Abstract:
The blood sugar level of hyperglycemic animals can be reduced through administration of an N1-phenylbiguanide which is substituted in the N5-position by the group CH2R2 in which R2 is hydrogen, alkyl of 1 to 7 carbon atoms, alkoxyalkyl of 2 to 5 carbon atoms, cyclohexyl or vinyl, and optionally substituted by one or two groups in the phenyl ring. Solid, orally administered pharmaceutical compositions are also described. A typical embodiment is the use of N1-(4-chlorophenyl)-N5-(npropyl)biguanide hydrochloride which can be administered in a tablet, capsule or dragee.
Abstract:
REACTING A DERIVATIVE OF A B-KETO-NITRILE WITH A SUBSTITUTED HYDRAZINE OR THE CORRESPONDING ACID SALT THEREOF; I.E. AN ENOL ETHER OR ENAMINE OF B-KETONITRILE SUCH AS (ALKOXY-, ALKYLAMINO- AND PHENYLAMINO-METHYLENE)-(OPTIONALLY HALO, TRIFLUOROMETHYL, ALKYL AND/OR ALKOXY SUBSTITUTED-BENZOYL, AND FUROYL)-ACETONITRILE; WITH (OPTIONALLY HYDROXY AND CYANO SUBSTITUTED-ALKYL; CYCLOALKYL; OPTIONALLY CHLORO, NITRO, ALKYL AND/OR DIALKYLSULFONAMIDO SUBSTITUTED-PHENYL; AND PHENYL-ALKYL)-SUBSTITUTED HYDRAZINE, OR THE CORRESPONDING SALT THEREOF; IN THE PRECENCE OF A CARBONXYLIC ACID AT AN ELEVATED TEMPERATURE, E.G. 40-150*C., OPTIONALLY IN THE PRESENCE OF AN INERT SOLVENT; TO FORM THE CORRESPONDING 1,5-DISUBSTITUTED-4-CYANOPYRAZOLE; I.E. 1-(OPTIONALLY HYDROXY AND CYANO SUBSTITUTED-ALKYL; CYCLOALKYL; OPTIONALLY CHLORO, NITRO, ALKYL AND/OR DIALKYLSULFONAMIDO SUBSTITUTED-PHNEYL; AND PHENYL-ALKYL)-4-CYANO - 5 - (OPTIONALLY HALO, TRIFLUOROMETHYL, ALKYL AND/OR ALKOXY SUBSTITUTED-PHENYL, AND FURYL)PYRAZOLES; SOME OF WHICH ARE KNOWN AND ALL OF WHICH ARE FUNGICIDES AND INTERMEDIATES FOR THE PREPARATION OF CROP PROTECTION AGENTS AND PESTICIDES.
WHEREIN FUR IS A FURAN OR TETRAHYDROFURAN RADICAL LOWER ALKYL SUBSTITUTED OR NOT, R IS HYDROGEN OR LOWER ALKYL R1 IS ALKYLENE OF 1-4 CARBON ATOMS AND Y IS HYDROGEN HALOGEN OR LOWER ALKOXY, PRODUCED BY REACTING A 1,4NAPHTHOQUINONE OF THE FORMULA:
2-(FUR-R1-N(-R)-),3-Y-1,4-NAPHTHOQUINONE WHEREIN FUR, R, R1 AND Y HAVE THE ABOVE MEANING AND X IS HYDROGEN, HALOGEN OR LOWER ALKOXY. THE COMPOUNDS ARE USEFUL AS BACTERICIDES, FUNGICIDES AND ANTI-TUMOUR AGENTS FOR ANIMALS EXCLUDING HUMANS. REPRESENTATVE COMPOUNDS ARE 2-FURFURYL-AMINO-1,4-NAPHTHOQUINONE AND THE 3-CHLORO- AND 3-METHOXY-ANALOGS.
R-HN-R''-FUR
NEW AND CHEMOTHERAPEUTICALLY ACTIVE NAPHTHOQUINONE DERIVATIVES ARE PROVIDED OF THE FORMULA:
Abstract:
COMPOSITIONS AND METHODS OF USING CERTAIN 1,5-DISUBSTITUTED-4-CYANO-PYRAZOLES, I.E. - 1-(ALKYL, HYDROXYALKYL AND CYANOALKYL)-4-CYANO-5-(PHENYL, CHLORO-SUBSTITUTED PHENYL, FLUOROPHENYL, ALKYLPHENYL, ALKOXPHENYL, TRIFLUOROMETHYLPHENYL AND CYANOPHENYL)-PYRAZOLES, WHICH ARE NEW, WHICH POSSESS STRONG ACARICIDAL AND INSECTICIDAL PROPERTIES, AND WHICH MAY BE PRODUCED BY PARTICULAR METHODS.
Abstract:
N1-phenyl-N5-isopropyl-biguanide of the formula AND ITS NON-TOXIC SALTS HAVE A GOOD ANTIHYPERGLYCAEMIC EFFECT, WHICH EVEN SURPASSES THAT OF SOME COMMERCIAL BIGUANIDES.