Bristol-myers Company

Bristol-myers Squibb Compnay

Other

Seiji Iimura

Takayuki Naito

Hajime Kamachi

Jun Okumura

Shimpei Aburaki

Toshikazu Oki

Masahisa Oka

Hideaki Hoshi

Yoshio Abe

Tetsuro Yamasaki

Hideo Kamei

Hiroshi Nagasawa

Takashi Miyake

Yasutsugu Ueda

Maki Nishio

Amarendra B Mikkilineni

Satsuki Okuyama

Kiyoto Imae

Shinji Masuyoshi

Yukio Narita

Ryoichi Kimizuka

Yoshitaka Terashima

Hideki Hagiwara

Tsuyoshi Sahoda

Leonard B Crast, Jr

Megumi Maruyama

A copper plating bath comprising a reaction condensate of an amine compound and glycidyl ether and/or a quaternary ammonium derivative of this reaction condensate, and a plating method using this copper plating bath are disclosed. A copper plating bath capable of providing highly reliable copper plating on a substrate such as a silicone wafer semiconductor substrate or printed board having minute circuit patterns and small holes such as blind via-holes, through-holes, and the like, and a method of copper plating using the copper plating bath can be provided.

Copper plating bath and plating method for substrate using the copper plating bath

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 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,

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;

Disclosed herein are pradimicin amides which are active as antifungel agents.

Pradimicin amide derivatives

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

3-(substituted)propenyl-7-(aminothiazolylacetamido)

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

3-(substituted)propenyl-7-aminothiazol-ylcephalosporanic acids and

7-{(Z)-2-(2-Aminothiazol-4-yl)-2-[(substituted)oxyimino]acetamido}-3-[3-(qu aternary ammonio)-1-propen-1-yl]-3-cephem-4-carboxylates and salts, esters and solvates thereof, having potent antibacterial activity, are provided. Processes for their preparation and intermediates in their preparation also are disclosed.

Cephalosporin derivatives

Certain cephalosporins having a heterocyclicthiomethyl group at the 3-position such as cefoperazone are prepared by reacting a solution of a 7-acylamidocephalosporanic acid having a free amino group as part of said acyl substituent with about an equi-molar amount of the thiolester ##STR1## wherein --S-Het is the desired conventional heterocyclicthio group which displaces the 3-acetoxy group of the starting acid and ##STR2## is the conventional acyl group which displaces a hydrogen on the free amino group which is part of the acyl substituent of the starting 7-acylamidocephalosporanic acid.

Dioxo piperazine compounds

Certain 7-acylamido-3-(2-carboxyalkyl-2,3-dihydro-s-triazolo[4,3-b]pyridazin-3-on- 6-ylthiomethyl)-3-cephem-4-carboxylic acids and their salts and easily hydrolyzed esters of the 4-carboxyl group were synthesized and found to be potent antibacterial agents which exhibited good aqueous solubility. A preferred embodiment was 7-[o-(methylaminomethyl)phenylacetamido]-3-(2-carboxyalkyl-2,3-dihydro-s-t riazolo[4,3-b]pyridazin-3-on-6-ylthiomethyl)-3-cephem-4-carboxylic acid.

2-Carboxyalkyl-2,3-dihydro-6-mercapto-s-triazolo[4,3-b]-pyridazin-3-ones

7-Amino-3-

Cephalosporins in a series having the formula ##STR1## wherein R.sup.1 is alkyl containing 1-4 carbon atoms or a nontoxic pharmaceutically acceptable salt thereof, were synthesized and found to be potent antibacterial agents especially when in the form of the syn isomers essentially free of the corresonding anti isomer.

7-(Syn-.alpha.-alkoxy-iminofuryl)acetamido-3-(2-methyl-2,3-dihydro-s-t

Cephalosporins in a series having the formula ##STR1## wherein R.sup.1 is alkyl containing 1-4 carbon atoms and n is 1 or 2 or a nontoxic pharmaceutically acceptable salt thereof, were synthesized and found to be potent antibacterial agents especially when in the form of the syn isomers essentially free of the corresponding anti isomer.

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Tokyo, Japan

Seiji Iimura