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US4243669A Expired / Lapsed US ⏱️ 0.0 years remaining

2-Substituted benzisothiazolones

Assignee: Beecham Group PLC
•
Filing: 1979-08-20
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Granted: 1981-01-06
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Expires: 1999-08-20
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Abstract

Abstract A class of 2-substituted benzisothiazolones carrying a nitrogen-containing heterocyclic ring are effective in inhibiting platelet aggregation and are therefore of value in the prophylactic and therapeutic treatment of thrombotic diseases.

Inventors

  • 👤 Keith H. Baggaley

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 04:18
CPC Classifications
C; C07; C07D; C07D417/00; C07D417/02; C07D417/06; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/41; A61K31/435; A61K31/44; A61K31/445; A61K31/47; C07D275/00; C07D275/04

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 116 words
A compound of the formula (V) ##STR26## or a pharmaceutically acceptable non-toxic acid addition salt thereof where there is a basic nitrogen in the molecule wherein R 1 and R 2 are the same or different and each is hydrogen, lower alkyl, lower alkoxy, halo-lower alkyl, nitro, amino, acetylamino or halogen, or R 1 and R 2 when attached to adjacent carbon atoms from an alkylene moiety of 3 to 6 carbon atoms or an oxyalkyleneoxy moiety of 1 to 3 carbon atoms; R 3 is a nitrogen-containing heterocyclic ring unsubstituted or substituted by lower alkyl, carboxy or alkoxycarbonyl; and X is a bond or straight or branched chain alkylene of 1 to 12 carbon atoms.
Claim 2
Dependent Claim 116 words
A compound of the formula (V) ##STR26## or a pharmaceutically acceptable non-toxic acid addition salt thereof where there is a basic nitrogen in the molecule wherein R 1 and R 2 are the same or different and each is hydrogen, lower alkyl, lower alkoxy, halo-lower alkyl, nitro, amino, acetylamino or halogen, or R 1 and R 2 when attached to adjacent carbon atoms from an alkylene moiety of 3 to 6 carbon atoms or an oxyalkyleneoxy moiety of 1 to 3 carbon atoms; R 3 is a nitrogen-containing heterocyclic ring unsubstituted or substituted by lower alkyl, carboxy or alkoxycarbonyl; and X is a bond or straight or branched chain alkylene of 1 to 12 carbon atoms.
Claim 3
Dependent Claim 9 words
The compound according to claim 1 which is 2-[2'-pyridylaminomethyl]-1,2-benzisothiazol-3-one.
Claim 4
Dependent Claim 9 words
The compound according to claim 1 which is 2-[4'-pyridylaminomethyl]-1,2-benzisothiazol-3-one.
Claim 5
Dependent Claim 9 words
The compound according to claim 1 which is 2-[(5'-ethoxycarbonylthiazol-2'-yl)-aminomethyl]-1,2-benzisothiazol-3-one.
Claim 6
Dependent Claim 23 words
The compound according to claim 1 wherein R 1 and R 2 are each hydrogen, X is methylene and R 3 is (4-ethoxycarbonyl)thiazol-2-yl.
Claim 7
Dependent Claim 169 words
A pharmaceutical composition useful for the inhibition of platelet aggregation and thrombus formation and for the treatment of arterial thromboses in humans and animals which comprises a platelet-aggregation-inhibitory amount, an amount sufficient to inhibit the formation of thrombs or an anti-arterial thrombotically effective amount of a compound of the formula ##STR27## or a pharmaceutically acceptable nontoxic acid addition salt thereof when there is a basic nitrogen atom in the molecule, wherein R 1 and R 2 are the same or different and each is hydrogen, lower alkyl, lower alkoxy, halo-lower alkyl, nitro, amino, acetylamino or halogen; or R 1 and R 2 when attached to adjacent carbon atoms form an alkylene moiety of 3 to 6 carbon atoms or an oxyalkyleneoxy moiety of 1 to 3 carbon atoms; X is a bond or a straight or branched chain alkylene of 1 to 12 carbon atoms; and R 3 is a nitrogen-containing heterocyclic ring unsubstituted or substituted by lower alkyl, carboxy or alkoxycarbonyl; in combination with a pharmaceutically acceptable carrier.
Claim 8
Dependent Claim 169 words
A pharmaceutical composition useful for the inhibition of platelet aggregation and thrombus formation and for the treatment of arterial thromboses in humans and animals which comprises a platelet-aggregation-inhibitory amount, an amount sufficient to inhibit the formation of thrombs or an anti-arterial thrombotically effective amount of a compound of the formula ##STR27## or a pharmaceutically acceptable nontoxic acid addition salt thereof when there is a basic nitrogen atom in the molecule, wherein R 1 and R 2 are the same or different and each is hydrogen, lower alkyl, lower alkoxy, halo-lower alkyl, nitro, amino, acetylamino or halogen; or R 1 and R 2 when attached to adjacent carbon atoms form an alkylene moiety of 3 to 6 carbon atoms or an oxyalkyleneoxy moiety of 1 to 3 carbon atoms; X is a bond or a straight or branched chain alkylene of 1 to 12 carbon atoms; and R 3 is a nitrogen-containing heterocyclic ring unsubstituted or substituted by lower alkyl, carboxy or alkoxycarbonyl; in combination with a pharmaceutically acceptable carrier.
Claim 9
Dependent Claim 11 words
The composition according to claim 6, wherein said compound is 2-[2'-pyridylaminomethyl]-1,2-benzisothiazol-3-one.
Claim 10
Dependent Claim 11 words
The composition according to claim 6, wherein said compound is 2-[4'-pyridylaminomethyl]-1,2-benzisothiazol-3-one.
Claim 11
Dependent Claim 11 words
The composition according to claim 6, wherein said compound is 2-[(5'-ethoxycarbonylthiazol-2-'-yl)-aminomethyl]-1,2-benzisothiazol-3-one
Claim 12
Dependent Claim 23 words
The composition according to claim 6, wherein R' and R 2 are each hydrogen, X is methylene and R 3 is (4-ethoxycarbonyl thiazol-2-yl.
Claim 13
Independent Claim 179 words
A method of inhibiting platelet aggregation in humans and animals, of inhibiting thromboses in humans and animals and for treating arterial thromboses in humans and animals which comprises administering to a human or animal in need thereof, in an amount sufficient to inhibit platelet aggregation, an amount sufficient to inhibit the formation of thrombs or an amount sufficient to dissolve thromboses, a compound of the formula ##STR28## or a pharmaceutically acceptable nontoxic acid addition salt thereof when there is a basic nitrogen atom in the molecule, wherein R 1 and R 2 are the same or different and each is hydrogen, lower alkyl, lower alkoxy, halo-lower alkyl, nitro, amino, acetylamino or halogen; or R 1 together with R 2 when attached to adjacent carbon atoms form an alkylene moiety of 3 to 6 carbon atoms or an oxyalkyleneoxy moiety of 1 to 3 carbon atoms; X is a bond or a straight or branched chain alkylene of 1 to 12 carbon atoms; and R 3 is a nitrogen-containing heterocyclic ring unsubstituted or substituted by lower alkyl, carboxy or alkoxycarbonyl.
Claim 14
Independent Claim 179 words
A method of inhibiting platelet aggregation in humans and animals, of inhibiting thromboses in humans and animals and for treating arterial thromboses in humans and animals which comprises administering to a human or animal in need thereof, in an amount sufficient to inhibit platelet aggregation, an amount sufficient to inhibit the formation of thrombs or an amount sufficient to dissolve thromboses, a compound of the formula ##STR28## or a pharmaceutically acceptable nontoxic acid addition salt thereof when there is a basic nitrogen atom in the molecule, wherein R 1 and R 2 are the same or different and each is hydrogen, lower alkyl, lower alkoxy, halo-lower alkyl, nitro, amino, acetylamino or halogen; or R 1 together with R 2 when attached to adjacent carbon atoms form an alkylene moiety of 3 to 6 carbon atoms or an oxyalkyleneoxy moiety of 1 to 3 carbon atoms; X is a bond or a straight or branched chain alkylene of 1 to 12 carbon atoms; and R 3 is a nitrogen-containing heterocyclic ring unsubstituted or substituted by lower alkyl, carboxy or alkoxycarbonyl.
Claim 15
Dependent Claim 11 words
The method according to claim 11, wherein the compound is 2-[2'pyridylaminomethyl]-1,2-benzisothiazol-3-one.
Claim 16
Dependent Claim 7 words
The method according to claim 11, 2-[4'-pyridylaminomethyl]-1,2-benzisothiazol-3-one.
Claim 17
Dependent Claim 8 words
The method according to claim 11, wherein 2-[(5'-ethoxycarbonylthiazol-2'-yl)-aminomethyl]-1,2-benzisothiazol-3-one.
Claim 18
Dependent Claim 23 words
The method according to claim 11, wherein R 1 and R 2 are each hydrogen, X is methylene and R 3 is (4-ethoxycarbonyl)thiazol-2-yl.
Claim 19
Independent Claim 141 words
A method for inhibiting platelet aggreation in vitro which comprises adding to whole blood or platelet-rich concentrates a compound of the formula: ##STR29## or a pharmaceutically acceptable nontoxic acid addition salt thereof when there is a basic nitrogen atom in the molecule, wherein R 1 and R 2 are the same or different and each is hydrogen, lower alkyl, lower alkoxy, halo-lower alkyl, nitro, amino, acetylamino or halogen; or R 1 and R 2 when attached to adjacent carbon atoms form an alkylene moiety of 3 to 6 carbon atoms or an oxyalkyleneoxy moiety of 1 to 3 carbon atoms; X is a bond or a straight or branched chain alkylene of 1 to 12 carbon atoms; and R 3 is a nitrogen-containing heterocyclic ring unsubstituted or substituted by lower alkyl, carboxy or alkoxycarbonyl; in combination with a pharmaceutically acceptable carrier.
Claim 20
Independent Claim 141 words
A method for inhibiting platelet aggreation in vitro which comprises adding to whole blood or platelet-rich concentrates a compound of the formula: ##STR29## or a pharmaceutically acceptable nontoxic acid addition salt thereof when there is a basic nitrogen atom in the molecule, wherein R 1 and R 2 are the same or different and each is hydrogen, lower alkyl, lower alkoxy, halo-lower alkyl, nitro, amino, acetylamino or halogen; or R 1 and R 2 when attached to adjacent carbon atoms form an alkylene moiety of 3 to 6 carbon atoms or an oxyalkyleneoxy moiety of 1 to 3 carbon atoms; X is a bond or a straight or branched chain alkylene of 1 to 12 carbon atoms; and R 3 is a nitrogen-containing heterocyclic ring unsubstituted or substituted by lower alkyl, carboxy or alkoxycarbonyl; in combination with a pharmaceutically acceptable carrier.
Claim 21
Dependent Claim 11 words
The method according to claim 16, wherein said compound is 2-[2'-pyridylaminomethyl]-1,2-benzisothiazol-3-one.
Claim 22
Dependent Claim 11 words
The method according to claim 16, wherein said compound is 2-[4'-pyridylaminomethyl]-1,2-benzisothiazol-3-one.
Claim 23
Dependent Claim 11 words
The method according to claim 16, wherein said compound is 2-[(5'-ethoxycarbonylthiazol-2'-yl)aminomethyl]-1,2-benzisothiazol-3-one.
Claim 24
Dependent Claim 23 words
The method according to claim 16, wherein R 1 and R 2 are each hydrogen, X is methylene and R 3 is (4-ethoxycarbonyl)thiazol-2-yl.

References Cited (Backward Citations)

US3661974A Cited
DE2652201A1 Cited
US4113728A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-01-06 1984-07-07 1985-01-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-01-06 1988-07-07 1989-01-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-01-06 1992-07-07 1993-01-06 $7700.00 Window Closed / Lapsed

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