Abstract: Heterocyclyl derivatives of oxy-imino-substituted cephalosporins are disclosed, such, for instance the compound 3-[(8-amino-6-tetrazolo[1,5-b]pyridazinyl)-thiomethyl]-7-[2-(2-amino-4-thi azolyl)-2-methoxyimino-acetamido]-3-cephem-4-carboxylic acid and its pharmaceutically and veterinarily acceptable salts. The compounds of the application have high antibacterial activity against Gram-positive and Gram-negative bacteria, including strong beta-lactamase producer Gram-negative microorganisms.
Abstract: This invention relates to 7-oxo-4-thia-1-aza-bicyclo-[3,2,0]-heptane derivatives, to processes for their synthesis from esters of penicillanic acid 1-oxide, and to intermediate compounds obtained in the synthesis.More particularly, the present invention relates to new and novel compounds of formula (1): ##STR1## wherein R is a hydrogen atom, an alkyl having from 1 to 5 carbon atoms, trichloroethyl, benzyl, p-nitrobenzyl, diphenylmethyl, acetoxymethyl, pivaloyloxymethyl, phthalidyl, trimethylsilyl or a group of formula ##STR2## and R.sup.1 is --CH.sub.2 OH, --CH.sub.2 OCOR.sup.2, --CH.sub.2 OR.sup.3, --COOR.sup.2, --CHO, --CH.sub.2 SH, --CH.sub.2 SR.sup.4, --CH.sub.2 NH.sub.2, --CH.sub.2 NHCOR.sup.2 in which R.sup.2 is an alkyl having from 1 to 5 carbon atoms, aryl, aralkyl or a five- or six-membered heterocyclic ring containing one or more heteroatoms; R.sup.3 is an alkyl having from 1 to 5 carbon atoms, benzyl, trityl, trialkylsilyl; and R.sup.
Type:
Grant
Filed:
November 19, 1979
Date of Patent:
May 25, 1982
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Maurizio Foglio, Giovanni Franceschi, Cosimo Scarafile, Federico Arcamone
Abstract: 2-oxa-bicyclic prostaglandins are provided, together with methods for their preparation and pharmaceutical and veterinary compositions containing same. The compounds have a wide range of pharmacological utilities, such as hypotensive agents, vasodilatory agents, and anti-aggregating agents.
Type:
Grant
Filed:
July 28, 1978
Date of Patent:
May 4, 1982
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Carmelo Gandolfi, Carlo Passarotti, Alessandro Andreoni, Angelo Fumagalli, Franco Faustini, Roberto Ceserani, Maria M. Usardi
Abstract: Novel 3-amidino rifamycins having the formula: ##STR1## wherein Y is --H or --COCH.sub.3 ; R.sub.1 and R.sub.2 may be linear or branched alkyl having from 1 to 7 carbon atoms and alkenyl having 3 or 4 atoms and R.sub.2 may be also chloroalkyl having from 2 to 4 carbon atoms, cycloalkyl having from 3 to 7 carbon atoms in the ring, cycloalkylalkyl having from 3 to 6 carbon atoms in the ring, phenyl, bornyl, arylalkyl hydrocarbon having 7 or 8 carbon atoms which may be substituted with one halogen atom in the aryl group; and R.sub.1 and R.sub.2 along with the N atom to which they are bonded form an unsubstituted cyclic moiety having from 5 to 8 carbon atoms, a cyclic moiety having from 5 to 8 carbon atoms substituted with 1 or 2 methyl radicals, 4-alkylpiperazine, morpholine, 1,2,3,4-tetrahydroisoquinoline.These novel compounds are from grey to dark solids having high antibacterial activity which are obtained by reacting 3-amino rifamycin S or SV with a chloroformiminio chloride.
Type:
Grant
Filed:
February 9, 1981
Date of Patent:
April 27, 1982
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Leonardo Marsili, Giovanni Franceschi, Aurora Sanfilippo
Abstract: Compounds of the formula: ##STR1## wherein R.sub.1 is a C.sub.2 -C.sub.4 alkyl; a C.sub.3 -C.sub.6 cycloalkyl or benzyl; A and B are OH or A and B are OCOOR.sub.4 or B is OH and A is OCOOR.sub.4 ; and R.sub.4 is alkyl which are intermediates for the preparation of antitumor compounds of the formula: ##STR2## wherein R.sub.1 is a C.sub.2 -C.sub.4 alkyl; a C.sub.3 -C.sub.6 cycloalkyl; a C.sub.3 -C.sub.6 cycloalkyl substituted by a halogen, hydroxy, methoxy, amino or dimethylamino group; phenyl or phenyl substituted with nitro, chlorine or methoxy thiazyl, pyridyl, pyrazyl; or a phenyl-alkyl group of the formula X--Phe--(CH.sub.2).sub.n --, in which X is hydrogen, halogen, hydroxyl, amino, or nitro and n is an integer from 1 to 2; R.sub.2 is hydrogen, hydroxyl or acyloxy (R--COO--); where R is an alkyl having from 1 to 11 carbon atoms; and R.sub.3 is hydrogen or trifluoroacetyl and salts thereof with pharmaceutically acceptable acids.
Type:
Grant
Filed:
January 8, 1979
Date of Patent:
April 27, 1982
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Luigi Bernardi, Paolo Masi, Antonino Suarato, Federico Arcamone
Abstract: Anthracycline glycosides of the formula I ##STR1## wherein R is hydrogen or hydroxy, one of R.sub.1 and R.sub.2 is methyl and the other of R.sub.1 and R.sub.2 is hydroxy, and pharmaceutically acceptable acid addition salts thereof, which are useful in treating certain mammalian tumors, are prepared by condensing daunomycinone with certain novel sugars in an inert organic solvent and in the presence of a soluble silver salt and a dehydrating agent to form the corresponding protected glycosides from which the protecting groups are removed. This gives the compounds wherein R is hydrogen. The former are converted to the corresponding hydroxyl compounds by treatment with bromine and sodium formate.
Type:
Grant
Filed:
August 28, 1980
Date of Patent:
April 20, 1982
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Alberto Bargiotti, Giueseppe Cassinelli, Sergio Penco, Federico Arcamone, Aurelio di Marco
Abstract: A new anthracycline glycoside, which is 4-demethoxy-4'-deoxydoxorubicin, provided with outstanding antitumoral activity also by oral route, has been prepared by condensation of 4-demethoxydaunomycinone with 2,3,4,6-tetradeoxy-3-trifluoroacetamido-L-threo-hexopyranosyl chloride.By elimination of the protecting group from the so obtained glycoside through a mild alkaline hydrolysis, 4-demethoxy-4'-deoxydaunorubicin was obtained which was successively brominated to give the corresponding 14-bromo derivative. By a subsequent hydrolysis with sodium formate the brominated intermediate was transformed into 4-demethoxy-4'-deoxydoxorubicin eventually isolated as its hydrochloride.
Abstract: There are disclosed compounds which exhibit anti-tumor activity. These compounds are of the formula I: ##STR1## wherein R.sub.1 is hydrogen, hydroxy or methoxy, R.sub.2 is hydrogen or hydroxy, and each of R.sub.3 and R.sub.4 independently is hydrogen or methyl, with the proviso that R.sub.3 and R.sub.4 are not simultaneously hydrogen, and pharmaceutically acceptable acid addition salts thereof. Also disclosed are processes for producing and using said compounds and therapeutic compositions containing same.
Type:
Grant
Filed:
July 14, 1980
Date of Patent:
March 30, 1982
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Giuseppe Cassinelli, Salvatore Forenza, Maria C. Ripamonti, Daniela Ruggieri
Abstract: Compounds and process for making same are disclosed, the compounds having the formula (I): ##STR1## wherein R.sub.1 represents methyl, phenyl, piperidino, 1-pyrrolidinyl, morpholino or 4-methyl-1-piperazinyl, alkyl or alkoxy having from 1 to 4 carbon atoms, amino, substituted amino of the formula NHR' (wherein R' is alkyl having from 1 to 4 carbon atoms, cycloalkyl, a benzyl, or phenyl) or substituted amino of the formula NR" R"' (wherein R" and R"' both represent alkyl having from 1 to 4 carbon atoms);R.sub.2 represents a hydrogen atom, alkyl having from 1 to 4 carbon atoms, or phenyl;R.sub.3 represents a fluorine atom, cyano, difluoromethyl, difluorobromomethyl, trifluoromethyl, methylthio, methylsulphonyl, sulphonamido, an alkoxy having from 1 to 4 carbon atoms, an alkanoyl having from 2 to 5 carbon atoms, or benzoyl;R.sub.4 represents a hydrocarbon having from 1 to 4 carbon atoms;R.sub.5 represents a hydrogen atom or methoxy;R.sub.6 represents a hydrogen or halogen atom or methyl; andR.sub.
Type:
Grant
Filed:
September 19, 1980
Date of Patent:
March 23, 1982
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Sergio Mantegani, Guiliana Arcari, Anna M. Caravaggi, Germano Bosisio
Abstract: 15-Epi-Prostacyclin derivatives and compositions containing them having numerous pharmaceutical and veterinary utilities including, for example, anti-aggregating activity and anti-thrombolytic activity. Methods for preparing and using the compounds are also disclosed.
Abstract: Fluoro-prostaglandin compounds are disclosed, such as, for instance, 18,19,20-trinor-17-cyclohexyl-13-14-dehydro-16(S,R)-fluoro-PGF.sub.2.alpha ..The fluoro-prostaglandins of the present invention have the same therapeutical uses as natural prostaglandins, but have the advantage of being resistant to the enzyme 15-prostaglandin dehydrogenase, and also exhibit a more selective therapeutical action. Certain of the compounds of the present invention exhibit very favorable luteolytic and antiulcer activity.
Abstract: A compound is disclosed of the formula (I): ##STR1## wherein R.sub.1 represents a hydrogen atom, or a carboxy, alkoxycarbonyl, piperidinocarbonyl, 1-pyrrolidinylcarbonyl, morpholinocarbonyl, carbamoyl or benzylcarbamoyl group, or an alkylcarbamoyl or dialkylcarbamoyl group in which the, or each, alkyl group has from 1 to 4 carbon atoms;R.sub.2 represents a hydrogen or fluorine atom, or a cyano, acetyl or carbamoyl group; andR.sub.3 represents a hydrogen atom or a methyl group; andrepresents a single or a double bond, with the proviso that R.sub.1 and R.sub.2 do not simultaneously represent hydrogen atoms;or a pharmaceutically acceptable salt thereof.
Type:
Grant
Filed:
March 11, 1980
Date of Patent:
March 2, 1982
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Aldemio Temperilli, Sergio Mantegani, Giuliana Arcari, Anna M. Caravaggi
Abstract: Substituted 6,7-methylen[1,2-a]pyrimidines and pharmaceutical compositions containing them, suitable for use as anti-allergic, anti-ulcer and anti-diabetic agents.
Type:
Grant
Filed:
April 10, 1980
Date of Patent:
January 12, 1982
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Gianfederico Doria, Ciriaco Romeo, Piero Sberze, Marcellino Tibolla, Maria L. Corno
Abstract: The present invention relates to substituted 2-(pyridyl-cyclopropyl)-chromones, to a process for their preparation and to pharmaceutical compositions containing them.
Type:
Grant
Filed:
September 12, 1980
Date of Patent:
January 12, 1982
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Gianfederico Doria, Ciriaco Romeo, Maria L. Corno, Piero Sberze, Marcellino Tibolla
Abstract: Anthracycling antibiotics of the formula: ##STR1## wherein R is --CO--CH.sub.2 OH, --CHOH--CH.sub.3, --CO--CH.sub.3 or --CH.sub.2 --CH.sub.3 having antitumor and antibacterial activity are prepared by culturing a new mutant strain of microorganism designated as Macromonospora peucetica sp. nova and which has been deposited with the American Type Culture Collection under numbr No. 31366 ATCC.
Type:
Grant
Filed:
October 5, 1979
Date of Patent:
January 5, 1982
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Giuseppe Cassinelli, Arpad Grein, Sergio Merli, Giovanni Rivola
Abstract: 9-deoxy-9A-methylene-isosteres of PGI.sub.2, including processes for their preparation and pharmaceutical and veterinary compositions containing same, are disclosed. The compounds are useful as therapeutic agents, for example as anti-aggregating agents, disaggregating agents, and as vasodilators.
Type:
Grant
Filed:
February 26, 1980
Date of Patent:
December 22, 1981
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Carmelo Gandolfi, Carlo Passarotti, William Fava, Angelo Fumagalli, Franco Faustini, Roberto Ceserani
Abstract: Novel rifamycin derivatives having the formula: ##STR1## wherein Y is --H or --COCH.sub.3 ; R.sub.1 and R.sub.2 may be linear or branched alkyl having from 1 to 7 carbon atoms and alkenyl having 3 or 4 carbon atoms R.sub.2 may be also chloroalkyl having from 2 to 4 carbon atoms, cycloalkyl having from 3 to 7 carbon atoms in the ring, cycloalkylalkyl having from 3 to 6 carbon atoms in the ring, phenyl, bornyl, arylalkyl hydrocarbon having 7 or 8 carbon atoms which may be substituted with one halogen atom in the aryl group; and R.sub.1 and R.sub.2 along with the N atom to which they are bonded form an unsubstituted cyclic moiety having from 5 to 8 carbon atoms, a cyclic moiety having from 5 to 8 carbon atoms substituted with 1 or 2 methyl radicals, 4-alkylpiperazine, morpholine, 1,2,3,4-tetrahydroisoquinoline. These novel compounds are yellow-orange solids having high antibacterical activity which are obtained by reacting 3-amino-4-deoxo-4-imino rifamycin S with a chloroformiminium chloride.
Type:
Grant
Filed:
January 5, 1981
Date of Patent:
December 15, 1981
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Leonardo Marsili, Giovanni Franceschi, Aurora Sanfilippo
Abstract: Bicyclic prostaglandins and pharamaceutical and veterinary compositions containing them having numerous pharmaceutical or veterinary utilities, including, for example, hypotensive, vasodilatory, anti-aggregating, luteolytic, and cytoprotective activities. Processes for preparing the compounds and compositions are also disclosed.
Type:
Grant
Filed:
June 29, 1978
Date of Patent:
October 27, 1981
Assignee:
Farmitalia Carlo Erba S.p.A.
Inventors:
Carmelo Gandolfi, Carlo Passarotti, Alessandro Andreoni, Angelo Fumagalli, Franco Faustini, Roberto Ceserani, Maria M. Usardi
Abstract: Novel optically active 13,14-dehydro-11-deoxy-prostaglandins having a phenyl or substituted-phenyl group on the lower side chain are disclosed.