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US4016176A Expired / Lapsed US ⏱️ 0.0 years remaining

Esters of 4-hydroxy-2,9-dioxatricyclo[4.3.1.03,7 ] decanes and processes for their production

Assignee: AbbVie Pharmaceuticals GmbH
•
Filing: 1975-10-30
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Granted: 1977-04-05
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Expires: 1995-10-30
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Abstract

Abstract Compounds consisting of esters of 4-hydroxy-2,9-dioxatricyclo[4.3.1.03,7] decane having the formulae: <IMAGE> <IMAGE> in which formulae R1 is an alkyl radical having at most 4 carbon atoms, one of the radicals R2 and R3 is hydrogen and, when R2 is a hydrogen radical, R3 is a carbamyloxy radical and, when R3 is a hydrogen radical, R2 is a carbamyloxy, or an alkanoyl radical having at most 5 carbon atoms, the said carbamyloxy radical having the formula -OCONHR in which R is a hydrogen allyl, phenyl, cyclohexyl or an alkyl radical having at most 4 carbon atoms. The compounds are useful as sedatives and narcotics and can be produced by several different processes.

Inventors

  • 👤 Peter Willibrord Thies

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 12:18
CPC Classifications
C; C07; C07D; C07D493/00; C07D493/02; C07D493/08

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 68 words
A compound of the group consisting of esters of 4-hydroxy-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decanes with carbamic acids having the formula ##STR7## in which formulae R 1 is alkyl of at most 4 carbon atoms and one of R 2 and R 3 is hydrogen and the other is carbamyloxy having the formula --OCONHR, in which R is hydrogen, allyl, phenyl, cyclohexyl or alkyl of at most 4 carbon atoms.
Claim 2
Dependent Claim 68 words
A compound of the group consisting of esters of 4-hydroxy-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decanes with carbamic acids having the formula ##STR7## in which formulae R 1 is alkyl of at most 4 carbon atoms and one of R 2 and R 3 is hydrogen and the other is carbamyloxy having the formula --OCONHR, in which R is hydrogen, allyl, phenyl, cyclohexyl or alkyl of at most 4 carbon atoms.
Claim 3
Dependent Claim 17 words
The compound of claim 1 in which R 2 is hydrogen and R 3 is said carbamyloxy.
Claim 4
Dependent Claim 17 words
The compound of claim 1 in which R 2 is said carbamyloxy and R 3 is hydrogen.
Claim 5
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-ethylcarbamyloxy)-8-methoxy-3-methyl-10-methylene-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 6
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-n-propylcarbamyloxy)-8-methoxy-3-methyl-10-methylene-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 7
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-isopropylcarbamyloxy)-8-methoxy-3-methyl-10-methylene-2,9-dioxatricyclo[4.3.1.1 3 ,7 ]decane.
Claim 8
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-cyclohexylcarbamyloxy)-8-methoxy-3-methyl-10-methylene-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 9
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-allylcarbamyloxy)-8-methoxy-3-methyl-10-methylene-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 10
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-ethylcarbamyloxy)-8-ethoxy-3-methyl-10-methylene-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 11
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-ethylcarbamyloxy)-8-methoxy-3,10-dimethyl-2,9-cioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 12
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-n-propylcarbamyloxy)-8-methoxy-3,10-dimethyl-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 13
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-isopropylcarbamyloxy)-8-methoxy-3,10-dimethyl-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 14
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-cyclohexylcarbamyloxy)-8-methoxy-3,10-dimethyl-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 15
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-allylcarbamyloxy)-8-methoxy-3,10-dimethyl-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 16
Dependent Claim 13 words
A compound as defined in claim 1 which is 4α-(N-ethylcarbamyloxy-8-ethoxy-3,10-dimethyl-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 17
Dependent Claim 13 words
A compound as defined in claim 1 which is 4β-carbamyloxy-8-methoxy-3-methyl-10-methylene-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 18
Dependent Claim 13 words
A compound as defined in claim 1 which is 4β-(N-ethylcarbamyloxy)-8-methoxy-3-methyl-10-methylene-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 19
Dependent Claim 13 words
A compound as defined in claim 1 which is 4β-(N-allylcarbamyloxy)-8-methoxy-3-methyl-10-methylene-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 20
Dependent Claim 11 words
A compound as defined in claim 1 which is 4β-carbamoyloxy-8-methoxy-3,10-dimethyl-2,9-dioxatricyclo[4.3.1.0.sup.3,7 ]decane.
Claim 21
Dependent Claim 13 words
A compound as defined in claim 1 which is 4β-(N-ethylcarbamyloxy)-8-methoxy-3,10-dimethyl-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 22
Dependent Claim 13 words
A compound as defined in claim 1 which is 4β-(N-isopropylcarbamyloxy)-8-methoxy-3,10-dimethyl-2,9-dioxyatricyclo[4.3.1.0 3 ,7 ]decane.
Claim 23
Dependent Claim 13 words
A compound as defined in claim 1 which is 4β-(N-phenylcarbamyloxy)-8-methoxy-3,10-dimethyl-2,9-dioxatricyclo[4.3.1.0 3 ,7 ]decane.

References Cited (Backward Citations)

US3185692A Cited
US3324000A Cited
US3455912A Cited
DE1961433A1 Cited
US3917651A Cited
DE2305082A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-04-04 1980-10-04 1981-04-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-04-04 1984-10-04 1985-04-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-04-04 1988-10-04 1989-04-05 $7700.00 Window Closed / Lapsed

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