US4132786A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N-Substituted 2-methoxybenzenesulphonamides and medicaments containing them
Assignee: Individual
•
Filing: 1976-06-08
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Granted: 1979-01-02
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Expires: 1996-06-08
Abstract
Abstract The invention relates to new N-substituted benzenesulphonamides of general formula ##STR1## in which N IS 2 OR 3, R 1 and R 2 are hydrogen atoms, methyl, ethyl groups, or jointly form with the nitrogen a nitrogenized heterocyclic ring having 5 or 6 members, in particular a piperidino, pyrrolidino or morpholino group, R 3 is a hydrogen atom, an NO 2 group, an NH 2 group, or a halogen, R 4 is a hydrogen, a halogen, an NH 2 group or a sulphonamide group. These compounds are useful as active substances of medicaments, in particular as antiemetic.
Inventors
- 👤 Robert C. Moreau
- 👤 Jean-Paul Fournier
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 03:55
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/12; C07D295/125; C07D295/13; A; A61; A61P; A61P1/00; A61P1/08; A61P25/00; A61P25/08; C07C; C07C205/00; C07C205/13; C07C205/26; C07C309/00
Claims Analysis
Total Claims: 46
Claim 1
Independent Claim
87 words
An N-substituted benzenesulphonamide compound wherein the benzene ring is substituted in the 2-position by a methoxy group, which compound has the general formula ##STR81## in which n is 2 or 3, R 1 and R 2 are a hydrogen atom, methyl or ethyl, R 3 is a hydrogen atom, an NO 2 group, an NH 2 group, or a halogen, R 4 is a hydrogen atom, -NH 2 , a halogen or a sulphonamide group, or the addition salts with a physiologically acceptable mineral or organic acid.
Claim 2
Dependent Claim
87 words
An N-substituted benzenesulphonamide compound wherein the benzene ring is substituted in the 2-position by a methoxy group, which compound has the general formula ##STR81## in which n is 2 or 3, R 1 and R 2 are a hydrogen atom, methyl or ethyl, R 3 is a hydrogen atom, an NO 2 group, an NH 2 group, or a halogen, R 4 is a hydrogen atom, -NH 2 , a halogen or a sulphonamide group, or the addition salts with a physiologically acceptable mineral or organic acid.
Claim 3
Dependent Claim
39 words
The N-substituted benzenesulphonamide of claim 1, which has the general formula ##STR82## in which n is 2 or 3, R 1 and R 2 is methyl or ethyl, R 4 is a hydrogen atom or an NH 2 group.
Claim 4
Dependent Claim
6 words
2-Methoxy-4-amino-5-chloro-N-(3-diethylaminopropyl) benzenesulphonamide of the formula ##STR83##
Claim 5
Dependent Claim
6 words
2-Methoxy-4-amino-5-chloro-N-(3-diethylaminopropyl) benzenesulphonamide of the formula ##STR83##
Claim 6
Dependent Claim
6 words
2-Methoxy-4-amino-5-chloro-N-(3-dimethylaminopropyl) benzenesulphonamide of the formula ##STR84##
Claim 7
Dependent Claim
6 words
2-Methoxy-4-amino-5-chloro-N-(3-dimethylaminopropyl) benzenesulphonamide of the formula ##STR84##
Claim 8
Dependent Claim
5 words
2-Methoxy-4-amino-5-chloro-N-(2-diethylaminoethyl)benzenesulphonamide of the formula ##STR85##
Claim 9
Dependent Claim
5 words
2-Methoxy-4-amino-5-chloro-N-(2-diethylaminoethyl)benzenesulphonamide of the formula ##STR85##
Claim 10
Dependent Claim
9 words
The compound of claim 1 wherein n is 2.
Claim 11
Dependent Claim
9 words
The compound of claim 1 wherein n is 3.
Claim 12
Dependent Claim
14 words
The compound of claim 1 wherein both R 3 and R 4 are methyl.
Claim 13
Dependent Claim
14 words
The compound of claim 1 wherein both R 3 and R 4 are ethyl.
Claim 14
Dependent Claim
16 words
The compound of claim 1 wherein R 3 is NO 2 and R 4 is hydrogen.
Claim 15
Dependent Claim
16 words
The compound of claim 1 wherein R 3 is NH 2 and R 4 is hydrogen.
Claim 16
Dependent Claim
16 words
The compound of claim 1 wherein R 3 is NO 2 and R 4 is chlorine.
Claim 17
Dependent Claim
16 words
The compound of claim 1 wherein R 3 is NH 2 and R 4 is chlorine.
Claim 18
Dependent Claim
15 words
The compound of claim 1 wherein R 3 is chlorine and R 4 is hydrogen.
Claim 19
Dependent Claim
14 words
The compound of claim 1 wherein R 4 is --H 2 NO 2 S.
Claim 20
Dependent Claim
12 words
The compound of claim 1 wherein the salt is the hydrochloride salt.
Claim 21
Dependent Claim
15 words
The compound of claim 1 wherein R 3 and R 4 are not hydrogen concurrently.
Claim 22
Dependent Claim
30 words
An antiemetic, anticonvulsive local anesthetic or bacteriostatic medicament which comprises at least one compound of the formula of claim 2 in a therapeutically effective amount with a pharmaceutically acceptable carrier.
Claim 23
Dependent Claim
18 words
The medicament of claim 18, which is in unit doses of 10 to 500 mg. of active substance.
Claim 24
Dependent Claim
93 words
A pharmaceutical antiematic, anticonvulsive, local anesthetic or bacteriostatic composition of low toxicity comprising a compound of the formula ##STR86## in which n is 2 or 3, R 1 and R 2 is a hydrogen atom, methyl or ethyl, R 3 is a hydrogen atom, an NO 2 group, an NH 2 , or halogen, R 4 is a hydrogen, halogen, --NH 2 , or a sulphonamide group or the addition salts with a physiologically acceptable mineral or organic acid, which compound is present in a therapeutically effective amount, and a pharmaceutically acceptable carrier.
Claim 25
Dependent Claim
93 words
A pharmaceutical antiematic, anticonvulsive, local anesthetic or bacteriostatic composition of low toxicity comprising a compound of the formula ##STR86## in which n is 2 or 3, R 1 and R 2 is a hydrogen atom, methyl or ethyl, R 3 is a hydrogen atom, an NO 2 group, an NH 2 , or halogen, R 4 is a hydrogen, halogen, --NH 2 , or a sulphonamide group or the addition salts with a physiologically acceptable mineral or organic acid, which compound is present in a therapeutically effective amount, and a pharmaceutically acceptable carrier.
Claim 26
Dependent Claim
14 words
The composition of claim 20 wherein the pharmaceutical carrier is suitable for oral administration.
Claim 27
Dependent Claim
22 words
The composition of claim 21 wherein the amount of said compound is in the range of about 10 to about 500 mg.
Claim 28
Dependent Claim
22 words
The composition of claim 22 wherein the amount of said compound is in the range of about 50 to about 300 mg.
Claim 29
Dependent Claim
19 words
The composition of claim 21 wherein R 3 is chlorine and R 4 is hydrogen or --NH 2 .
Claim 30
Dependent Claim
11 words
The composition of claim 21 wherein the compound is 2-methoxy-4-amino-5-chloro-N-(3-diethylaminopropyl) benzenesulphonamide.
Claim 31
Dependent Claim
11 words
The composition of claim 21 wherein the compound is 2-methoxy-4-amino-5-chloro-N-(3-dimethylaminopropyl) benzenesulphonamide.
Claim 32
Dependent Claim
11 words
The composition of claim 21 wherein the compound is 2-methoxy-4-amino-5-chloro-N-(2-diethylaminoethyl)- benezensulphonamide.
Claim 33
Dependent Claim
7 words
The composition of claim 21 wherein n=1.
Claim 34
Dependent Claim
7 words
The compound of claim 1 wherein n=1.
Claim 35
Dependent Claim
14 words
The composition of claim 20 wherein both R 2 and R 3 are methyl.
Claim 36
Dependent Claim
14 words
The composition of claim 20 wherein both R 2 and R 3 are ethyl.
Claim 37
Dependent Claim
21 words
The composition of claim 20 wherein one of R 3 and R 4 is NO 2 , the other is hydrogen.
Claim 38
Dependent Claim
21 words
The composition of claim 20 wherein one of R 3 and R 4 is NH 2 , the other is hydrogen.
Claim 39
Dependent Claim
21 words
The composition of claim 20 wherein one of R 3 and R 4 is NO 2 , the other is chlorine.
Claim 40
Dependent Claim
21 words
The composition of claim 20 wherein one of R 3 and R 4 is NH 2 , the other is chlorine.
Claim 41
Dependent Claim
15 words
The composition of claim 20 wherein R 3 is chlorine and R 4 is hydrogen.
Claim 42
Dependent Claim
14 words
The composition of claim 20 wherein R 4 is --H 2 NO 2 S.
Claim 43
Dependent Claim
15 words
The composition of claim 20 wherein R 3 and R 4 are not hydrogen concurrently.
Claim 44
Dependent Claim
27 words
The process of producing an antiemetic, anticonvulsive, anesthetic or antibiotic effect which comprises administering the composition of claim 20 to a patient in a therapeutically effective amount.
Claim 45
Dependent Claim
11 words
The process of claim 39 wherein the compound is 2-methoxy-4-amino-5-chloro-N-(3-dimethylaminopropyl) benzenesulphonamide.
Claim 46
Dependent Claim
10 words
The process of claim 39 wherein the administration is oral.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-01-01 | 1982-07-03 | 1983-01-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-01-01 | 1986-07-03 | 1987-01-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-01-01 | 1990-07-03 | 1991-01-02 | $7700.00 | Window Closed / Lapsed |