Abstract: Secondary and tertiary 2-phenylbicyclo[2,2,2]oct-3-yl alkyl amines are useful as anti-depressant and anti-Parkinsonism agents. They may be prepared from the corresponding aldehydes, nitriles, amides, isocyanates or esters using known chemical techniques.
Abstract: Novel pentavalent phosphorus amide derivatives of cephalosporin compounds having an amino group substituent (e.g., diethylphosphoramide of cephalosporin C) and a process for recovery of such cephalosporin compounds wherein the pentavalent phosphorus derivatives thereof are extracted with cyclohexanone, and, if desired, precipitated as cyclohexylamine salts.
Abstract: This invention relates to certain 3-amino-5,6-diaryl-1,2,4-triazines useful as anti-inflammatory agents and a method of treating inflammation.
Abstract: Cephalosporin nucleus compounds represented by the formula: ##SPC1##Wherein R is for example, acetoxy or a 1-(lower alkyl)-1H-tetrazole-5-yl, a 5-(lower alkyl)-1,3,4-thiadiazole-2-yl or a 5-(lower alkyl)-1,3,4-oxadiazole-2-yl group are purified via chromatography over the hydrophilic polyacrylic matrixed quaternary ammonium anionic exchange resin, Amberlite IRA-458.
Abstract: 7-Acylamido- and 7-amino-3-halo-3-cephem-4-carboxylic acids, esters and pharmaceutically-acceptable salts and esters thereof are new cephalosporin compounds provided by the reaction of a 7-acylamido-3-hydroxy-3-cephem-4-carboxylic acid ester or a 7-amino-3-hydroxy-3-cephem-4-carboxylic acid ester with an iodinating, fluorinating, chlorinating, or brominating reagent. For example, 7-amino-3-chloro-3-cephem-4-carboxylic acid and 7-phenoxyacetamido-3-chloro-3-cephem-4-carboxylic acid are provided. The 7-acylamido-3-halo cephalosporin acids and pharmaceutically acceptable salts and esters provided are valuable antibiotic compounds having desirable therapeutic properties.
Abstract: Certain m-dioxane-5-methylamines are useful analgesic agents and intermediate 2-substituted-1,3-propanediols are useful in the preparation of such compounds.
Abstract: A process for producing antibiotic nebramycin II, a component antibiotic of the multifactored antibiotic complex nebramycin, and nebramycin VII by culturing Streptomyces tenebrarius NRRL 3816, mutant strain ex Streptomyces tenebrarius ATCC 17920 in an aqueous nutrient culture medium under aerobic fermentation conditions. Nebramycin II is recovered from the filtered fermentation broth by chromatography over a cationic exchange resin and is separated from the newly discovered co-produced minor factor, nebramycin VII, by further chromatography over a cationic exchange resin.
Abstract: Antibiotic A23187 and process for production thereof by submerged aerobic culture of Streptomyces chartreusis NRRL 3882. The antibiotic demonstrates antimicrobial activity and exhibits ionophorous properties, with a specificity for divalent cations.
Type:
Grant
Filed:
July 8, 1975
Date of Patent:
June 1, 1976
Assignee:
Eli Lilly and Company
Inventors:
Richard M. Gale, Calvin E. Higgens, Marvin M. Hoehn
Abstract: New cephalosporin antibiotics of the general formula ##SPC1##Characterized by an 7-.alpha.-furoylureido or .alpha.-thenoylureido substituent and a 3-heterocyclic thiomethyl substitutent are provided. These cephalosporins and the pharmaceutically acceptable salts and certain esters, for example the acetoxymethyl esters thereof, have a broad antibiotic spectrum against both the gram-positive and gram-negative microorganisms.
Abstract: 6-Acylamido-6-lower alkylthio (benzylthio) penicillanic and 7-acylamido-7-lower alkylthio (benzylthio)cephalosporanic and deacetoxycephalosporanic acid esters are reacted at a temperature between -80.degree. and -25.degree.C. with one equivalent of halogen to provide an intermediate halosulfonium halide which is reacted with a C.sub.1 -C.sub.4 lower alcohol, benzyl alcohol, p-nitrobenzyl alcohol or 2,2,2-trichloroethanol in the presence of a hydrogen halide acceptor to provide the corresponding 6- or 7- O-alkyl, benzyl, p-nitrobenzyl or 2,2,2-trichloroethyl penicillanic, cephalosporanic or deacetoxycephalosporanic acid esters. The 6- and 7- (2,2,2-trichloroethoxy) substituted penicillin or cephalosporin is reacted with zinc in formic acid to provide the 6- or 7-hydroxypenicillin or cephalosporin respectively.
Abstract: Penicillin sulfoxides, notably the sulfoxides of penicillin V and penicillin G, are heated with amine salts of dichloromethane phosphonate in 1,1,2-trichloroethane to provide superior yields of deacetoxycephalosporins. The process is especially valuable in providing greater yields of the intermediate in the synthesis of the commercial antibiotic, cephalexin.
Abstract: This invention relates to certain 3-amino-5,6-diaryl-1,2,4-triazines useful as anti-inflammatory agents and a method of treating inflammation.
Abstract: A novel process for the preparation of s-triazolo[3,4-b]benzothiazole compounds comprises reacting a molar equivalent of base in an amide solvent at a temperature from 60.degree.C. to 200.degree.C. with (a) a 1-acyl-4-(o-halophenyl)thiosemicarbazide compound or (b) a 4-(o-halophenyl)-1,2,4-triazole-3-thiol compound and recovering the product. The s-triazolo[3,4-b]benzothiazole compounds are useful for the control of plant pathogens.
Abstract: 3-Methylenecepham-4-carboxylic acids and esters of the Formula I and 3-methyl-.DELTA..sup.3 -cephem-4-carboxylic acids and esters of the Formula II ##SPC1##where R is hydrogen or an organic acyl group and R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl a carboxylic acid protecting group or a pharmaceutically acceptable cation are prepared via the reductive displacement of a 3-substituted methyl cephalosporin of the Formula III ##SPC2##where R.sub.2 is an organic residue such that --SR.sub.2 constitutes a reductively displaceable moiety, and R and R.sub.1 have the same meanings as defined in Formulae I and II, reductive displacement being accomplished by catalytic hydrogenation or chemical reduction. The 3-methylene cepham compounds are isomerized in dimethylacetamide in the presence of a tertiary alkyl amine to provide 3-methyl-7-acylamido-.DELTA..sup.3 -cephem-4-carboxylic acids and esters.