalkenyl, aralkenyl, aralkyl, --NR.sub.2, COOR, CONR.sub.2, --OR, or CN;R.sup.2 is H, or lower alkoxyl.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: March 19, 1985
    Assignee: Merck & Co., Inc.
    Inventor: John Hannah
  • Patent number: 4496587
    Abstract: The present invention provides a method for inhibiting the synthesis and release of toxins from bacteria which comprises contacting the bacteria with an antitoxic prostaglandin.
    Type: Grant
    Filed: April 29, 1983
    Date of Patent: January 29, 1985
    Assignee: The Upjohn Company
    Inventors: Harold E. Renis, Mary J. Ruwart