Sulfur Containing Compound Utilized In Pretreatment Patents (Class 536/74)
  • Patent number: 9062210
    Abstract: A method of treating wood including providing wood having an outer layer, the outer layer including an acetylated wood cell wall; and applying a supercritical fluid mixture to the outer layer to form a treated wood, in which the supercritical fluid mixture includes a silicate precursor dissolved in a supercritical fluid, and in which the silicate precursor is attached to the acetylated wood cell wall in the treated wood is described. A glass fortified wood composition having: an acetylated wood cell wall; and a silicate precursor including a long chain alkyl group, in which the long chain alkyl group of the silicate precursor is embedded into the acetylated wood cell wall. A kit for treating wood is described including a silicate precursor; a supercritical fluid; and a catalyst capable of facilitating the formation of Si—O—Si linkages. The silicate precursor may be dissolved in the supercritical fluid.
    Type: Grant
    Filed: July 20, 2011
    Date of Patent: June 23, 2015
    Assignee: Empire Technology Development LLC
    Inventor: Kwangyeol Lee
  • Publication number: 20120282660
    Abstract: The invention is related to a method for processing biomass derived from plants or animals, comprising the steps of: a. pre treating said material with an aqueous solution of acid or base; b. subsequently passaging saturated or super heated steam through said material, wherein the water activity of the process is controlled by means of temperature and pressure of the super heated steam to be less than 1, preferably less than 0.8, more preferably in the range of 0.4-0.8. With such a process it is possible to disintegrate or make more accessible for subsequent treatments the lignocellulose from lignocellulose containing materials, like wood or other plant material, chitin from exoskeletons from Crustacea like crabs and shrimps, and proteins such as keratin from pig hair or chicken feather, for further derivation, like acylation, oxidation, etherification, carboxymethylation or esterification, or further enzymatic hydrolysis, and/or for production of chemicals, e.g.
    Type: Application
    Filed: December 10, 2010
    Publication date: November 8, 2012
    Applicant: Nederlandse Organisatie voor toegepast-natuurwetenschappelijk onderzoek TNO
    Inventors: Johannes Wouterus Van Groenestijn, Jan Matthijs Jetten, Hendricus Cornelis Van Deventer, Ronald Slomp, Theodoor Maximiliaan Slaghek
  • Patent number: 6165986
    Abstract: An erythromycin A derivative represented by Formula (I): ##STR1## (wherein n is an integer of 2 to 4, R.sup.1 is a pyridylmethyl group, a furylmethyl group, a thienylmethyl group, a quinolylmethyl group or a benzyl group having 1 to 3 substitutents selected from the group consisting of an alkyl group having 1 to 5 carbon atoms, a nitro group, an alkoxy group having 1 to 5 carbon atoms, an amino group and an amino group substituted by 1 or 2 alkyl groups having 1 to 5 carbon atoms, R.sup.2 is the same group as defined for R.sup.1, a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, an acetyl group or a pyridylacetyl group, and R.sup.3 is an alkyl group having 1 to 5 carbon atoms or a cinnamyl group) or a pharmaceutically acceptable salt thereof has a strong antibacterial activity against not only known erythromycin-sensitive bacteria but also erythromycin-resistant bacteria and Haemophilus influenzae.
    Type: Grant
    Filed: August 5, 1999
    Date of Patent: December 26, 2000
    Assignee: Taisho Pharmaceutical Co., Ltd.
    Inventors: Toshifumi Asaka, Masato Kashimura, Akiko Matsuura, Tomohiro Sugimoto, Tetsuya Tanikawa, Takaaki Ishii
  • Patent number: 6162793
    Abstract: The compounds of formula (I): ##STR1## in which R is a hydrogen atom, an alkyl, optionally substituted by a halogen atom or a (CH.sub.2).sub.m Ar radical or a ##STR2## in which m represents an integer (1-8), n and p, identical or different, represent an integer (0-6), A and B, identical or different, represent a hydrogen or a halogen or an alkyl and Ar represents an aryl or heteroaryl, and Z represents a hydrogen or the remainder of a carboxylic acid, preparation process and use as medicaments.
    Type: Grant
    Filed: February 11, 1999
    Date of Patent: December 19, 2000
    Assignee: Hoechst Marion Roussel
    Inventors: Constantin Agouridas, Jean-Francois Chantot, Alexis Denis, Jean-Marie Pejac
  • Patent number: 6159945
    Abstract: The invention relates to compounds of the formula I ##STR1## and to pharmaceutically acceptable salts thereof, wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and X are as defined herein. The invention also relates to pharmaceutical compositions containing the compounds of formula I, methods of using said compounds of formula I in the treatment of infections, and methods of preparing said compounds of formula I.
    Type: Grant
    Filed: October 6, 1999
    Date of Patent: December 12, 2000
    Assignee: Pfizer Inc.
    Inventor: Yong-Jin Wu
  • Patent number: 6147197
    Abstract: Antimicrobial compounds having the formula ##STR1## as well as pharmaceutically acceptable salts, esters or prodrugs thereof; pharmaceutical compositions comprising such compounds; methods of treating bacterial infections by the administration of such compounds; and processes for the preparation of the compounds.
    Type: Grant
    Filed: November 4, 1998
    Date of Patent: November 14, 2000
    Inventors: Yat Sun Or, Zhenkun Ma, Richard F. Clark, Daniel T. Chu, Jacob J. Plattner, George Griesgraber
  • Patent number: 6140479
    Abstract: An erythromycin A derivative represented by Formula (I): ##STR1## wherein R is a pyridyl group, a quinolyl group, a nitrophenyl group or a methoxyphenyl group, or a pharmaceutically acceptable salt thereof has a strong antibacterial activity not only against erythromycin-sensitive bacteria but also against certain erythromycin-resistant bacteria and Haemophilus influenzae.
    Type: Grant
    Filed: September 21, 1999
    Date of Patent: October 31, 2000
    Assignee: Taisho Pharmaceuticals Co., Ltd.
    Inventors: Toshifumi Asaka, Takaaki Ishii, Tetsuya Tanikawa, Masato Kashimura
  • Patent number: 6136961
    Abstract: Highly specific biocatalytic reactions have been used to create a population of derivatives from a single starting compound. Examples demonstrate synthesis of derivatives of taxol, taxol-2'-adipate, taxol-2'-vinyl adipate, 2,3-(methylenedioxy) benzaldehyde, (.+-.)-(2-endo, 3-exo)-bicyclo (2.2.2)octo-5-ene-2,3-dimethanol, adenosine and erythromycin.
    Type: Grant
    Filed: June 29, 1998
    Date of Patent: October 24, 2000
    Assignee: EnzyMed, Inc.
    Inventors: Jonathan S. Dordick, Douglas S. Clark, Peter C. Michels, Yuri L. Khmelnitsky
  • Patent number: 6124269
    Abstract: Novel 2-halo-6-O-substituted ketolide derivatives and pharmaceutically acceptable salts and esters thereof having antibacterial activity having a formula ##STR1## compositions comprising a therapeutically effective amount of a compound of the invention in combination with a pharmaceutically acceptable carrier, a method for treating bacterial infections by administering to a mammal a pharmaceutical composition containing a therapeutically-effective amount of a compound of the invention, and processes for their preparation.
    Type: Grant
    Filed: September 16, 1998
    Date of Patent: September 26, 2000
    Assignee: Abbott Laboratories
    Inventors: Ly Tam Phan, Yat Sun Or, Daniel T. Chu, Jacob J. Platter, Yan Chen, Richard F. Clark
  • Patent number: 6100239
    Abstract: The present invention discloses the compound represented by the formula (I) ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen atoms, R.sub.3 represents a hydrogen atom, a hydroxyl group or an amino group, or R.sub.2 and R.sub.3 in combination represent .dbd.O or .dbd.NOR.sub.11, where R.sub.11 represents a hydrogen atom or a lower alkyl group, R.sub.4 and R.sub.5 in combination represent .dbd.O, Y represents --N(R.sub.6) (R.sub.7) or --N.sup.+ (R.sub.8) (R.sub.9) (R.sub.10)X.sup.- ; where R.sub.6 to R.sub.10 each represent a hydrogen atom, a lower alkyl group, etc., and X.sup.- represents an anion,a pharmaceutical composition containing the same and a process for producing the same.
    Type: Grant
    Filed: May 25, 1999
    Date of Patent: August 8, 2000
    Assignee: Chugai Seiyaku Kabushiki Kaisha
    Inventors: Kikuo Ataka, Hiroyuki Miyata, Akira Takama
  • Patent number: 6100240
    Abstract: The invention relates to compounds of the formula I ##STR1## and to pharmaceutically acceptable salts thereof, wherein R.sup.1, R.sup.2, R.sup.3, Q, X, Y and Z are as defined herein. The invention also relates to pharmaceutical compositions containing the compounds of formula I, methods of using said compounds of formula I in the treatment of infections, and methods of preparing said compounds of formula I.
    Type: Grant
    Filed: September 16, 1999
    Date of Patent: August 8, 2000
    Assignee: Pfizer Inc
    Inventors: Hengmiao Cheng, Robert John Rafka, Jason K. Dutra, Michael A. Letavic, Brian S. Bronk
  • Patent number: 6096714
    Abstract: A subject of the invention is the compounds of formula (I): ##STR1## in which: X represents a CH.sub.2 or SO.sub.2 radical or an oxygen atom, Y represents a (CH.sub.2).sub.m --(CH.dbd.CH).sub.n (CH.sub.2).sub.o radical, with m+n+o.ltoreq.8, n=0 or 1, Ar represents an aryl radical,W represents a hydrogen atom, or the remainder of a carbamate function.The compounds of formula (I) have useful antibiotic properties.
    Type: Grant
    Filed: October 9, 1998
    Date of Patent: August 1, 2000
    Assignee: Hoechst Marion Roussel
    Inventors: Constantin Agouridas, Jean-Francois Chantot
  • Patent number: 6077944
    Abstract: The invention relates to novel secomacrolides from the class of erythromycin A, potential intermediates for preparation of novel macrolide antibiotics general formula ##STR1## and its pharmaceuticaly acceptable addition salts with inorganic or organic acids, wherein R.sub.1 represents hydrogen, C.sub.1 -C.sub.4 alkanoyl group, arylcarbonyl group and together with R.sub.2 and carbon atoms to which they are bound, cyclic carbonyl or thiocarbonyl group, R.sub.2 represents hydrogen or together with R.sub.1 and carbon atoms to which they are bound, cyclic carbonyl or thiocarbonyl group, R.sub.3 represents hydrogen, C.sub.1 -C.sub.4 alkanoyl or arylcarbonyl group,Z is hydrogen or L-cladinosyl group represented by formula (i) ##STR2## wherein R.sub.4 represents hydrogen or C.sub.1 -C.sub.4 alkanoyl group, W is hydrogen or D-desosaminyl group represented by formula (ii) ##STR3## wherein R.sub.5 represents hydrogen or C.sub.1 -C.sub.4 alkanoyl or arylcarbonyl group,X and Y together represent a lactone, or X is CH.sub.
    Type: Grant
    Filed: March 12, 1998
    Date of Patent: June 20, 2000
    Assignee: Pliva Farmaceutska, Kemijska, Prehrambena i Kozmeticka Industrija, Dionicko Drustvo
    Inventors: Gorjana Lazarevski, Gabrijela Kobrehel, Amalija Narandja, Zrinka Banic-Tomisic
  • Patent number: 6075011
    Abstract: Antimicrobial compounds having the formula ##STR1## as well as the pharmaceutically acceptable salts, esters and prodrugs thereof; pharmaceutical compositions comprising such compounds; methods of treating bacterial infections by the administration of such compounds; and processes for the preparation of the compounds.
    Type: Grant
    Filed: April 29, 1997
    Date of Patent: June 13, 2000
    Assignee: Abbott Laboratories
    Inventors: Yat Sun Or, Richard F. Clark, Zhenkun Ma, George Griesgraber, Leping Li, Daniel T. Chu
  • Patent number: 6075133
    Abstract: Antimicrobial compounds having the formula as well as pharmaceutically acceptable sats, esters or prodrugs thereof, pharmaceutical compositions comprising such compounds; methods of treating bacterial infections by the administration of such compounds; and processes for the preparation of the compounds.
    Type: Grant
    Filed: November 4, 1998
    Date of Patent: June 13, 2000
    Assignee: Abbott Laboratories
    Inventors: Yat Sun Or, Zhenkun Ma, Richard F. Clark, Daniel T. Chu, Jacob J. Plattner, George Griesgraber
  • Patent number: 6071886
    Abstract: The present invention relates to .beta.,.beta.-disubstituted derivatives of 9-deoxo-9a-N-ethenyl-9a-aza-9a-homoerythromycin A, new semisynthetic antibiotics of macrolide class of the general formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are mutually the same or different and represent nitrile, carboxy group of the formula COOR.sup.3, wherein R.sup.3 represents C.sub.1 -C.sub.4 alkyl group, or keto group of the formula COR.sup.4, wherein R.sup.4 represents C.sub.1 -C.sub.4 alkyl group, to their pharmaceutically acceptable addition salts with inorganic or organic acids, to a process for the preparation thereof, to a process for the preparation of pharmaceutical compositions, as well as to the use of the obtained pharmaceutical compositions in the treatment of bacterial infections.
    Type: Grant
    Filed: December 31, 1998
    Date of Patent: June 6, 2000
    Assignee: Pliva Farmaceutska, Kemijska, Prehrambena I Kozmeticka Industrija, Dionicko Drustvo
    Inventors: Nedjeljko Kujundzic, Dina Pavlovic, Gabrijela Kobrehel, Gorjana Lazarevski, Zeljko Kelneric
  • Patent number: 6051695
    Abstract: A process for preparing an erythromycin derivative, such as roxithromycin, from the corresponding oxime is disclosed. The oxime is reacted with a metal alkoxide and results in improvements over prior art processes involving the oxime. Roxithromycin is a known anti-bacterial agent.
    Type: Grant
    Filed: February 19, 1999
    Date of Patent: April 18, 2000
    Assignee: Max India Limited
    Inventors: Murali Krishna Madala, Suresh Babu Meduri, Ketan Dhansukhlal Vyas, Ashok Krishna Kulkarni
  • Patent number: 6046171
    Abstract: Novel 6,11-bridged erythromycin compounds and pharmaceutically acceptable salts and esters thereof having antibacterial activity having a formula ##STR1## compositions comprising a therapeutically effective amount of a compound of the invention in combination with a pharmaceutically acceptable carrier, a method for treating bacterial infections by administering to a mammal a pharmaceutical composition containing a therapeutically-effective amount of a compound of the invention, and processes for their preparation.
    Type: Grant
    Filed: September 22, 1998
    Date of Patent: April 4, 2000
    Assignee: Abbott Laboratories
    Inventors: Yat Sun Or, George Griesgraber, Leping Li, Daniel T. Chu
  • Patent number: 6043226
    Abstract: This invention relates to compounds of formulas 1 and 2 ##STR1## and to pharmaceutically acceptable salts and solvates thereof, wherein X, X.sup.1, R.sup.1, R.sup.2, R.sup.7, R.sup.17 and R.sup.19 are as defined herein. The compounds of formulas 1 and 2 may be useful in the treatment of bacterial, parasitic and protozoal infections, as well as disorders related to bacterial, parasitic and protozoal infections, in mammals, fish and birds. The invention also relates to pharmaceutical compositions containing the compounds of formula 1 and 2 and to methods of treating bacterial, parasitic and protozoal infections by administering the compounds of formula 1 and 2.
    Type: Grant
    Filed: February 25, 1999
    Date of Patent: March 28, 2000
    Assignee: Pfizer Inc.
    Inventors: Kristin Marie Lundy, Hengmiao Cheng, Martha L. Minich, Subas Man Sakya, Peter Bertinato
  • Patent number: 6043227
    Abstract: This invention relates to compounds of the formula ##STR1## and to pharmaceutically acceptable salts thereof. The compounds of formula 1 are potent antibacterial agents that may be used to treat various bacterial infections and disorders related to such infections. The invention also relates to pharmaceutical compositions containing the compounds of formula 1 and to methods of treating bacterial infections by administering the compounds of formula 1. The invention also relates to methods of preparing the compounds of formula 1 and to intermediates useful in such preparation.
    Type: Grant
    Filed: May 26, 1999
    Date of Patent: March 28, 2000
    Assignee: Pfizer Inc.
    Inventors: Hengmiao Cheng, Michael Letavic, Carl B. Ziegler, Jr., Jason K. Dutra, Peter Bertinato, Brian S. Bronk
  • Patent number: 6028181
    Abstract: Antimicrobial compounds having the formula ##STR1## as well as pharmaceutically acceptable salts, esters or prodrugs thereof; pharmaceutical compositions comprising such compounds; methods of treating bacterial infections by the administration of such compounds; and processes for the preparation of the compounds.
    Type: Grant
    Filed: November 4, 1998
    Date of Patent: February 22, 2000
    Assignee: Abbott Laboratories
    Inventors: Yat Sun Or, Zhenkun Ma, Richard F. Clark, Daniel T. Chu, Jacob J. Plattner, George Griesgraber
  • Patent number: 6022965
    Abstract: An isomerization method wherein a compound of formula ##STR1## wherein X and y together form a 3-oxo radical, or X is a hydrogen atom and Y is either a radical a ##STR2## where R.sub.2 is OH or O-acyl, or an O-alkyl or NH.sub.2 radical; R.sub.1 is a hydrogen atom or a methyl radical; Z is hydrogen or an acyl radical; and R is a hydrogen atom, an NH.sub.2 radical or a (CH.sub.2).sub.n Ar, NH(CH.sub.2).sub.n Ar or N.dbd.CH(CH.sub.2).sub.n Ar radical, in the form of a 10.alpha. isomer or a mixture of 10.alpha. and 10.beta. isomers, is exposed to a basic agent to give the corresponding compound of formula I in which the 10-methyl radical is in the .beta. position.
    Type: Grant
    Filed: November 11, 1998
    Date of Patent: February 8, 2000
    Assignee: Hoechst Marion Roussel
    Inventors: Yannick Benedetti, Jacques Lagouardat, Jacques Scholl
  • Patent number: 6013778
    Abstract: The present invention describes a new process for the preparation of azithromycin from a suitable imino ether as precursor, characterised by the fact that the reduction and the reductive methylation of said imino ether are sequentially carried out with a noble metal catalyst and hydrogen in the presence of formaldehyde, or a source thereof, wherein both reactions can be conducted in the same reaction vessel.
    Type: Grant
    Filed: May 18, 1998
    Date of Patent: January 11, 2000
    Assignee: Hovione Inter Ltd.
    Inventors: William Heggie, Zita Maria De Mouro Vaz Azevedo Mendes
  • Patent number: 6011142
    Abstract: A subject of the invention is the compounds of formula (I): ##STR1## in which R represents a carboxylic acid remainder containing up to 18 carbon atoms the products of formula (I) can be used to prepare antibiotic products.
    Type: Grant
    Filed: April 20, 1998
    Date of Patent: January 4, 2000
    Assignee: Hoechst Marion Roussel
    Inventors: Alain Bonnet, Bernadette Chappert, Jacques Lagouardat
  • Patent number: 5985844
    Abstract: Compounds of the formula: ##STR1## where R is hydrogen, hydroxyl, alkyl or acyl, R' and R" together are oxo, hydroxyimino or alkoxyimino, and R' and R" independently are hydrogen, hydroxyl, acyloxy, or amino substituted by any of hydrogen, alkylcarbonyl, arylcarbonyl, aralkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, alkylsulfonyl or arylsulfonyl, and n is 0 or 1, and the pharmaceutically acceptable salts thereof. The compounds are macrolide antibiotics and are also useful as intermediates to the synthesis of other macrolide antibiotics. Pharmaceutical compositions and methods of their use are also provided for.
    Type: Grant
    Filed: March 26, 1992
    Date of Patent: November 16, 1999
    Assignee: Merck & Co., Inc.
    Inventors: James V. Heck, William J. Leanza, Ronald W. Ratcliffe, Thomas N. Salzmann, Kothandaraman Shankaran, Michael J. Szymonifka, Robert R. Wilkening
  • Patent number: 5972898
    Abstract: Disclosed are 3',3'-N-bisdesmethyl-3',3'-N-bis-substituted-6-O-methyl-11-deoxy-11,12-cyc lic carbamate erythromycin A derivatives which are antagonists of lutenizing hormone-releasing hormone (LHRH). Also disclosed are pharmaceutical compositions comprising the compounds, to methods of using the compounds and to the process of making the same.
    Type: Grant
    Filed: March 27, 1998
    Date of Patent: October 26, 1999
    Assignee: Abbott Laboratories
    Inventors: Daryl R. Sauer, Fortuna Haviv, John Randolph, Nicholas A. Mort, Christopher R. Dalton, Milan Bruncko, Michele A. Kaminski, Bradley W. Crawford, Lisa Marie Frey, Jonathan Greer
  • Patent number: 5958888
    Abstract: Water miscible pharmaceutical compositions containing up to about 40% of a macrolide antibiotic are prepared by reaction of the macrolide with acid in a non-aqueous water miscible organic solvent system.
    Type: Grant
    Filed: July 9, 1998
    Date of Patent: September 28, 1999
    Assignee: Merial, Inc.
    Inventors: Lowell R. Macy, Raymond E. Hopponen, Roger A. Wilson, James B. Williams
  • Patent number: 5955440
    Abstract: Disclosed are 3'-N-desmethyl-3'-N-substituted-6-O-methyl-11-deoxy-11,12-cyclic carbamate erythromycin A derivatives which are antagonists of lutenizing hormone-releasing hormone (LHRH). Also disclosed are pharmaceutical compositions comprising the compounds, to methods of using the compounds and to the process of making the same.
    Type: Grant
    Filed: March 27, 1998
    Date of Patent: September 21, 1999
    Assignee: Abbott Laboratories
    Inventors: Daryl R. Sauer, Fortuna Haviv, John Randolph, Nicholas A. Mort, Christopher R. Dalton, Milan Bruncko, Michele A. Kaminski, Bradley W. Crawford, Lisa Marie Frey, Jonathan Greer
  • Patent number: 5932710
    Abstract: A process of preparing a 6-O-alkyl derivative of 9-oxime erythromycin B is provided. Intermediates used in the preparation of a 6-O-alkyl 9-oxime erythromycin B are also provided. Pharmaceutical compositions containing a 6-O-alkyl derivative of 9-oxime erythromycin B and the use of those compositions to treat bacterial infections are also provided.
    Type: Grant
    Filed: December 1, 1997
    Date of Patent: August 3, 1999
    Assignee: Abbott Laboratories
    Inventors: Jih-Hua Liu, Stephen H. Montgomery
  • Patent number: 5928613
    Abstract: In a production process of a cellulose acetate which comprises (a) a reduced pressure-acetylation step of acetylating a cellulose under a reduced pressure in the presence of sulfuric acid or other acidic catalyst, with distilling off a gaseous phase component of the reaction system out of the system, and (b) a post-acetylation step of allowing the acetylation to further proceed by increasing the pressure as compared with the pressure of the reduced pressure-acetylation step by means of release of the pressure reduction of the reaction system or the like, the shift operation from the reduced pressure-acetylation step to the post-acetylation step is conducted by taking a distilling rate of a distillate in the reduced pressure-acetylation step as an index to control the reaction temperature of the post-acetylation step.
    Type: Grant
    Filed: June 8, 1998
    Date of Patent: July 27, 1999
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Mitsuru Yamashita
  • Patent number: 5922684
    Abstract: The invention relates to 13-hydroxy-tylosine derivatives, novel semisynthetic antibiotics from the class of macrolides, and to a process for the preparation thereof. According to the present invention by a reductive opening of the oxirane ring of tylosine 13-hydroxy compounds are obtained, which are then subjected to a hydrogenation of the double bond and then 13-hydroxy dihydro or tetrahydro compounds are subjected to an oximation reaction or 13-hydroxy oximes are subjected to the hydrogenation of the double bond.
    Type: Grant
    Filed: October 28, 1997
    Date of Patent: July 13, 1999
    Assignee: Pliva, Farmaceutska, Kemijska, Prehrambenai Kozmeticka Industrija, Dionicko Drustvo
    Inventors: Amalija Narandja, Nevenka Lopotar
  • Patent number: 5922683
    Abstract: Novel multicyclic erythromycin compounds and pharmaceutically acceptable salts and esters thereof having antibacterial activity having a formula ##STR1## pharmaceutical compositions comprising a therapeutically effective amount of a compound of the invention in combination with a pharmaceutically acceptable carrier, as well as a method for treating bacterial infections by administering to a mammal a pharmaceutical composition containing a therapeutically-effective amount of a compound of formula (I).
    Type: Grant
    Filed: May 29, 1998
    Date of Patent: July 13, 1999
    Assignee: Abbott Laboratories
    Inventors: Yat Sun Or, George Griesgraber, Daniel T. Chu
  • Patent number: 5919916
    Abstract: Novel 6-O-alkyl derivatives of erythronolide B are provided. A process for the preparation of 6-O-alkyl derivatives of erythronolide B using erythromycin B is also provided. A process for preparing 6-O-alkyl derivatives of erythromycin C using novel 6-O-alkyl derivatives of erythronolide B is further provided.
    Type: Grant
    Filed: December 1, 1997
    Date of Patent: July 6, 1999
    Assignee: Abbott Laboratories
    Inventors: H. Eugene Gracey, Stephen H. Montgomery, David A. Riley, Jih-Hua Liu
  • Patent number: 5912331
    Abstract: A method is presented for isomerizing the E-isomer of 9-Deoxo-9-hydroximinoerythromycin A to its corresponding Z-isomer. The Z-isomer is useful as an antibiotic and as an intermediate for the synthesis of other macrolide antibiotics.
    Type: Grant
    Filed: March 15, 1991
    Date of Patent: June 15, 1999
    Assignee: Merck & Co., Inc.
    Inventor: Robert R. Wilkening
  • Patent number: 5872229
    Abstract: A procedure for preparing 6-O-alkyl erythromycin compounds having the formula: ##STR1## wherein R.sup.1 is a loweralkyl group, R.sup.2 and R.sup.3 are independently hydrogen or a hydroxy-protecting group, except that R.sup.2 and R.sup.3 may not both be hydrogen simultaneously; Y is oxygen or a specifically substituted oxime; and Z is hydrogen, hydroxy or protected-hydroxy; by reaction of the compound wherein R.sup.1 is hydrogen with an alkylating reagent, in the presence of a strong alkali metal base and also in the presence of a weak organic amine base, in a suitable stirred or agitated polar aprotic solvent, or a mixture of such polar aprotic solvents maintained at a reaction temperature and for a period of time sufficient to effect alkyation.
    Type: Grant
    Filed: November 21, 1995
    Date of Patent: February 16, 1999
    Assignee: Abbott Laboratories
    Inventors: Jih-Hua Liu, George A. Foster, Jr., Stephen H. Montgomery
  • Patent number: 5869646
    Abstract: In a production process of a cellulose acetate which comprises (a) a reduced pressure-acetylation step of acetylating a cellulose under a reduced pressure in the presence of sulfuric acid or other acidic catalyst, with distilling off a gaseous phase component of the reaction system out of the system, and (b) a post-acetylation step of allowing the acetylation to further proceed by increasing the pressure as compared with the pressure of the reduced pressure-acetylation step by means of release of the pressure reduction of the reaction system or the like, the shift operation from the reduced pressure-acetylation step to the post-acetylation step is conducted by taking a distilling rate of a distillate in the reduced pressure-acetylation step as an index to control the reaction temperature of the post-acetylation step.
    Type: Grant
    Filed: January 22, 1997
    Date of Patent: February 9, 1999
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Mitsuru Yamashita
  • Patent number: 5869629
    Abstract: The preparation of azitromycin dihydrate from 9-deoxo-9a-aza-11,12-deoxy-9a-methyl-9a-homoerythromycin A 11,12-hydrogenorthoborate, obtained by a step by step process starting from 9-deoxo-6-deoxy-6,9-epoxy-9,9a-dihydro-9a-azahomoerythromycin A is a process which takes place under mild conditions and with good yields.
    Type: Grant
    Filed: July 11, 1997
    Date of Patent: February 9, 1999
    Assignee: Asturpharma, S.A.
    Inventors: D. Miguel Santos Bayod Jasanda, D. Jose Ramon Fernandez Gonzalez
  • Patent number: 5866549
    Abstract: Antimicrobial compounds having the formula ##STR1## as well as pharmaceutically acceptable salts, esters or prodrugs thereof; pharmaceutical compositions comprising such compounds; methods of treating bacterial infections by the administration of such compounds; and processes for the preparation of the compounds.
    Type: Grant
    Filed: July 3, 1997
    Date of Patent: February 2, 1999
    Assignee: Abbott Laboratories
    Inventors: Yat Sun Or, Zhenkun Ma, Richard F. Clark, Daniel T. Chu, Jacob J. Plattner, George Griesgraber
  • Patent number: 5864023
    Abstract: The disclosed invention relates to novel 3'-N-O, 9-O-oxime protected, 6-O-alkyl erthyromycin derivatives, a process of preparing the same. The invention also relates to a process of preparing 6-O-alkyl erythromycin A by eliminating the 3'-N-oxide group and 9-O-oxime protecting groups and optionally deprotecting the hydroxy groups at the 2'- and 4"- positions under suitable reaction conditions.
    Type: Grant
    Filed: February 13, 1997
    Date of Patent: January 26, 1999
    Assignee: Abbott Laboratories
    Inventors: Yi-Yin Ku, David A. Riley
  • Patent number: 5854219
    Abstract: The invention relates to 9-N-ethenyl derivatives of 9 (S)-erythromycylamine, new semisynthetic antibiotics of the macrolide class of the general formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and represent nitryl, a carboxyl group of the formula COOR.sup.3, wherein R.sup.3 represents a C.sub.1 -C.sub.4 alkyl group, or a keto group of the formula COR.sup.4, wherein R.sup.4 represents a C.sub.1 -C.sub.4 alkyl group, to their pharmaceutically acceptable addition salts with inorganic or organic acids, to a process for their preparation, to a process for the preparation of the pharmaceutical compositions as well as to the use of the obtained pharmaceutical compositions in the treatment of bacterial infections.
    Type: Grant
    Filed: October 23, 1997
    Date of Patent: December 29, 1998
    Assignee: PLIVA, farmaceutska, kemijska, prehrambena i kozmeticka industrija, dionicko drustvo
    Inventors: Nedjeljko Kujundzic, Dina Pavlovic, Gabrijela Kobrehel, Gorjana Lazarevski, Zeljko Kelneric
  • Patent number: 5854407
    Abstract: Disclosed are (1) a structurally novel 6,9-hemiacetal- erythromycin derivative having a hydroxyl group at at least one of the 14- and 15-positions br a salt thereof, which has an excellent gastrointestinal function promoting effect and is low in toxicity; (2) a process for preparing a 6,9-hemiacetal-erythromycin derivative having a hydroxyl group at at least one of the 14- and 15-positions or a salt thereof, which comprises reacting a 6,9-hemiacetal-erythromycin derivative or a salt thereof with an organism-derived oxidase; and (3) a gastrointestinal function promoting agent containing a 6,9-hemiacetal-erythromycin derivative having a hydroxyl group at at least one of the 14- and 15-positions or a salt thereof.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: December 29, 1998
    Assignee: Takeda Chemical Corporation
    Inventors: Setsuo Harada, Yasunori Funabashi, Nobuhiro Inatomi, Shigeharu Tanayama, Seiichi Tanida
  • Patent number: 5852180
    Abstract: A process of preparing 6-O-alkyl erythromycin A is provided. The process includes the steps of protecting the oxime hydroxyl of 9-oxime erythromycin A with a benzoyl protecting group, protecting the 2'-hydroxyl group and optionally the 4'-hydroxyl group with an O-protecting group, alkylating the 6-hydroxyl, removing the benzoyl and O-protecting groups and deoximating the 9-oxime.
    Type: Grant
    Filed: November 17, 1997
    Date of Patent: December 22, 1998
    Assignee: Abbott Laboratories
    Inventor: Hemantkumar H. Patel
  • Patent number: 5837829
    Abstract: A process of preparing 6-O-alkylerythromycin A using 9-oximesilyl erythromycin A derivatives is provided. 9-Oximesilyl- and 6-O-alkylerythromycin A derivatives used in the preparation of 6-O-alkylerythromycin A are also provided.
    Type: Grant
    Filed: April 2, 1996
    Date of Patent: November 17, 1998
    Assignee: Abbott Laboratories
    Inventor: Yi-Yin Ku
  • Patent number: 5837691
    Abstract: A novel macrolactam monosaccharide isolated from an antimicrobial complex 517 produced in fermentation under controlled conditions using a biologically pure culture of the microorganism Actinomadura vulgaris subsp. vulgaris ATCC 53748.
    Type: Grant
    Filed: August 12, 1991
    Date of Patent: November 17, 1998
    Assignee: Schering Corporation
    Inventors: Vinod R. Hegde, Ann C. Horan, Mahesh G. Patel, Ingrid-Agneta Gunnarsson
  • Patent number: 5834438
    Abstract: 4"-Deoxy derivatives of erythromycin having the Formula (I) ##STR1## and pharmaceutically acceptable salts thereof, which are enhancers of gastric motility but have minimal antibacterial activity, as well as pharmaceutical compositions containing the same and methods for their use and preparation.
    Type: Grant
    Filed: May 4, 1995
    Date of Patent: November 10, 1998
    Assignee: Abbott Laboratories
    Inventors: Paul A. Lartey, Larry L. Klein, Ramin Faghih, Hugh N. Nellans
  • Patent number: 5808017
    Abstract: A process of preparing 9-oxime erythromycin A using a mild acid catalyst such as acetic acid and a mildly polar solvent such as isopropanol is provided. In accordance with that process, erythromycin A is reacted with hydroxylamine in the presence of acetic acid and isopropanol. A process of the present invention can also be used to increase the E to Z isomeric ratio of synthesized 9-oxime erythromycin A.
    Type: Grant
    Filed: April 10, 1996
    Date of Patent: September 15, 1998
    Assignee: Abbott Laboratories
    Inventor: Sou-Jen Chang
  • Patent number: 5804565
    Abstract: An erythromycin A derivative represented by the formula (I): ##STR1## ?wherein R.sup.1 is a group represented by the formula: --OCOCH.sub.2 Y (wherein Y is a pyridyl group, a quinolyl group, a p-nitrophenyl group or a group represented by the formula: --NR.sup.4 R.sup.5 (wherein R.sup.4 and R.sup.5 may be the same or different, and are each a hydrogen atom, a methyl group, a pyridylmethyl, a quinolylmethyl group or a benzyloxycarbonyl group)) or a cladinosyloxy group, R.sup.2 is a hydrogen atom, or R.sup.1 and R.sup.2 together form an oxo group, R.sup.3 is a hydrogen atom, an acetyl group, an ethylsuccinyl group or a nicotinoyl group! or a pharmaceutically acceptable salt thereof has a strong antibacterial activity against not only Gram-positive bacteria but also some Gram-negative bacteria, in particular, Haemophilus influenzae which is a serious factor of infectious diseases in the respiratory organs.
    Type: Grant
    Filed: September 17, 1997
    Date of Patent: September 8, 1998
    Assignee: Taisho Pharmaceutical Co., Ltd.
    Inventors: Toshifumi Asaka, Tetsuya Tanikawa, Takaaki Ishii, Masato Kashimura
  • Patent number: 5786339
    Abstract: A compound selected from the group consisting of a compound of the formula ##STR1## wherein R and R.sub.1 are --OH or --O-acyl of an organic carboxylic acid of 2 to 20 carbon atoms, R.sub.2 is hydrogen or methyl, R.sub.3 is --(CH.sub.2).sub.m --R.sub.4 or ##STR2## or --N--(CH.sub.2).sub.q --R.sub.4, m is an integer from 1 to 6, n, p and q are individually an integer from 0 to 6, A and B are individually selected from the group consisting of hydrogen, halogen and alkyl of 1 to 8 carbon atoms with the geometry of the double bond being E or Z or a mixture of E and Z or A and B form a triple bond, R.sub.4 is an optionally substituted mono- or polycyclic heterocycle and their non-toxic, pharmaceutically acceptable acid addition salts having antibiotic properties.
    Type: Grant
    Filed: November 30, 1995
    Date of Patent: July 28, 1998
    Assignee: Roussel Uclaf
    Inventors: Constantin Agouridas, Jean-Fran.cedilla.ois Chantot
  • Patent number: 5786338
    Abstract: This invention is directed to a novel method for treating human patients with hypercholesterolemia with a macrolide antibiotic. More specifically, this invention is directed to the oral administration of an erythromycin compound or an erythromycin derivative for treating hypercholesterolemia. Most specifically, this invention teaches the novel oral administration of clarithromycin, troleandomycin, erythromycin, or azithromycin for treating human patients with hypercholesterolemia.
    Type: Grant
    Filed: May 7, 1996
    Date of Patent: July 28, 1998
    Inventor: Ira Klein
  • Patent number: 5780604
    Abstract: Disclosed are the antibacterial compounds having the formulas: ##STR1## or pharmaceutically acceptable salts and esters thereof. Also disclosed are the processes for preparing compounds of formulas (I), and II) of the invention, pharmaceutical compositions comprising a therapeutically effective amount of a compound of the invention in combination with a pharmaceutically acceptable carrier, as well as a method for treating bacterial infections by administering to a mammal a pharmaceutical composition containing a therapeutically-effective amount of a compound of the invention.
    Type: Grant
    Filed: September 26, 1997
    Date of Patent: July 14, 1998
    Assignee: Abbott Laboratories
    Inventors: Yat Sun Or, Richard F. Clark, Daniel T. Chu