Abstract: 2,3-Dihydro-1-(8-methyl-1,2,4-triazolo [4,3-b]pyridazin-6-yl)-4(1H)-pyridinone has been prepared in substantially pure form and has been found to be useful for alleviating bronchial spasms in mammals. Synthesis of this material through phenylselenyl intermediates is described.
Abstract: The present invention relates to an efficient new route for the preparation of (+)-nojirimycin and (+)-1-deoxynojirimycin which involves the stereoselective reductive amination of 1,2-O-isopropylidene-5-oxo-.alpha.-D-glucuronolactone. The reductive amination uses particular oximes of the 5-oxo compound.
Abstract: The present invention relates to 4-azido-.DELTA..sup.4 -steroids which are useful as inhibitors of 5.alpha.-reductase. The compounds are prepared by the reaction of an appropriate 4-azido steroid with triphenylphosphine in an aqueous inert solvent with heating.
Abstract: C.sup.63 -Amide derivatives of 34-de(acetylglucosaminyl)-34-deoxy-teicoplanin wherein the amide moiety is derived from a di- or poly-amine. The derivatives are prepared by reacting 34-de(acetylglucosaminyl)- 34-deoxy-teicoplanins with an active esters forming reagent such as chloroacetonitrile and then contacting the resulting active esters with the appropriate di- or poly-amine. The amide derivatives which are active against Gram-positive microorganisms, in particular against Group A Streptococci were found to be active also against bacteria which are resistant to glycopeptide antibiotics.
Type:
Grant
Filed:
May 20, 1992
Date of Patent:
March 16, 1993
Assignee:
Gruppo Lepetit SpA
Inventors:
Adriano Malabarba, Jurgen K. Kettenring
Abstract: The present invention relates to 4-amino-.DELTA..sup.4,6 -steroids which are useful as inhibitors of 5.alpha.-reductase. The compounds are prepared by the reaction of an appropriate 4,5-epoxy steroid with sodium azide in an inert solvent in the presence of a strong acid such as sulfuric acid at about 100.degree. C.
Abstract: Imidazole-2-thione derivatives useful as antihypertensive agents are described herein. The compounds are obtained by cyclization of an appropriate open-chain compound such as an appropriately substituted thiourea.
Type:
Grant
Filed:
December 20, 1989
Date of Patent:
February 23, 1993
Assignee:
Merrell Dow Pharmaceuticals Inc.
Inventors:
Donald P. Matthews, James R. McCarthy, Jeffrey P. Whitten, Robert J. Broersma, Jr.
Abstract: The present invention is directed to a new class of teicoiplanin derivatives, a process for preparing them and their use as pharmaceutically active substances.
Type:
Grant
Filed:
May 22, 1991
Date of Patent:
February 9, 1993
Assignee:
Gruppo Lepetit S.p.A.
Inventors:
Aldo Trani, Pierfausto Seneci, Pietro Ferrari, Romeo Ciabatti
Abstract: The present invention is directed to a group of androstane compounds which contain an ethylene radical bridging the 2- and 19-positions. These compounds are useful as aromatase inhibitors and they are prepared by the cyclization of a 19-[2-(4-toluenesulfonyloxy)ethyl]androst-4-ene-3,17-dione using a strong base.
Type:
Grant
Filed:
November 30, 1990
Date of Patent:
November 24, 1992
Assignee:
Merrell Dow Pharmaceuticals Inc.
Inventors:
J. O'Neal Johnston, Norton P. Peet, Joseph P. Burkhart
Abstract: This invention relates to novel derivatives of 2,2'-bi-1H-imidazoles, to the processes and intermediates used in their preparation, to their ability to exert the pharmacologic effects of lowering high blood pressure and of increasing heart contractile force and to their use as chemotherpauetic agents useful in treating cardiac insufficiency and hypertension.
Type:
Grant
Filed:
October 17, 1990
Date of Patent:
September 15, 1992
Assignee:
Merrell Dow Pharmaceuticals Inc.
Inventors:
Donald P. Matthews, Jeffrey P. Whitten, James R. McCarthy
Abstract: The present invention relates to a method for the inhibition of C.sub.17-20 lyase enzyme which comprises administering to a patient in need of such inhibition, an effective amount of certain 4-amino-17-(hydroxyalkyl or dihydroxyalkyl)steroids or their esters or ethers. Certain of the aminosteroids used in the process are novel compounds.
Type:
Grant
Filed:
March 19, 1991
Date of Patent:
September 1, 1992
Assignee:
Merrell Dow Pharmaceuticals Inc.
Inventors:
Philip M. Weintraub, Cynthia A. Gates, Thomas R. Blohm
Abstract: The present invention is directed to the essentially pure preparation of an antibiotic substance arbitrarily designated antibiotic L 17054. This antibiotic substance is obtained from the known antibiotic substance named teicoplanin (formerly teichomycin) by chemical treatment. The new compound and the pharmaceutically acceptable salts possess antimicrobial activity.
Type:
Grant
Filed:
May 17, 1991
Date of Patent:
July 21, 1992
Assignee:
Gruppo Lepetit S.p.A.
Inventors:
Adriano Malabarba, Angelo Borghi, Paolo Strazzolini, Bruno Cavalleri, Carolina Coronelli
Abstract: The present invention relates to 4-amino-.DELTA..sup.4,6 -steroids which are useful as inhibitors of 5.alpha.-reductase. The compounds are prepared by the reaction of an appropriate 4,5-epoxy steroid with sodium azide in an inert solvent in the presence of a strong acid such as sulfuric acid at about 100.degree. C.
Abstract: The present invention is directed to 2.beta.,19-(methyleneamino)androst-4-ene-3,17-dione which has the formula ##STR1## and the corresponding 17.beta.-ol which are useful as aromatase inhibitors. The compounds are prepared by the cyclization of an appropriate 19-[N-protected-[(2-methoxyethoxy)methylamino] steroid using titanium tetrachloride followed by, if desired, selective reduction of the 17-ketone.
Type:
Grant
Filed:
November 30, 1990
Date of Patent:
June 30, 1992
Assignee:
Merrell Dow Pharmaceuticals Inc.
Inventors:
J. O'Neal Johnston, Joseph P. Burkhart, Norton P. Peet
Abstract: The present invention relates to 4-amino-.DELTA..sup.4 -steroids which are useful as inhibitors of 5.alpha.-reductase. The compounds are prepared by the reaction of an appropriate 4-azido steroid with triphenylphosphine in an aqueous inert solvent with heating.The present application is a continuation-in-part of application Ser. No. 561,041, filed Aug. 1, 1990 and application Ser. No. 671,555, filed Mar. 19, 1991.
Type:
Grant
Filed:
July 2, 1991
Date of Patent:
June 9, 1992
Assignee:
Merrell Dow Pharmaceuticals Inc.
Inventors:
Philip M. Weintraub, Joseph P. Burkhart, Thomas R. Blohm
Abstract: The present invention is directed to a group of compounds which are 2,19-methylenoxy or 2,19-methylenethio bridged steroids, and related steroidal compounds. These compounds are useful as aromatase and 19-hydroxylase inhibitors.
Type:
Grant
Filed:
March 25, 1991
Date of Patent:
March 24, 1992
Assignee:
Merrell Dow Pharmaceuticals Inc.
Inventors:
Norton P. Peet, J. O'Neal Johnston, Joseph P. Burkhart
Abstract: Castanospermine is prepared by starting from 5-(t-BOC)amino-5-deoxy-1,2-O-isopropylidene-.alpha.-D-glucuronolactone. Two additional carbons are added to the starting material using ethyl acetate and a strong base and the resulting cyclic hemiketal is subjected to a series of reductions, with intervening removal of protecting groups, to give the castanospermine. A substituted hydroxypyrrolidinone and a substituted hydroxypyrrolidine serve as intermediates in the process.
Type:
Grant
Filed:
June 10, 1991
Date of Patent:
March 3, 1992
Assignee:
Merrell Dow Pharmaceuticals Inc.
Inventors:
Peter B. Anzeveno, Paul T. Angell, Laura J. Creemer
Abstract: Amide and ester derivatives of 6-amino-octahydro-1,7,8-indolizinetriol are described herein. The compounds are prepared from castanospermine by replacing the appropriate hydroxy function with an amino function while protecting the other hydroxy groups in the meantime. The compounds are useful as hexosaminidase inhibitors.
Abstract: This invention is directed to 17.beta.-(cyclopropylamino)androstenes and also to a method for using such compounds in the treatment of androgen-dependent disorders. The compounds are prepared by the hydride reduction of an appropriate steroidal imine or enamine.
Abstract: Castanospermine is prepared by starting from 5-(t-BOC)amino-5-deoxy-1,2-O-isopropylidene-.alpha.-D-glucuronolactone. Two additional carbons are added to the starting material using ethyl acetate and a strong base and the resulting cyclic hemiketal is subjected to a series of reductions, with intervening removal of protecting groups, to give the castanospermine. A substituted hydroxypyrrolidinone and a substituted hydroxypyrrolidine serve as intermediates in the process.
Type:
Grant
Filed:
March 12, 1990
Date of Patent:
November 19, 1991
Assignee:
Merrell Dow Pharmaceuticals Inc.
Inventors:
Peter B. Anzeveno, Paul T. Angell, Laura J. Creemer
Abstract: Imidazole-2-thione derivatives useful as antihypertensive agents are described herein. The compounds are obtained by cyclization of an appropriate open-chain compound such as an appropriately substituted thiourea.
Type:
Grant
Filed:
October 27, 1987
Date of Patent:
October 15, 1991
Assignee:
Merrell Dow Pharmaceuticals
Inventors:
Donald P. Matthews, James R. McCarthy, Jeffrey P. Whitten, Robert J. Broersma, Jr.