http://rdf.ncbi.nlm.nih.gov/pubchem/patent/ES-340953-A1
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_5c24684033fba97d1ad845ce453a57e3 |
| classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C2602-50 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C2603-66 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C2601-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C2601-14 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C311-59 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D333-70 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D333-38 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D333-38 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C67-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C301-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C303-38 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C303-36 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-64 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C311-58 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D333-70 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C311-59 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C303-40 |
| filingDate | 1967-05-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1968-10-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | ES-340953-A1 |
| titleOfInvention | PROCEDURE FOR OBTAINING BENZENOSULFONYLUREAS. |
| abstract | Novel benzenesulphonyl-ureas (including salts thereof) of the general formula wherein R is alkyl or phenylalkyl radical or preferably hydrogen, R1 represents (a) a cyclohexyl radical containing a methyl group and an alkoxy group containing 1 or 2 carbons, (b) a chlorocyclohexyl group, (c) a spiro-(5,5)-undecyl-(3) group, (d) an exo-tricyclo-(3,2,1,02,4) octane group, (e) a 4-methylcyclohexenyl group or (f) a dimethyl- or 4,4-diethylcyclohexyl group X represents (a) a phenyl radical carrying in any desired positions the substituents Z and Z1 which may be identical or different in which Z is a hydrogen or halogen atom or an alkyl, alkenyl, alkoxy, alkenoxy, haloalkoxy, alkoxyalkoxy, phenylalkoxy, phenylalkyl, cycloalkoxy, phenyl, phenoxy, acyl, acyloxy, or a benzoyl radical, or a -CF 3 , -OH, -CN or -NO 2 group, Z1 represents a hydrogen or halogen atom or an alkyl, alkoxy, alkoxyalkoxy or acyloxy radical or a hydroxyl group, (b) a naphthyl radical which may be mono- or di-substituted by a halogen atom or an alkyl or alkoxy radical or a hydroxyl group, (c) a tetrahydronaphthyl radical or an indanyl radical, (d) a thienyl radical which may be mono- or di-substituted by alkyl, phenylalkyl, alkoxy, alkoxyalkoxy, alkenoxy, phenylalkoxy and aryl radicals and halogen atoms or (e) a tetramethylene- or trimethylene-thienyl radical and Y represents a hydrocarbon chain of 1-3 carbon atoms and wherein the phenylene group may be substituted by one or more halogen, alkyl or alkoxy, are prepared utilizing standard methods. 1 - [4 - (# - [2 - Methoxy - 5 - chlorobenzamido]- ethyl) - benzenesulphonyl] - 3 - (4 - chlorocyclohexyl)-parabanic acid is prepared by the interaction of 4-chlorocyclohexyl-parabanic acid and the appropriately substituted benzene-sulphochloride. N - [4 - (# - [2 - Methoxy - 5 - chlorobenzamido] - ethyl) - benzenesulphonyl] - N1 - (4, 4-dimethylcyclohexyl)-thiourea is obtained by reacting 4,4-dimethylcyclohexylisocyanate with the appropriately substituted benzenesulphonamide. Treatment of this thiourea with HgO/ MeOH yields the corresponding isourea methyl ether and N - [4 - (# - [2 - methoxy - 5 - chlorobenzamido] - ethyl) - benzenesulphonyl] - N1 - 2- chlorocyclohexyl-isourea methyl ether is similarly prepared from the corresponding thiourea. N,N1 - Bis - 4 - [# - (benzamido - ethyl) - benzenesulphonyl]-urea is obtained by reacting 4-(#- benzamidoethyl ) -benzenesulphonamide sodium with 4 - (# - benzamidoethyl) - benzenesulphonyl-carbamic acid methyl ester. 4,4-Dimethylcyclohexyl parabanic acid is prepared by the interaction of 4,4-dimethylcyclohexyl-urea and oxalyl chloride. Exo - tricyclo - [3,2,1,02,4] - octane - 3 - antiisocyanate and 4 - methyl - #3 - cyclohexenylisocyanate are prepared by heating the corresponding acid azides which are in turn prepared from the corresponding acids. 4,4 - Diethyl - cyclohexyl - isocyanate is obtained by reacting 4,4-diethyl-cyclohexylamine with phosgene. 4 - Methyl - 3 - methoxy - (or 3 - ethoxy)- cyclohexylamine (the 3-methoxy compound being isolated as the acetate) are obtained by hydrogenating the corresponding benzene compounds. 4 - Methyl - #3 - cyclohexenylamine is prepared by treating 4-methyl-#3-cyclohexenyl-isocyanate with acetic acid. 4-Chloro-cyclohexylamine is obtained by the interaction of 4-aminocyclohexanol and PCl 5 . Pharmaceutical preparations having hypoglycaemic activity comprise the above novel compounds in admixture or conjunction with a carrier, preferably in a form adapted to oral administration, e.g. tablets. |
| priorityDate | 1966-05-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 70.