PL88471B1 - - Google Patents

Claims (5)

1. Patent claim 2. The process for the preparation of new 3-iso-nItrosomethyl phthalosporin derivatives of the general formula I, in which n is zero or one, R represents a hydrogen atom, an alkanoyl group with 1-8 carbon atoms, a chloro- or bromoalkanoyl group with 2— 8. carbon atoms, azidoacetyl or cyanoaoethyl group, group of general formula II in which Q is a hydrogen atom or a methyl radical, and Ar is a 2-thienyl, 3-thienyl, 2-furyl, 3-furyl, 2-pyrrolyl radical , 3. -pyrrolyl, phenyl or phenylic, containing as substituents chlorine, bromine, iodine or fluorine atoms, trifluoromethyl, hydroxyl, cyano or nitro groups, alkyl or alkoxyl radicals with 1 to 3 carbon atoms, with at least one of these substituents is in the meta or para position 15, a group of the general formula Ar — X — CH2 — C (O) -, where X is oxygen or sulfur and Ar is as defined above, and when X is a sulfur atom, then Ar 'is a radical 4. -pyridyl, or also R is a group of general formula III, in which Ar is as defined above, and B is a -NH2 group, a -NH3 + group, an amine group protected by a benzylixycarbonyl group, an alkoxycarbonyl group of 1-4 atoms carbon, cyclopentyloxycarbonyl, cyclohexylcarbonyl, benzhydryloxycarbonyl, triphenylmethyl, 2,2,2-trichloroethoxycaribonyl, group of formula -G (O) NHC (NH) NH2, group of formula -SO3H, phthalimide group or ene of methyl acetyl or acetyl acetone, or B is a hydroxyl group, optionally protected by ze-, esterified with an alkanol of 1-6 carbon atoms, or B is -N3, -CN or -C (O) NH2, or also R represents a 2-sychirono-3-alkanoyl group with 1-3 carbon atoms or a group of the general formula 4 in which m is the total of 0-2, or R is the group 5. -amino-adipoyl, in which the amino group is optionally protected - by means of an alkainoyl group, or a chloro-alkanoyl group with 1 to 3 carbon atoms, or an amino-adipoyl group, in which the carboxyl groups are protected by a benzhydryl group, group 2 , 2,2-trichlorethyl, nitrobenzyl or 4g alkyl radical with 4-6 carbon atoms, R1 is hydrogen or R together with R1 and the nitrogen atom with which these substituents are linked, represent the NH3 + group, salt group an acid with a pKa of less than 4, or a cyclic dicarboxylic acid imide group with 3— —It2 carbon atoms, allbo R1 is a group of general formula 5, where Z is a group of formula (—CH2—), in which y is a number 1 or 2, or Z is an oxygen atom, or R and R1 together with the nitrogen atom to which they are attached represent a dialkyl —N — CH = N— group in which the alkyl radical contains 1 or 2 carbon atoms, R2 in formula I represents a tertiary alkyl radical of 4-6 carbon atoms, a tertiary 60-tier alkenyl or alkynyl radical with 5 ^ 7 carbon atoms, benzyl, methoxybenzyl, nitrobenzyl, 2,2,2-trichloroethyl, 3,5-two- (tertiary butyl) -4-hydroxy; sibenzyl radical , acetoxymethyl, pivaloyloxymatyl, 2-iodomethyl, benzhydryl, phenacyl, trimethylsilyl, succinimidomethyl, phthalimido-methyl or hydrogen, and Y is hydrogen, an alkyl radical of 1-6 carbon atoms chloro or bromoalkyl radical of 2 to 6 carbon atoms, aryl radical of 6 to 12 carbon atoms, cycloalkyl radical of 4 to 1 carbon atoms, -alkylene-Xal-alkyl radical, in which X is tertiary atom nu or sulfur, and the alkylene radical and the alkyl radical each contain 1-3 carbon atoms, or Y is a group of the formula —CH2COOR3, in which R3 is a hydrogen atom or an alkyl radical of 1-6 carbon atoms, or Y is also a group of - 24 pe of the formula. CH2CH2N (CH3i) 2, as well as the pharmacologically acceptable salts of these compounds, characterized in that the derivative of the 3-form The locofallosporins of the general formula 6, in which R, R 1, R 2 and n are as defined above, are reacted with hydroxylamine or an oxygen-substituted and unsubstituted hydroxylamine derivative of the general formula H 2 N-O —Y, in which Y is as defined above, or with a salt thereof, the optionally obtained sulfoxide ester being converted by reducing the sulfide to the ester. R1 RN-CH-CH CH2 0 = NN xC-CH = N-0-y C00R2 Formula i Ar-CC (o) - I a Formula 2 Ar-CH-C (0 IB Formula 3 N = CH | XN- ( CH2) -c (o) - zVn-CH = N- N = N 'm Formula 4 Formula 588471 R1 I RN- (°) n * CHO COOR' Formula 6 phene) l-CH-C (0 Z Formula 7 p - ^ w- Formula 8 CH2-CH 2CH - CH, • fi N Formula 9 7 ^ 1 CH7-CH6 ZCH, / 8 N5, "3CH, \ 4 / * CH2 Formula (O88471 R1 I H-Si- XI R2 Formula 11 , 10 \ Cl N = C Formula 12 © C10 ^ 0 = C / ^ * PL PL