US3960835A
Expired / Lapsed
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Zearaline glycoside compounds
Assignee: Commercial Solvents Corp
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Filing: 1974-01-18
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Granted: 1976-06-01
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Expires: 1994-01-18
Abstract
Abstract Compounds of the formula: ##SPC1## Wherein --A-- is either --CH 2 --CH 2 -- or --CH=CH--, >Z is either >CH 2 , >C=O or >CH--OH, Y is --H or --OR' wherein R' can be hydrogen, alkyl, alkanoyl, aryl, or aryl alkyl, and Gly is a glycosyl group, which exhibit anabolic and estrogenic activity, are provided, as well as processes for their preparation and compositions containing them which are useful as ruminant growth promoters.
Inventors
- 👤 Donald E. Robertson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 16:28
CPC Classifications
C; C07; C07H; C07H17/00; C07H17/04; C07H17/08
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
64 words
A compound of the formula ##SPC11## wherein --A-- is either --CH 2 --CH 2 -- or --CH=CH--; >Z is either >CH 2 , >C=O or >CH--OH; Y is --H or --OR' wherein R' is hydrogen, lower alkyl, lower alkanoyl, or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms; and Gly is a glycosyl group having about 4 to 5 ring carbon atoms.
Claim 2
Dependent Claim
64 words
A compound of the formula ##SPC11## wherein --A-- is either --CH 2 --CH 2 -- or --CH=CH--; >Z is either >CH 2 , >C=O or >CH--OH; Y is --H or --OR' wherein R' is hydrogen, lower alkyl, lower alkanoyl, or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms; and Gly is a glycosyl group having about 4 to 5 ring carbon atoms.
Claim 3
Dependent Claim
60 words
The compound of claim 1 wherein Gly has the formula ##EQU4## wherein X is --H or --(CHOR) n CH 2 OR, wherein n is 0, 1 or 2; m is 2 or 3; and R is selected from the group consisting of --H;NO 2 ; lower alkyl; lower alkanoyl; and monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms.
Claim 4
Dependent Claim
16 words
The compound of claim 2 wherein Y is --OR', n is 0, and m is 3.
Claim 5
Dependent Claim
16 words
The compound of claim 3 wherein R is H or lower alkanoyl and R' is hydrogen.
Claim 6
Dependent Claim
10 words
The compound of claim 4 wherein R is lower alkanoyl.
Claim 7
Dependent Claim
9 words
The compound of claim 4 wherein R is ##EQU5##
Claim 8
Dependent Claim
13 words
The compound of claim 5 wherein --Z-- is >C=O and --A-- is --CH=CH--.
Claim 9
Dependent Claim
17 words
The compound of claim 5 wherein --Z-- is >C=O and --A-- is --CH 2 --CH 2 --.
Claim 10
Dependent Claim
17 words
The compound of claim 5 wherein --Z-- is >CH--OH and --A-- is --CH 2 --CH 2 --.
Claim 11
Dependent Claim
18 words
The compound of claim 5 wherein --Z-- is >CH 2 and --A-- is --CH 2 --CH 2 --.
Claim 12
Dependent Claim
9 words
The compound of claim 4 wherein R is H.
Claim 13
Dependent Claim
13 words
The compound of claim 11 wherein --Z-- is >C=O and --A-- is --CH=CH--.
Claim 14
Dependent Claim
85 words
A compound of the formula ##SPC12## wherein --A-- is either --CH 2 --CH 2 -- or --CH=CH--; >Z is either >CH 2 , >C=O, or >CH--OH; Y is --H or --OR' wherein R' is hydrogen, lower alkyl, lower alkanoyl, or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms; X is hydrogen or --(CHOR) n CH 2 OR, wherein n is 0, 1 or 2 and R is hydrogen, lower alkyl, lower alkanoyl or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms.
Claim 15
Dependent Claim
85 words
A compound of the formula ##SPC12## wherein --A-- is either --CH 2 --CH 2 -- or --CH=CH--; >Z is either >CH 2 , >C=O, or >CH--OH; Y is --H or --OR' wherein R' is hydrogen, lower alkyl, lower alkanoyl, or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms; X is hydrogen or --(CHOR) n CH 2 OR, wherein n is 0, 1 or 2 and R is hydrogen, lower alkyl, lower alkanoyl or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms.
Claim 16
Dependent Claim
13 words
The compound of claim 13 in which R is H or lower alkanoyl.
Claim 17
Dependent Claim
57 words
A compound of the formula ##SPC13## wherein --A-- is either --CH 2 --CH 2 -- or --CH=CH--; >Z is either >CH 2 , >C=O or >CHOH; Y is --H or --OR' wherein R' is hydrogen, lower alkyl, lower alkanoyl, or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms; and Gly is 2, 3, 4, 6-tetra-0-acetyl-D-glucopyranosyl.
Claim 18
Dependent Claim
57 words
A compound of the formula ##SPC13## wherein --A-- is either --CH 2 --CH 2 -- or --CH=CH--; >Z is either >CH 2 , >C=O or >CHOH; Y is --H or --OR' wherein R' is hydrogen, lower alkyl, lower alkanoyl, or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms; and Gly is 2, 3, 4, 6-tetra-0-acetyl-D-glucopyranosyl.
Claim 19
Dependent Claim
54 words
A compound of the formula ##SPC14## wherein --A-- is either --CH 2 --CH 2 -- or --CH=CH--; >Z is either >CH 2 , >C=O or >CHOH; Y is --H or --OR' wherein R' is hydrogen, lower alkyl, lower alkanoyl, or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms; and Gly is glucopyranosyl.
Claim 20
Dependent Claim
54 words
A compound of the formula ##SPC14## wherein --A-- is either --CH 2 --CH 2 -- or --CH=CH--; >Z is either >CH 2 , >C=O or >CHOH; Y is --H or --OR' wherein R' is hydrogen, lower alkyl, lower alkanoyl, or monocyclic aryl lower-alkyl of about 7 to 15 carbon atoms; and Gly is glucopyranosyl.
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) | 1979-06-01 | 1979-12-01 | 1980-06-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-06-01 | 1983-12-01 | 1984-06-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-06-01 | 1987-12-01 | 1988-06-01 | $7700.00 | Window Closed / Lapsed |