http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-726230-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_fd9f36df06271a59df790e5021907cdc |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-86 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-86 |
| filingDate | 1953-03-06-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1955-03-16-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-726230-A |
| titleOfInvention | Novel heterocyclic compounds and process for the manufacture thereof |
| abstract | The invention comprises chemotherapeutically active compounds of the formula <FORM:0726230/IV (b)/1> wherein R represents a halogen atom or a hydroxy, mercapto or amino group, the hydrogen of any which may be substituted by a lower alkyl radical which may contain a hydroxy, carboxy, amino, alkylamino or dialkylamino substituent, and R1 represents a hydrogen atom or any of the R values. They are prepared by condensing an isonicotinic acid halide with an isonicotinic acid hydrazide, the pyridine nucleus of one of the reactants containing chlorine or one of the above groups in the 2- or 2,6-positions, and, if desired, replacing the chlorine if present in the product by one or two of the above groups; or where two chlorine atoms are present, replacing one by hydrogen and, if desired, the other by one of the above groups. In the examples: (1) 2,6-dimethoxy-isonicotinic acid, obtained by heating sodium methoxide and 2,6-dichloronicotinic acid, is converted to the acid chloride by refluxing with thionyl chloride, and heated in pyridine with isonicotinic acid hydrazide to give 1 - (21,61 - dimethoxy - isonicotinyl) - 2-isonicotinyl-hydrazine. Similarly prepared are (2), (3) and (4), the 21,61-diethoxy, 31,61-diisopropyloxy, and 21,61-di-n-butyloxy derivatives; (5) the 21,61-dichloro-derivative is prepared (a) by reacting 2,6 - dichloro - isonicotinic acid hydrazide and isonicotinyl chloride hydrochloride in pyridine, and (b) by reacting the unsubstituted hydrazide with 2,6-dichloroisonicotinyl chloride. From this, 1-(21-chloro-61 - ethyl - mercapto - isoicotinyl) - 2 - isonicotinyl hydrazine is prepared by boiling with sodium methoxide and ethyl mercaptan; (6)-2-chloro-isonicotinic acid, prepared by heating the 2,6 - dichloro - derivative with hydrazine hydrate followed by boiling with copper sulphate solution, is converted to the acid chloride and warmed with isonicotinic acid hydrazide in pyridine to give 1-(21-chloro-isonicotinyl)-2-isoicotinyl-hydrazine; (8) (a) sodium and methanol are heated with 2,6-dichloro-isonicotinic acid to give 2-chloro-6-ethoxy-isonicotinic acid, the chloride is formed which, with isonicotinyl hydrazide, gives 1-(21-chloro-61 - ethoxy - isonicotinyl) - 2 - isonicotinylhydrazine, (b) 2-chloro-6-ethoxy-isonicotinic is hydrogenated with palladium nickel in NaOH to give 2-ethoxy-isonicotinic acid and the process is continued as in (a); (9) 1-(21-methoxyisonicotinyl) - 2 - isonicotinyl hydrazine is prepared by the method of (8) (b). The Specification includes a large number of other radicals as examples of R and R1. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-3131194-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-2368843-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-106614663-A |
| priorityDate | 1952-03-14-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
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