http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1070205-A

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filingDate 1964-08-13-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1967-06-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1070205-A
titleOfInvention Derivatives of spiro (5-norbornene 2,2'-thietane)-1'1'-dioxide
abstract The invention comprises compounds selected from the free bases, free base addition salts, N-oxides, N-oxide addition salts and alkyl quaternary ammonium salt forms of compounds of the formulae Ia and Ib: <FORM:1070205/C2/1> <FORM:1070205/C2/2> where RRN- is a heterocyclic moiety which may be substituted by 1 to 3 alkyl groups of 1 to 8 carbon atoms and X is hydrogen or chlorine. Compounds of Formula Ia may be obtained by reacting an enamine of the formula <FORM:1070205/C2/3> with a methane sulphonyl chloride of the formula X-CH2-SO2-Cl, preferably in an inert solvent in the presence of an acid-binding agent. Compounds of Formula Ib may be obtained by hydrogenating compounds of Formula Ia, e.g. in the presence of a platinum, palladium or Raney nickel hydrogenation catalyst. Compounds of Formulae Ia and Ib form N-oxides with peroxides, e.g. hydrogen peroxide. In the examples, the heterocyclic systems -NRR specified are N-methyl piperazine, morpholine, pyrrolidine, hexahydroazepine, 2,2-dimethyl pyrrolidine, 2,5-dimethyl pyrrolidine and piperidine. The free base or N-oxide free bases of compounds of Formulae Ia and Ib may form salts with penicillins, which salts may be used in the isolation and purification of penicillins, particularly benzyl penicillin. The compounds of Formula Ia and Ib are stated to have anti-inflammatory activity and to be useful in treating inflammatory conditions topically, locally and systematically in mammals.
priorityDate 1963-09-13-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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