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US 5,614,631 AGranted
1-alkyl-,1-alkenyl-, and 1-alkynylaryl-2-amino-1,3-propanediols and related compounds
AssigneeHoechst Marion Roussel, Inc.
InventorsJohn J. Tegeler, Barbara S. Rauckman, Russell R. L. Harner, Brian S. Freed, Gregory H. Merriman
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Abstract
Novel 1-alkyl-, 1-alkenyl-, and 1-alkynylaryl-2-amino-1,3-propanediols, intermediates and processes for the preparation thereof, and methods of reducing inflammation and cell proliferation, and relieving memory dysfunction, and inhibiting bacterial and fungal growth are disclosed.
Claims11
A compound of the formula RCH(OR.sup.1)CH(NR.sup.2 R.sup.3)R.sup.4 or RCH.sub.2 CR.sup.35 (NR.sup.2 R.sup.3)R.sup.4
- wherein R is ##STR62## wherein R.sup.5 is CH.sub.3 (CH.sub.2).sub.m C.tbd.C, CH.sub.3 (CH.sub.2).sub.m CH.dbd.CH, CH.sub.3 (CH.sub.2).sub.m CH.sub.2 CH.sub.2, ##STR63## wherein m is 3 to 15, n is 3 to 12, and W and X are independently hydrogen, hydroxy, loweralkyl, loweralkoxy, halogen, or trifluoromethyl, or ##STR64## wherein R.sup.23 is loweralkyl;
- Z is S, O, or C.dbd.O;
- and A is S or O;
- R.sup.1 is hydrogen, loweralkyl, ##STR65## wherein R.sup.24 is loweralkyl or ##STR66## wherein R.sup.6 is hydrogen, loweralkyl, loweralkoxy, N(R.sup.21).sub.2 wherein R.sup.21 is hydrogen, loweralkyl, or ##STR67## wherein W is as above, or ##STR68## R.sup.2 is hydrogen or loweralkyl, R.sup.3 is hydrogen, loweralkyl or ##STR69## wherein R.sup.6 is as above or NHR.sup.27 wherein R.sup.27 is loweralkyl, R.sup.35 is ##STR70## wherein R.sup.36 is loweralkyl;
- R.sup.4 is ##STR71## wherein R.sup.7 is hydrogen or loweralkyl, C(R.sup.25).sub.2 OR.sup.8 wherein R.sup.8 is hydrogen, loweralkyl, or ##STR72## wherein R.sup.6 is as above and R.sup.25 is hydrogen or loweralkyl;
- R.sup.40 is loweralkyl or a group of the formula ##STR73## wherein W is as above;
- R.sup.1 and R.sup.8 taken together with the oxygen to which they are attached form a group of the formula ##STR74## wherein R.sup.9 and R.sup.10 are independently hydrogen or loweralkyl;
- R.sup.2 and R.sup.3 taken together with the nitrogen atom to which it is attached form a group of the formula ##STR75## wherein W is as above;
- R.sup.1, R.sup.2 and R.sup.3 taken together with the nitrogen and oxygen atoms to which they are attached form a group of the formula ##STR76## wherein R.sup.26 is loweralkyl;
- the optical isomers thereof, or the pharmaceutically acceptable salts thereof.
7 more elements
Dependencies are inferred from the claim text.