US4087551A
Expired / Lapsed
US
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Amino-bicycloheptanes
Assignee: Glaxo Laboratories Ltd
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Filing: 1975-03-04
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Granted: 1978-05-02
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Expires: 1995-03-04
Abstract
Abstract Pharmaceutical compositions are described in which the active ingredient is a 7,7-dimethyl-[2,2,1]-bicycloheptane having at the 1-position a substituted or unsubstituted amino or aminomethyl group. The active ingredients have been found to possess antiviral and central nervous system activity.
Inventors
- 👤 Peter John May
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 07:57
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/16; C07D295/18; C07D209/00; C07D209/02; C07D209/44; C07D295/02
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
90 words
A pharmaceutical composition for treating viral infections and disorders of the central nervous system comprising a pharmaceutical carrier or excipient and a therapeutically effective amount of a 7,7-dimethyl-[2,2,1]-bicycloheptane having at the 1-position a group R, where R is an amino or aminomethyl group, or a derivative of said amino or aminomethyl group wherein R is substituted at at least the amino nitrogen atom or at the 10-carbon atom by one or more C 1-6 aliphatic, C 3-10 cycloaliphatic, benzyl, styryl, phenylethynyl or phenyl groups; or a physiologically acceptable salt thereof.
Claim 2
Dependent Claim
90 words
A pharmaceutical composition for treating viral infections and disorders of the central nervous system comprising a pharmaceutical carrier or excipient and a therapeutically effective amount of a 7,7-dimethyl-[2,2,1]-bicycloheptane having at the 1-position a group R, where R is an amino or aminomethyl group, or a derivative of said amino or aminomethyl group wherein R is substituted at at least the amino nitrogen atom or at the 10-carbon atom by one or more C 1-6 aliphatic, C 3-10 cycloaliphatic, benzyl, styryl, phenylethynyl or phenyl groups; or a physiologically acceptable salt thereof.
Claim 3
Dependent Claim
11 words
A composition as claimed in claim 1 in dosage unit form.
Claim 4
Dependent Claim
20 words
A composition as claimed in claim 2 in which each dosage unit contains 0.05 g to 4 g active material.
Claim 5
Dependent Claim
20 words
A composition as claimed in claim 2 in which each dosage unit contains 0.025 g to 4 g active material.
Claim 6
Dependent Claim
26 words
A composition as claimed in claim 1 suitable for administration as a nasal spray or nasal drops, or in the form of an aerosol for inhalation.
Claim 7
Dependent Claim
16 words
A composition as claimed in claim 1 wherein R is an amino or substituted amino group.
Claim 8
Dependent Claim
16 words
A composition as claimed in claim 1 wherein R is an aminomethyl or substituted aminomethyl group.
Claim 9
Dependent Claim
17 words
A composition as claimed in claim 6 wherein R is a C 1-6 mono- or dialkylamino group.
Claim 10
Dependent Claim
23 words
A composition as claimed in claim 7 wherein R is an aminomethyl, a C 1-6 mono- or dialkyl- or alkenyl-aminomethyl or 1-aminoethyl group.
Claim 11
Dependent Claim
28 words
A composition as claimed in claim 1 wherein R is an aminomethyl group or the monomethyl, monoethyl, monallyl, mono-n-butyl, dimethyl or diethyl amino-substituted derivatives thereof, or 1-aminoethyl group.
Claim 12
Dependent Claim
17 words
A composition as claimed in claim 1 wherein R is an amino, methylamino, ethylamino or dimethylamino group.
Claim 13
Dependent Claim
30 words
A method of treating viral infections and disorders of the central nervous system in animals including man which comprises administering to the animal a composition as claimed in claim 1.
Claim 14
Dependent Claim
85 words
A composition as claimed in claim 1 wherein R is substituted by alkyl, alkenyl or alkynyl group of up to 6 carbon atoms, which may be unsubstituted or substituted by an amino, C 1-6 mono- or dialkylamino, imino, hydroxy, thiol, an esterified or etherified hydroxy or thiol group or, when a basic grouping is also present on the group, an oxo group in an alpha-position in relation to the 1- or 10-nitrogen atom; a C 3-8 cycloalkyl group; benzyl, styryl, phenylethynyl or a phenyl group.
Claim 15
Dependent Claim
58 words
7,7-dimethyl-[2,2,1]-2-bicycloheptanes having at the 1-position a group R and the physiologically acceptable salts thereof, wherein R is an amino or aminomethyl group possessing a basic nitrogen atom and is substituted at at least the amino nitrogen atom or at the 10-carbon atom by one or more C 1-6 aliphatic, C 3-10 cycloaliphatic, benzyl, styryl, phenylethynyl, or phenyl groups.
Claim 16
Dependent Claim
58 words
7,7-dimethyl-[2,2,1]-2-bicycloheptanes having at the 1-position a group R and the physiologically acceptable salts thereof, wherein R is an amino or aminomethyl group possessing a basic nitrogen atom and is substituted at at least the amino nitrogen atom or at the 10-carbon atom by one or more C 1-6 aliphatic, C 3-10 cycloaliphatic, benzyl, styryl, phenylethynyl, or phenyl groups.
Claim 17
Dependent Claim
295 words
A process for the preparation of a compound as claimed in claim 14: (a) wherein the R group possesses a methylene group in an alpha-position in relation to the nitrogen atom, which comprises reducing the corresponding amide; (b) wherein R is a methylamino group, which comprises reducing an ester of the corresponding carboxyamino compound; (c) wherein R is a methylamino group, which comprises reductively methylating the corresponding amine; (d) wherein the nitrogen atom of R is linked by a double bond to a C 1-6 aliphatic, benzyl, styryl, phenylethynyl, which comprises condensing the corresponding amine with an aldehyde or ketone; (e) wherein R is an aminomethyl group in which one of the hydrogen atoms on the methyl carbon atom is substituted, which comprises reducing the corresponding ketoxamine; (f) wherein the nitrogen atom of R bears an phenyl substituent, which comprises reacting the corresponding amine with a benzyne; (g) wherein the nitrogen atom of R is substituted by a C 1-6 aliphatic, C 3-10 cycloaliphatic, benzyl, styryl or phenylethynyl group, which comprises reacting the corresponding amine with a compound of formula R 5 X where R 5 is a C 1-6 aliphatic, C 3-10 cycloaliphatic, or benzyl, styryl or phenylethynyl group, and X is a readily eliminatable group; (h) where R is an aminomethyl group in which the methyl group is substituted, which comprises reducing the corresponding substituted nitromethyl compound; (i) wherein the nitrogen atom of R is substituted by an aminoacyl group which comprises reacting a corresponding haloacyl compound with ammonia or an amine; or (j) wherein the nitrogen atom of R is substituted by C 1-6 aliphatic or benzyl, styryl or phenylethynyl group, which comprises reducing the corresponding compound in which the said nitrogen atom is linked to said group by a double bond.
References Cited (Backward Citations)
US3483254A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-05-01 | 1981-10-31 | 1982-05-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-05-01 | 1985-10-31 | 1986-05-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-05-01 | 1989-10-31 | 1990-05-02 | $7700.00 | Window Closed / Lapsed |