.

Pharmaceutical Business Intelligence

  • Anticipate P&T budget requirements
  • Evaluate market entry opportunities
  • Find generic sources and suppliers
  • Predict branded drug patent expiration

► Plans and Pricing

Upgrade to enjoy subscriber-only features like email alerts and data export. See the Plans and Pricing

DrugPatentWatch Database Preview

Claims for Patent: 4,816,470

« Back to Dashboard

Claims for Patent: 4,816,470

Title: Heterocyclic compounds
Abstract:Indole derivatives of the general formula (I) are disclosed: ##STR1## where R.sub.1 is H or an alkyl or alkenyl group, R.sub.2 is H, or an alkyl, alkenyl, aryl, aralkyl or cycloalkyl group; R.sub.3 is H or an alkyl group; R.sub.4 and R.sub.5 are independently H or an alkyl or propenyl group or together form an aralkylidene group; and Alk is an optionally substituted alkylene chain; and their physiologically acceptable salts and solutes. These compounds are potentially useful for the treatment of migraine and may be formulated as pharmaceutical compositions in conventional manner. Various methods for the production of the compounds are disclosed including a Fischer-indole cyclization process.
Inventor(s): Dowle; Michael D. (Hertford, GB2), Coates; Ian H. (Hertford, GB2)
Assignee: Glaxo Group Limited (
Application Number:06/789,831
Patent Claims: 1. A compound of formula (I): ##STR7## wherein R.sub.1 represents a hydrogen atom or a C.sub.1-6 alkyl or C.sub.3-6 alkenyl group;

R.sub.2 represents a hydrogen atom or a C.sub.1-3 alkyl, C.sub.3-6 alkenyl, phenyl, phen(C.sub.1-4) alkyl or C.sub.5-7 cycloalkyl group;

R.sub.3 represents a hydrogen atom or a C.sub.1-3 alkyl group;

R.sub.4 and R.sub.5, which are the same or different, each represents a hydrogen atom or a C.sub.1-3 alkyl or propenyl group or R.sub.4 and R.sub.5 together form a benzylidene group; and

Alk represents an alkylene chain containing two or three carbon atoms which is unsubstituted or substituted by not more than two C.sub.1-3 alkyl groups,

and physiologically acceptable salts and solvates thereof.

2. A compound according to claim 1, wherein, in the formula (I), R.sub.1 represents a hydrogen atom or a C.sub.1-6 alkyl group and R.sub.2 represents a hydrogen atom or a C.sub.1-3 alkyl, C.sub.3-6 alkenyl or phen(C.sub.1-4) alkyl group.

3. A compound according to claim 1, wherein in the formula (I), R.sub.3 represents a hydrogen atom.

4. A compound according to claim 1, wherein in the formula (I), R.sub.4 and R.sub.5, which are the same or different, each represents a hydrogen atom or a C.sub.1-3 alkyl group.

5. A compound of the formula (I) ##STR8## wherein R.sub.1 represents a hydrogen atom or a C.sub.1-3 alkyl group;

R.sub.2 represents a hydrogen atom or a C.sub.1-3 alkyl group, a C.sub.3-4 alkenyl group or a phen(C.sub.1-2)alkyl group;

R.sub.3 represents a hydrogen atom;

R.sub.4 and R.sub.5, which are the same or different, each represents a hydrogen atom or a C.sub.1-3 alkyl group; and

Alk represents an alkylene chain containing two or three carbon atoms which is unsubstituted or substituted by not more than two C.sub.1-3 alkyl groups,

and physiologically acceptable salts and solvates thereof.

6. A compound according to claim 5, wherein in the formula (I):

R.sub.1 represents a hydrogen atom or a methyl group;

R.sub.2 represents a hydrogen atom or a methyl, ethyl, isopropyl, propenyl or benzyl group;

R.sub.3 represents a hydrogen atom; and

R.sub.4 and R.sub.5 which may be the same or different, each represents a hydrogen atom or a methyl group.

7. A compound according to claim 6, wherein in the formula (I) Alk represents an unsubstituted alkylene chain containing two or three carbon atoms.

8. A compound according to claim 5, wherein the physiologically acceptable salt is a hydrochloride, hydrobromide, sulphate, fumarate, maleate or succinate.

9. A compound according to claim 8, wherein the physiologically acceptable salt is a succinate.

10. A compound according to claim 5, wherein, in the formula (I), R.sub.1 represents a hydrogen atom or a C.sub.1-3 alkyl group; R.sub.2 represents a C.sub.1-3 alkyl group or a C.sub.3-4 alkenyl group; R.sub.3 and R.sub.4 each represents a hydrogen atom; and R.sub.5 represents a hydrogen atom or a C.sub.1-3 alkyl group.

11. A compound according to claim 1 which is 3-(2-(methylamino)ethyl)-N-methyl-1H-indole-5-methanesulphonamide; 3-(2-aminoethyl)-N,N-dimethyl-1H-indole-5-methanesulphonamide; 3-(2-aminoethyl)-N-(2-propenyl)-1H-indole-5-methanesulphonamide; or a physiologically acceptable salt or solvate thereof.

12. 3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulphonamide or a physiologically acceptable salt or solvate thereof.

13. A compound according to claim 1 wherein the physiologically acceptable salt is a hydrochloride, hydrobromide, sulphate, fumarate, maleate or succinate.

14. 3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulphonamide, hydrochloride; or 3-(2-aminoethyl)-N-methyl-1H-indole-5-methanesulphonamide, succinate.

15. A pharmaceutical composition for use in the treatment of migraine comprising an effective amount of at least one compound of formula (I) as defined in claim 1 or a physiologically acceptable salt or solvate thereof together with one or more physiologically acceptable carriers or excipients.

16. A method of treating a patient suffering from migraine which comprises administering to the patient an effective amount of a compound of formula (I) as defined in claim 1 or a physiologically acceptable salt or solvate thereof.

17. A pharmaceutical composition for use in the treatment of migraine comprising an effective amount of at least one compound of formula (I) as defined in claim 5 or a physiologically acceptable salt or solvate thereof together with one or more physiologically acceptable carriers or excipients.

18. A method of treating a patient suffering from migraine which comprises administering to the patient an effective amount of a compound of formula (I) as defined in claim 5 or a physiologically acceptable salt or solvate thereof.
« Back to Dashboard

For more information try a trial or see the database preview and plans and pricing

How are People Using DrugPatentWatch?

Drugs may be covered by multiple patents or regulatory protections. All trademarks and applicant names are the property of their respective owners or licensors. Although great care is taken in the proper and correct provision of this service, thinkBiotech LLC does not accept any responsibility for possible consequences of errors or omissions in the provided data. The data presented herein is for information purposes only. There is no warranty that the data contained herein is error free. thinkBiotech performs no independent verifification of facts as provided by public sources nor are attempts made to provide legal or investing advice. Any reliance on data provided herein is done solely at the discretion of the user. Users of this service are advised to seek professional advice and independent confirmation before considering acting on any of the provided information. thinkBiotech LLC reserves the right to amend, extend or withdraw any part or all of the offered service without notice.

`abc