Bristol-myers Company

Bristol-myers Squibb Compnay

Bristol-myers Squibb

Hajime Kamachi

Takayuki Naito

Jun Okumura

Seiji Iimura

Takaaki Okita

Masahisa Oka

Shimpei Aburaki

Shinji Masuyoshi

Satsuki Okuyama

Kiyoto Imae

Hideaki Hoshi

Toshikazu Oki

Yoshio Abe

Tetsuro Yamasaki

Hideo Kamei

Yukio Narita

Minoru Hirano

Yasutsugu Ueda

Haruhiro Yamashita

Amarendra B Mikkilineni

Leonard B Crast, Jr

Disclosed are novel pradimicin compounds which possess antifungal activity and, preferably, improved water solubility. The compounds of the invention are prepared by modifying the 4&prime;-amino or 4&prime;-alkylamino moieties of known pradimicin compounds.

Pradimicin compounds

The present invention concerns neutral sugar derivatives of pradimicins, their use as antifungal agents, methods for their preparation, and intermediates for their synthesis.

Pradimicin derivatives

The present invention relates to intermediates, pradimic acids and pradimic acid amides of the formula (II) ##STR1## wherein R is OH or NH.sub.2 ; R.sup.1 is hydrogen or a group of the formula ##STR2## with the proviso that when R is OH, R.sup.1 is not hydrogen; Y is OH or NR.sup.2 R.sup.3 ; R.sup.2 is hydrogen or methyl; R.sup.3 is hydrogen, C.sub.1-5 alkyl, or an amino protecting group; R.sup.4 is hydrogen, hydroxy protecting group, or .beta.-D-xylosyl. The invention relates also to novel processes for the preparation of pradimic acids and pradimic acid amides, as well as novel pradimicin derivatives prepared therefrom.

Pradimic acids, amides, and pradimicin derivatives

Pradimic acids, amides, and novel pradimicin derivatives

Disclosed are novel pradimicin compounds which possess antifungal activity and, preferably, improved water solubility. The compounds of the invention are prepared by modifying the 4'-amino or 4'-alkylamino moieties of known pradimicin compounds.

The present invention relates to new cephalosporins of the formula ##STR1## wherein R.sup.1 and R.sup.2 are hydrogen or carboxy, with the proviso that both cannot be the same;

Antibiotic C-7 catechol-substituted cephalosporin compounds,

The present invention provides pradimicin analogs which exhibit improved water solubility relative to parent compounds. These novel agents are useful in treatment of fungal infections.

This invention relates to novel antibiotic cephalosporin derivatives of the formula ##STR1## wherein R.sup.1 is hydrogen, C.sub.1-6 alkyl, C.sub.3-6 cycloalkyl, or a radical of the formula ##STR2## in which R.sup.3 and R.sup.4 are independently hydrogen, methyl or ethyl, or R.sup.3 and R.sup.4, taken together with the carbon atom to which they are attached, may be a cycloalkylidene ring containing from 3 to 6 carbon atoms;

Antibiotic C-3 catechol-substituted cephalosporin compounds,

The present invention relates to new cephalosporins of the Formula ##STR1## wherein Y is N or CH;

Antibiotic C-3 di-hydroxyphenyl substituted cephalosporin compounds,

This invention relates to novel cephalosporin derivatives of the formula ##STR1## wherein R.sup.1 is hydrogen, a straight, branched, or cyclic lower alkyl group having up to six carbon atoms or a radical of the formula ##STR2## in which R.sup.3 and R.sup.4 are each independently hydrogen, methyl or ethyl, or R.sup.3 and R.sup.4, taken together with the carbon atom to which they are attached, may be a cycloalkylidene ring containing from 3 to 5 carbon atoms;

A process for the selective formation of oximino o-protected derivatives of lower alkyl 2-(2-aminothiazol-4-yl)-2-oximinoacetates, and their use in the acylation of 7-amino-cephalosporin compounds is disclosed.

Process for cephem prodrug esters

This invention provides novel cephalosporanic acids and esters thereof having the general formula ##STR1## wherein R.sup.2 is hydrogen, or lower acyl, R.sup.3 is hydrogen, or lower alkanoyloxy, and

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Urayasu, Japan

Hajime Kamachi