GABA and L-glutamic acid analogs for antiseizure treatment

Organic compounds -- part of the class 532-570 series – Organic compounds – Sulfonate esters

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C07C30300

Patent

active

057103046

ABSTRACT:
A compound of the formula ##STR1## wherein R.sub.1 is a straight or branched alkyl group having from 1 to 6 carbon atoms, phenyl, or cycloalkyl having from 3 to 6 carbon atoms; R.sub.2 is hydrogen or methyl; and R.sub.3 is hydrogen, methyl or carboxyl; which is useful in the treatment of seizure disorders. Processes are disclosed for the preparation of the compound. Intermediates prepared during the synthesis of the compound are also disclosed.

REFERENCES:
Allan (1990) A new synthesis, resolution and in vitro activities of (R) and (S)-. . . Tetrahedron, vol. 46, No. 7, pp. 2511-2524.
Belokon et al. (1986) Synthesis of enantio- and diastereo-isomerically pure beta- and gamma-substituted glutamic acids . . . Journal of the Chemical Society, Perkin Transactions I, pp. 1865-1872.
Fadel et al., (1988) Optically active alpha-alkylsuccinates from the stereoselective alkylation of chiral imide enolates. Tetrahedron Letters, vol. 29, No. 48, pp. 6257-6260.
Kim and Cocolas (1965) Glutamic acid analogs. The synthesis of 3-alkylglutamic acids and 4-alkylpyroglutamic acids. J. Med. Chem., vol. 8, No. 4, pp. 509-513.
Mauger (1981) Diastereoisomers of 3-methylpyroglutamic acid and .beta.-methylglutamic acid. J. Org. Chem., 46:1032-1035.
Petter et al., (1990) Inhibition of .gamma.-butyrobetaine hydroxylase by cyclopropyl-substituted .gamma.-butyrobetaines. J. Org. Chem., 55:3088-3097.
Silverman et al., (1991) 3-alkyl-4-aminobuttyric acids: the first class of anticonvulsant agents that activates L-glutamic acid. . . J. Med. Chem., 34:2295-2298.
Takano et al., (1987) Practical synthesis of (R)-.gamma.-.beta.-hydroxybutanoic acid (GABOB) from(R)-Epichlorohydron. Tetrahedron Letters, vol. 28, No. 16, pp. 1783-1784.
Taylor et al., (1993) Potent and stereospecific anticonvulsant activity of 3-isobutyl GABA relates to in vitro binding . . . Epilepsy Research, 14:11-15.
Thaisrivongs et al. (1987) Renin inhibitors. Design of angiotensinogen transition-state analogues . . . J. Med. Chem., 30:976-982.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

GABA and L-glutamic acid analogs for antiseizure treatment does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with GABA and L-glutamic acid analogs for antiseizure treatment, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and GABA and L-glutamic acid analogs for antiseizure treatment will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-726599

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.