US4382925A
Expired / Lapsed
US
⏱️ 0.0 years remaining
E-5-(2-Halogenovinyl)-2'-deoxycytidines
Assignee: Stichting Rega VZW
•
Filing: 1980-10-02
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Granted: 1983-05-10
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Expires: 2000-10-02
Abstract
Abstract The invention relates to E-5-(2-halogenovinyl)-2'-deoxycytidines, e.g. E-5-(bromovinyl)-2'-deoxycytidine and E-5-(2-iodovinyl)-2'-deoxycytidine. These substances are endowed with specific antiviral activities towards herpes simplex virus and with an extremely low toxicity which makes them useful in antiviral medicines and for treatment of virus diseases in man and animal. They may be synthesized by introduction of an E-5-(2-halogenovinyl) sidechain into 2'-deoxycytidine, or by condensation of a trialkylsilyl derivative of E-5-(2-halogenovinyl)-cytosine with a hydroxyl-protected reactive derivative of 2'-deoxy-D-erythro-pentofuranose.
Inventors
- 👤 Erik De Clercq
- 👤 Gabriel A. Verhelst
- 👤 Albert S. Jones
- 👤 Richard T. Walker
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 01:45
CPC Classifications
C; C07; C07H; C07H19/00; C07H19/02; C07H19/04; C07H19/06; A; A61; A61P; A61P31/00; A61P31/12
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
12 words
E-5-(2-halogenovinyl)-2'-deoxycytidines selected, in particular, from the group consisting of E-5-(2-bromovinyl)-2'-deoxycytidine and E-5-(2-iodovinyl)-2'deoxycytidine.
Claim 2
Dependent Claim
12 words
E-5-(2-halogenovinyl)-2'-deoxycytidines selected, in particular, from the group consisting of E-5-(2-bromovinyl)-2'-deoxycytidine and E-5-(2-iodovinyl)-2'deoxycytidine.
Claim 3
Independent Claim
44 words
A method of preparing an E-5-(2-halogenovinyl)-2'-deoxycytidine which comprises introducing an E-5-(2-halogenovinyl)-group into 2'-deoxycytidine by the steps of reacting 5-chloromercuri-2'-deoxycytidine with an ethyl acrylate in the presence of a lithium palladium chloride catalyst, hydrolyzing the resulting E-5-(2-carbethoxyvinyl)-2'deoxycytidine and halogenating the resulting E-5-(2-carboxyvinyl)-2'-deoxycytidine to form E-5-(2-halogenovinyl)-2'-deoxycytidine.
Claim 4
Independent Claim
44 words
A method of preparing an E-5-(2-halogenovinyl)-2'-deoxycytidine which comprises introducing an E-5-(2-halogenovinyl)-group into 2'-deoxycytidine by the steps of reacting 5-chloromercuri-2'-deoxycytidine with an ethyl acrylate in the presence of a lithium palladium chloride catalyst, hydrolyzing the resulting E-5-(2-carbethoxyvinyl)-2'deoxycytidine and halogenating the resulting E-5-(2-carboxyvinyl)-2'-deoxycytidine to form E-5-(2-halogenovinyl)-2'-deoxycytidine.
Claim 5
Independent Claim
24 words
A method of treating herpes simplex infections, which comprises administering a therapeutically effective amount of E-5-(2-halogenovinyl)-2'-deoxycytidine to a patient suffering from herpes simplex infection.
Claim 6
Independent Claim
24 words
A method of treating herpes simplex infections, which comprises administering a therapeutically effective amount of E-5-(2-halogenovinyl)-2'-deoxycytidine to a patient suffering from herpes simplex infection.
Claim 7
Dependent Claim
38 words
An antiviral pharmaceutical composition having special usefulness for treatment of herpes simplex infections, said pharmaceutical composition comprising an effective amount of E-5-(2-halogenovinyl)-2'-deoxycytidine, selected in particular from the group consisiting of E-5-(2-bromovinyl)-2'-deoxycytidine and E-5-(2-iodovinyl)-2'-deoxycytidine with a pharmaceutically acceptable excipient.
Claim 8
Dependent Claim
38 words
An antiviral pharmaceutical composition having special usefulness for treatment of herpes simplex infections, said pharmaceutical composition comprising an effective amount of E-5-(2-halogenovinyl)-2'-deoxycytidine, selected in particular from the group consisiting of E-5-(2-bromovinyl)-2'-deoxycytidine and E-5-(2-iodovinyl)-2'-deoxycytidine with a pharmaceutically acceptable excipient.
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) | 1986-05-09 | 1986-11-08 | 1987-05-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-05-09 | 1990-11-08 | 1991-05-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-05-09 | 1994-11-08 | 1995-05-10 | $7700.00 | Window Closed / Lapsed |