US4064270A
Expired / Lapsed
US
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N'-(Aminoacylaminophenyl) acetamidines
Assignee: Bayer AG
•
Filing: 1974-09-13
•
Granted: 1977-12-20
•
Expires: 1994-09-13
Abstract
Abstract A new class of N'-(aminoacylaminophenyl) acetamidines: ##STR1## in which R 1 and R 2 are the same or different and represent hydrogen, alkyl, aryl or the substituted derivatives thereof or, together with the nitrogen atom to which they are attached, an heterocyclic ring; and R 3 is hydrogen, alkyl, aryl, aralkyl, or a heterocyclic moiety including the substituted derivatives thereof. The products have utility as anthelmintics. The products are obtained by treating a suitable amino-acid or a carbonyl-activated amino-acid, with the appropriate N'-(4-aminophenyl)-N,N-dimethylacetamidine. In addition, the products are obtained by treating a suitable N'-(haloacylaminophenylacetamidine with an appropriate amine.
Inventors
- 👤 Hartmund Wollweber
- 👤 Ekkehard Niemers
- 👤 Hans Peter Schulz
- 👤 Herbert Thomas
- 👤 Peter Andrews
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 11:38
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/14; C07D295/145; C07D295/15; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 67
Claim 1
Independent Claim
51 words
A compound of the formula: ##STR35## or a pharmaceutically acceptable non-toxic salt thereof wherein R 1 and R 2 are the same or different and each is hydrogen or lower alkyl unsubstituted or substituted by lower alkoxy; and R 3 is hydrogen, or lower alkyl unsubstituted or substituted by lower alkoxy.
Claim 2
Dependent Claim
51 words
A compound of the formula: ##STR35## or a pharmaceutically acceptable non-toxic salt thereof wherein R 1 and R 2 are the same or different and each is hydrogen or lower alkyl unsubstituted or substituted by lower alkoxy; and R 3 is hydrogen, or lower alkyl unsubstituted or substituted by lower alkoxy.
Claim 3
Dependent Claim
14 words
A compound according to claim 1 wherein R 3 is hydrogen or lower alkyl.
Claim 4
Dependent Claim
64 words
A compound according to claim 1 wherein R 1 and R 2 are the same or different and each is hydrogen, or alkyl of 1 to 6 carbon atoms unsubstituted or substituted by alkoxy of 1 to 4 carbon atoms; and R 3 is hydrogen, or alkyl of 1 to 4 carbon atoms unsubstituted or substituted by alkoxy of 1 to 4 carbon atoms.
Claim 5
Dependent Claim
64 words
A compound according to claim 1 wherein R 1 and R 2 are the same or different and each is hydrogen, or alkyl of 1 to 4 carbon atoms unsubstituted or substituted by alkoxy of 1 or 2 carbon atoms; and R 3 is hydrogen, or alkyl of 1 or 2 carbon atoms unsubsituted or substituted by alkoxy of 1 or 2 carbon atoms.
Claim 6
Dependent Claim
42 words
A compound according to claim 1 wherein R 1 and R 2 are the same or different and each is hydrogen or alkyl of 1 to 5 carbon atoms; and R 3 is hydrogen, or alkyl of 1 to 5 carbon atoms.
Claim 7
Dependent Claim
36 words
A compound according to claim 1 wherein R 1 and R 2 are the same or different and each is hydrogen, methyl, ethyl or n-butyl; and R 3 is hydrogen, methyl, ethyl, isopropyl, n-butyl or isobutyl.
Claim 8
Dependent Claim
34 words
A compound according to caim 1 wherein R 1 and R 2 are the same or different and each is hydrogen, methyl, ethyl, or n-butyl; and R 3 is hydrogen, methyl, isopropyl or n-butyl.
Claim 9
Dependent Claim
34 words
A compound according to caim 1 wherein R 1 and R 2 are the same or different and each is hydrogen, methyl, ethyl, or n-butyl; and R 3 is hydrogen, methyl, isopropyl or n-butyl.
Claim 10
Dependent Claim
20 words
A compound according to claim 1 of the formula: ##STR36## wherein R 3 is hydrogen, methyl, ethyl, isopropyl or isobutyl.
Claim 11
Dependent Claim
9 words
The compound according to claim 1 which is: ##STR37##
Claim 12
Dependent Claim
9 words
The compound according to claim 1 which is: ##STR38##
Claim 13
Dependent Claim
9 words
The compound according to claim 1 which is: ##STR39##
Claim 14
Dependent Claim
9 words
The compound according to claim 1 which is: ##STR40##
Claim 15
Dependent Claim
9 words
The compound according to claim 1 which is: ##STR41##
Claim 16
Dependent Claim
9 words
The compound according to claim 1 which is: ##STR42##
Claim 17
Dependent Claim
9 words
The compound according to claim 1 which is: ##STR43##
Claim 18
Dependent Claim
9 words
The compound according to claim 1 which is: ##STR44##
Claim 19
Dependent Claim
9 words
The compound according to claim 1 which is: ##STR45##
Claim 20
Dependent Claim
9 words
The compound according to claim 1 which is: ##STR46##
Claim 21
Dependent Claim
9 words
The compound according to claim 1 which is: ##STR47##
Claim 22
Dependent Claim
80 words
An anthelmintic composition useful for treathelminthic infections in humans and animals which comprises an anthlemintically effective amount of a compound of the formula ##STR48## or a pharmaceutically acceptable non-toxic salt thereof wherein R 1 and R 2 are the same or different and each is hydrogen, or lower alkyl unsubstituted or substituted by lower alkoxy; and R 3 is hydrogen, or lower alkyl unsubstituted or substituted by lower alkoxy; in combination with a pharmaceutically acceptable non-toxic inert diluent or carrier.
Claim 23
Dependent Claim
80 words
An anthelmintic composition useful for treathelminthic infections in humans and animals which comprises an anthlemintically effective amount of a compound of the formula ##STR48## or a pharmaceutically acceptable non-toxic salt thereof wherein R 1 and R 2 are the same or different and each is hydrogen, or lower alkyl unsubstituted or substituted by lower alkoxy; and R 3 is hydrogen, or lower alkyl unsubstituted or substituted by lower alkoxy; in combination with a pharmaceutically acceptable non-toxic inert diluent or carrier.
Claim 24
Dependent Claim
14 words
A composition according to claim 20 wherein R 3 is hydrogen or lower alkyl.
Claim 25
Dependent Claim
64 words
A composition according to claim 20 wherein R 1 and R 2 are the same or different and each is hydrogen, or alkyl of 1 to 6 carbon atoms unsubstituted or substituted by alkoxy of 1 to 4 carbon atoms; and R 3 is hydrogen, or alkyl of 1 to 4 carbon atoms unsubstituted or substituted by alkoxy of 1 to 4 carbon atoms.
Claim 26
Dependent Claim
64 words
A composition according to claim 20 wherein R 1 and R 2 are the same or different and each is hydrogen, or alkyl of 1 to 4 carbon atoms unsubstituted or substituted by alkoxy of 1 or 2 carbon atoms; and R 3 is hydrogen, or alkyl of 1 or 2 carbon atoms unsubstituted or substituted by alkoxy of 1 or 2 carbon atoms.
Claim 27
Dependent Claim
42 words
A composition according to claim 20 wherein R 1 and R 2 are the same or different and each is hydrogen or alkyl of 1 to 5 carbon atoms; and R 3 is hydrogen, or alkyl of 1 to 5 carbon atoms.
Claim 28
Dependent Claim
36 words
A composition according to claim 20 wherein R 1 and R 2 are the same or different and each is hydrogen, methyl, ethyl or n-butyl; and R 3 is hydrogen, methyl, ethyl, isopropyl, n-butyl or isobutyl.
Claim 29
Dependent Claim
34 words
A composition according to claim 20 wherein R 1 and R 2 are the same or different and each is hydrogen, methyl, ethyl, or n-butyl; and R 3 is hydrogen, methyl, isopropyl or n-butyl.
Claim 30
Dependent Claim
20 words
A composition according to claim 20 of the formula ##STR49## wherein R 3 is hydrogen, methyl, ethyl, isopropyl or isobutyl.
Claim 31
Dependent Claim
11 words
A composition according to claim 20 wherein the compound is ##STR50##
Claim 32
Dependent Claim
11 words
A composition according to claim 20 wherein the compound is ##STR51##
Claim 33
Dependent Claim
11 words
A composition according to claim 20 wherein the compound is ##STR52##
Claim 34
Dependent Claim
11 words
A composition according to claim 20 wherein the compound is ##STR53##
Claim 35
Dependent Claim
11 words
A composition according to claim 20 wherein the compound is ##STR54##
Claim 36
Dependent Claim
11 words
A composition according to claim 20 wherein the compound is ##STR55##
Claim 37
Dependent Claim
11 words
A composition according to claim 20 wherein the compound is ##STR56##
Claim 38
Dependent Claim
11 words
A composition according to claim 20 wherein the compound is ##STR57##
Claim 39
Dependent Claim
11 words
A composition according to claim 20 wherein the compound is ##STR58##
Claim 40
Dependent Claim
11 words
A composition according to claim 20 wherein the compound is ##STR59##
Claim 41
Dependent Claim
11 words
A composition according to claim 20 wherein the compound is ##STR60##
Claim 42
Independent Claim
77 words
A method for treating helminthic infections in humans and animals which comprises administering to a human or animal in need thereof an anthelmintically effective amount of a compound of the formula ##STR61## or a pharmaceutically acceptable non-toxic salt thereof wherein R 1 and R 2 are the same or different and each is hydrogen or lower alkyl unsubstituted or substituted by lower alkoxy; and R 3 is hydrogen, or lower alkyl unsubstituted or substituted by lower alkoxy.
Claim 43
Independent Claim
77 words
A method for treating helminthic infections in humans and animals which comprises administering to a human or animal in need thereof an anthelmintically effective amount of a compound of the formula ##STR61## or a pharmaceutically acceptable non-toxic salt thereof wherein R 1 and R 2 are the same or different and each is hydrogen or lower alkyl unsubstituted or substituted by lower alkoxy; and R 3 is hydrogen, or lower alkyl unsubstituted or substituted by lower alkoxy.
Claim 44
Dependent Claim
14 words
A method according to claim 39 wherein R 3 is hydrogen or lower alkyl.
Claim 45
Dependent Claim
64 words
A method according to claim 39 wherein R 1 and R 2 are the same or different and each is hydrogen, or alkyl of 1 to 6 carbon atoms unsubstituted or substituted by alkoxy of 1 to 4 carbon atoms; and R 3 is hydrogen, or alkyl of 1 to 4 carbon atoms unsubstituted or substituted by alkoxy of 1 to 4 carbon atoms.
Claim 46
Dependent Claim
64 words
A method according to claim 39 wherein R 1 and R 2 are the same or different and each is hydrogen, or alkyl of 1 to 4 carbon atoms unsubstituted or substituted by alkoxy of 1 or 2 carbon atoms; and R 3 is hydrogen, or alkyl of 1 or 2 carbon atoms unsubstituted or substituted by alkoxy of 1 or 2 carbon atoms.
Claim 47
Dependent Claim
42 words
A method according to claim 39 wherein R 1 and R 2 are the same or different and each is hydrogen or alkyl of 1 to 5 carbon atoms; and R 3 is hydrogen, or alkyl of 1 to 5 carbon atoms.
Claim 48
Dependent Claim
36 words
A method according to claim 39 wherein R 1 and R 2 are the same or different and each is hydrogen, methyl, ethyl or n-butyl; and R 3 is hydrogen, methyl, ethyl, isopropyl, n-butyl or isobutyl.
Claim 49
Dependent Claim
34 words
A method according to claim 39 wherein R 1 and R 2 are the same or different and each is hydrogen, methyl, ethyl, and n-butyl; and R 3 is hydrogen, methyl, isopropyl or n-butyl.
Claim 50
Dependent Claim
20 words
A method according to claim 39 of the formula: ##STR62## wherein R 3 is hydrogen, methyl, ethyl, isopropyl or isobutyl.
Claim 51
Dependent Claim
10 words
A composition according to claim 20 in oral administration form.
Claim 52
Dependent Claim
10 words
A composition according to claim 20 in parenteral administration form.
Claim 53
Dependent Claim
10 words
A composition according to claim 20 in topical application form.
Claim 54
Dependent Claim
11 words
A method according to claim 39 wherein the administration is oral.
Claim 55
Dependent Claim
11 words
A method according to claim 39 wherein the administration is parenteral.
Claim 56
Dependent Claim
13 words
A method according to claim 39 wherein the administration is by topical application.
Claim 57
Dependent Claim
11 words
A method according to claim 39 wherein the compound is ##STR63##
Claim 58
Dependent Claim
11 words
A method according to claim 39 wherein the compound is ##STR64##
Claim 59
Dependent Claim
11 words
A method according to claim 39 wherein the compound is ##STR65##
Claim 60
Dependent Claim
11 words
A method according to claim 39 wherein the compound is ##STR66##
Claim 61
Dependent Claim
11 words
A method according to claim 39 wherein the compound is ##STR67##
Claim 62
Dependent Claim
11 words
A method according to claim 39 wherein the compound is ##STR68##
Claim 63
Dependent Claim
11 words
A method according to claim 39 wherein the compound is ##STR69##
Claim 64
Dependent Claim
11 words
A method according to claim 39 wherein the compound is ##STR70##
Claim 65
Dependent Claim
11 words
A method according to claim 39 wherein the compound is ##STR71##
Claim 66
Dependent Claim
11 words
A method according to claim 39 wherein the compound is ##STR72##
Claim 67
Dependent Claim
11 words
A method according to claim 39 wherein the compound is ##STR73##
References Cited (Backward Citations)
US3336384A
Cited
US3729470A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-12-19 | 1981-06-20 | 1981-12-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-19 | 1985-06-20 | 1985-12-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-19 | 1989-06-20 | 1989-12-20 | $7700.00 | Window Closed / Lapsed |