← Back to Patent Explorer
US3984419A Expired / Lapsed US ⏱️ 0.0 years remaining

Perhydrofluorenetetrol and perhydro-phenanthrenetetrol derivatives

Assignee: ER Squibb and Sons LLC
•
Filing: 1974-02-28
•
Granted: 1976-10-05
•
Expires: 1994-02-28
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Compounds are provided having the structure ##SPC1## Wherein n is 1 or 2, n 1 is 0, 1 or 2 and n 2 is 0, 1, 2 or 3, R 1 , R 2 , R 3 and R 4 may be the same or different and can be hydrogen, lower alkyl, halolower alkyl, acyl, lower alkoxy-carbonyl ##EQU1## amido ##EQU2## or lower alkoxyalkylene, R can be lower alkoxy, lower alkyl or cycloalkyl, R 8 can be hydrogen, lower alkyl, cycloalkyl, hydroxy, dialkylaminoalkyl or R 9 O(CH 2 )q--. X is a single bond or a straight or branched bivalent aliphatic radical and Y is ##EQU3## These compounds are useful in the treatment of hypertension.

Inventors

  • 👤 Frederic Peter Hauck
  • 👤 Christopher Michael Cimarusti

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 06:24
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/16; C07D295/18; C07D295/182; C07D295/185; C07C; C07C17/00; C07C17/093; C07C17/16; C07C22/00; C07C22/02; C07C22/04; C07C57/00; C07C57/26; C07C61/00; C07C61/16; C07C61/39; C07D295/02; C07D295/027; C07D295/033; C07D295/04; C07D295/08; C07D295/096; C07D307/00; C07D307/77; C07D307/93; C07C2603/00; C07C2603/02; C07C2603/04; C07C2603/06; C07C2603/10; C07C2603/12; C07C2603/18; C07C2603/22; C07C2603/26

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 308 words
A compound of the structure ##SPC95## wherein n is 1 or 2; n 1 is 0, 1 or 2; n 2 is 0, 1, 2, or 3; p is an integer of from 0 to 10; R 1 , R 2 , R 3 and R 4 are the same or different and are selected from the group consisting of hydrogen, an acyl radical having less than 12 carbon atoms selected from the group consisting of lower alkanoyl, lower alkenoyl, monocyclic aroyl, monocyclic aryl-lower alkanoyl, cycloalkanoyl, cycloalkenoyl, cycloalkyl-lower alkanoyl and cycloalkenyl-lower alkanoyl, lower alkyl, trifluoromethyl, monohalo-lower alkyl, lower alkoxy-carbonyl, amido and (lower alkoxy) alkylene wherein the alkylene group has 2 to 5 carbon atoms; R is selected from the group consisting of lower alkyl, lower alkoxy, and cycloalkyl; R 8 is selected from the group consisting of hydrogen, lower alkyl, cycloalkyl, di-lower alkylamino-lower alkyl, hydroxy and R 9 O(CH 2 ) q -- wherein R 9 can be any of the R 1 to R 4 groups set forth above and q is an integer of from 1 to 10; and Y is ##EQU21## wherein R 5 and R 6 may be the same or different and are selected from the group consisting of hydrogen, lower alkyl, lower alkoxy, halo-lower alkyl, monocyclic cycloalkyl, monocyclic cycloalkyl-lower alkyl, hydroxy-lower alkyl, monocyclic aryl or monocyclic aryl-lower alkyl; or ##EQU22## can be taken together to form a 5-, 6- or 7-membered nitrogen heterocyclic radical containing not more than one hetero atom in addition to the nitrogen atom, wherein said additional hetero atom may be oxygen, nitrogen, or sulfur; wherein the term cycloalkyl refers to cycloalkyl groups having 3 to 6 carbon atoms and wherein the term aryl refers to phenyl or phenyl substituted with lower alkyl, halogen, nitro, or lower alkoxy; stereoisomers thereof, acid salts thereof, quaternary salts thereof and N-oxides thereof.
Claim 2
Dependent Claim 308 words
A compound of the structure ##SPC95## wherein n is 1 or 2; n 1 is 0, 1 or 2; n 2 is 0, 1, 2, or 3; p is an integer of from 0 to 10; R 1 , R 2 , R 3 and R 4 are the same or different and are selected from the group consisting of hydrogen, an acyl radical having less than 12 carbon atoms selected from the group consisting of lower alkanoyl, lower alkenoyl, monocyclic aroyl, monocyclic aryl-lower alkanoyl, cycloalkanoyl, cycloalkenoyl, cycloalkyl-lower alkanoyl and cycloalkenyl-lower alkanoyl, lower alkyl, trifluoromethyl, monohalo-lower alkyl, lower alkoxy-carbonyl, amido and (lower alkoxy) alkylene wherein the alkylene group has 2 to 5 carbon atoms; R is selected from the group consisting of lower alkyl, lower alkoxy, and cycloalkyl; R 8 is selected from the group consisting of hydrogen, lower alkyl, cycloalkyl, di-lower alkylamino-lower alkyl, hydroxy and R 9 O(CH 2 ) q -- wherein R 9 can be any of the R 1 to R 4 groups set forth above and q is an integer of from 1 to 10; and Y is ##EQU21## wherein R 5 and R 6 may be the same or different and are selected from the group consisting of hydrogen, lower alkyl, lower alkoxy, halo-lower alkyl, monocyclic cycloalkyl, monocyclic cycloalkyl-lower alkyl, hydroxy-lower alkyl, monocyclic aryl or monocyclic aryl-lower alkyl; or ##EQU22## can be taken together to form a 5-, 6- or 7-membered nitrogen heterocyclic radical containing not more than one hetero atom in addition to the nitrogen atom, wherein said additional hetero atom may be oxygen, nitrogen, or sulfur; wherein the term cycloalkyl refers to cycloalkyl groups having 3 to 6 carbon atoms and wherein the term aryl refers to phenyl or phenyl substituted with lower alkyl, halogen, nitro, or lower alkoxy; stereoisomers thereof, acid salts thereof, quaternary salts thereof and N-oxides thereof.
Claim 3
Dependent Claim 23 words
A compound in accordance with claim 1 wherein each of R 1 , R 2 , R 3 and R 4 is hydrogen.
Claim 4
Dependent Claim 31 words
A compound in accordance with claim 1 wherein one, two, three or each of R 1 , R 2 , R 3 and R 4 is acyl and the remainder hydrogen.
Claim 5
Dependent Claim 36 words
A compound in accordance with claim 1 wherein all four OR groups are axial and R 1 O and R 2 O are in trans configuration and OR 3 and OR 4 are in trans configuration.
Claim 6
Dependent Claim 49 words
A compound in accordance with claim 1 wherein R 1 O and R 2 O are in trans configuration and OR 3 and OR 4 are in trans configuration and R 3 O and R 4 O are diaxial and R 1 O and R 2 O are diequatorial.
Claim 7
Dependent Claim 53 words
A compound in accordance with claim 1 wherein R 1 O and R 2 O are in cis configuration and OR 3 and OR 4 are in trans configuration and one of R 1 O and R 2 O is equatorial and the other axial and OR 3 and OR 4 are diaxial.
Claim 8
Dependent Claim 55 words
A compound in accordance with claim 1 wherein R 1 O and R 2 O are in trans configuration and OR 3 and OR 4 are in cis configuration and R 1 O and R 2 O are diequatorial or diaxial and one of OR 3 and OR 4 is equatorial and the other axial.
Claim 9
Dependent Claim 11 words
A compound in accordance with claim 1 wherein n is 1.
Claim 10
Dependent Claim 11 words
A compound in accordance with claim 1 wherein n is 2.
Claim 11
Dependent Claim 23 words
A compound in accordance with claim 1 wherein R 8 is hydroxyl or HO(CH 2 ) q and n is 1 or 2.
Claim 12
Dependent Claim 27 words
A compound in accordance with claim 1 wherein the [-X-Y] --(CH 2 ) p --Y group and R 8 group are attached to the same carbon atom.
Claim 13
Dependent Claim 11 words
A compound in accordance with claim 1 having the structure ##SPC96##
Claim 14
Dependent Claim 13 words
The compound in accordance with claim 1 having the name 2,3-trans-4a,9a-trans-dodecahydro-6-(1-pyrrolidinyl)-fluorene-2,3,4a,9a-tetrol, tetraacetate ester.
Claim 15
Dependent Claim 13 words
The compound in accordance with claim 1 having the name 2,3-trans-4a,9a-trans-dodecahydro-7-(hydroxymethyl)-8-(piperidinomethyl)fluorene-2,3,4a,9a-tetrol, pentaacetate ester.
Claim 16
Dependent Claim 13 words
The compound in accordance with claim 1 having the name 2,3-trans-4a,9a-trans-dodecahydro-8-(hydroxymethyl)-7-(piperidinomethyl)fluorene-2,3,4a,9a-tetrol, pentaacetate ester.
Claim 17
Dependent Claim 11 words
The compound in accordance with claim 1 having the name 2,3-trans-4a,9a-trans-dodecahydro-6-(1-pyrrolidinyl)-fluorene-2,3,4a,9a-tetrol.
Claim 18
Dependent Claim 11 words
The compound in accordance with claim 1 having the name 2,3-trans-4a,9a-trans-dodecahydro-7-(1-pyrrolidinyl)-fluorene-2,3,4a,9a-tetrol.
Claim 19
Dependent Claim 14 words
The compound in accordance with claim 1 having the name 2,3-trans-4a,9a-trans-dodecahydro-7-(1-pyrrolidinyl)-fluorene-2,3,4a, 9a-tetrol, tetraacetate ester.

References Cited (Backward Citations)

US3751420A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-10-05 1980-04-05 1980-10-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-10-05 1984-04-05 1984-10-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-10-05 1988-04-05 1988-10-05 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag