JP2006522105A5 - - Google Patents
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- Publication number
- JP2006522105A5 JP2006522105A5 JP2006507360A JP2006507360A JP2006522105A5 JP 2006522105 A5 JP2006522105 A5 JP 2006522105A5 JP 2006507360 A JP2006507360 A JP 2006507360A JP 2006507360 A JP2006507360 A JP 2006507360A JP 2006522105 A5 JP2006522105 A5 JP 2006522105A5
- Authority
- JP
- Japan
- Prior art keywords
- pharmaceutical composition
- hydroxy acid
- acid ester
- composition
- pharmaceutical
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000008194 pharmaceutical composition Substances 0.000 claims 35
- 239000000203 mixture Substances 0.000 claims 34
- 229940061720 alpha hydroxy acid Drugs 0.000 claims 19
- -1 α-hydroxy acid ester Chemical class 0.000 claims 18
- 239000002775 capsule Substances 0.000 claims 17
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims 12
- 238000000034 method Methods 0.000 claims 12
- 150000002759 monoacylglycerols Chemical class 0.000 claims 11
- 239000013543 active substance Substances 0.000 claims 9
- 150000001280 alpha hydroxy acids Chemical group 0.000 claims 9
- 229940002612 prodrug Drugs 0.000 claims 9
- 239000000651 prodrug Substances 0.000 claims 9
- 239000006184 cosolvent Substances 0.000 claims 8
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims 8
- 230000032050 esterification Effects 0.000 claims 7
- 238000005886 esterification reaction Methods 0.000 claims 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol group Chemical group OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 7
- 150000004665 fatty acids Chemical group 0.000 claims 6
- 150000001982 diacylglycerols Chemical class 0.000 claims 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- 239000004310 lactic acid Substances 0.000 claims 4
- 235000014655 lactic acid Nutrition 0.000 claims 4
- 241000196324 Embryophyta Species 0.000 claims 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 229940079593 drug Drugs 0.000 claims 3
- 230000002209 hydrophobic effect Effects 0.000 claims 3
- 150000004671 saturated fatty acids Chemical group 0.000 claims 3
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 2
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims 2
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims 2
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims 2
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 claims 2
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims 2
- 125000005314 unsaturated fatty acid group Chemical group 0.000 claims 2
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 claims 1
- LVGKNOAMLMIIKO-UHFFFAOYSA-N Elaidinsaeure-aethylester Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC LVGKNOAMLMIIKO-UHFFFAOYSA-N 0.000 claims 1
- 239000002202 Polyethylene glycol Substances 0.000 claims 1
- 229920002472 Starch Polymers 0.000 claims 1
- 239000003240 coconut oil Substances 0.000 claims 1
- 235000019864 coconut oil Nutrition 0.000 claims 1
- LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 claims 1
- 229940093471 ethyl oleate Drugs 0.000 claims 1
- 210000001035 gastrointestinal tract Anatomy 0.000 claims 1
- 239000007903 gelatin capsule Substances 0.000 claims 1
- 235000011187 glycerol Nutrition 0.000 claims 1
- 239000001087 glyceryl triacetate Substances 0.000 claims 1
- 235000013773 glyceryl triacetate Nutrition 0.000 claims 1
- 239000003346 palm kernel oil Substances 0.000 claims 1
- 235000019865 palm kernel oil Nutrition 0.000 claims 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims 1
- 229920001223 polyethylene glycol Polymers 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 239000007905 soft elastic gelatin capsule Substances 0.000 claims 1
- 239000003549 soybean oil Substances 0.000 claims 1
- 235000012424 soybean oil Nutrition 0.000 claims 1
- 235000019698 starch Nutrition 0.000 claims 1
- 239000008107 starch Substances 0.000 claims 1
- 210000002784 stomach Anatomy 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 229960002622 triacetin Drugs 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/403,071 | 2003-03-31 | ||
| US10/403,071 US20040191207A1 (en) | 2003-03-31 | 2003-03-31 | Alpha-hydroxy acid ester drug delivery compositions and methods of use |
| PCT/US2004/008417 WO2004093851A1 (en) | 2003-03-31 | 2004-03-19 | Alpha-hydroxy acid ester drug delivery compositions and methods of use |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012013808A Division JP5592905B2 (ja) | 2003-03-31 | 2012-01-26 | α−ヒドロキシ酸エステル薬剤送達組成物及び使用方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006522105A JP2006522105A (ja) | 2006-09-28 |
| JP2006522105A5 true JP2006522105A5 (https=) | 2007-05-10 |
| JP5005339B2 JP5005339B2 (ja) | 2012-08-22 |
Family
ID=32989847
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006507360A Expired - Fee Related JP5005339B2 (ja) | 2003-03-31 | 2004-03-19 | α−ヒドロキシ酸エステル薬剤送達組成物及び使用方法 |
| JP2012013808A Expired - Fee Related JP5592905B2 (ja) | 2003-03-31 | 2012-01-26 | α−ヒドロキシ酸エステル薬剤送達組成物及び使用方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012013808A Expired - Fee Related JP5592905B2 (ja) | 2003-03-31 | 2012-01-26 | α−ヒドロキシ酸エステル薬剤送達組成物及び使用方法 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US20040191207A1 (https=) |
| EP (1) | EP1608346B1 (https=) |
| JP (2) | JP5005339B2 (https=) |
| AT (1) | ATE413865T1 (https=) |
| CA (1) | CA2518918C (https=) |
| CY (1) | CY1108700T1 (https=) |
| DE (1) | DE602004017705D1 (https=) |
| DK (1) | DK1608346T3 (https=) |
| ES (1) | ES2317017T3 (https=) |
| MX (1) | MXPA05010607A (https=) |
| PL (1) | PL1608346T3 (https=) |
| PT (1) | PT1608346E (https=) |
| SI (1) | SI1608346T1 (https=) |
| WO (1) | WO2004093851A1 (https=) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050238672A1 (en) * | 2004-04-27 | 2005-10-27 | Nimni Marcel E | Antifungal drug delivery |
| DE102010013064A1 (de) | 2010-03-26 | 2011-12-15 | Gabriele Blume | Neuartiges Trägersystem für den Transport von Wirkstoffen in die Haut |
| BR112014012444B1 (pt) | 2011-11-23 | 2021-12-14 | Therapeuticsmd, Inc | Composição farmacêutica compreendendo estradiol solubilizado, progesterona e um agente de solubilização, bem como usos desta para tratar um sintoma relacionado à menopausa em uma mulher |
| US9301920B2 (en) | 2012-06-18 | 2016-04-05 | Therapeuticsmd, Inc. | Natural combination hormone replacement formulations and therapies |
| US20150196640A1 (en) | 2012-06-18 | 2015-07-16 | Therapeuticsmd, Inc. | Progesterone formulations having a desirable pk profile |
| US10806697B2 (en) | 2012-12-21 | 2020-10-20 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US20130338122A1 (en) | 2012-06-18 | 2013-12-19 | Therapeuticsmd, Inc. | Transdermal hormone replacement therapies |
| US10806740B2 (en) | 2012-06-18 | 2020-10-20 | Therapeuticsmd, Inc. | Natural combination hormone replacement formulations and therapies |
| US10568891B2 (en) | 2012-12-21 | 2020-02-25 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US11246875B2 (en) | 2012-12-21 | 2022-02-15 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US10471072B2 (en) | 2012-12-21 | 2019-11-12 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US10537581B2 (en) | 2012-12-21 | 2020-01-21 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US11266661B2 (en) | 2012-12-21 | 2022-03-08 | Therapeuticsmd, Inc. | Vaginal inserted estradiol pharmaceutical compositions and methods |
| US9180091B2 (en) | 2012-12-21 | 2015-11-10 | Therapeuticsmd, Inc. | Soluble estradiol capsule for vaginal insertion |
| RU2016143081A (ru) | 2014-05-22 | 2018-06-26 | Терапьютиксмд, Инк. | Натуральные комбинированные гормонозаместительные составы и терапии |
| RU2016141135A (ru) | 2014-07-29 | 2018-08-28 | Терапьютиксмд, Инк. | Трансдермальный крем |
| US10328087B2 (en) | 2015-07-23 | 2019-06-25 | Therapeuticsmd, Inc. | Formulations for solubilizing hormones |
| US9931349B2 (en) | 2016-04-01 | 2018-04-03 | Therapeuticsmd, Inc. | Steroid hormone pharmaceutical composition |
| US10286077B2 (en) | 2016-04-01 | 2019-05-14 | Therapeuticsmd, Inc. | Steroid hormone compositions in medium chain oils |
| BR112020010519A2 (pt) | 2017-11-27 | 2020-10-20 | Umecrine Cognition Ab | formulação farmacêutica de oxima de 3¿lfa-etinil-3¿eta-hidroxiandrostan-17-ona |
| US11298336B2 (en) | 2019-05-30 | 2022-04-12 | Soluble Technologies, Inc. | Water soluble formulation |
| US11633405B2 (en) | 2020-02-07 | 2023-04-25 | Therapeuticsmd, Inc. | Steroid hormone pharmaceutical formulations |
| US11786475B2 (en) | 2020-07-22 | 2023-10-17 | Soluble Technologies Inc. | Film-based dosage form |
| US20250262183A1 (en) * | 2024-02-19 | 2025-08-21 | Harvey Tenenbaum | Antibiotic Topical Composition for Absorption into Systemic Bloodstream |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3492325A (en) * | 1967-03-24 | 1970-01-27 | Procter & Gamble | Production of alpha-hydroxy acids and esters |
| US5002771A (en) * | 1989-02-06 | 1991-03-26 | Rorer Pharmaceutical Corp. | Calcitonin suppository formulations |
| CZ278863B6 (en) * | 1992-09-07 | 1994-07-13 | Galena | Medicinal preparations with n-methylated cyclic undecapeptides |
| US5455353A (en) * | 1993-03-24 | 1995-10-03 | Hoffmann-La Roche Inc. | 4-(benzyl-2-oxo-oxazolidin-5 ylmethyl)N tertbutyl-decahydroisoquinoline-3-carboxamides |
| GB9405304D0 (en) * | 1994-03-16 | 1994-04-27 | Scherer Ltd R P | Delivery systems for hydrophobic drugs |
| US5430021A (en) * | 1994-03-18 | 1995-07-04 | Pharmavene, Inc. | Hydrophobic drug delivery systems |
| KR0167613B1 (ko) * | 1994-12-28 | 1999-01-15 | 한스 루돌프 하우스, 니콜 케르커 | 사이클로스포린-함유 연질캅셀제 조성물 |
| JPH1081621A (ja) * | 1996-04-01 | 1998-03-31 | Takeda Chem Ind Ltd | 経口投与用医薬組成物 |
| CA2185600A1 (en) * | 1996-09-16 | 1998-03-17 | Bernard Charles Sherman | Water-soluble concentrates containing cyclosporins |
| GB9621990D0 (en) * | 1996-10-22 | 1996-12-18 | Scotia Pharma Ltd | Use |
| EP0999829A1 (en) * | 1997-07-01 | 2000-05-17 | Pfizer Products Inc. | Solubilized sertraline compositions |
| WO1999029316A1 (en) * | 1997-12-10 | 1999-06-17 | Severson, Mary, L. | Pharmaceutical compositions containing an omega-3 fatty acid oil |
| US6294192B1 (en) * | 1999-02-26 | 2001-09-25 | Lipocine, Inc. | Triglyceride-free compositions and methods for improved delivery of hydrophobic therapeutic agents |
| GB9907715D0 (en) * | 1999-04-01 | 1999-05-26 | Scherer Corp R P | Pharmaceutical compositions |
| US6383471B1 (en) * | 1999-04-06 | 2002-05-07 | Lipocine, Inc. | Compositions and methods for improved delivery of ionizable hydrophobic therapeutic agents |
| MXPA01011343A (es) * | 1999-05-07 | 2002-06-04 | Pharmasol Gmbh | Particulas de lipidos a base de mezclas de lipidos liquidos y solidos asi como procedimiento para su produccion. |
| AU5072000A (en) * | 1999-06-02 | 2000-12-28 | Hexal Ag | Pharmaceutical composition for nasally administering water-soluble active substances |
| US6309663B1 (en) * | 1999-08-17 | 2001-10-30 | Lipocine Inc. | Triglyceride-free compositions and methods for enhanced absorption of hydrophilic therapeutic agents |
| DE19943678A1 (de) * | 1999-09-13 | 2001-03-15 | Beiersdorf Ag | Wirkstoffkombinationen aus oberflächenaktiven Citronensäureestern und Einschlußverbindungen von Cyclodextrinen und Retinoiden sowie kosmetische und dermatologische Zubereitungen mit einem Gehalt an solchen Gemischen |
| US6468559B1 (en) * | 2000-04-28 | 2002-10-22 | Lipocine, Inc. | Enteric coated formulation of bishosphonic acid compounds and associated therapeutic methods |
| GB0118300D0 (en) * | 2001-07-26 | 2001-09-19 | Cortendo Ab | Formulations |
-
2003
- 2003-03-31 US US10/403,071 patent/US20040191207A1/en not_active Abandoned
-
2004
- 2004-03-19 EP EP04759681A patent/EP1608346B1/en not_active Expired - Lifetime
- 2004-03-19 AT AT04759681T patent/ATE413865T1/de active
- 2004-03-19 PT PT04759681T patent/PT1608346E/pt unknown
- 2004-03-19 DE DE602004017705T patent/DE602004017705D1/de not_active Expired - Lifetime
- 2004-03-19 PL PL04759681T patent/PL1608346T3/pl unknown
- 2004-03-19 ES ES04759681T patent/ES2317017T3/es not_active Expired - Lifetime
- 2004-03-19 CA CA2518918A patent/CA2518918C/en not_active Expired - Fee Related
- 2004-03-19 WO PCT/US2004/008417 patent/WO2004093851A1/en not_active Ceased
- 2004-03-19 DK DK04759681T patent/DK1608346T3/da active
- 2004-03-19 JP JP2006507360A patent/JP5005339B2/ja not_active Expired - Fee Related
- 2004-03-19 MX MXPA05010607A patent/MXPA05010607A/es active IP Right Grant
- 2004-03-19 SI SI200430969T patent/SI1608346T1/sl unknown
-
2009
- 2009-01-14 CY CY20091100038T patent/CY1108700T1/el unknown
-
2012
- 2012-01-26 JP JP2012013808A patent/JP5592905B2/ja not_active Expired - Fee Related
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