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US4138344A Expired / Lapsed US ⏱️ 0.0 years remaining

Erodible agent releasing device comprising poly(orthoesters) and poly(orthocarbonates)

Assignee: Alza Corp
•
Filing: 1977-08-24
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Granted: 1979-02-06
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Expires: 1997-08-24
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Abstract

Abstract The invention concerns orthoester and orthocarbonate polymers having a repeating mer comprising a hydrocarbon radical and a symmetrical dioxycarbon unit of the general formula: ##STR1## WHEREIN R 1 is a multivalent hydrocarbon radical, R 2 and R 3 are hydrocarbon radicals with at least one of R 2 or R 3 bonded to the dioxycarbon through an oxygen linkage, and which polymers are synthesized by reacting a polyol with an orthoester or orthocarbonate. The polymers are useful for making articles of manufacture, including devices and coatings for delivering beneficial agents.

Inventors

  • 👤 Nam S. Choi
  • 👤 Jorge Heller

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 01:09
CPC Classifications
C; C08; C08G; C08G4/00; A; A61; A61K; A61K9/00; A61K9/20; A61K9/2004; A61K9/2022; A61K9/2031; A61K9/204; C08G65/00; C08G65/34; C08G67/00; Y; Y10; Y10S; Y10S71/00; Y10S71/904

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 402 words
A device for the controlled release of an active agent to an environment of use, said device comprising: a matrix of an erodible release rate controlling material, said material comprising a polymer of the formula: ##STR61## wherein R 1 is a member selected from the group of divalent, trivalent and tetravalent radicals consisting of alkylene of 1 to 10 carbons; alkenylene of 2 to 10 carbons; alkyleneoxy of 2 to 6 carbons; cycloalkylene of 3 to 7 carbons; cycloalkylene of 3 to 7 carbons substituted with an alkyl of 1 to 7 carbons, alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and alkenyl of 2 to 7 carbons cycloalkenylene of 4 to 7 carbons; cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons, arylene, and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkenyl of 2 to 7 carbons; wherein R 2 and R 3 are selected from the group consisting of alkyl of 1 to 7carbons; alkenyl of 2 to 7 carbons; alkoxy of 1 to 7 carbons; alkenyloxy of 2 to 7 carbons; alkylene of 2 to 6 carbons; alkenylene of 3 to 6 carbons; alkyleneoxy of 2 to 6 carbons; alkenyleneoxy of 3 to 6 carbons; aryloxy; aralkyleneoxy of 8 to 12 carbons; aralkenyleneoxy of 8 to 12 carbons, oxa; OR 1 O with R 1 as defined above; a heterocyclic ring of 5 to 8 carbons and oxygen atoms formed when R 2 and R 3 are taken together; a fused polycyclic ring of 8 to 12 carbon and oxygen atoms formed when R 2 and R 3 are taken together; a member selected from the group consisting of a heterocyclic and fused polycyclic rings when R 2 and R 3 are taken together, with at least one of said R 2 and R 3 a member selected from the group consisting of alkoxy, alkenyloxy and OR 1 O; and n is greater than 10; an active agent present in the matrix; and wherein the device, when in the environment of use erodes at a controlled and continuous rate, thereby releasing the active agent at a controlled and continuous rate over a period of time.
Claim 2
Independent Claim 402 words
A device for the controlled release of an active agent to an environment of use, said device comprising: a matrix of an erodible release rate controlling material, said material comprising a polymer of the formula: ##STR61## wherein R 1 is a member selected from the group of divalent, trivalent and tetravalent radicals consisting of alkylene of 1 to 10 carbons; alkenylene of 2 to 10 carbons; alkyleneoxy of 2 to 6 carbons; cycloalkylene of 3 to 7 carbons; cycloalkylene of 3 to 7 carbons substituted with an alkyl of 1 to 7 carbons, alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and alkenyl of 2 to 7 carbons cycloalkenylene of 4 to 7 carbons; cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons, arylene, and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkenyl of 2 to 7 carbons; wherein R 2 and R 3 are selected from the group consisting of alkyl of 1 to 7carbons; alkenyl of 2 to 7 carbons; alkoxy of 1 to 7 carbons; alkenyloxy of 2 to 7 carbons; alkylene of 2 to 6 carbons; alkenylene of 3 to 6 carbons; alkyleneoxy of 2 to 6 carbons; alkenyleneoxy of 3 to 6 carbons; aryloxy; aralkyleneoxy of 8 to 12 carbons; aralkenyleneoxy of 8 to 12 carbons, oxa; OR 1 O with R 1 as defined above; a heterocyclic ring of 5 to 8 carbons and oxygen atoms formed when R 2 and R 3 are taken together; a fused polycyclic ring of 8 to 12 carbon and oxygen atoms formed when R 2 and R 3 are taken together; a member selected from the group consisting of a heterocyclic and fused polycyclic rings when R 2 and R 3 are taken together, with at least one of said R 2 and R 3 a member selected from the group consisting of alkoxy, alkenyloxy and OR 1 O; and n is greater than 10; an active agent present in the matrix; and wherein the device, when in the environment of use erodes at a controlled and continuous rate, thereby releasing the active agent at a controlled and continuous rate over a period of time.
Claim 3
Dependent Claim 49 words
A device according to claim 1, wherein R 1 is divalent when R 2 and R 3 are selected from the group consisting of alkyl, alkenyl, alkoxy and alkenyloxy with at least one of said R 2 and R 3 selected from the group consisting of alkoxy and alkenyloxy.
Claim 4
Dependent Claim 33 words
A device according to claim 1, wherein R 1 is divalent when R 2 and R 3 taken together is a member selected from the group consisting of heterocyclic and fused polycyclic rings.
Claim 5
Dependent Claim 44 words
A device according to claim 1, wherein R 2 and R 3 are a heterocyclic ring, R 2 is selected from the group consisting of alkyleneoxy and alkenyleneoxy and R 3 is a member selected from the group consisting of alkyleneoxy, alkenyleneoxy and alkylene.
Claim 6
Dependent Claim 45 words
A device according to claim 1, wherein R 2 and R 3 are a fused polycyclic ring, R 2 is selected from the group consisting of oxa, alkyleneoxy and alkenyleneoxy and R 3 is selected from the group consisting of aryloxy, aralkyleneoxy, aralkenyleneoxy and aralkylene.
Claim 7
Dependent Claim 34 words
A device according to claim 1, wherein R 1 is divalent when one of said R 2 and R 3 is a member selected from the group consisting of alkyl, alkenyl, alkoxy and alkenyloxy.
Claim 8
Dependent Claim 33 words
A device according to claim 1, wherein R 1 is trivalent when R 2 and R 3 taken together is a member selected from the group consisting of heterocyclic and fused polycyclic rings.
Claim 9
Dependent Claim 33 words
A device according to claim 1, wherein R 1 is tetravalent when R 2 and R 3 taken together is a member selected from the group consisting of heterocyclic and fused polycyclic rings.
Claim 10
Dependent Claim 43 words
A device according to claim 1, wherein R 2 and R 3 are bonded together with one of R 2 and R 3 selected from the group consisting of R 2 and R 3 selected from the group consisting of alkylenedioxy and alkenylenedioxy.
Claim 11
Dependent Claim 27 words
A device according to claim 1, wherein the matrix comprises a polymer of the following formula: ##STR62## wherein alkylene, cycloalkylene, a, b and n are as defined.
Claim 12
Dependent Claim 17 words
A device according to claim 1, wherein the matrix comprises a polymer of the following formula: ##STR63##
Claim 13
Dependent Claim 25 words
A device according to claim 11, wherein the polymer contains a member selected from the group consisting of trans isomers, cis isomers, and mixtures thereof.
Claim 14
Independent Claim 264 words
A device for releasing an active agent, said device comprising: a) a shaped matrix sized and adapted for placement in an environment of use and formed of the following formula: ##STR64## wherein R 1 is a member selected from the group consisting of alkylene of 1 to 10 carbons; alkenylene of 2 to 10 carbons, alkyleneoxy of 2 to 6 carbons; cycloalkylene of 3 to 7 carbons; cycloalkylene of 3 to 7 carbons substituted with a member selected from the group consisting of an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons; cycloalkylene of 4 to 7 carbons; cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons; arylene, and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and alkenyl of 2 to 7 carbons; a is 0 to 1; b is 2 to 6; and n is greater than 10; b) an active agent distributed in the matrix; c) at least one surface defining at least a part of the device, and d) wherein when the device is in the environment of use the surface erodes at a controlled and continuous rate and concurrently therewith releasing the active agent at a controlled and continuous rate over a period of time.
Claim 15
Independent Claim 264 words
A device for releasing an active agent, said device comprising: a) a shaped matrix sized and adapted for placement in an environment of use and formed of the following formula: ##STR64## wherein R 1 is a member selected from the group consisting of alkylene of 1 to 10 carbons; alkenylene of 2 to 10 carbons, alkyleneoxy of 2 to 6 carbons; cycloalkylene of 3 to 7 carbons; cycloalkylene of 3 to 7 carbons substituted with a member selected from the group consisting of an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons; cycloalkylene of 4 to 7 carbons; cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons; arylene, and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and alkenyl of 2 to 7 carbons; a is 0 to 1; b is 2 to 6; and n is greater than 10; b) an active agent distributed in the matrix; c) at least one surface defining at least a part of the device, and d) wherein when the device is in the environment of use the surface erodes at a controlled and continuous rate and concurrently therewith releasing the active agent at a controlled and continuous rate over a period of time.
Claim 16
Dependent Claim 30 words
A device according to claim 13, wherein the matrix is formed of a polymer containing a member selected from the group consisting of trans and cis isomers, and mixtures thereof.
Claim 17
Independent Claim 256 words
A device for the release of an active agent to an environment of use, said device comprising a) an erodible release rate controlling material containing b) an active agent, the material comprising a copolymer of the following formula: ##STR65## wherein R 1 is a member selected from the group consisting of alkylene of 1 to 10 carbons; alkenylene of 2 to 10 carbons; alkyleneoxy of 2 to 6 carbons; cycloalkylene of 3 to 7 carbons; cycloalkylene of 3 to 7 carbons substituted with a member selected from the group consisting of alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons; cycloalkenylene of 4 to 7 carbons; cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, and an alkenyl of 2 to 7 carbons; arylene; and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, and an alkenyl of 2 to 7 carbons; a is 0 to 1; b is 2 to 6; m is greater than 10; n is greater than 10; said copolymer comprising at least one of R 1 , a, and b in mer I different than R 1 , a, and b in mer II; and wherein the material erodes when the device is in the environment of use at a controlled and continuous rate thereby releasing the active agent over time.
Claim 18
Independent Claim 256 words
A device for the release of an active agent to an environment of use, said device comprising a) an erodible release rate controlling material containing b) an active agent, the material comprising a copolymer of the following formula: ##STR65## wherein R 1 is a member selected from the group consisting of alkylene of 1 to 10 carbons; alkenylene of 2 to 10 carbons; alkyleneoxy of 2 to 6 carbons; cycloalkylene of 3 to 7 carbons; cycloalkylene of 3 to 7 carbons substituted with a member selected from the group consisting of alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons; cycloalkenylene of 4 to 7 carbons; cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, and an alkenyl of 2 to 7 carbons; arylene; and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, and an alkenyl of 2 to 7 carbons; a is 0 to 1; b is 2 to 6; m is greater than 10; n is greater than 10; said copolymer comprising at least one of R 1 , a, and b in mer I different than R 1 , a, and b in mer II; and wherein the material erodes when the device is in the environment of use at a controlled and continuous rate thereby releasing the active agent over time.
Claim 19
Independent Claim 261 words
A device for the release of an active agent to an environment of use, said device comprising an erodible release rate controlling material containing an active agent, the material comprising a terpolymer of the following formula: ##STR66## wherein R 1 is a member selected from the group consisting of alkylene of 1 to 10 carbons; alkenylene of 2 to 10 carbons; alkyleneoxy of 2 to 6 carbons; cycloalkylene of 3 to 7 carbons; cycloalkylene of 3 to 7 carbons substituted with a member selected from the group consisting of alkyl of 1 to 7 carbons, alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons; cycloalkenylene of 4 to 7 carbons; cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, and an alkenyl of 2 to 7 carbons; arylene; and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, and an alkenyl of 2 to 7 carbons; and a is 0 to 1; b is 2 to 6; m, n, and p each are greater than 10; said terpolymer comprising at least one of R 1 , a, and b in mers I, II and III, that is different than R 1 a, and b in mers I, II and III; and wherein the device, when in the environment of use, erodes at a controlled and continuous rate, thereby releasing agent at a controlled and continuous rate over time.
Claim 20
Independent Claim 261 words
A device for the release of an active agent to an environment of use, said device comprising an erodible release rate controlling material containing an active agent, the material comprising a terpolymer of the following formula: ##STR66## wherein R 1 is a member selected from the group consisting of alkylene of 1 to 10 carbons; alkenylene of 2 to 10 carbons; alkyleneoxy of 2 to 6 carbons; cycloalkylene of 3 to 7 carbons; cycloalkylene of 3 to 7 carbons substituted with a member selected from the group consisting of alkyl of 1 to 7 carbons, alkoxy of 1 to 7 carbons, an alkylene of 1 to 10 carbons, and an alkenyl of 2 to 7 carbons; cycloalkenylene of 4 to 7 carbons; cycloalkenylene of 4 to 7 carbons substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, and an alkenyl of 2 to 7 carbons; arylene; and arylene substituted with an alkyl of 1 to 7 carbons, an alkoxy of 1 to 7 carbons, and an alkenyl of 2 to 7 carbons; and a is 0 to 1; b is 2 to 6; m, n, and p each are greater than 10; said terpolymer comprising at least one of R 1 , a, and b in mers I, II and III, that is different than R 1 a, and b in mers I, II and III; and wherein the device, when in the environment of use, erodes at a controlled and continuous rate, thereby releasing agent at a controlled and continuous rate over time.

References Cited (Backward Citations)

US3252786A Cited
US3887699A Cited
US3960150A Cited
US4001388A Cited
US4014987A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-02-05 1982-08-07 1983-02-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-02-05 1986-08-07 1987-02-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-02-05 1990-08-07 1991-02-06 $7700.00 Window Closed / Lapsed

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