Patent US5023252A successfully refreshed from Google Patents.
US5023252A
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US
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Transdermal and trans-membrane delivery of drugs
Assignee: HSU YUNGTAI A
•
Filing: 1989-12-08
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Granted: 1991-06-11
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Expires: 2009-12-08
Abstract
Abstract The rate of absorption of drugs across skin and other body membranes such as mucous membranes and the blood brain barrier is enhanced by adding to the drug composition a compound which enhances the rate. This compound may be macrocyclic ester, diester, amide, diamide, amidine, diamidine, thioester, dithioester, thioamide, ketone or lactone. The macrocyclic ketone contains at least 12 carbon atoms.
Inventors
- 👤 Dean Hseih
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 21:24
CPC Classifications
A; A61; A61K; A61K9/00; A61K9/0012; A61K9/0014; A61K47/00; A61K47/06; A61K47/08; A61K47/22; A61K9/70; A61K9/7023; A61K9/703; A61K9/7038; A61K9/7046; A61K9/7069
Claims Analysis
Total Claims: 55
Claim 1
Independent Claim
302 words
A method for increasing the rate of passage of a drug across animal or human skin, mucous membranes, or the blood brain barrier which comprises applying to the skin, mucous membrane or blood brain barrier a composition comprising an effective amount of the drug, a pharmaceutical carrier, and from about 0.1 to about 50% by weight of a compound (with or without dissolving in a solvent) effecting such increase in rate, said compound having the structure: ##STR6## wherein X and Y are oxygen, sulfur or an imino group of the structure ##STR7## or ═N--R, with the proviso that when Y is an imino group, X is an imino group, and when Y is sulfur, X is sulfur or an imino group, A is a group having the structure ##STR8## wherein X and Y are as defined above, m and n are integers having a value from 1 to 20 and the sum of m+n is not greater than 25, p is an integer having a value of 0 or 1, q is an integer having a value of 0 or 1, r is an integer having a value of 0 or 1, and each of R, R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 is independently hydrogen or an alkyl group having from 1 to 6 carbon atoms which may be straight chained or branched, provided that only one of R 1 to R 6 can be alkyl group, with the proviso that when p, q and r are 0 and Y is oxygen, then m+n is at least 11, and with the further proviso that when X is an imino group, q is equal to 1, Y is oxygen, and p and r are 0, then m+n is at least 11.
Claim 2
Independent Claim
302 words
A method for increasing the rate of passage of a drug across animal or human skin, mucous membranes, or the blood brain barrier which comprises applying to the skin, mucous membrane or blood brain barrier a composition comprising an effective amount of the drug, a pharmaceutical carrier, and from about 0.1 to about 50% by weight of a compound (with or without dissolving in a solvent) effecting such increase in rate, said compound having the structure: ##STR6## wherein X and Y are oxygen, sulfur or an imino group of the structure ##STR7## or ═N--R, with the proviso that when Y is an imino group, X is an imino group, and when Y is sulfur, X is sulfur or an imino group, A is a group having the structure ##STR8## wherein X and Y are as defined above, m and n are integers having a value from 1 to 20 and the sum of m+n is not greater than 25, p is an integer having a value of 0 or 1, q is an integer having a value of 0 or 1, r is an integer having a value of 0 or 1, and each of R, R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 is independently hydrogen or an alkyl group having from 1 to 6 carbon atoms which may be straight chained or branched, provided that only one of R 1 to R 6 can be alkyl group, with the proviso that when p, q and r are 0 and Y is oxygen, then m+n is at least 11, and with the further proviso that when X is an imino group, q is equal to 1, Y is oxygen, and p and r are 0, then m+n is at least 11.
Claim 3
Dependent Claim
27 words
A method according to claim 1 wherein the amount of compound effecting the increase in the rate of passage is from about 0.1 to 30% by weight.
Claim 4
Dependent Claim
19 words
A method according to claim 1 wherein Y is sulfur, X is sulfur or imino, and A is ##STR9##
Claim 5
Dependent Claim
19 words
A method according to claim 1 wherein Y is imino, X is sulfur or imino, and A is ##STR10##
Claim 6
Dependent Claim
10 words
A method according to claim 1 wherein r is 0.
Claim 7
Dependent Claim
16 words
A method according to claim 5 wherein Y is sulfur and X is sulfur or imino.
Claim 8
Dependent Claim
14 words
A method according to claim 5 wherein Y is imino and X is imino.
Claim 9
Dependent Claim
16 words
A method according to claim 5 wherein Y is oxygen and X is sulfur or imino.
Claim 10
Dependent Claim
15 words
A method according to claim 1 wherein the R on the imino is lower alkyl.
Claim 11
Dependent Claim
24 words
A method according to claim 1 wherein the compound has the structure ##STR11## ##STR12## Wherein A is a carbo-oxy group of the structure ##STR13##
Claim 12
Dependent Claim
27 words
A method according to claim 10 wherein the amount of compound effecting the increase in the rate of passage is from about 0.1 to 30% by weight.
Claim 13
Dependent Claim
12 words
A method according to claim 10 wherein q and r are 1.
Claim 14
Dependent Claim
10 words
A method according to claim 12 wherein p is 0.
Claim 15
Dependent Claim
12 words
A method according to claim 13 wherein m+n is at least 3.
Claim 16
Dependent Claim
14 words
A method according to claim 10 wherein q is 1 and r is 0.
Claim 17
Dependent Claim
10 words
A method according to claim 15 wherein p is 0.
Claim 18
Dependent Claim
13 words
A method according to claim 10 wherein p, q and r are 0.
Claim 19
Dependent Claim
12 words
A method according to claim 17 wherein m+n is 11 to 15.
Claim 20
Dependent Claim
21 words
A method according to claim 18 wherein R 1 , R 2 , R 3 , and R 4 are hydrogen.
Claim 21
Dependent Claim
24 words
A method according to claim 18 wherein one of R 1 , R 2 , R 3 , or R 4 is lower alkyl.
Claim 22
Dependent Claim
23 words
A method according to claim 20 wherein one of R 1 , R 2 , R 3 , or R 4 is methyl.
Claim 23
Dependent Claim
10 words
A method according to claim 19 wherein m+n is 11.
Claim 24
Dependent Claim
10 words
A method according to claim 19 wherein m+n is 14.
Claim 25
Dependent Claim
10 words
A method according to claim 21 wherein m+n is 14.
Claim 26
Dependent Claim
22 words
A method according to claim 10 wherein r is 0, q and p are 1, m is 7 and n is 7.
Claim 27
Dependent Claim
18 words
A method according to claim 10 wherein q is 1, and r are 0 and m+n is 15.
Claim 28
Dependent Claim
16 words
A method according to claim 17 wherein the concentration of the compound is at least 2%.
Claim 29
Dependent Claim
295 words
A composition for administering a drug across skin, mucous membranes or blood brain barrier which contains an effective amount of a drug, a pharmaceutical carrier, and from about 0.1% to about 50% by weight of a compound (with or without dissolving in a solvent) which increases the rate of passage of the drug across the skin, the mucous membranes, or the blood brain barrier, said compound having the structure: ##STR14## wherein X and Y are oxygen, sulfur or an imino group of the structure ##STR15## or ═N--R, with the proviso that when Y is an imino group, X is an imino group, and when Y is sulfur, X is sulfur or an imino group, A is a group having the structure ##STR16## wherein X and Y are as defined above, m and n are integers having a value from 1 to 20 and the sum of m+n is not greater than 25, p is an integer having a value of 0 or 1, q is an integer having a value of 0 or 1, r is an integer having a value of 0 or 1, and each of R, R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 is independently hydrogen or an alkyl group having from 1 to 6 carbon atoms which may be straight chained or branched, provided that only one of R 1 to R 6 can be alkyl group, with the proviso that when p, q and r are 0 and Y is oxygen, then m+n is at least 11, and with the further proviso that when X is an imino group, q is equal to 1, Y is oxygen, and p and r are 0, then m+n is at least 11.
Claim 30
Dependent Claim
295 words
A composition for administering a drug across skin, mucous membranes or blood brain barrier which contains an effective amount of a drug, a pharmaceutical carrier, and from about 0.1% to about 50% by weight of a compound (with or without dissolving in a solvent) which increases the rate of passage of the drug across the skin, the mucous membranes, or the blood brain barrier, said compound having the structure: ##STR14## wherein X and Y are oxygen, sulfur or an imino group of the structure ##STR15## or ═N--R, with the proviso that when Y is an imino group, X is an imino group, and when Y is sulfur, X is sulfur or an imino group, A is a group having the structure ##STR16## wherein X and Y are as defined above, m and n are integers having a value from 1 to 20 and the sum of m+n is not greater than 25, p is an integer having a value of 0 or 1, q is an integer having a value of 0 or 1, r is an integer having a value of 0 or 1, and each of R, R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 is independently hydrogen or an alkyl group having from 1 to 6 carbon atoms which may be straight chained or branched, provided that only one of R 1 to R 6 can be alkyl group, with the proviso that when p, q and r are 0 and Y is oxygen, then m+n is at least 11, and with the further proviso that when X is an imino group, q is equal to 1, Y is oxygen, and p and r are 0, then m+n is at least 11.
Claim 31
Dependent Claim
25 words
A composition according to claim 28 wherein each of X and Y is oxygen and wherein A is a carbo-oxy group of the structure ##STR17##
Claim 32
Dependent Claim
12 words
A composition according to claim 29 wherein q and r are 1.
Claim 33
Dependent Claim
10 words
A composition according to claim 30 wherein p is 0.
Claim 34
Dependent Claim
12 words
A composition according to claim 30 wherein m+n is at least 3.
Claim 35
Dependent Claim
14 words
A composition according to claim 29 wherein q is 1 and r is 0.
Claim 36
Dependent Claim
10 words
A composition according to claim 33 wherein p is 0.
Claim 37
Dependent Claim
13 words
A composition according to claim 29 wherein p, q and r are 0.
Claim 38
Dependent Claim
12 words
A composition according to claim 35 wherein m+n is 11 to 15.
Claim 39
Dependent Claim
21 words
A composition according to claim 36 wherein R 1 , R 2 , R 3 , and R 4 are hydrogen.
Claim 40
Dependent Claim
24 words
A composition according to claim 36 wherein one of R 1 , R 2 , R 3 , or R 4 is lower alkyl.
Claim 41
Dependent Claim
23 words
A composition according to claim 38 wherein one of R 1 , R 2 , R 3 , or R 4 is methyl.
Claim 42
Dependent Claim
10 words
A composition according to claim 37 wherein m+n is 11.
Claim 43
Dependent Claim
10 words
A composition according to claim 37 wherein m+n is 14.
Claim 44
Dependent Claim
10 words
A composition according to claim 39 wherein m+n is 14.
Claim 45
Dependent Claim
22 words
A composition according to claim 29 wherein r is 0, p and q are 1, m is 7 and n is 7.
Claim 46
Dependent Claim
19 words
A composition according to claim 29 wherein q is 1, p and r are 0, and m+n is 15.
Claim 47
Dependent Claim
16 words
A composition according to claim 35 wherein the concentration of the compound is at least 2%.
Claim 48
Dependent Claim
16 words
A composition according to claim 44 wherein the concentration of the compound is at least 0.5%.
Claim 49
Dependent Claim
13 words
A composition according to claim 29 which is the form of a lotion.
Claim 50
Dependent Claim
13 words
A composition according to claim 29 which is the form of a cream.
Claim 51
Dependent Claim
13 words
A composition according to claim 29 which is the form of a film.
Claim 52
Dependent Claim
14 words
A composition according to claim 29 which is the form of a dermal patch.
Claim 53
Dependent Claim
13 words
A composition according to claim 29 which is the form of a solution.
Claim 54
Dependent Claim
14 words
A composition according to claim 29 which is the form of a spray solution.
Claim 55
Dependent Claim
14 words
A composition according to claim 51 wherein the composition is held in a sponge.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-06-10 | 1994-12-10 | 1995-06-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-06-10 | 1998-12-10 | 1999-06-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-06-10 | 2002-12-10 | 2003-06-11 | $7700.00 | Window Closed / Lapsed |