US4171314A
Expired / Lapsed
US
⏱️ 0.0 years remaining
13-Halo and 13-deoxy C-076 compounds
Assignee: Merck and Co Inc
•
Filing: 1977-12-19
•
Granted: 1979-10-16
•
Expires: 1997-12-19
Abstract
Abstract Derivatives of the C-076 compounds are disclosed wherein the 13-position is unsubstituted or substituted by a halogen atom. The compounds are prepared by removing the glycosyl groups on the 13-position of the C-076 compounds isolated from the fermentation broth of Streptomyces avermitilis. This is followed by substitution of the 13-hydroxy group with a halogen, and subsequent removal of the halogen. The disclosed compounds are antiparasitic, anthelmintic, insecticidal and acaracidal agents.
Inventors
- 👤 John C. Chabala
- 👤 Michael H. Fisher
- 👤 Helmut H. Mrozik
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 21:54
CPC Classifications
C; C07; C07D; C07D493/00; C07D493/22; A; A01; A01N; A01N43/00; A01N43/02; A01N43/04; A01N43/22; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C07H; C07H17/00; C07H17/04; C07H17/08; C12; C12N; C12N1/00; C12N1/20; C12N1/205; C12P; C12P19/00; C12P19/44; C12P19/60; C12P19/62; C12P19/623; C12R; C12R2001/00; C12R2001/01; C12R2001/465
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
51 words
A compound having the formula: ##STR3## wherein the broken line indicates a single or a double bond; R is halogen or hydrogen; R 1 is hydroxy and is present only when said broken line indicates a single bond; R 2 is n-propyl or sec-butyl; and R 3 is methoxy or hydroxy.
Claim 2
Dependent Claim
51 words
A compound having the formula: ##STR3## wherein the broken line indicates a single or a double bond; R is halogen or hydrogen; R 1 is hydroxy and is present only when said broken line indicates a single bond; R 2 is n-propyl or sec-butyl; and R 3 is methoxy or hydroxy.
Claim 3
Dependent Claim
10 words
The compound of claim 1 wherein R 2 is n-propyl.
Claim 4
Dependent Claim
10 words
The compound of claim 1 wherein R 2 is sec-butyl.
Claim 5
Dependent Claim
9 words
The compound of claim 3 wherein R is hydrogen.
Claim 6
Dependent Claim
30 words
The compound of claim 4 wherein R is hydrogen; R 1 is a 22,23 double bond; R 2 is sec-butyl; and R 3 is methoxy, which is 13-deoxy C-076 A1a-aglycone.
Claim 7
Dependent Claim
27 words
The compound of claim 4 wherein R is hydrogen; R 1 is hydroxy; R 2 is sec-butyl; and R 3 is methoxy which is 13-deoxy C-076 A2a-aglycone.
Claim 8
Dependent Claim
30 words
The compound of claim 4 wherein R is hydrogen; R 1 is a 22,23 double bond; R 2 is sec-butyl; and R 3 is hydroxy, which is 13-deoxy C-076 B1a-aglycone.
Claim 9
Dependent Claim
27 words
The compound of claim 4 wherein R is hydrogen; R 1 is hydroxy; R 2 is sec-butyl; and R 3 is hydroxy, which is 13-deoxy C-076 B2a-aglycone.
Claim 10
Dependent Claim
9 words
The compound of claim 3 wherein R is chlorine.
Claim 11
Dependent Claim
28 words
The compound of claim 9 wherein R is chlorine; R 1 is a 22,23-double bond; R 2 is sec-butyl; and R 3 is methoxy, which is 13-chloro-13-deoxy-C-076 A1a-aglycone.
Claim 12
Dependent Claim
25 words
The compound of claim 9 wherein R is chlorine; R 1 is hydroxy; R 2 is sec-butyl; and R 3 is methoxy, which is 13-chloro-13-deoxy-C-076-A2a-aglycone.
Claim 13
Dependent Claim
28 words
The compound of claim 9 wherein R is chlorine; R 1 is a 22,23 double bond; R 2 is sec-butyl; and R 3 is hydroxy, which is 13-chloro-13-deoxy-C-076-B1a-aglycone.
Claim 14
Dependent Claim
25 words
The compound of claim 9 wherein R is chlorine; R 1 is hydroxy; R 2 is sec-butyl; and R 3 is hydroxy, which is 13-chloro-13-deoxy-C-076-B2a-aglycone.
References Cited (Backward Citations)
US3950360A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-10-15 | 1983-04-16 | 1983-10-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-10-15 | 1987-04-16 | 1987-10-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-10-15 | 1991-04-16 | 1991-10-16 | $7700.00 | Window Closed / Lapsed |