JP2006520377A5 - - Google Patents
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- Publication number
- JP2006520377A5 JP2006520377A5 JP2006506335A JP2006506335A JP2006520377A5 JP 2006520377 A5 JP2006520377 A5 JP 2006520377A5 JP 2006506335 A JP2006506335 A JP 2006506335A JP 2006506335 A JP2006506335 A JP 2006506335A JP 2006520377 A5 JP2006520377 A5 JP 2006520377A5
- Authority
- JP
- Japan
- Prior art keywords
- weeks
- testosterone
- esters
- undecanoate
- vol
- 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
- MUMGGOZAMZWBJJ-DYKIIFRCSA-N Testosterone Natural products O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N 0.000 claims 11
- 239000000203 mixture Substances 0.000 claims 9
- 229960003604 testosterone Drugs 0.000 claims 7
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical group C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 claims 6
- 239000003981 vehicle Substances 0.000 claims 6
- 239000004359 castor oil Substances 0.000 claims 5
- 235000019438 castor oil Nutrition 0.000 claims 5
- 239000006184 cosolvent Substances 0.000 claims 5
- 150000002148 esters Chemical class 0.000 claims 5
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims 5
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical class CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims 4
- -1 testosterone ester Chemical class 0.000 claims 4
- UDSFVOAUHKGBEK-CNQKSJKFSA-N testosterone undecanoate Chemical group C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](OC(=O)CCCCCCCCCC)[C@@]1(C)CC2 UDSFVOAUHKGBEK-CNQKSJKFSA-N 0.000 claims 4
- 229960000746 testosterone undecanoate Drugs 0.000 claims 4
- 150000003515 testosterones Chemical class 0.000 claims 4
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical class CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 claims 4
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical class CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 claims 4
- 229960002903 benzyl benzoate Drugs 0.000 claims 3
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims 3
- 238000010255 intramuscular injection Methods 0.000 claims 3
- 239000007927 intramuscular injection Substances 0.000 claims 3
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 claims 3
- 239000000579 Gonadotropin-Releasing Hormone Substances 0.000 claims 2
- 206010052649 Primary hypogonadism Diseases 0.000 claims 2
- 206010059594 Secondary hypogonadism Diseases 0.000 claims 2
- 101000857870 Squalus acanthias Gonadoliberin Proteins 0.000 claims 2
- 230000006378 damage Effects 0.000 claims 2
- 230000002950 deficient Effects 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- XLXSAKCOAKORKW-AQJXLSMYSA-N gonadorelin Chemical compound C([C@@H](C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N1[C@@H](CCC1)C(=O)NCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H]1NC(=O)CC1)C1=CC=C(O)C=C1 XLXSAKCOAKORKW-AQJXLSMYSA-N 0.000 claims 2
- 229940035638 gonadotropin-releasing hormone Drugs 0.000 claims 2
- 201000003368 hypogonadotropic hypogonadism Diseases 0.000 claims 2
- 208000014674 injury Diseases 0.000 claims 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-M pentadecanoate Chemical compound CCCCCCCCCCCCCCC([O-])=O WQEPLUUGTLDZJY-UHFFFAOYSA-M 0.000 claims 2
- 238000012360 testing method Methods 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 102000006771 Gonadotropins Human genes 0.000 claims 1
- 108010086677 Gonadotropins Proteins 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical class C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 claims 1
- 201000010789 Spermatic Cord Torsion Diseases 0.000 claims 1
- 206010043315 Testicular failure Diseases 0.000 claims 1
- 206010043356 Testicular torsion Diseases 0.000 claims 1
- 208000027418 Wounds and injury Diseases 0.000 claims 1
- DUGUIFNLXSKLLQ-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] decanoate Chemical compound CCCCCCCCCC(=O)OCC(CO)(CO)CO DUGUIFNLXSKLLQ-UHFFFAOYSA-N 0.000 claims 1
- 230000002146 bilateral effect Effects 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000002512 chemotherapy Methods 0.000 claims 1
- 125000005534 decanoate group Chemical class 0.000 claims 1
- 230000007812 deficiency Effects 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims 1
- 239000002622 gonadotropin Substances 0.000 claims 1
- 229910001385 heavy metal Inorganic materials 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 238000011474 orchiectomy Methods 0.000 claims 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N pentadecanoic acid Chemical class CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 239000000583 progesterone congener Substances 0.000 claims 1
- 230000005855 radiation Effects 0.000 claims 1
- 210000002966 serum Anatomy 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 208000024891 symptom Diseases 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 210000001550 testis Anatomy 0.000 claims 1
- 231100000331 toxic Toxicity 0.000 claims 1
- 230000002588 toxic effect Effects 0.000 claims 1
- 230000008733 trauma Effects 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 230000003442 weekly effect Effects 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DKPA200300399 | 2003-03-14 | ||
| PCT/IB2004/000716 WO2004080383A2 (en) | 2003-03-14 | 2004-03-15 | Methods and pharmaceutical compositions for reliable achievement of acceptable serum testosterone levels |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006520377A JP2006520377A (ja) | 2006-09-07 |
| JP2006520377A5 true JP2006520377A5 (https=) | 2007-04-05 |
| JP4680891B2 JP4680891B2 (ja) | 2011-05-11 |
Family
ID=32748728
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006506335A Expired - Lifetime JP4680891B2 (ja) | 2003-03-14 | 2004-03-15 | 許容可能な血清中テストステロン・レベルを信頼性高く達成するための方法及び医薬組成物 |
Country Status (39)
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050152858A1 (en) * | 2003-07-11 | 2005-07-14 | Isp Investments Inc. | Solubilizing agents for active or functional organic compounds |
| US8492369B2 (en) | 2010-04-12 | 2013-07-23 | Clarus Therapeutics Inc | Oral testosterone ester formulations and methods of treating testosterone deficiency comprising same |
| CA2604943C (en) | 2005-04-15 | 2013-09-17 | Clarus Therapeutics, Inc. | Pharmaceutical delivery systems for hydrophobic drugs and compositions comprising same |
| AU2014200332B2 (en) * | 2008-04-28 | 2016-10-06 | Diurnal Limited | Lipid composition |
| GB0807605D0 (en) * | 2008-04-28 | 2008-06-04 | Diurnal Ltd | Lipid composition |
| WO2010094623A1 (en) | 2009-02-18 | 2010-08-26 | Bayer Schering Pharma Aktiengesellschaft | Formulation comprising drospirenone for subcutaneous or intramuscular administration |
| US20180153904A1 (en) | 2010-11-30 | 2018-06-07 | Lipocine Inc. | High-strength testosterone undecanoate compositions |
| US9358241B2 (en) | 2010-11-30 | 2016-06-07 | Lipocine Inc. | High-strength testosterone undecanoate compositions |
| US9034858B2 (en) | 2010-11-30 | 2015-05-19 | Lipocine Inc. | High-strength testosterone undecanoate compositions |
| US20120148675A1 (en) | 2010-12-10 | 2012-06-14 | Basawaraj Chickmath | Testosterone undecanoate compositions |
| US20130178454A1 (en) * | 2011-11-17 | 2013-07-11 | Shalender Bhasin | Combination of testosterone and ornithine decarboxylase (odc) inhibitors |
| JP6457383B2 (ja) * | 2012-04-06 | 2019-01-23 | アンタレス・ファーマ・インコーポレーテッド | テストステロン組成物の針支援式ジェット注入投与 |
| MA37610B1 (fr) * | 2012-05-09 | 2017-07-31 | Univ Western Health Sciences | Formulations de testostérone proliposomales |
| WO2014093818A2 (en) * | 2012-12-14 | 2014-06-19 | Bioject, Inc. | Use of a novel subcutaneous needle-free technique to deliver testosterone in hypogonadal men |
| EP4349383A3 (en) * | 2013-02-11 | 2024-06-19 | Antares Pharma, Inc. | Needle assisted jet injection device having reduced trigger force |
| TW201521731A (zh) * | 2013-03-15 | 2015-06-16 | 利波辛股份有限公司 | 用於口服之脂平衡的長鏈睪固酮酯 |
| US10369340B2 (en) | 2013-08-12 | 2019-08-06 | Nanomedical Systems, Inc. | Device and method for sustained release of low water solubility therapeutic agent in solubilizer |
| US9956164B2 (en) | 2014-04-16 | 2018-05-01 | Veyx-Pharma Gmbh | Veterinary pharmaceutical composition and use thereof |
| US9498485B2 (en) | 2014-08-28 | 2016-11-22 | Lipocine Inc. | Bioavailable solid state (17-β)-hydroxy-4-androsten-3-one esters |
| WO2016033549A2 (en) | 2014-08-28 | 2016-03-03 | Lipocine Inc. | (17-ß)-3-OXOANDROST-4-EN-17-YL TRIDECANOATE COMPOSITIONS AND METHODS OF THEIR PREPARATION AND USE |
| US20160361322A1 (en) | 2015-06-15 | 2016-12-15 | Lipocine Inc. | Composition and method for oral delivery of androgen prodrugs |
| CN105056115A (zh) * | 2015-08-05 | 2015-11-18 | 成都市飞龙水处理技术研究所 | 一种治疗化脓性睾丸炎的内服药物及其制备方法 |
| US11559530B2 (en) | 2016-11-28 | 2023-01-24 | Lipocine Inc. | Oral testosterone undecanoate therapy |
| US11311554B2 (en) | 2018-04-04 | 2022-04-26 | Slayback Pharma Llc | Pharmaceutical compositions of testosterone |
| WO2020018974A1 (en) * | 2018-07-20 | 2020-01-23 | Lipocine Inc. | Liver disease |
| KR102051808B1 (ko) * | 2018-07-23 | 2019-12-04 | 주식회사 종근당 | 테스토스테론 운데카노에이트를 포함하는 안정한 약제학적 조성물 |
| CN113365635A (zh) * | 2018-12-14 | 2021-09-07 | 阿克罗斯生物制药公司 | 睾酮的活性酯衍生物、组合物和其用途 |
| US11564933B2 (en) | 2019-04-12 | 2023-01-31 | Tolmar, Inc. | Methods of treating testosterone deficiency |
| US12083130B2 (en) * | 2019-10-03 | 2024-09-10 | Caren Pharmaceuticals, Inc. | Combination hormone formulations and therapies |
| US20230227492A1 (en) * | 2020-06-11 | 2023-07-20 | The Usa As Represented By The Secretary, Department Of Health And Human Services | Monomeric and oligomeric compound embodiments as contraceptives and therapies and methods of making and using the same |
| US12257257B2 (en) * | 2023-07-27 | 2025-03-25 | Lipocine, Inc. | Testosterone dodecanoate compositions and methods |
| KR20250176964A (ko) * | 2024-06-13 | 2025-12-22 | 주식회사 종근당 | 타다라필 또는 이의 약학적으로 허용가능한 염을 포함하는 주사용 조성물 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3164520A (en) | 1962-10-29 | 1965-01-05 | Olin Mathieson | Injectable steroid compositions containing at least 75% benzyl benzoate |
| DE2548413A1 (de) | 1975-10-27 | 1977-04-28 | Schering Ag | Depotpraeparate in oeliger ungesaettigter loesung zur intramuskulaeren injektion |
| US4181721A (en) | 1975-10-27 | 1980-01-01 | Schering Aktiengesellschaft | Depot preparations in an oily, unsaturated solution for intramuscular injection |
| GB1567515A (en) | 1976-05-28 | 1980-05-14 | Akzo Nv | Esters of testo-sterone and 5 -dihydro-testosterone |
| NL7711916A (nl) | 1977-10-29 | 1979-05-02 | Akzo Nv | Werkwijze ter bereiding van sterk geconcen- treerde farmaceutische preparaten van steroiden. |
| US4242863A (en) * | 1978-03-16 | 1981-01-06 | Caterpillar Tractor Co. | Dual phase fuel vaporizing combustor |
| US5656286A (en) | 1988-03-04 | 1997-08-12 | Noven Pharmaceuticals, Inc. | Solubility parameter based drug delivery system and method for altering drug saturation concentration |
| US5364632A (en) | 1989-04-05 | 1994-11-15 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Medicinal emulsions |
| CN1102095A (zh) | 1993-10-30 | 1995-05-03 | 浙江医科大学 | 长效雄激素类制剂——十一酸睾丸注射液 |
| GB9608719D0 (en) | 1996-04-26 | 1996-07-03 | Scherer Ltd R P | Pharmaceutical compositions |
| SE9700642D0 (sv) | 1997-02-24 | 1997-02-24 | Kronvall Stefan Med Ab | Medel och sätt för förebyggande och behandling av det metabola syndromet |
| ME00855B (me) * | 1997-12-03 | 2008-08-07 | Merck & Co Inc | Injektibilne formulacije dugog dejstva koje sadrže hidrogenisano ricinusovo ulje |
| WO1999067270A1 (en) | 1998-06-19 | 1999-12-29 | Akzo Nobel N.V. | Cycloalkyl-carboxylic acid esters of 7.alpha.methyl-estr-4-en-3-one 17.beta.-ol (19-nor 7.alpha.-methyltestosterone) |
| DE69901250T2 (de) | 1998-06-19 | 2002-10-17 | Akzo Nobel N.V., Arnheim/Arnhem | 7.alpha.-methyl 19-nortestosteron undecanoat mit androgenischer aktivität |
| HU229455B1 (en) | 1999-04-01 | 2013-12-30 | Merck Sharp & Dohme | Formulation comprising testosteron undecanoate and castor oil |
| ATE474580T1 (de) * | 2000-02-15 | 2010-08-15 | Bayer Schering Pharma Ag | Zusammensetzung zur männlichen kontrazeption, norethisteron enthaltend |
| EP1313511B1 (en) | 2000-08-23 | 2005-11-30 | Akzo Nobel N.V. | Testosterone ester formulation for human use |
-
2004
- 2004-03-11 JO JO200428A patent/JO2505B1/en active
- 2004-03-12 TW TW093106693A patent/TWI345976B/zh not_active IP Right Cessation
- 2004-03-12 UY UY28231A patent/UY28231A1/es not_active Application Discontinuation
- 2004-03-12 MX MXPA04002395A patent/MXPA04002395A/es active IP Right Grant
- 2004-03-12 US US10/798,780 patent/US7718640B2/en active Active
- 2004-03-15 CN CN2010102249063A patent/CN101884639A/zh active Pending
- 2004-03-15 CN CN200480006912.4A patent/CN1761469B/zh not_active Expired - Lifetime
- 2004-03-15 RS YUP-2005/0702A patent/RS51537B/sr unknown
- 2004-03-15 DE DE602004001893T patent/DE602004001893T2/de not_active Expired - Lifetime
- 2004-03-15 JP JP2006506335A patent/JP4680891B2/ja not_active Expired - Lifetime
- 2004-03-15 EP EP06016949A patent/EP1743646A3/en not_active Withdrawn
- 2004-03-15 CA CA002518910A patent/CA2518910C/en not_active Expired - Lifetime
- 2004-03-15 CL CL200400527A patent/CL2004000527A1/es unknown
- 2004-03-15 PL PL04075804T patent/PL1457208T3/pl unknown
- 2004-03-15 NZ NZ542321A patent/NZ542321A/en not_active IP Right Cessation
- 2004-03-15 DK DK04075804T patent/DK1457208T3/da active
- 2004-03-15 EA EA200501819A patent/EA011568B1/ru unknown
- 2004-03-15 ME MEP-2008-145A patent/ME00149B/me unknown
- 2004-03-15 PE PE2004000272A patent/PE20041065A1/es active IP Right Grant
- 2004-03-15 ES ES04075804T patent/ES2271772T3/es not_active Expired - Lifetime
- 2004-03-15 BR BRPI0400214A patent/BRPI0400214A8/pt not_active Application Discontinuation
- 2004-03-15 SI SI200430105T patent/SI1457208T1/sl unknown
- 2004-03-15 EP EP04075804A patent/EP1457208B9/en not_active Expired - Lifetime
- 2004-03-15 UA UAA200509571A patent/UA82510C2/uk unknown
- 2004-03-15 BR BR122017008910A patent/BR122017008910A8/pt not_active Application Discontinuation
- 2004-03-15 AU AU2004218893A patent/AU2004218893B2/en not_active Expired
- 2004-03-15 ME MEP-145/08A patent/MEP14508A/xx unknown
- 2004-03-15 HR HRP20050781AA patent/HRP20050781B1/hr not_active IP Right Cessation
- 2004-03-15 RU RU2005131724/15A patent/RU2354381C2/ru active
- 2004-03-15 AT AT04075804T patent/ATE336251T1/de active
- 2004-03-15 PT PT04075804T patent/PT1457208E/pt unknown
- 2004-03-15 KR KR1020087025443A patent/KR20080096717A/ko not_active Withdrawn
- 2004-03-15 KR KR1020057017087A patent/KR100882378B1/ko not_active Expired - Lifetime
- 2004-03-15 WO PCT/IB2004/000716 patent/WO2004080383A2/en not_active Ceased
- 2004-03-15 AR ARP040100843A patent/AR043603A1/es not_active Application Discontinuation
- 2004-03-21 SA SA04250040A patent/SA04250040B1/ar unknown
-
2005
- 2005-08-24 IL IL170473A patent/IL170473A/en active IP Right Grant
- 2005-09-20 CR CR7999A patent/CR7999A/es not_active Application Discontinuation
- 2005-10-07 CO CO05102559A patent/CO5700724A2/es not_active Application Discontinuation
- 2005-10-12 IS IS8069A patent/IS2565B/is unknown
- 2005-10-12 EC EC2005006095A patent/ECSP056095A/es unknown
- 2005-10-13 ZA ZA200508313A patent/ZA200508313B/en unknown
- 2005-10-13 NO NO20054711A patent/NO335179B1/no unknown
-
2006
- 2006-11-16 CY CY20061101678T patent/CY1105794T1/el unknown
-
2007
- 2007-01-02 ZA ZA200700046A patent/ZA200700046B/xx unknown
- 2007-05-16 RU RU2007118196/15A patent/RU2007118196A/ru not_active Application Discontinuation
-
2009
- 2009-02-24 US US12/391,655 patent/US8338395B2/en active Active
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