http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1207404-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_d202e9e866984fe229f6facc38f1d740 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C65-24 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C65-24 |
| filingDate | 1968-06-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_0cbf706e512baf12b8ef7017cfc3e81f http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_e8ea33a83b63e689c5b554d1bb6b49d2 |
| publicationDate | 1970-09-30-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1207404-A |
| titleOfInvention | N-alkylcarbamoyloxy-dibenzocycloheptene compounds |
| abstract | 1,207,404. N-Alkylcarbamoyloxy - 5H - dibenzo [a,d] cycloheptene derivatives. MERCK & CO. Inc. 19 June, 1968 [23 June, 1967], No. 29264/68. Heading C2C. The novel title compounds of the formula wherein R<SP>1</SP> is C 1-6 alkyl, R<SP>11</SP> and R<SP>111</SP>, which can be similar or different, are each C 1-6 alkyl, or alkylene radicals linked together directly or through a nitrogen or oxygen atom to form a 5-6 membered heterocyclic ring, and X is C 1-6 alkyl, C 1-4 perfluoroalkyl, phenyl or substituted phenyl, di-(C 1-4 )alkylamine, C 1-4 acylamino, C 1-4 perfluoroacylamino, C 1-4 alkylsulphonylamino, halogen, C 1-4 alkoxy, C 1-4 perfluoroalkoxy, -CN, -CONH 2 , C 1-4 alkylcarbamoyl, C 2-8 dialkylcarbamoyl, C 2-6 carbalkoxy, C 1-4 alkylmercapto, C 1-4 perfluoroalkylmercapto, C 1-4 alkylsulphonyl, C 1-4 perfluoroalkylsulphonyl, sulphamoyl, C 1-4 alkylsulphamoyl or C 2-8 dialkylsulphamoyl and nontoxic acid addition and quaternary ammonium salts and N-oxides thereof are prepared by reacting the corresponding hydroxy-5H- dibenzo [a,d]cycloheptene derivative with the appropriate alkyl isocyanate of the formula R<SP>1</SP>NCO. 3 - Hydroxy - 5 - (3 - dimethylaminopropylidene) - 10,11 - dihydro - 5H - dibenzo[a,d]- cycloheptene is made by dehydrating the corresponding 10,11 - dihydro - 5H - dibenzo - [a,d]cyclohepten-5-ol, obtained by treating, with the Grignard reagent prepared from 3-dimethylaminopropyl chloride and magnesium, 3-hydroxy- 10,11 - dihydro - 5H - dibenzo - [a,d] - cyclohepten -5-one resulting from the de-etherification of the corresponding 3 - methoxy compound which is in turn made by cyclizing 2 - (p - methoxyphenethyl) benzoyl chloride, obtained by reacting thionyl chloride with the corresponding acid resulting from the hydrogenation of 2-(pmethoxylbenzylidene) phthalide made by fusing a mixture of phthalic anhydride, p-methoxyphenylacetic acid and sodium acetate. 3 - Hydroxy - 5 - (3 - dimethylaminopropylidene) - 5H - dibenzo[a,d] cycloheptene, 3 - hydroxy- 5 - (3 - dimethylaminopropyl)- 5H - dibenzo[a,d]- cyclohepten-5-ol, and 3-hydroxy-5H-dibenzo- [a,d[cyclohepten-5-one are obtained using similar processes to the above, except that the last named compound is obtained by de-etherification using pyridine hydrochloride of the corresponding 3-methoxy compound obtained by treating 3-methoxy-10,11-dihydro-5H-dibenzo- [a,d] cyclohepten-5-one with a solution of N- bromo succinimide in the presence of benzoyl peroxide, and heating the resulting 10- or 11- bromo compound with a tertiary amine. Pharmaceutical compositions having tranquillizing, antidepressant and antihistaminic activities and suitable for oral or parental administration, contain the above novel dibenzo[a,d] cycloheptene derivatives or acid addition salts as the active ingredient. |
| priorityDate | 1967-06-23-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 53.