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Pub. No.: WO/1990/015069 International Application No.: PCT/US1990/002834
Publication Date: 13.12.1990 International Filing Date: 18.05.1990
IPC:
C07C 237/22 (2006.01) ,C07D 207/34 (2006.01) ,C07D 209/42 (2006.01) ,C07D 295/15 (2006.01) ,C07D 307/54 (2006.01) ,C07D 307/85 (2006.01) ,C07D 333/38 (2006.01) ,C07D 333/70 (2006.01)
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
C
ACYCLIC OR CARBOCYCLIC COMPOUNDS
237
Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
02
having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
22
having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
207
Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
02
with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
30
having two double bonds between ring members or between ring members and non-ring members
34
with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
209
Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
02
condensed with one carbocyclic ring
04
Indoles; Hydrogenated indoles
30
with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
42
Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
295
Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
04
with substituted hydrocarbon radicals attached to ring nitrogen atoms
14
substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
145
with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
15
to an acyclic saturated chain
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
307
Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
02
not condensed with other rings
34
having two or three double bonds between ring members or between ring members and non-ring members
38
with substituted hydrocarbon radicals attached to ring carbon atoms
54
Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
307
Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
77
ortho- or peri-condensed with carbocyclic rings or ring systems
78
Benzo [b] furans; Hydrogenated benzo [b] furans
82
with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
84
Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
85
attached in position 2
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
333
Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
02
not condensed with other rings
04
not substituted on the ring sulfur atom
26
with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
38
Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
C CHEMISTRY; METALLURGY
07
ORGANIC CHEMISTRY
D
HETEROCYCLIC COMPOUNDS
333
Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
50
condensed with carbocyclic rings or ring systems
52
Benzo [b] thiophenes; Hydrogenated benzo [b] thiophenes
62
with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
68
Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
70
attached in position 2
Applicants: RESEARCH CORPORATION TECHNOLOGIES, INC.[US/US]; 6840 East Broadway Boulevard Tucson, AZ 85710, US
Inventors: KOHN, Harold, L.; US
WATSON, Darrell; US
Agent: SCOTT, Anthony, C.; Scully, Scott, Murphy & Presser 400 Garden City Plaza Garden City, NY 11530, US
Priority Data:
354,05719.05.1989US
Title (EN) AMINO ACID DERIVATIVE ANTICONVULSANT
(FR) ANTICONVULSIF DERIVE D'ACIDES AMINES
Abstract:
(EN) The present invention relates to compounds exhibiting central nervous system (CNS) activity which are useful in the treatment of epilepsy and other CNS disorders. The compounds of this invention have general formula (I) and pharmaceutically acceptable salts thereof wherein R is aryl, aryl lower alkyl, heterocyclic or heterocyclic lower alkyl, wherein R is unsubstituted or is substituted with at least one electron withdrawing group or an electron donating group; R1 is hydrogen or lower alkyl and R1 is unsubstituted or is substituted with at least one electron withdrawing substituent or at least one electron donating substituent; R2 and R3 are independently each hydrogen, lower alkenyl, lower alkynyl, aryl lower alkyl, aryl, heterocycli, heterocycli lower alkyl or Z-Y, wherein R2 and R3 may be unsubstituted or substituted with at least one electron withdrawing group or electron donating group; Z is O, S, NR4, PR4 or a chemical bond; Y is hydrogen, lower alkyl, aryl, aryl lower alkyl, lower alkenyl, lower alkynyl, or halo, and Y may be unsubstituted or substituted with at least one electron donating group or electron donating group; provided that when Y is halo, Z is a chemical bond or ZY taken together is NR4NR5R6, NR4OR5, ONR4R5, OPR4R5, PR4OR5, SNR4R5, NR4SR5, SPR4R5, PR4SR5, NR4PR5R6 or PR4NR5R6, R4, R5 and R6 are independently hydrogen, lower alkyl, aryl, aryl lower alkyl, lower alkenyl, lower alkynyl, and R4, R5 and R6 may be unsubstituted or substituted with an electron withdrawing group or an electron donating group and n is 1-4.
(FR) L'invention concerne des composés présentant une activité sur le système nerveux central (SNC), lesquels sont utiles dans le traitement de l'épilepsie ainsi que d'autres troubles du SNC. Les composés de l'invention ont la formule générale (I), ainsi que ses sels pharmaceutiquement acceptables, dans laquelle R représente aryle, alcoyle inférieur d'aryle, alcoyle hétérocyclique ou inférieur hétérocyclique, R étant non remplacé ou étant remplacé par au moins un groupe d'élimimation d'électrons ou un groupe donateur d'électrons; R1 représente hydrogène ou alcoyle inférieur et R1 est non remplacé ou est remplacé par au moins un substituant d'élimination d'électrons ou par au moins un substituant donateur d'électrons; R2 et R3 représentent chacun indépendamment hydrogène, alcényle inférieur, alkynyle inférieur, alcoyle inférieur d'aryle, aryle, alcoyle hétérocyclique, inférieur hétérocyclique, ou Z-Y, dans laquelle R2 et R3 peuvent être non remplacés ou remplacés par au moins un groupe d'élimination d'électrons ou un groupe donateur d'électrons; Z représente O, S, NR4, PR4 ou une liaison chimique; Y représente hydrogène, alcoyle inférieur, aryle, alcoyle inférieur d'aryle, alcényle inférieur, alkynyle inférieur ou halo, et Y peut être non remplacé ou remplacé par au moins un groupe donateur d'électrons ou un groupe donateur d'électrons; à condition que lorsque Y représente halo, Z représente une liaison chimique ou ZY pris ensemble représentent NR4NR5R6, NR4OR5, ONR4R5, OPR4R5, PR4OR5, SNR4R5, NR4SR5, SPR4R5, PR4SR5, NR4PR5R6 ou PR4NR5R6, R4, R5 et R6 représentent indépendamment hydrogène, alcoyle inférieur, aryle, alcoyle inférieur d'aryle, alcényle inférieur, alkynyle et R4, R5 et R6 peuvent être non remplacés ou remplacés par un groupe d'élimination d'électrons ou par un groupe donateur d'électrons et n est compris entre 1 et 4.
Designated States: JP
Publication Language: English (EN)
Filing Language: English (EN)