JP2003534295A5 - - Google Patents
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- Publication number
- JP2003534295A5 JP2003534295A5 JP2001585813A JP2001585813A JP2003534295A5 JP 2003534295 A5 JP2003534295 A5 JP 2003534295A5 JP 2001585813 A JP2001585813 A JP 2001585813A JP 2001585813 A JP2001585813 A JP 2001585813A JP 2003534295 A5 JP2003534295 A5 JP 2003534295A5
- Authority
- JP
- Japan
- Prior art keywords
- composition
- tetrahydropiperine
- drug
- derivative
- dihydropiperine
- 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
- 239000000203 mixture Substances 0.000 claims description 34
- APZYKUZPJCQGPP-UHFFFAOYSA-N Tetrahydropiperine Chemical compound C=1C=C2OCOC2=CC=1CCCCC(=O)N1CCCCC1 APZYKUZPJCQGPP-UHFFFAOYSA-N 0.000 claims description 31
- 229940079593 drug Drugs 0.000 claims description 23
- 239000003814 drug Substances 0.000 claims description 23
- MJBOPSKIWRUIBB-NSCUHMNNSA-N (e)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpent-3-en-1-one Chemical compound C=1C=C2OCOC2=CC=1C/C=C/CC(=O)N1CCCCC1 MJBOPSKIWRUIBB-NSCUHMNNSA-N 0.000 claims description 17
- 235000015097 nutrients Nutrition 0.000 claims description 15
- 238000010521 absorption reaction Methods 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 230000000507 anthelmentic effect Effects 0.000 claims description 4
- 229960001102 betamethasone dipropionate Drugs 0.000 claims description 4
- CIWBQSYVNNPZIQ-XYWKZLDCSA-N betamethasone dipropionate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)COC(=O)CC)(OC(=O)CC)[C@@]1(C)C[C@@H]2O CIWBQSYVNNPZIQ-XYWKZLDCSA-N 0.000 claims description 4
- 229960005466 diclofenac diethylammonium Drugs 0.000 claims description 4
- KPHWPUGNDIVLNH-UHFFFAOYSA-M diclofenac sodium Chemical compound [Na+].[O-]C(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl KPHWPUGNDIVLNH-UHFFFAOYSA-M 0.000 claims description 4
- 150000002894 organic compounds Chemical class 0.000 claims 8
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 claims 4
- 238000000034 method Methods 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 241000607479 Yersinia pestis Species 0.000 claims 2
- HXHWSAZORRCQMX-UHFFFAOYSA-N albendazole Chemical compound CCCSC1=CC=C2NC(NC(=O)OC)=NC2=C1 HXHWSAZORRCQMX-UHFFFAOYSA-N 0.000 claims 2
- 229960002669 albendazole Drugs 0.000 claims 2
- 239000002246 antineoplastic agent Substances 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 230000000855 fungicidal effect Effects 0.000 claims 2
- 239000000417 fungicide Substances 0.000 claims 2
- 239000002917 insecticide Substances 0.000 claims 2
- 239000007921 spray Substances 0.000 claims 2
- 229930153442 Curcuminoid Natural products 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 230000000259 anti-tumor effect Effects 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000002708 enhancing effect Effects 0.000 claims 1
- 235000015816 nutrient absorption Nutrition 0.000 claims 1
- 235000016709 nutrition Nutrition 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- OHCQJHSOBUTRHG-KGGHGJDLSA-N FORSKOLIN Chemical compound O=C([C@@]12O)C[C@](C)(C=C)O[C@]1(C)[C@@H](OC(=O)C)[C@@H](O)[C@@H]1[C@]2(C)[C@@H](O)CCC1(C)C OHCQJHSOBUTRHG-KGGHGJDLSA-N 0.000 description 22
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- SUZLHDUTVMZSEV-UHFFFAOYSA-N Deoxycoleonol Natural products C12C(=O)CC(C)(C=C)OC2(C)C(OC(=O)C)C(O)C2C1(C)C(O)CCC2(C)C SUZLHDUTVMZSEV-UHFFFAOYSA-N 0.000 description 11
- OHCQJHSOBUTRHG-UHFFFAOYSA-N colforsin Natural products OC12C(=O)CC(C)(C=C)OC1(C)C(OC(=O)C)C(O)C1C2(C)C(O)CCC1(C)C OHCQJHSOBUTRHG-UHFFFAOYSA-N 0.000 description 11
- 230000035515 penetration Effects 0.000 description 4
- 235000001014 amino acid Nutrition 0.000 description 3
- 150000001413 amino acids Chemical class 0.000 description 3
- 235000014633 carbohydrates Nutrition 0.000 description 3
- 150000001720 carbohydrates Chemical class 0.000 description 3
- 239000012676 herbal extract Substances 0.000 description 3
- 235000013343 vitamin Nutrition 0.000 description 3
- 229940088594 vitamin Drugs 0.000 description 3
- 229930003231 vitamin Natural products 0.000 description 3
- 239000011782 vitamin Substances 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 230000003187 abdominal effect Effects 0.000 description 1
- 229940124339 anthelmintic agent Drugs 0.000 description 1
- 239000000921 anthelmintic agent Substances 0.000 description 1
- 230000001384 anti-glaucoma Effects 0.000 description 1
- 230000003276 anti-hypertensive effect Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 208000006673 asthma Diseases 0.000 description 1
- 230000007883 bronchodilation Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- -1 diterpenoid compound Chemical class 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 231100000435 percutaneous penetration Toxicity 0.000 description 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20524500P | 2000-05-19 | 2000-05-19 | |
| US60/205,245 | 2000-05-19 | ||
| US27797901P | 2001-03-23 | 2001-03-23 | |
| US60/277,979 | 2001-03-23 | ||
| PCT/US2001/016070 WO2001089571A2 (en) | 2000-05-19 | 2001-05-21 | Method of increased bioavailability of nutrients and pharmaceutical preparations with tetrahydropiperine and its analogues and derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003534295A JP2003534295A (ja) | 2003-11-18 |
| JP2003534295A5 true JP2003534295A5 (https=) | 2007-04-19 |
| JP4098985B2 JP4098985B2 (ja) | 2008-06-11 |
Family
ID=26900240
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001585813A Expired - Lifetime JP4098985B2 (ja) | 2000-05-19 | 2001-05-21 | テトラヒドロピペリンならびにその類似体および誘導体を用いて栄養素および薬剤調製物の生体利用能を高める方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6849645B2 (https=) |
| JP (1) | JP4098985B2 (https=) |
| AU (1) | AU2001278849A1 (https=) |
| DE (2) | DE10196213B4 (https=) |
| GB (1) | GB2380675B (https=) |
| WO (1) | WO2001089571A2 (https=) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7105576B2 (en) * | 2002-04-24 | 2006-09-12 | Research Development Foundation | Synergistic effects of nuclear transcription factor NF-κB inhibitors and anti-neoplastic agents |
| WO2004000229A2 (en) * | 2002-06-24 | 2003-12-31 | Research Development Foundation | Treatment of human multiple myeloma by curcumin |
| WO2004067018A1 (en) * | 2003-01-30 | 2004-08-12 | Council Of Scientific And Industrial Research | Bioavailability enhancing activity of carum carvi extracts and fractions thereof |
| AU2004320907A1 (en) | 2003-08-26 | 2006-04-13 | Research Development Foundation | Osteoclastogenesis inhibitors and uses thereof |
| WO2006121421A2 (en) * | 2004-01-14 | 2006-11-16 | Robert Ritch | Methods and formulations for treating glaucoma |
| AU2005284908B2 (en) | 2004-09-13 | 2011-12-08 | Morningside Venture Investments Limited | Biosynchronous transdermal drug delivery |
| US8252321B2 (en) | 2004-09-13 | 2012-08-28 | Chrono Therapeutics, Inc. | Biosynchronous transdermal drug delivery for longevity, anti-aging, fatigue management, obesity, weight loss, weight management, delivery of nutraceuticals, and the treatment of hyperglycemia, alzheimer's disease, sleep disorders, parkinson's disease, aids, epilepsy, attention deficit disorder, nicotine addiction, cancer, headache and pain control, asthma, angina, hypertension, depression, cold, flu and the like |
| US20060130675A1 (en) * | 2004-11-30 | 2006-06-22 | Crawford David S | Transdermal nutritional supplement delivery patch |
| WO2006127905A2 (en) | 2005-05-24 | 2006-11-30 | Chrono Therapeutics, Inc. | Portable drug delivery device |
| US20070237735A1 (en) * | 2006-03-31 | 2007-10-11 | Laboratoires Dermo-Cosmetik Inc. | Anti-aging composition, kit and method of use |
| US20080138417A1 (en) * | 2006-11-22 | 2008-06-12 | Charles Grigsby | Topical Composition And Method Of Forming |
| WO2013006643A1 (en) | 2011-07-06 | 2013-01-10 | The Parkinson's Institute | Compositions and methods for treatment of symptoms in parkinson's disease patients |
| US10105487B2 (en) | 2013-01-24 | 2018-10-23 | Chrono Therapeutics Inc. | Optimized bio-synchronous bioactive agent delivery system |
| AU2016211330A1 (en) | 2015-01-28 | 2017-08-03 | Chrono Therapeutics Inc. | Drug delivery methods and systems |
| US10679516B2 (en) | 2015-03-12 | 2020-06-09 | Morningside Venture Investments Limited | Craving input and support system |
| US10898537B2 (en) | 2015-07-31 | 2021-01-26 | Delivra Inc. | Transdermal formulations for delivery of capsaicinoids |
| KR102655937B1 (ko) * | 2016-09-27 | 2024-04-11 | (주)아모레퍼시픽 | 코스모페린을 포함하는 항스트레스 조성물 |
| AU2017343886B2 (en) * | 2016-10-14 | 2023-07-06 | Cipla Limited | Pharmaceutical compositions comprising rifaximin |
| CA3049529A1 (en) | 2017-01-06 | 2018-07-12 | Chrono Therapeutics Inc. | Transdermal drug delivery devices and methods |
| US20200268761A1 (en) * | 2017-09-19 | 2020-08-27 | Cipla Limited | Compositions comprising ibrutinib and an alkaloid having enhanced bioavailability |
| US11596779B2 (en) | 2018-05-29 | 2023-03-07 | Morningside Venture Investments Limited | Drug delivery methods and systems |
| US12397141B2 (en) | 2018-11-16 | 2025-08-26 | Morningside Venture Investments Limited | Thermally regulated transdermal drug delivery system |
| US20200179362A1 (en) * | 2018-12-05 | 2020-06-11 | James E. Beecham | Dietary supplement comprising glucuronidation inhibition assist for healthful daily synergy of anti-inflammation, cellular anti-oxidant boost, cellular protein clean-up boost |
| JP7163261B2 (ja) * | 2019-09-27 | 2022-10-31 | 富士フイルム株式会社 | 水中油型乳化組成物、及び皮膚外用剤 |
| CN115670998A (zh) * | 2022-11-18 | 2023-02-03 | 广州澳莱娜生物科技有限公司 | 一种祛痘控油亮肤组合物及其制备方法 |
| CN115813822B (zh) * | 2022-12-16 | 2024-06-25 | 厦门海尼新创生物科技有限公司 | 一种高效祛痘组合物及其制备方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT398259B (de) * | 1982-09-30 | 1994-11-25 | Dainippon Jochugiku Kk | Thermischer räucherapparat für ein chemisches präparat |
| DE4392300T1 (de) * | 1992-05-21 | 1995-12-07 | Jeff J Staggs | Therapeutische Gebräuche von beißenden Pflanzen und Ihre Verwandten Zusammensetzungen |
| CA2098889A1 (en) * | 1992-07-06 | 1994-01-07 | Takashi Chinuki | Slow-releasing medicated resin moldings and process for producing the same |
| IN176897B (https=) * | 1993-10-29 | 1996-09-28 | Cadila Lab Ltd | |
| US5439891A (en) * | 1993-10-29 | 1995-08-08 | Kapil; Randhir S. | Process for preparation of pharmaceutical composition with enhanced activity for treatment of tuberculosis and leprosy |
| JP2946452B2 (ja) * | 1994-11-04 | 1999-09-06 | カディラ ラボラトリーズ リミテッド | ピペリンを含む組成物 |
| US5744161A (en) * | 1995-02-24 | 1998-04-28 | Sabinsa Corporation | Use of piperine as a bioavailability enhancer |
| EP0935964A1 (en) * | 1998-02-12 | 1999-08-18 | Panacea Biotec Limited | Pharmaceutical compositions containing NSAIDs and piperine |
| GB9815177D0 (en) * | 1998-07-13 | 1998-09-09 | King S College London | Treatment of skin disorders |
-
2001
- 2001-05-21 DE DE10196213.4A patent/DE10196213B4/de not_active Expired - Lifetime
- 2001-05-21 DE DE10196213T patent/DE10196213T1/de active Granted
- 2001-05-21 AU AU2001278849A patent/AU2001278849A1/en not_active Abandoned
- 2001-05-21 GB GB0229561A patent/GB2380675B/en not_active Expired - Lifetime
- 2001-05-21 WO PCT/US2001/016070 patent/WO2001089571A2/en not_active Ceased
- 2001-05-21 JP JP2001585813A patent/JP4098985B2/ja not_active Expired - Lifetime
- 2001-05-21 US US09/860,816 patent/US6849645B2/en not_active Expired - Lifetime
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