US4178454A
Expired / Lapsed
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Stabilized prostaglandin E composition
Assignee: Toray Industries Inc
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Filing: 1978-10-11
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Granted: 1979-12-11
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Expires: 1998-10-11
Abstract
Abstract The degradation of prostaglandins E is prevented or minimized by combining prostaglandins E with methylhesperidin.
Inventors
- 👤 Masanobu Naruto
- 👤 Kiyotaka Ohno
- 👤 Norio Naruse
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 19:13
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/557; C; C07; C07C; C07C405/00; C07C405/0008; C07C405/0025
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
17 words
A stabilized prostaglandin E composition comprising a prostaglandin E having incorporated therein a stabilizing amount of methylhesperidin.
Claim 2
Dependent Claim
17 words
A stabilized prostaglandin E composition comprising a prostaglandin E having incorporated therein a stabilizing amount of methylhesperidin.
Claim 3
Dependent Claim
26 words
A composition according to claim 1 wherein the ratio by weight of methylhesperidin to the prostaglandin E is in the range of from 0.1 to 10,000.
Claim 4
Dependent Claim
26 words
A composition according to claim 1 wherein the ratio by weight of methylhesperidin to the prostaglandin E is in the range of from 1 to 1,000.
Claim 5
Dependent Claim
403 words
A composition according to claim 1 wherein the prostaglandin E is at least one compound selected from the group consisting of prostaglandin E 2 , prostaglandin E 1 , 13,14-dihydroprostaglandin E 1 , 13,14-dihydroprostaglandin E 2 , 15-methylprostaglandin E 2 , 15-methylprostaglandin E 1 , 15-methyl-13,14-dihydroprostaglandin E 1 , 16-methylprostaglandin E 2 , 16-methylprostaglandin E 1 , 16-methyl-13,14-dihydroprostaglandin E 1 , 16,16-dimethylprostaglandin E 2 , 16,16-dimethylprostaglandin E 1 , 16,16-dimethyl-13,14-dihydroprostaglandin E 1 , 16,16-propanoprostaglandin E 2 , 16,16-propanoprostaglandin E 1 , 16,16-propano-13,14-dihydroprostaglandin E 1 , 16-cyclohexyl-ω-tetranorprostaglandin E 2 , 16-phenyl-ω-tetranorprostaglandin E 2 , 17-phenyl-ω-trinorprostaglandin E 2 , 16-phenoxy-ω-tetranorprostaglandin E 2 , 16-m-chlorophenoxy-ω-tetranorprostaglandin E 2 , and their alkyl esters (the alkyl group having from 1 to 12 carbon atoms) and aralkyl esters (the aralkyl group having from 7 to 15 carbon atoms), and; prostaglandins E represented by the general formula: ##STR2## wherein R 1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms; R 4 and R 5 may be the same or different, and each of R 4 and R 5 represents independently a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms or a fluorine atom; R 2 and R 3 may be the same or different, and each of R 2 and R 3 represents independently a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms or a protective group for the hydroxyl group; R 6 represents an alkyl group having from 1 to 10 carbon atoms, a substituted alkyl group having from 1 to 15 carbon atoms, a cycloalkyl group having from 1 to 10 carbon atoms, a substituted cycloalkyl group (the cycloalkyl group having from 1 to 10 carbon atoms), an aryl group having from 6 to 15 carbon atoms, or a substituted aryl group (the aryl group having from 6 to 15 carbon atoms); Z represents a single bond, a sulfur atom or an oxygen atom; A represents --CH 2 CH 2 -- or cis--CH═CH--; B represents --CH 2 CH 2 --, --C═C-- or trans--CH═CH--; X represents an alkylene group having from 1 to 5 carbon atoms or a substituted alkylene group having from 1 to 10 carbon atoms, and; Y represents a carboxyl group, an alkoxycarbonyl group having from 2 to 13 carbon atoms, a hydroxymethyl group or an unsubstituted or substituted alkoxymethyl group (the alkoxymethyl group having from 2 to 6 carbon atoms).
Claim 6
Dependent Claim
16 words
A composition according to claim 1 wherein the methylhesperidin is a product obtained by methylating hesperidin.
Claim 7
Dependent Claim
18 words
A composition according to claim 1 which has a water content of less than about 5% by weight.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-12-10 | 1983-06-11 | 1983-12-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-10 | 1987-06-11 | 1987-12-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-10 | 1991-06-11 | 1991-12-11 | $7700.00 | Window Closed / Lapsed |