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filingDate 1965-04-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1968-03-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1107016-A
titleOfInvention Naphthalene derivatives
abstract Novel compounds of the Formulae II and III <FORM:1107016/C2/1> <FORM:1107016/C2/2> <FORM:1107016/C2/3> are prepared by reducing compounds of the Formula I to give compounds II and, when required, further reducing these with lithium and liquid ammonia to give compounds III. In these formulae X is H, OH, halogen or C1- 8 alkyl; R is C1- 8 alkyl; the R1 groups are H, C1- 8 alkyl or halogen and may be the same or different; and R2 is H, OH, halogen, C1- 8 alkyl C1- 8 alkoxy which may be substituted by C2- 5 dihydroxyalkyl, 2-amino-1-hydroxy-ethyl, 5-(2-thioxo oxazolidinyl), 5-(2-oxo oxazolidinyl) or epoxyethyl, or R2 is -O-CnH2n -NR3R4 where CnH2n is C2- 6 alkylene, and R3 and R4 are C1- 8 alkyl or NR3R4 is a saturated heterocyclic radical of 5 to 7 ring atoms, or R2 is -O-CmH2m-R5 where CmH2m is C1- 12 alkylene and R5 is carboxy or C2- 9 carbalkoxy. The OH group R2 is converted to etherified hydroxy groups by alkylation with alkyl or tertiaryaminoalkyl halides, haloesters (the resulting -O-CmH2m-CO2 alkyl compounds then being hydrolysed, if required, to the free acids) or dihydroxy- or epoxy-alkyl halides (the resulting epoxyethylalkoxy compounds then being reacted, if required, with succinimide to give 2-succinimido-1-hydroxyethyl -alkoxy compounds which on hydrolysis give 2-amino-1-hydroxyethyl-alkoxy compounds which on reaction with (1) CS2 give 5-(2-thioxo oxazolidinyl)-alkoxy compounds or (2) ethyl chloroformate, phosgene or a dialkyl carbonate give 5-(2-oxo oxazolidinyl)-alkoxy compounds. Salts and quaternary ammonium derivatives of compounds II and III are formed by standard procedures. The naphthalene derivatives of the invention, which are stated to have antifertility, estrogenic, anti-estrogenic, antispermatogenic, fungicidal, hypocholesteremic, lipid-mobilizing, antiprogestational and enzyme-inhibiting properties, may be made up into pharmaceutical and veterinary compositions with suitable carriers. They may also be used in animal pest control together with a bait and/or attractant.
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priorityDate 1964-05-01-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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