Back to results
US 4,446,322 AGranted
Hydroxyl protected 3-(2-hydroxy-2-phenylethyl)-N-[(phenylamino)carbonyl]sydnone imine intermediates
AssigneeAmerican Home Products Corporation
InventorReinhardt P. Stein
Life of this patent
Estimating the term…
Abstract
This application provides a novel process for the synthesis of 3-(2-hydroxy-2-phenylethyl)-N-[(phenylamino)carbonyl]sydnonimine derivatives and novel hydrophobic and hydrophilic acyl derivatives thereof as pro-drug central nervous system stimulants.
Claims9
A hydroxyl protected 3-(2-hydroxy-2-phenylethyl)-N-[(phenylamino)carbonyl]sydnone imine derivative of the formula:
- ##STR11## in which the enantiomeric form is d,l or l when R.sup.5 is hydrogen and d,l-threo or l-threo when R.sup.5 is other than hydrogen;
- R.sup.1 and R.sup.2 are, independently, hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms halo, perfluoroalkyl of 1 to 3 carbon atoms, nitro, alkanoyl of 2 to 4 carbon atoms, or alkoxycarbonyl of 2 to 4 carbon atoms;
- R.sup.3 is hydrogen, halo, nitro or alkanoyl of 2 to 4 carbon atoms;
- R.sup.4 is hydrogen, halo, nitro or perfluoroalkyl of 1 to 3 carbon atoms;
- R.sup.5 and R.sup.6 are, independently, hydrogen or methyl;
- and B is a hydroxy protecting group.
3 more elements
The compound which is 1-3-[2-(diethylaminoacetyloxy)-2-phenylethyl]-N-[(phenylamino)carbonyl]syd none imine or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.