US4199569A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Selective hydrogenation products of C-076 compounds and derivatives thereof
Assignee: Merck and Co Inc
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Filing: 1978-07-31
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Granted: 1980-04-22
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Expires: 1998-07-31
Abstract
Abstract Derivatives of C-076 are described in which the C-076 molecule, as series of macrolides, has a specific unsaturation, at the 22,23-position, catalytically reduced. Further reaction of the reduced C-076 compounds are also possible. The compounds thus produced have profound anthelmintic, insecticidal, ectoparasiticidal and acaracidal activity. Compositions containing the described C-076 derivatives as the active ingredient thereof are also disclosed.
Inventors
- 👤 John C. Chabala
- 👤 Michael H. Fisher
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 18:48
CPC Classifications
C; C07; C07D; C07D493/00; C07D493/22; A; A01; A01N; A01N43/00; A01N43/90; C07H; C07H17/00; C07H17/04; C07H17/08; C12; C12P; C12P19/00; C12P19/44; C12P19/60; C12P19/62; C12P19/623
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
30 words
A compound having the formula: ##STR4## wherein R 1 is iso-propyl or sec-butyl; R 2 is methoxy, hydroxy or loweralkanoyloxy; and R 3 is hydrogen; loweralkanoyl; α-L-oleandrosyl; 4'-loweralkanoyl-α-L-oleandrosyl; 4'-(α-L-oleandrosyl)-α-L-oleandrosyl, 4"-loweralkanoyl-4'-(α-L-oleandrosyl)-α-L-oleandrosyl.
Claim 2
Dependent Claim
30 words
A compound having the formula: ##STR4## wherein R 1 is iso-propyl or sec-butyl; R 2 is methoxy, hydroxy or loweralkanoyloxy; and R 3 is hydrogen; loweralkanoyl; α-L-oleandrosyl; 4'-loweralkanoyl-α-L-oleandrosyl; 4'-(α-L-oleandrosyl)-α-L-oleandrosyl, 4"-loweralkanoyl-4'-(α-L-oleandrosyl)-α-L-oleandrosyl.
Claim 3
Dependent Claim
26 words
The compound of claim 1 wherein: R 1 is iso-propyl or sec-butyl; R 2 is methoxy or hydroxy; and R 3 is hydrogen, α-L-oleandrosyl or 4'-(α-L-oleandrosyl)-α-L-oleandrosyl.
Claim 4
Dependent Claim
10 words
The compound of claim 2 wherein R 1 is iso-propyl.
Claim 5
Dependent Claim
10 words
The compound of claim 2 wherein R 1 is sec-butyl.
Claim 6
Dependent Claim
9 words
The compound of claim 4 which is 22,23-dihydro-C-076 A1a.
Claim 7
Dependent Claim
9 words
The compound of claim 4 which is 22,23-dihydro-C-076 B1a.
Claim 8
Dependent Claim
10 words
The compound of claim 4 which is 22,23-dihydro-C-076 A1a aglycone.
Claim 9
Dependent Claim
10 words
The compound of claim 4 which is 22,23-dihydro-C-076 B1a aglycone.
Claim 10
Dependent Claim
11 words
The compound of claim 4 which is 22,23-dihydro C-076 A1a monosaccharide.
Claim 11
Dependent Claim
11 words
The compound of claim 4 which is 22,23-dihydro C-076 B1a monosaccharide.
Claim 12
Dependent Claim
14 words
The compound of claim 1 wherein the loweralkanoyl group of R 3 is acetyl.
Claim 13
Dependent Claim
10 words
The compound of claim 11 which is 4"-O-acetyl-22,23-dihydro C-076 A1a.
Claim 14
Dependent Claim
10 words
The compound of claim 11 which is 4"-O-acetyl-22,23-dihydro C-076 B1a.
Claim 15
Dependent Claim
12 words
The compound of claim 11 which is 4", 5-di-O-acetyl 22,23-dihydro C-076 B1a.
Claim 16
Dependent Claim
28 words
A method for treating for parasites which comprises treating the animal or area infected with parasites with an effective amount of one or more compounds of claim 1.
Claim 17
Dependent Claim
12 words
The method of claim 15 wherein the active compound is C-076 B1a.
Claim 18
Dependent Claim
21 words
The method of claim 15 wherein the active compound is a mixture of about 80% C-076 B1a and 20% C-076 B1b.
Claim 19
Dependent Claim
21 words
A composition for the treatment of parasitic infections which comprises an inert carrier and one or more compounds of claim 1.
Claim 20
Dependent Claim
12 words
The composition of claim 18 wherein the active compound is C-076 B1a.
Claim 21
Dependent Claim
21 words
The composition of claim 18 wherein the active compound is a mixture of about 80% C-076 B1a and 20% C-076 B1a.
References Cited (Backward Citations)
US3853842A
Cited
US3950360A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-04-22 | 1983-10-22 | 1984-04-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-04-22 | 1987-10-22 | 1988-04-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-04-22 | 1991-10-22 | 1992-04-22 | $7700.00 | Window Closed / Lapsed |