ZA200308067B - Method of delaying ejaculation - Google Patents
Method of delaying ejaculation Download PDFInfo
- Publication number
- ZA200308067B ZA200308067B ZA2003/08067A ZA200308067A ZA200308067B ZA 200308067 B ZA200308067 B ZA 200308067B ZA 2003/08067 A ZA2003/08067 A ZA 2003/08067A ZA 200308067 A ZA200308067 A ZA 200308067A ZA 200308067 B ZA200308067 B ZA 200308067B
- Authority
- ZA
- South Africa
- Prior art keywords
- tramadol
- male
- pharmaceutically
- acceptable salt
- dose
- Prior art date
Links
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- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/137—Arylalkylamines, e.g. amphetamine, epinephrine, salbutamol, ephedrine or methadone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Reproductive Health (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Endocrinology (AREA)
- Pregnancy & Childbirth (AREA)
- Gynecology & Obstetrics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Materials For Photolithography (AREA)
- Liquid Crystal Substances (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27680601P | 2001-03-16 | 2001-03-16 | |
| PCT/US2002/007928 WO2002074241A2 (en) | 2001-03-16 | 2002-03-15 | Method of delaying ejaculation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200308067B true ZA200308067B (en) | 2005-03-30 |
Family
ID=23058139
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA2003/08067A ZA200308067B (en) | 2001-03-16 | 2003-10-16 | Method of delaying ejaculation |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US6974839B2 (OSRAM) |
| EP (1) | EP1397126B9 (OSRAM) |
| JP (1) | JP4377585B2 (OSRAM) |
| KR (1) | KR100908350B1 (OSRAM) |
| CN (1) | CN1289071C (OSRAM) |
| AT (1) | ATE326957T1 (OSRAM) |
| AU (1) | AU2002252361C1 (OSRAM) |
| CA (2) | CA2758923A1 (OSRAM) |
| CY (1) | CY1107478T1 (OSRAM) |
| DE (1) | DE60211689T2 (OSRAM) |
| DK (1) | DK1397126T5 (OSRAM) |
| ES (1) | ES2265495T3 (OSRAM) |
| MX (1) | MXPA03008372A (OSRAM) |
| NZ (1) | NZ528935A (OSRAM) |
| PT (1) | PT1397126E (OSRAM) |
| WO (1) | WO2002074241A2 (OSRAM) |
| ZA (1) | ZA200308067B (OSRAM) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002074241A2 (en) * | 2001-03-16 | 2002-09-26 | Dmi Biosciences Inc. | Method of delaying ejaculation |
| PL372096A1 (en) | 2002-01-02 | 2005-07-11 | Ardent Pharmaceuticals, Inc. | Method of treating sexual dysfunctions with delta opioid receptor agonist compounds |
| WO2004043365A2 (en) * | 2002-11-06 | 2004-05-27 | Azaya Therapeutics, Inc. | Method for treatment of premature ejaculation in humans |
| WO2004078143A2 (en) * | 2003-03-05 | 2004-09-16 | The Brigham And Women's Hospital Inc. | Methods for identification and uses of anti-inflammatory receptors for eicosapentaenoic acid analogs |
| BRPI0408454A (pt) | 2003-03-21 | 2006-04-04 | Nexmed Holdings Inc | composição tópica, método de tratar a ejaculação precoce, e, uso da composição |
| AU2003903597A0 (en) * | 2003-07-11 | 2003-07-24 | Jakov Vaisman | Treatment of premature ejaculation |
| JP5528705B2 (ja) * | 2005-12-13 | 2014-06-25 | トリニティ ラボラトリーズ インコーポレイテッド | ヒトにおける早漏を治療するための方法 |
| FR2907121B1 (fr) | 2006-10-12 | 2012-05-04 | Neorphys | Nouveaux derives morphiniques |
| WO2008100926A1 (en) * | 2007-02-12 | 2008-08-21 | Dmi Biosciences, Inc. | Treatment of comorbid premature ejaculation and erectile dysfunction |
| AU2008216363B2 (en) * | 2007-02-12 | 2014-05-08 | Aytu Bioscience, Inc. | Reducing side effects of tramadol |
| US20100120780A1 (en) * | 2007-04-19 | 2010-05-13 | Chandra Ulagaraj Singh | Treatments for premature ejaculation in humans |
| US20090005319A1 (en) * | 2007-07-01 | 2009-01-01 | Barone Jr Frank V | Topical compositions for delaying ejaculation and methods of using the same |
| KR101103118B1 (ko) * | 2007-11-02 | 2012-01-04 | 동아제약주식회사 | 신규한 1,3-디히드로-5-이소벤조퓨란카르보니트릴 유도체 화합물 및 이를 함유하는 조루증 치료용 약학조성물 |
| US8147848B2 (en) | 2009-08-26 | 2012-04-03 | Allergan, Inc. | Method for treating premature ejaculation with a botulinum neurotoxin |
| GR1007315B (el) * | 2010-04-19 | 2011-06-14 | Uni-Pharma Κλεων Τσετης Φαρμακευτικα Εργαστηρια Αβεε Με Δ.Τ. Uni-Pharma Abee, | Υγρομορφη παρεντερικης χορηγησης συνθεση που περιλαμβανει τραμαδολη hci και παρακεταμολη |
| US10702485B2 (en) | 2011-07-09 | 2020-07-07 | Syntrix Biosystems Inc. | Compositions and methods for overcoming resistance to tramadol |
| US20180071269A1 (en) | 2015-08-12 | 2018-03-15 | Tianxin Wang | Therapeutical methods, formulations and nutraceutical formulations |
| US11000488B2 (en) | 2019-03-22 | 2021-05-11 | Syntrix Biosystems Inc. | Treating pain using desmetramadol |
Family Cites Families (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3830934A (en) | 1967-07-27 | 1974-08-20 | Gruenenthal Chemie | Analgesic and antitussive compositions and methods |
| US3652589A (en) | 1967-07-27 | 1972-03-28 | Gruenenthal Chemie | 1-(m-substituted phenyl)-2-aminomethyl cyclohexanols |
| US4507323A (en) | 1984-07-25 | 1985-03-26 | Burroughs Wellcome Co. | Treatment of psychosexual dysfunctions |
| US4940731A (en) | 1989-08-30 | 1990-07-10 | Pfizer Inc. | Method of treating premature ejaculation using sertraline |
| US5151448A (en) | 1991-07-12 | 1992-09-29 | Crenshaw Roger T | Method for treating premature ejaculation |
| CA2077637C (en) | 1991-09-06 | 2007-01-09 | Robert B. Raffa | Compositions comprising a tramadol material and any of codeine, oxycodone or hydrocodone and their use |
| DE69226624T3 (de) | 1991-09-06 | 2009-11-05 | Ortho-Mcneil Pharmaceutical, Inc. | Zusammensetzung, die eine tramadol-verbindung und acetaminophen enthält, und ihre verwendung |
| US5223541A (en) | 1991-09-13 | 1993-06-29 | Mcneilab, Inc. | Tramadol n-oxide material, enantiomers and compositions thereof, and their use |
| US5516803A (en) | 1991-10-30 | 1996-05-14 | Mcneilab, Inc. | Composition comprising a tramadol material and a non-steroidal anti-inflammatory drug |
| US5276042A (en) | 1993-04-16 | 1994-01-04 | Crenshaw Roger T | Treatment of premature ejaculation |
| NZ260408A (en) | 1993-05-10 | 1996-05-28 | Euro Celtique Sa | Controlled release preparation comprising tramadol |
| DE4329794C2 (de) | 1993-09-03 | 1997-09-18 | Gruenenthal Gmbh | Tramadolsalz enthaltende Arzneimittel mit verzögerter Wirkstofffreisetzung |
| IT1264965B1 (it) | 1993-11-12 | 1996-10-17 | Giorgio Cavallini | Uso di alfa 1-bloccanti nel trattamento della eiaculazione precoce |
| US6017963A (en) | 1995-11-14 | 2000-01-25 | Euro-Celtique, S.A. | Formulation for intranasal administration |
| DE19547766A1 (de) | 1995-12-20 | 1997-06-26 | Gruenenthal Gmbh | 1-Phenyl-2-dimethylaminomethyl-cyclohexan-1-ol-verbindungen als pharmazeutische Wirkstoffe |
| DE19601744C2 (de) | 1996-01-19 | 1998-04-16 | Gruenenthal Gmbh | Verfahren zur Herstellung der Enantiomeren von O-Demethyltramadol |
| DE19601745C1 (de) | 1996-01-19 | 1997-10-09 | Gruenenthal Gmbh | Verfahren zur Racematspaltung von Tramadol |
| DE19609847A1 (de) | 1996-03-13 | 1997-09-18 | Gruenenthal Gmbh | Dimethyl-(3-aryl-but-3-enyl)-aminverbindungen als pharmazeutische Wirkstoffe |
| IL119121A (en) | 1996-08-22 | 2000-11-21 | Chemagis Ltd | Process for the purification of (RR-SS)-2-dimethylaminomethyl-1-(3-methoxyphenyl)cyclohexanol hydrochloride |
| DE19641576C1 (de) | 1996-10-09 | 1998-05-07 | Gruenenthal Gmbh | Kombinationspräparat enthaltend Tramadol und einen Calcium-Kanal Antagonisten |
| US5919826A (en) | 1996-10-24 | 1999-07-06 | Algos Pharmaceutical Corporation | Method of alleviating pain |
| DE69830728T2 (de) * | 1997-04-11 | 2006-05-18 | Nippon Shinyaku Co., Ltd. | Arzneimittel zur behandlung von häufigem wasserlassen und harninkontinenz |
| US6399618B1 (en) | 1997-07-09 | 2002-06-04 | Cardiome Pharma Corp | Compositions and methods for modulating sexual activity |
| US6403597B1 (en) | 1997-10-28 | 2002-06-11 | Vivus, Inc. | Administration of phosphodiesterase inhibitors for the treatment of premature ejaculation |
| US6228864B1 (en) | 1997-10-28 | 2001-05-08 | Vivus, Inc. | Administration of 5-HT receptor agonists and antagonists, to treat premature ejaculation |
| US6037360A (en) | 1997-10-28 | 2000-03-14 | Vivus, Incorporated | Administration of 5-HT3 receptor antagonists to treat premature ejaculation |
| US5922341A (en) | 1997-10-28 | 1999-07-13 | Vivus, Incorporated | Local administration of pharmacologically active agents to treat premature ejaculation |
| US6156342A (en) | 1998-05-26 | 2000-12-05 | Andex Pharmaceuticals, Inc. | Controlled release oral dosage form |
| GB2340037A (en) | 1998-07-30 | 2000-02-16 | Glaxo Group Ltd | Compositions comprising bupropion for the treatment of premature ejaculation |
| US6337328B1 (en) | 1999-03-01 | 2002-01-08 | Sepracor, Inc. | Bupropion metabolites and methods of use |
| WO2000056309A1 (en) | 1999-03-19 | 2000-09-28 | Knoll Pharmaceutical Company | Method of treating sexual dysfunction |
| AU4982300A (en) | 1999-05-06 | 2000-11-21 | Pentech Pharmaceuticals, Inc. | Regimen and kit for amelioration of premature ejaculation |
| IL148159A0 (en) | 1999-09-03 | 2002-09-12 | Lilly Co Eli | Methods of using rapid-onset selective serotonin reuptake inhibitors for treating sexual dysfunction |
| US6339105B1 (en) | 1999-10-12 | 2002-01-15 | Ortho-Mcneil Pharmaceutical, Inc. | Analgesic regimen |
| EP1313460A2 (en) | 1999-11-09 | 2003-05-28 | Darwin Discovery Limited | Therapeutic use and formulation of (-)-tramadol |
| JP2003521938A (ja) | 2000-02-11 | 2003-07-22 | イーライ・リリー・アンド・カンパニー | プロテインｃ誘導体 |
| US6369051B1 (en) | 2000-07-06 | 2002-04-09 | American Home Products Corporation | Combinations of SSRI and estrogenic agents |
| US6495154B1 (en) | 2000-11-21 | 2002-12-17 | Vivus Inc. | On demand administration of clomipramine and salts thereof to treat premature ejaculation |
| WO2002074241A2 (en) * | 2001-03-16 | 2002-09-26 | Dmi Biosciences Inc. | Method of delaying ejaculation |
-
2002
- 2002-03-15 WO PCT/US2002/007928 patent/WO2002074241A2/en not_active Ceased
- 2002-03-15 CN CNB028099281A patent/CN1289071C/zh not_active Expired - Fee Related
- 2002-03-15 AT AT02721427T patent/ATE326957T1/de active
- 2002-03-15 US US10/098,826 patent/US6974839B2/en not_active Expired - Fee Related
- 2002-03-15 JP JP2002572952A patent/JP4377585B2/ja not_active Expired - Fee Related
- 2002-03-15 PT PT02721427T patent/PT1397126E/pt unknown
- 2002-03-15 EP EP02721427A patent/EP1397126B9/en not_active Expired - Lifetime
- 2002-03-15 CA CA2758923A patent/CA2758923A1/en not_active Abandoned
- 2002-03-15 DE DE60211689T patent/DE60211689T2/de not_active Expired - Lifetime
- 2002-03-15 MX MXPA03008372A patent/MXPA03008372A/es active IP Right Grant
- 2002-03-15 NZ NZ528935A patent/NZ528935A/en not_active IP Right Cessation
- 2002-03-15 CA CA2440920A patent/CA2440920C/en not_active Expired - Fee Related
- 2002-03-15 KR KR1020037012090A patent/KR100908350B1/ko not_active Expired - Fee Related
- 2002-03-15 AU AU2002252361A patent/AU2002252361C1/en not_active Ceased
- 2002-03-15 ES ES02721427T patent/ES2265495T3/es not_active Expired - Lifetime
- 2002-03-15 DK DK02721427T patent/DK1397126T5/da active
-
2003
- 2003-10-16 ZA ZA2003/08067A patent/ZA200308067B/en unknown
-
2005
- 2005-09-01 US US11/219,322 patent/US20060106113A1/en not_active Abandoned
-
2006
- 2006-08-23 CY CY20061101166T patent/CY1107478T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CY1107478T1 (el) | 2013-03-13 |
| DE60211689T2 (de) | 2007-01-11 |
| KR100908350B1 (ko) | 2009-07-20 |
| JP2004532828A (ja) | 2004-10-28 |
| EP1397126A4 (en) | 2005-02-16 |
| EP1397126B1 (en) | 2006-05-24 |
| DK1397126T5 (da) | 2007-05-21 |
| NZ528935A (en) | 2004-10-29 |
| DK1397126T3 (da) | 2006-10-02 |
| US20060106113A1 (en) | 2006-05-18 |
| ATE326957T1 (de) | 2006-06-15 |
| WO2002074241A3 (en) | 2003-12-24 |
| CA2440920C (en) | 2012-01-24 |
| KR20040052490A (ko) | 2004-06-23 |
| CN1289071C (zh) | 2006-12-13 |
| CN1520289A (zh) | 2004-08-11 |
| US20020132857A1 (en) | 2002-09-19 |
| WO2002074241A2 (en) | 2002-09-26 |
| DE60211689D1 (de) | 2006-06-29 |
| EP1397126A2 (en) | 2004-03-17 |
| PT1397126E (pt) | 2006-10-31 |
| HK1068549A1 (en) | 2005-04-29 |
| JP4377585B2 (ja) | 2009-12-02 |
| ES2265495T3 (es) | 2007-02-16 |
| EP1397126B2 (en) | 2006-05-31 |
| AU2002252361B2 (en) | 2005-09-08 |
| CA2758923A1 (en) | 2002-09-26 |
| US6974839B2 (en) | 2005-12-13 |
| CA2440920A1 (en) | 2002-09-26 |
| EP1397126B9 (en) | 2007-02-21 |
| AU2002252361C1 (en) | 2006-03-30 |
| MXPA03008372A (es) | 2004-11-12 |
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