http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1120412-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_f0206961f36808cf46dba23d76240998 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D209-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D207-333 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D207-337 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D207-335 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D207-323 |
| classificationIPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-32 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D209-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-337 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-335 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-333 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D207-323 |
| filingDate | 1965-10-07-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1968-07-17-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1120412-A |
| titleOfInvention | Novel 2-aminoethylpyrrol-3-yl ketones |
| abstract | Novel 2-aminoethylpyrrol - 3 - yl ketones of general formula <FORM:1120412/C2/1> wherein R1 is H or alkyl of 1-4 carbon atoms, phenyl, benzyl, or 2-, 3- or 4-pyridyl group, R2, R3 and R4 are alkyl, alkenyl or cycloalkyl groups of up to 8 carbon atoms, or phenyl, halophenyl, lower alkoxyphenyl, benzyl, or R3 and R4 together are an alicyclic ring of up to 8 carbon atoms, R5 is H or alkyl, alkenyl, or cycloalkyl of up to 8 carbon atoms, or phenyl, or benzyl, R6 is H or methyl, or together with R5 forms a ring containing up to 6 carbon atoms, and X and Y are H, lower alkyl, hydroxy lower alkyl, lower-acyloxyalkyl, carbamyloxy-lower alkyl or phenyl-lower alkylcycloalkyl groups, or which together form a heterocyclic ring having a maximum of 8 members, and the non-toxic acid addition salts thereof, are prepared by Mannich reaction using as starting materials pyrrol-3-yl ketones of formula <FORM:1120412/C2/2> and ammonia, or primary and secondary amines, or the compounds of the invention may be prepared in two steps by reacting pyrroles, suitably substituted, with b -halo propionyl halides, and reacting the product with ammonia, or a primary or secondary amine. Lower alkyl, acyl and alkoxy groups contain up to 5 carbon atoms. Pyrrol-3-yl ketones of the second formula above are prepared by reduction of an a -oximino ketone in the presence of a 1,3-diketone, condensation occurring during the reduction process, or by a Friedel-Craft reaction between suitably substituted pyrroles and an acyl halide. 4,5-Dimethyl-2-propyl-pyrrole is prepared by reacting ethyl butyrylacetate and 2-oximino-3butanone, reducing the resulting product with zinc dust and acetic acid to form ethyl-4,5dimethyl - 2 - propyl - pyrrole - 3 carboxylate and hydrolysing and decarboxylating this compound. Ethyl - 5 - butyl - 2,4 - dimethylpyrrole3 carboxylate is prepared by a similar method and then converted to 5-butyl-2,4-dimethyl pyrrole by hydrolysis and decarboxylation. Pharmaceutical compositions useful as tranquillizers and antidepressants, and which may be administered orally, parenterally, or rectally in the form of tablets, capsules, syrups, injectable solutions or suppositories, contain a compound of the first general formula above as the active ingredient. |
| priorityDate | 1964-10-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 51.