# US 5,710,304 A · GABA and L-glutamic acid analogs for antiseizure treatment

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- Number: US 5,710,304 A
- Document ID: US5710304A
- Status: Granted
- Kind: A
- Application number: 08/733,102
- Filed: 1996-10-16
- Granted: 1998-01-20
- Earliest claimed: 1990-11-27
- Assignees: Northwestern University
- Inventors: Richard B. Silverman; Ryszard Andruszkiewicz; Po-Wai Yuen; Denis Martin Sobieray; Lloyd Charles Franklin; Mark Alan Schwindt
- Web page: https://patentgrep.com/patent/US5710304A

## CPC

- A61K 31/197: the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid (carnitine A61K31/205)
- C07C 69/34: Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
- C07C 69/675: of saturated hydroxy-carboxylic acids
- C07C 229/08: the nitrogen atom of the amino group being further bound to hydrogen atoms
- C07C 229/24: having more than one carboxyl group bound to the carbon skeleton, e.g. aspartic acid
- C07C 229/28: the carbon skeleton being saturated and containing rings
- C07C 229/34: the carbon skeleton containing six-membered aromatic rings
- C07C 247/12: being further substituted by carboxyl groups
- C07C 309/73: to carbon atoms of non-condensed six-membered aromatic rings
- C07D 263/22: with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to other ring carbon atoms
- C07D 263/26: with hetero atoms or acyl radicals directly attached to the ring nitrogen atom
- G11B 20/1426: {conversion to or from block codes or representations thereof}
- G11B 27/3027: {used signal is digitally coded}
- C07C 2601/14: The ring being saturated
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- G11B: INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER (recording measured values in a way that does not require playback through a transducer G01D9/00; recording or playback apparatus using mechanically marked tape, e.g. punched paper tape, or using unit records, e.g. punched or magnetically marked cards G06K; transferring data from one type of record carrier to another G06K1/18; circuits for coupling output of reproducer to radio receiver H04B1/20; gramophone pick-ups or like acoustic electromechanical transducers or circuits therefor H04R)

## 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.

## Claims

### Claim 1

A compound which is 5-methyl-3-›››(4-methylphenyl) sulfonyl!oxy!-methyl!-hexanoic acid, phenylmethyl ester, or
5-methyl-3-›››(4-methylphenyl) sulfonyl!oxy!-methyl!-hexanoic acid, 1,1 -dimethylethyl ester.