http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1350582-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_3c82fea9cd3dc48540ebd26d3b952479 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D207-26 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D207-267 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D207-277 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C205-56 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C255-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D207-22 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-40 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-267 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-26 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-22 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-277 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C205-56 |
| filingDate | 1970-07-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1974-04-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1350582-A |
| titleOfInvention | Cerivatives of 2-pyrrolidinone |
| abstract | 1350582 Substituted phenyl-2-pyrrolidinones UCB SA 21 July 1971 [24 July 1970] 35948/70 Heading C2C Novel substituted phenyl-2-pyrrolidinones of the general formula wherein R is a halogen atom, an alkyl, haloalkyl, alkenyl, alkynyl or alkoxy radical having up to 5 carbon atoms, or a nitro, amino or hydroxyl group; R 1 is an alkyl, alkenyl or alkynyl radical having up to 5 carbon atoms or an optionally ring-substituted aryl or aralkyl radical, R 2 is a hydrogen atom or a C 1-5 alkyl or aryl radical, R 3 is a hydrogen atom, an alkyl, alkenyl or alkynyl radical having up to 7 carbon atoms, or a cycloalkyl or aralkyl radical and n is 1, 2 or 3, and the cis- and trans-stereoisomers, racemates and optically-active isomers thereof are prepared (a) by cyclizing a 4-aminobutyric acid or an alkyl ester thereof of the general formula H(R 3 )N-A-COOX, wherein X is a hydrogen atom or a C 1-4 alkyl group and A is a trimethylene chain substituted by (R) n -phenyl, R 1 and R 2 radicals; (b) by hydrolysing a 2- iminopyrrolidine of the general formula (c) by reacting, at elevated temperature, a lactone of the general formula with a compound of the general formula R 3 NH 2 ; (d) by cyclizing, in the presence of an alkaline condensation agent, a halobutyramide of the general formula Hal-S-CONH(R 3 ), wherein Hal is a halogen atom; (e) by thermally decarboxylating a 2-pyrrolidinone-3-carboxylic acid of the general formula (f) when R 3 is other than a hydrogen atom, by reacting the corresponding compound in which R 3 is a hydrogen atom with a compound of the general formula R 3 -Hal in the presence of an alkaline condensation agent; (g) when R is a nitro group in the para-position, by nitrating the corresponding compound in which R is a hydrogen atom; (h) when R is an amino group in the para-position, by reducing the corresponding compound in which R is a nitrogroup in the para-position; (i) when R is a halogen atom in the para-position, by diazotizing the corresponding compound in which R is an amino group in the para-position in an aqueous medium with an alkali metal nitrite in the presence of a hydrohalic acid at 0-5 C. and subjecting the resulting diazonium salt to a Sandmeyer reaction in the presence of Cu powder or a cuprous halide; and (j) when R is a hydroxyl group in the paraposition, by diazotizing the corresponding compound in which R is an amino group in the paraposition in an aqueous medium with an alkali metal nitrite in the presence of a hydrohalic acid at 0-5 C. and heating the aqueous solution of the resulting diazonium salt; followed optionally by separating resulting diastereo isomer mixtures into the cis- and trans-components thereof or separating resulting racemates into the optically-active isomers thereof. 4-Aminobutyric acids and alkyl esters thereof of the second general formula above are prepared by catalytically hydrogenating the corresponding 3-cyanopropionic acid or alkyl ester thereof (prepared by reaction of the corresponding acetonitrile and bromoacetic acid or alkyl ester thereof in the presence of sodium hydride). Ethyl 3 - p - chlorophenyl - 4 - nitropentanoate is prepared by reaction of nitroethane, ethyl pchloro-cinnamate and a 35% solution of trimethylbenzyl - ammonium hydroxide in methanol. Pharmaceutical compositions having effects on the central nervous system comprise, as active ingredient, a substituted phenyl-2-pyrrolidinone of the first general formula above, in admixture with a solid or liquid pharmaceutical diluent or carrier. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4956473-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-03067986-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-9219594-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-6022870-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4958044-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5977149-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5131947-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/DE-2954236-C2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5747516-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/DE-2923553-A1 |
| priorityDate | 1970-07-24-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 60.