http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-864356-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_c902faf6ae746c51fc8010672fc22894 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D211-62 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D211-60 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D211-62 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D211-60 |
| filingDate | 1957-09-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1961-04-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-864356-A |
| titleOfInvention | Improvements in or relating to heterocyclic compounds and the manufacture thereof |
| abstract | The invention comprises phenthiazine derivatives of the general formula: <FORM:0864356/IV (b)/1> and their acid addition and quaternary ammonium salts (wherein X is a halogen atom or a C1-8 alkoxy radical or trihalomethyl radical, R1 and R2 when taken singly each represent a C1-8 alkyl radical and when taken collectively represent an alkylene or oxaalkylene radical connected to the amino nitrogen to form a heterocyclic ring), also sulphoxides thereof and their acid addition and quaternary ammonium salts, and N,5-dioxides thereof and their acid addition salts; and the preparation thereof by reacting a condensation product of a phenthiazine of the general formula: <FORM:0864356/IV (b)/2> and an epihalohydrin with a secondary amine of the general formula: <FORM:0864356/IV (b)/3> followed, if desired, by the conversions illustrated in the examples below. Acid addition salts which may be prepared are the hydrobromide, hydrochloride, hydroiodide, nitrate, phosphate, sulphate, acetate ascorbate, benzoate, citrate, glycolate, lactate, salicylate, succinate and tartrate salts. Quaternary ammonium salts which may be prepared are the metho-bromide andiodide, etho-bromide and - chloride, benzyl-chloride and ethyl-p-toluenesulphonate. The compounds of the invention have therapeutic properties. In examples: (1) the condensation product of 2-chlorophenthiazine and epichlorohydrin is heated with dimethylamine to give 10-(3-dimethylamino-2- hydroxypropyl)- 2- chlorophenthiazine, which may be oxidised by hydrogen peroxide to the corresponding N,5-dioxide; (2) the product of (1) is treated in ether with ethereal hydrogen chloride to give the corresponding hydrochloride, which may be oxidised by hydrogen peroxide to the sulphoxide hydrochloride; (3) the initial condensation product of (1) is heated with 2, 2-dimethylpyrrolidine to give 10-[3-(2, 2-dimethyl-1-pyrrolidyl)-2-hydroxypropyl]-2-chlorophentiazine; (4) the product of (3) is converted into the hydrochloride by the method of (2). Alternative substituents specified, some of which are illustrated in a list of further products, are: X = Br,F,I,OCH3,-OC2H5-, OC4H9-, CF3 and CCl3, <FORM:0864356/IV (b)/4> = diethylamino, n-methylisopropylamino, 1-pyrrolidyl, piperidyl or morpholinyl. Specifications 686,069 and 716,205 are referred to. |
| priorityDate | 1956-10-09-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 56.