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US3888946A Expired / Lapsed US ⏱️ 0.0 years remaining

Pyrano benzopyrans

Assignee: Arthur D Little Inc
•
Filing: 1973-02-14
•
Granted: 1975-06-10
•
Expires: 1993-02-14
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Abstract

Abstract Novel 7-alkyl-(and 7-cycloalkyl-loweralkyl)9-hydroxy-4,4-dilower-alkyl-1,2,3,4-tetrahydro -(1)benzopyrano (3,4-c)pyrroles; 7alkyl-(and 7-cycloalkyl-lower-alkyl)9-hydroxy-4,4-di-lower alkyl1,2,3,4,3a,9b-hexahydro(1)benzopyrano(3,4-c)pyrroles, and certain ester and ether derivatives thereof. These compounds exhibit CNS activity, and are useful as sedatives or tranquilizers.

Inventors

  • 👤 Harry G Pars
  • 👤 Raj K Razdan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 17:28
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/04; C07D491/044; C07D491/052

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 11 words
A MEMBER OF THE GROUP CONSISTING OF COMPOUNDS HAVING THE FORMULA
Claim 2
Dependent Claim 11 words
A MEMBER OF THE GROUP CONSISTING OF COMPOUNDS HAVING THE FORMULA
Claim 3
Dependent Claim 5 words
A compound of the formula
Claim 4
Dependent Claim 5 words
A compound of the formula
Claim 5
Dependent Claim 10 words
An acid addition salt of the compound of claim 2.
Claim 6
Dependent Claim 14 words
An acid addition salt in accordance with claim 3 wherein said acid is HCl.
Claim 7
Dependent Claim 54 words
A compound in accordance with claim 2 wherein R1 is lower-alkyl; R2 is alkyl or cycloalkyl-lower-alkyl; and R3 is hydrogen or benzyl; the lower-alkyl groups containing from 1 through 6 carbon atoms, the alkyl groups containing from 1 through 20 carbon atoms and the cycloalkyl groups containing from 3 to 8 ring carbon atoms.
Claim 8
Dependent Claim 18 words
A compound in accordance with claim 2 wherein R1 is lower-alkyl, R2 is alkyl, and R3 is hydrogen.
Claim 9
Dependent Claim 23 words
A compound in accordance with claim 6 wherein R1 is methyl and R2 is 3-methyl-2-octyl and the compound is 4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-1,2,3,4 -tetrahydro(1)benzopyrano(3, 4-c) pyrrole.
Claim 10
Dependent Claim 18 words
A compound in accordance with claim 2 wherein R1 is lower-alkyl; R2 is alkyl, and R3 is benzyl.
Claim 11
Dependent Claim 22 words
A compound in accordance with claim 8 wherein R1 is methyl and R2 is 3-methyl-2-octyl and the compound is 2-benzyl-4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-1,2,3,4-tetrahydro( 1)benzopyrano( 2,3-c)pyrrole.
Claim 12
Dependent Claim 52 words
A compound in accordance with claim 2 wherein R1 is lower-alkyl; R2 is alkyl or cycloalkyl-lower-alkyl; and R3 is lower-alkynyl; the lower-alkyl groups containing from 1 through 6 carbon atoms, the alkyl groups containing from 1 through 20 carbon atoms and the cyclo-alkyl groups containing from 3 to 8 ring carbon atoms.
Claim 13
Dependent Claim 12 words
A compound in accordance with claim 10 wherein said lower-alkynyl is propargyl.
Claim 14
Dependent Claim 11 words
A compound in accordance with claim 10 wherein R2 is alkyl.
Claim 15
Dependent Claim 21 words
A compound in accordance with claim 12 wherein R1 is methyl, R2 is 3-methyl-2-octyl and the compound is 4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-2-propargyl-1,2,3,4-tetrahydro( 1)benzopyrano(3,4-c) pyrrole.
Claim 16
Dependent Claim 5 words
A compound of the formula
Claim 17
Dependent Claim 5 words
A compound of the formula
Claim 18
Dependent Claim 10 words
An acid addition salt of the compound of claim 14.
Claim 19
Dependent Claim 14 words
An acid addition salt in accordance with claim 15 wherein said acid is HCl.
Claim 20
Dependent Claim 54 words
A compound in accordance with claim 14 wherein R1 is lower-alkyl; R2 is alkyl or cycloalkyl-lower-alkyl; and R3 is hydrogen or benzyl; the lower-alkyl groups containing from 1 through 6 carbon atoms, the alkyl groups containing from 1 to 20 carbon atoms and the cycloalkyl groups containing from 3 to 8 ring carbon atoms.
Claim 21
Dependent Claim 18 words
A compound in accordance with claim 17 wherein R1 is lower-alkyl, R2 is alkyl, and R3 is hydrogen.
Claim 22
Dependent Claim 22 words
A compound in accordance with claim 18 wherein R1 is methyl and R2 is 3-methyl-2-octyl and the compound is 4,4-dimethyl-9-hydroxy-7-(3-methyl-2-octyl)-1,2,3,4,3a,9b-hexahydro- -hexahydro-(1)benzopyrano(3,4-c) pyrrole.

References Cited (Backward Citations)

US3676462A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-06-09 1978-12-09 1979-06-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-06-09 1982-12-09 1983-06-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-06-09 1986-12-09 1987-06-10 $7700.00 Window Closed / Lapsed

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