http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1136764-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_d7f1a4cbdd4777314999fe906c1ca45d |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D489-12 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D489-12 |
| filingDate | 1965-08-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_79b8088a89f5ef3cc7db35ef684a047b http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_304d424d308da5746aec691459c2e423 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_01dbdd8f267fb19002044ccb68054b92 |
| publicationDate | 1968-12-18-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1136764-A |
| titleOfInvention | Derivatives of thebaine and oripavine |
| abstract | 1,136,764. Thebaine and oripavine derivatives. RECKITT & SONS Ltd. 9 Aug., 1966 [13 Aug., 1965], No. 34840/65. Heading C2C. Novel compounds of Formula I, in which n is 1 or 2, Y is etheno or ethano, Z is carbonyl or methylene, R 1 is hydrogen, acetonyl, phenacyl, or alkyl, alkenyl or alkynyl, each of which contains up to 8 carbon atoms and which may be substituted on carbon atoms numbered 1 to 5 (the carbon atom numbered 1 being adjacent to the nitrogen atom) by an alicyclic aryl, substituted aryl, hydroxy, alkoxy, aryloxy, substituted aryloxy, heterocyclic, amino or substituted amino; R 2 is hydrogen, a C 3-8 alicyclic group, aryl, substituted aryl, C 1-12 alkyl, C 3-8 alkenyl or C 3-8 alkynyl, the alkyl, alkenyl and alkynyl groups possibly being substituted on carbon atoms numbered 1 to 4 (the carbon atom numbered 1 being adjacent to the nitrogen atom) by an alicyclic, aryl, substituted aryl, hydroxy, alkoxy, aryloxy, substituted aryloxy, nitrogen- or oxygen-containing heterocyclic, amino or substituted amino group, provided that carbon atom numbered 1 does not bear a double or triple bond; R 3 represents, when n=1, any of the atoms or group set out for R 2 , and R 2 and R 3 , when taken together with the nitrogen atom to which they are attached, may form a heterocyclic ring, and when Z is carbonyl, either of R 2 and R 3 may represent an amino or substituted amino group, when the other symbol R 2 or R 3 is hydrogen, R 3 represents, when n=2, the divalent group -(CH 2 ) 2 - or a divalent aryl group; and R is methyl when Z is carbonyl and hydrogen or methyl when Z is methylene; and when n = 2 and R 3 represents the divalent group -(CH 2 ) 2 -, R 2 may also represent the said group; and their pharmaceutically acceptable salts; are prepared by reacting a compound of Formula II, in which X is chlorine when Z is carbonyl or X is a p-toluenesulphonate group when Z is methylene, with an amino compound of formula NHR 2 R 3 or NHR 2 .R 3 .NHR 2 or with piperazine, optionally reducing a compound in which Z is carbonyl to a corresponding compound in which Z is methylene and, if necessary converting a resulting compound to a pharmaceutically acceptable salt. The compounds in which Y is an endo-etheno group may be hydrogenated to the corresponding compounds in which Y is endo-ethano, and the compounds in which R is methyl may be demethylated using an alkali metal hydroxide to produce the corresponding compounds in which R is hydrogen. Starting materials of Formula II are prepared from esters of Formula III by (a) hydrolysing the ester to the free acid and reacting the acid thus formed with a suitable chlorinating agent to form the acyl chloride, or (b) reducing the ester to the hydroxymethyl compound and reacting this with p-toluene sulphonyl chloride to form the p-toluene sulphonate. Pharmaceutical compositions having analgesic, sedative, antitussive, narcotic-antagonistic and depressant actions, comprise the novel compounds or salts, and carriers. |
| priorityDate | 1965-08-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 40.