Patents by Inventor Antonino Suarato
Antonino Suarato 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).
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Patent number: 4438105Abstract: Starting from the known 4'-deoxy-4'-iodo-N-trifluoroacetyldaunorubicin, two new anthracycline glycosidic antibiotics, the 4'-deoxy-4'-iodo-daunorubicin and 4'-deoxy-4'-iodo-doxorubicin, have been prepared by known procedures. Both the new glycosides have been found to be endowed with outstanding antitumoral activity.Type: GrantFiled: April 14, 1982Date of Patent: March 20, 1984Assignee: Farmaitalia Carlo Erba S.p.AInventors: Antonino Suarato, Sergio Penco, Federico Arcamone, Anna M. Casazza
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Patent number: 4345070Abstract: A new process for the preparation of the known 4'-deoxydaunorubicin and 4'-deoxydoxorubicin is disclosed. The used starting material is 4'-eip-N-trifluoroacetyldaunorubicin which is converted into 4'-deoxy-4'-iodo-N-trifluoroacetyl-daunorubicin from which 4'-deoxy-daunorubicin can be reductively obtained and eventually transformed, by known methods, into 4'-deoxy-doxorubicin.Type: GrantFiled: June 5, 1981Date of Patent: August 17, 1982Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Antonino Suarato, Sergio Penco, Federico Arcamone
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Patent number: 4327029Abstract: 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: GrantFiled: January 8, 1979Date of Patent: April 27, 1982Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Luigi Bernardi, Paolo Masi, Antonino Suarato, Federico Arcamone
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Patent number: 4268451Abstract: Daunomycin derivatives of the formula: ##STR1## wherein R.sub.1 is a lower alkyl having from 1 to 4 carbon atoms and R is a hydrogen atom or a trifluoroacetyl group are useful in treating certain mammalian tumors.Type: GrantFiled: May 14, 1979Date of Patent: May 19, 1981Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Paolo Masi, Antonino Suarato, Luigi Bernardi, Federico Arcamone
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Patent number: 4267116Abstract: Daunomycin derivatives of the formula: ##STR1## wherein R.sub.1 is a lower alkyl having from 1 to 4 carbon atoms and R is hydrogen or a trifluoroacetyl group are useful in treating certain mammalian tumors.Type: GrantFiled: May 14, 1979Date of Patent: May 12, 1981Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Paolo Masi, Antonino Suarato, Luigi Bernardi, Federico Arcamone
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Patent number: 4191755Abstract: Daunomycin derivatives of the formula: ##STR1## wherein R.sub.1 is a lower alkyl having from 1 to 4 carbon atoms and R is hydrogen or a trifluoroacetyl group are useful in treating certain mammalian tumors.Type: GrantFiled: May 1, 1978Date of Patent: March 4, 1980Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Paolo Masi, Antonino Suarato, Luigi Bernardi, Federico Arcamone
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Patent number: 4191756Abstract: Daunomycin derivatives of the formula: ##STR1## wherein R.sub.1 is a lower alkyl having from 1 to 4 carbon atoms and R is a hydrogen atom or a trifluoroacetyl group are useful in treating certain mammalian tumors.Type: GrantFiled: May 1, 1978Date of Patent: March 4, 1980Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Paolo Masi, Antonino Suarato, Luigi Bernardi, Federico Arcamone
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Patent number: 4188377Abstract: N-acyl derivatives of the known antitumor antibiotic carminomycin, particularly N-trifluoroacetyl carminomycin, have a much lower toxicity than carminomycin.Type: GrantFiled: January 26, 1978Date of Patent: February 12, 1980Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Antonino Suarato, Paolo Masi, Luigi Bernardi, Federico Arcamone
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Patent number: 4166848Abstract: Disclosed are antitumor 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; 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. Compounds I are prepared by condensing the aglycones thereof with 2,3,6-trideoxy-3-trifluoroacetamido-4-O-trifluoro-acetyl-.alpha.-L-lyxopyr anosyl chloride according to a conventional technique.Type: GrantFiled: November 14, 1977Date of Patent: September 4, 1979Assignee: Societa Farmaceutici Italia S.p.A.Inventors: Luigi Bernardi, Paolo Masi, Antonino Suarato, Federico Arcamone
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Patent number: 4155911Abstract: A new process is disclosed for the preparation of compounds of structure: ##STR1## and are as defined herein characterized in that a compound of structure ##STR2## where R and R.sup.1 have the meanings given herein, is reacted in a suitable solvent with a haloamide in the presence of a metal oxide or a haloamide in the presence of a free radical initiator under the influence of light or heat or alternatively with a halogen in the presence of a metal oxide, to give a compound of structure: ##STR3## where R and R.sup.Type: GrantFiled: August 1, 1977Date of Patent: May 22, 1979Assignee: Farmitalia Carlo Erba S.p.A.Inventors: Maurizio Foglio, Antonino Suarato, Paolo Masi, Giovanni Franceschi, Giorgio Palamidessi, Luigi Bernardi
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Patent number: 4143037Abstract: A process is disclosed for preparing compounds of structure: ##STR1## where R.sup.1 is hydroxyl, alkoxy with 1 to 4 carbon atoms, trichloroethoxy, benzyloxy, p-methoxybenzyloxy, p-nitrobenzyloxy, benzhydryloxy, triphenylmethoxy, phenacyloxy, or p-halophenacyloxy;Z is hydrogen, hydroxyl, --O-alkyl, --O--CO-alkyl, --Br, --I, --N.sub.3, --O--CO--CH.sub.3, O--CO--NH.sub.2, or an S-mononuclear heterocyclic ring,Starting from ##STR2## where R is hydrogen, alkyl having from 1 to 4 carbon atoms, cyano-methyl, thienyl-methyl, furyl-methyl, naphthyl-methyl, phenyl-methyl, phenoxy-methyl, phenyl-isopropyl, phenoxy-isopropyl, pyridyl-4-thiomethyl, or tetrazolyl-1-methyl;R.sup.2 and R.sup.3 are lower alkyl, a mononuclear aryl ring, CN, a mononuclear heterocyclic ring or the radicals --COR.sup.4, --COOR.sup.4, ##STR3## --CONHR.sup.4, or R.sub.2 and R.sub.3 together represent ##STR4## where T represents ##STR5## and R.sup.Type: GrantFiled: May 16, 1977Date of Patent: March 6, 1979Assignee: Societa' Farmaceutici Italia S.p.A.Inventors: Maurizio Foglio, Giovanni Franceschi, Paolo Masi, Antonino Suarato
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Patent number: 4134903Abstract: Aglycones of the formula ##STR1## and Toslyhydrazones of the formula ##STR2## wherein R.sub.1, R.sub.2 and Ts have meanings described in the specification, and process for preparing a compound of formula (V).Type: GrantFiled: March 17, 1978Date of Patent: January 16, 1979Assignee: Societa Farmaceutici Italia S.p.A.Inventors: Paolo Masi, Antonino Suarato, Pietro Giardino, Luigi Bernardi, Federico Arcamone
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Patent number: 4133877Abstract: Novel antitumor antibiotics, which are daunomycin analogues of the formula: ##STR1## wherein R.sub.1 is hydrogen or a C.sub.1 -C.sub.4 lower alkyl, R.sub.2 is a C.sub.1 -C.sub.4 lower alkyl, a C.sub.3 -C.sub.6 cycloalkyl, phenyl, lower alkyl phenyl, lower alkoxy phenyl or halophenyl, and R.sub.3 is hydrogen or trifluoroacetyl are prepared by condensing 2,3,6-trideoxy-3-trifluoroacetamido-4-0-trifluoroacetyl-.alpha.-L-lyxopyra nosyl chloride with novel aglycones of the formula: ##STR2## which are in turn prepared by a novel method from 14-bromodaunomycinone through a series of novel intermediates.Type: GrantFiled: July 22, 1977Date of Patent: January 9, 1979Assignee: Societa Farmaceutici Italia S.p.A.Inventors: Paolo Masi, Antonino Suarato, Pietro Giardino, Luigi Bernardi, Federico Arcamone
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Patent number: 4077970Abstract: A process is disclosed for the preparation of a compound of the formula ##STR1## where R and R.sup.1 are defined herein below, wherein a compound of the structure; ##STR2## is reacted in a suitable solvent with a haloamide in the presence of a metal oxide or a haloamide in the presence of a free radical initiator under the influence of light or heat or alternatively with a halogen in the presence of a metal oxide, to give a compound of the structure; ##STR3## which compound, in a suitable solvent is reacted with a suitable nucleophilic reagent to obtain the compound; ##STR4## which compound is then subjected to allylic halogenation to give a compound of the structure; ##STR5## which is then reacted with a reducing agent to yield I.Type: GrantFiled: August 11, 1975Date of Patent: March 7, 1978Assignee: Societa' Farmaceutici Italia S.p.A.Inventors: Maurizio Foglio, Antonino Suarato, Paolo Masi, Giovanni Franceschi, Giorgio Palamidessi, Luigi Bernardi
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Patent number: 4067866Abstract: A process is disclosed for preparing cephalosporins of structure: ##STR1## where R is selected from the class consisting of hydrogen, alkyl having from 1 to 4 carbon atoms, cyano-methyl-, thienyl-methyl, furyl-methyl-, naphthyl-methyl-, phenyl-methyl-, phenoxy-methyl-, phenyl-isopropyl-, phenoxy-isopropyl-, pyridyl-4-thiomethyl-, and tetrazolyl-1-methyl;R.sup.1 is selected from the class consisting of hydroxyl, alkoxy with 1 to 4 carbon atoms, trichloroethoxy-, benzyloxy-, p-methoxy-benzyloxy-, p-nitrobenzyloxy-, benzhydryloxy-, triphenylmethoxy-, phenacyloxy-, and p-halophenacyloxy;Z is selected from the class consisting of hydrogen, hydroxyl, --O--alkyl, --O--CO--alkyl, --Br, --I, --N.sub.3, --NH.sub.2, --O--CO--CH.sub.3, --O--CO--NH.sub.2 and an --S--mononuclear nitrogen heterocyclic ring;Wherein a compound of structure: ##STR2## is reacted in a suitable solvent at a temperature between -20.degree. C and +80.degree.Type: GrantFiled: June 29, 1976Date of Patent: January 10, 1978Assignee: Societa' Farmaceutici ItaliaInventors: Maurizio Foglio, Giovanni Franceschi, Paolo Masi, Antonino Suarato
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Patent number: 4036835Abstract: A process for preparing cephalosporins of structure: ##STR1## where R is hydrogen, C.sub.1 to C.sub.4 alkyl, cyano-methyl-, thienyl-methyl, furyl-methyl-, naphthyl-methyl-, phenyl-methyl-, phenoxy-methyl-, phenyl-isopropyl-, phenoxy-isopropyl-, pyridyl-4-thiomethyl-, and tetrazolyl-1-methyl;R.sup.1 is hydroxyl, C.sub.2 to C.sub.4 alkoxy, trichloroethoxy-, benzyloxy-, p-methoxy-benzyloxy-, p-nitrobenzyloxy-, benzhydryloxy-triphenylmethoxy-, phenacyloxy-, and p-halophenacyloxy;Z is hydrogen, hydroxyl, --O--alkyl, --O--CO--alkyl, --Br, --I, --N.sub.3, --NH.sub.2, --O--CO--CH.sub.3, --O--CO--NH.sub.2 and an --S--mononuclear nitrogen heterocyclic ring;Wherein a compound of structure ##STR2## is reacted in a suitable solvent at a temperature between -20.degree. C and +80.degree. C, in the presence of an aqueous organic or inorganic acid with an azoderivative of the formula: ##STR3## where R.sup.2 and R.sup.Type: GrantFiled: March 1, 1976Date of Patent: July 19, 1977Assignee: Societa' Farmaceutici ItaliaInventors: Maurizio Foglio, Giovanni Franceschi, Antonino Suarato
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Patent number: 4035362Abstract: A process for preparing cephalosporins of the structure: ##STR1## where R is any of hydrogen, C.sub.1 to C.sub.4 alkyl, t-butoxy, benzyloxy, cyano-methyl, thienyl-methyl, furyl-methyl, naphthyl-methyl, phenyl-methyl, phenoxy-methyl, phenoxy-isopropyl, pyridyl-4-thiomethyl and tetrazolyl-1-methyl;R.sub.1 is any of hydroxyl, C.sub.1 to C.sub.4 alkoxy, benzyloxy, p-methoxy- (or nitro-) benzyloxy, benzhydryloxy, triphenylmethoxy, phenacyloxy, p-halophenacyloxy and trichloroethoxy;Z is any of hydrogen, hydroxyl, --O--CO--C.sub.1 -C.sub.4 alkyl, --O--C.sub.1 -C.sub.4 alkyl, --Br, --I, --Cl, --N.sub.3, --NH.sub.2, --O--CO--CH.sub.3, --O--CO--NH.sub.2 and an -S-mononuclear nitrogen heterocyclic ring,By reacting compounds of the structure: ##STR2## IN WHICH R, R.sub.1, and Z are as above defined; R.sub.2 and R.sub.3 are the same or different and represent a C.sub.1 to C.sub.4 alkyl, a mononuclear aryl ring, --CN, a mononuclear heterocyclic ring or the radicals --COR.sub.4, COOR.sub.4, --PO(OR.sub.4).sub.2, --CO--NHR.Type: GrantFiled: March 31, 1976Date of Patent: July 12, 1977Assignee: Societa' Farmaceutici Italia S.p.A.Inventors: Paolo Masi, Maurizio Foglio, Giovanni Franceschi, Antonino Suarato, Gianfranco Cainelli, Federico Arcamone
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Patent number: 4018776Abstract: A process is disclosed for preparing a cephalosporin of structure: ##STR1## where R is selected from the class consisting of hydrogen, alkyl having from 1 to 4 carbon atoms, cyano-methyl, thienyl-methyl, furyl-methyl, naphthyl-methyl, phenyl-methyl, phenoxy-methyl, phenyl-isopropyl, phenoxy-isopropyl, pyridyl-4-thiomethyl, tetrazolyl-1-methyl;R.sup.1 is selected from the class consisting of hydroxy, alkoxy having from 1 to 4 carbon atoms, trichloroethoxy, benzyloxy, p-methoxy-benzyloxy, p-nitrobenzyloxy, benzhydryloxy, triphenylmethoxy, phenacyloxy, p-halophenacyloxy; andZ is selected from the class consisting of hydrogen, hydroxy, --O--Alkyl, --O--CO--Alkyl, --Br, --I, --NH.sub.2, --O--COCH.sub.3, --O--CO--NH.sub.2, and an --S-mononuclear nitrogen heterocyclic ring,Wherein a compound of structure: ##STR2## where R, R.sup.1 and Z have the above meanings, is reacted with iodine in a suitable aqueous solvent at a temperature between 5.degree. and 80.degree.Type: GrantFiled: August 4, 1975Date of Patent: April 19, 1977Assignee: Societa' Farmaceutici Italia S.p.A.Inventors: Maurizio Foglio, Paolo Masi, Antonino Suarato, Giovanni Franceschi
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Patent number: 4012381Abstract: A process is disclosed for preparing derivatives of 7-amino-cephalosporanic acid and 7-amino-desacetoxycephalosporanic acid of structure: starting from a 3-acylamino-2.beta.-thiohydrazoazetidinone of structure: ##STR1## wherein the compound (II') is reacted with a phosphorous halide in the presence of a tertiary amine, the corresponding imino chloride is reacted with a lower aliphatic alcohol, the iminoether so formed is hydrolyzed with water in an acid medium, and the resultant 3-amino-2.beta.-thiohydrazoazetidinone of structure: ##STR2## is reacted in a suitable solvent and at a temperature between -100.degree. and +120.degree. C with a compound selected from the class consisting of inorganic basic or weakly acid oxides and inorganic and organic bases, to finally give the desired compound (V) which is isolated and purified in known manner.2.beta.-thiohydrazoazetidinones are also disclosed as intermediates.Type: GrantFiled: June 12, 1975Date of Patent: March 15, 1977Assignee: Societa' Farmaceutici Italia S.p.A.Inventors: Maurizio Foglio, Giovanni Franceschi, Paolo Masi, Antonino Suarato