WO2006061233A1 - The use of medicament 4-(s)-(4-acetyl-piperazin-1-yl)-2-(r)-(4-fluoro-2-methyl-phenyl)-piperidine-1-carboxylic acid, [1-(r)-(3,5-bis-trifluoromethyl-phenyl)-ethyl]-methylamide - Google Patents
The use of medicament 4-(s)-(4-acetyl-piperazin-1-yl)-2-(r)-(4-fluoro-2-methyl-phenyl)-piperidine-1-carboxylic acid, [1-(r)-(3,5-bis-trifluoromethyl-phenyl)-ethyl]-methylamide Download PDFInfo
- Publication number
- WO2006061233A1 WO2006061233A1 PCT/EP2005/013205 EP2005013205W WO2006061233A1 WO 2006061233 A1 WO2006061233 A1 WO 2006061233A1 EP 2005013205 W EP2005013205 W EP 2005013205W WO 2006061233 A1 WO2006061233 A1 WO 2006061233A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- phenyl
- compound
- pharmaceutically acceptable
- piperidine
- methyl
- Prior art date
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/4995—Pyrazines or piperazines forming part of bridged ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/10—Drugs for disorders of the urinary system of the bladder
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
Definitions
- This invention relates to the use of a piperidine derivative and pharmaceutically acceptable salts or solvates thereof in the treatment or prevention of overactive bladder 5
- the present invention relates to the use of 4-(S)-(4-Acetyl-piperazin-1-yl)-2- (R)-(4-fluoro-2-methyl-phenyl)-piperidine-1-carboxylic acid, [1-(R)-(3,5-bis-trifluoromethyl- phenyl)-ethyl]-methylamide or pharmaceutically acceptable salts thereof.
- a 0 particular preferred compound described therein is 4-(S)-(4-Acetyl-piperazin-1-yl)-2-(R)- (4-fluoro-2-methyl-phenyl)-piperidine-1-carboxylic acid (hereinafter the compound ).
- Suitable pharmaceutically acceptable salts of the compound include acid addition salts formed with pharmaceutically acceptable organic or inorganic acids, for example hydrochlorides, hydrobromides, sulphates, alkyl- or arylsulphonates (e.g. methanesulphonates or p-toluenesulphonates), phosphates, acetates, citrates, 0 succinates, tartrates, fumarates and maleates.
- pharmaceutically acceptable organic or inorganic acids for example hydrochlorides, hydrobromides, sulphates, alkyl- or arylsulphonates (e.g. methanesulphonates or p-toluenesulphonates), phosphates, acetates, citrates, 0 succinates, tartrates, fumarates and maleates.
- a preferred salt of the compound is hydrochloride, methanesulphonate, sulphate or p- toluensulphonate.
- a particularly preferred salt of the compound is methanesulphonate.
- the compound or salts or solvates thereof are described in the aforementioned specifications as antagonists of tachykinins, including substance P and other neurokinins, both in vitro and in vivo and are thus of use in the treatment of conditions mediated by tachykinins, including substance P and other neurokinins.
- the compound or salts or solvates thereof are useful in the treatment of CNS disorders.
- the compound is of particular use in the treatment of depressive states, anxiety panic disorders, sleep disorders including dysomnia, insomnia, sleep apnea, narcolepsy, and circadian admiric disorders, Sleep Disorder Due to a General Medical 5 Condition, in particular sleep disturbances associated with such diseases as neurological disorders; neuropathic pain, restless leg syndrome, heart and lung diseases; and Substance-Induced Sleep Disorder including the subtypes Insomnia Type, Hypersomnia Type, Parasomnia Type and Mixed Type; sleep apnea and jet-lag syndrome; emesis, including chemotherapy induced emesis postoperative nausea and vomiting, traumatic pain, postoperative pain, neuropathic pain, fibromyalgia.
- the compound may be of value in the treatment of sexual dysfunctions including Sexual Desire Disorders such as Hypoactive Sexual Desire Disorder and sexual Aversion Disorder sexual arousal disorders such as Female sexual Arousal Disorder and Male Erectile Disorder orgasmic disorders such as Female Orgasmic Disorder, Male Orgasmic Disorder and Premature Ejaculation sexual pain disorder such as Dyspareunia and Vaginismus, sexual Dysfunction Not Otherwise Specified; paraphilias such as Exhibitionism, Fetishism, Frotteurism, Pedophilia, sexual Masochism, sexual Sadism Transvestic Fetishism, Voyeurism and Paraphilia Not Otherwise Specified gender identity disorders such as Gender Identity Disorder in Children and Gender Identity Disorder in Adolescents or Adults and Sexual Disorder Not Otherwise Specified.
- Sexual Desire Disorders such as Hypoactive Sexual Desire Disorder and Sexual Aversion Disorder sexual arousal disorders such as Female sexual Arousal Disorder and Male Erectile Disorder orgasmic disorders such as Female Orgasmic Disorder
- the compound may also be of value in the treatment of a condition of the above conditions.
- Overactive bladder is a term for a syndrome that encompasses urinary frequency, with or without urge incontinence, generally but not necessarily combined with pollacisuria and nocturia. Overactive bladder is also characterised by involuntary detrusor contractions which are either triggered by provocation or occur spontaneously. If the detrusor hyperactivity observed is based on neurological causes (e. g. Parkinson's disease, apoplexy, some forms of multiple sclerosis, spinal cord injury or the cross section of the bone marrow) it is known as neurogenic detrusor hyperactivity. If no clear cause can be detected this is known as idiopathic detrusor hyperactivity. In addition, detrusor hyperactivity may be associated with anatomical changes in the lower urinary tract, for example, in patients with bladder outlet obstruction (an enlargement of the prostate gland in males).
- the invention provides a method of treatment of overactive bladder which comprises administering to a human or animal subject an effective amount of the compound or a pharmaceutically acceptable salt or solvate thereof.
- the compound may be used prophylactically and references in this specification to treatment include prophylactic treatment as well as the alleviation of acute symptoms. Accordingly, the invention also provides a pharmaceutical composition which comprises the compound or pharmaceutically acceptable salts or solvates thereof for the treatment or prevention of overactive bladder.
- the invention provides the use of the compound or a pharmaceutically acceptable salt or solvate thereof, for the manufacture of a medicament for the treatment of overactive bladder.
- the invention provides the use of the compound or a pharmaceutically acceptable salt or solvate thereof, for the treatment of overactive bladder.
- compositions for use in accordance with the present invention may be formulated in conventional manner using one or more pharmaceutically acceptable carriers or excipients.
- the compound and its pharmaceutically acceptable salts or solvates may be formulated for oral, buccal, parenteral, topical (including ophthalmic and nasal), depot or rectal administration or in a form suitable for administration by inhalation or insufflation (either through the mouth or nose).
- the pharmaceutical compositions may take the form of, for example, tablets or capsules prepared by conventional means with pharmaceutically acceptable excipients such as binding agents (e.g. pregelatinised maize starch, polyvinylpyrrolidone or hydroxypropyl methylcellulose); fillers (e.g. lactose, microcrystalline cellulose or calcium hydrogen phosphate); lubricants (e.g. magnesium stearate, talc or silica); disintegrants (e.g. potato starch or sodium starch glycolate); or wetting agents (e.g. sodium lauryl sulphate).
- binding agents e.g. pregelatinised maize starch, polyvinylpyrrolidone or hydroxypropyl methylcellulose
- fillers e.g. lactose, microcrystalline cellulose or calcium hydrogen phosphate
- lubricants e.g. magnesium stearate, talc or silica
- disintegrants e.g. potato starch or sodium starch glycolate
- Liquid preparations for oral administration may take the form of, for example, solutions, syrups or suspensions, or they may be presented as a dry product for constitution with water or other suitable vehicle before use.
- Such liquid preparations may be prepared by conventional means with pharmaceutically acceptable additives such as suspending agents (e.g. sorbitol syrup, cellulose derivatives or hydrogenated edible fats); emulsifying agents (e.g. lecithin or acacia); non-aqueous vehicles (e.g. almond oil, oily esters, ethyl alcohol or fractionated vegetable oils); and preservatives (e.g. methyl or propyl-p-hydroxybenzoates or sorbic acid).
- the preparations may also contain buffer salts, flavouring, colouring and sweetening agents as appropriate.
- Preparations for oral administration may be suitably formulated to give controlled release of the active compound.
- the composition may take the form of tablets or formulated in conventional manner.
- the compound of the invention and its pharmaceutically acceptable salts or solvates may be formulated for parenteral administration by bolus injection or continuous infusion.
- Formulations for injection may be presented in unit dosage form e.g. in ampoules or in multi-dose containers, with an added preservative.
- the compositions may take such forms as suspensions, solutions or emulsions in oily or aqueous vehicles, and may contain formulatory agents such as suspending, stabilising and/or dispersing agents.
- the active ingredient may be in powder form for constitution with a suitable vehicle, e.g. sterile pyrogen-free water, before use.
- the compound of the invention and its pharmaceutically acceptable salts or solvates may be formulated for topical administration in the form of ointments, creams, gels, lotions, pessaries, aerosols or drops (e.g. eye, ear or nose drops).
- Ointments and creams may, for example, be formulated with an aqueous or oily base with the addition of suitable thickening and/or gelling agents.
- Ointments for administration to the eye may be manufactured in a sterile manner using sterilised components.
- Lotions may be formulated with an aqueous or oily base and will in general also contain one or more emulsifying agents, stabilising agents, dispersing agents, suspending agents, thickening agents, or colouring agents. Drops may be formulated with an aqueous or nonaqueous base also comprising one or more dispersing agents, stabilising agents, solubilising agents or suspending agents. They may also contain a preservative.
- the compound of the invention and its pharmaceutically acceptable salts or solvates may also be formulated in rectal compositions such as suppositories or retention enemas, e.g. containing conventional suppository bases such as cocoa butter or other glycerides.
- the compound of the invention and its pharmaceutically acceptable salts or solvates may also be formulated as depot preparations. Such long acting formulations may be administered by implantation (for example subcutaneously or intramuscularly) or by intramuscular injection.
- the compounds of the invention may be formulated with suitable polymeric or hydrophobic materials (for example as an emulsion in an acceptable oil) or ion exchange resins, or as sparingly soluble derivatives, for example, as a sparingly soluble salt.
- the compound of the invention and its pharmaceutically acceptable salts or solvates may be formulated as solutions for administration via a suitable metered or unitary dose device or alternatively as a powder mix with a suitable carrier for administration using a suitable delivery device.
- a proposed dose of the compound of the invention is 1 to about 10OOmg per day. It will be appreciated that it may be necessary to make routine variations to the dosage, depending on the age and condition of the patient and the precise dosage will be ultimately at the discretion of the attendant physician or veterinarian. The dosage will also depend on the route of administration and the particular compound selected.
- a daily dose will typically be in the range of 1 to about 200 mg, preferably 40 to 150 mg per day.
- a daily dose will typically be within the range 1 to 300 mg e.g 1 to 100 mg.
- the compound and pharmaceutically acceptable salts thereof may be prepared by the process described in international patent application WO 02/ 32867 which is incorporated herein by reference.
- Compound A The effects of the compound as methansulphonate salt ( hereinafter Compound A) on the time to void (void interval) were evaluated in normal female guinea pigs and under conditions of bladder irritation with acetic acid in the anaesthetized female guinea pig and cat.
Abstract
Description
Claims
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007544826A JP2008523015A (en) | 2004-12-08 | 2005-12-07 | Drug 4- (S)-(4-acetyl-piperazin-1-yl) -2- (R)-(4-fluoro-2-methyl-phenyl) -piperazine-1-carboxylic acid, [1- (R) Use of-(3,5-bis-trifluoromethyl-phenyl) -ethyl] -methylamide |
EP05826659A EP1824487A1 (en) | 2004-12-08 | 2005-12-07 | The use of 4-(s)-(4-acetyl-piperazin-1-yl)-2-(r)-(4-fluoro-2-methyl-phenyl)-piperidine-1-carboxilic acid, [1-(r)-(3,5-bis-trifluoromethyl-phenyl)-ethyl]-methylamide for the treatment of overactive bladder |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB0426942.9A GB0426942D0 (en) | 2004-12-08 | 2004-12-08 | Medicament |
GB0426942.9 | 2004-12-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2006061233A1 true WO2006061233A1 (en) | 2006-06-15 |
Family
ID=34073401
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2005/013205 WO2006061233A1 (en) | 2004-12-08 | 2005-12-07 | The use of medicament 4-(s)-(4-acetyl-piperazin-1-yl)-2-(r)-(4-fluoro-2-methyl-phenyl)-piperidine-1-carboxylic acid, [1-(r)-(3,5-bis-trifluoromethyl-phenyl)-ethyl]-methylamide |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP1824487A1 (en) |
JP (1) | JP2008523015A (en) |
GB (1) | GB0426942D0 (en) |
WO (1) | WO2006061233A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010065746A2 (en) * | 2008-12-03 | 2010-06-10 | Auspex Pharmaceutical, Inc | Piperazine modulators of nk-1 receptors |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002032867A1 (en) * | 2000-10-17 | 2002-04-25 | Glaxo Group Limited | Chemical compounds |
WO2004091616A1 (en) * | 2003-04-17 | 2004-10-28 | Glaxo Group Limited | Combinations of paroxetine and 4- (s) - (4-acetyl-piperazin-1-yl) -2- (r)- (4-fluoro-2-methyl-phenyl -piperidine-1-carboxylic acid [1- (r) -(3,5-bis-trifluoromethyl-phenyl) -ethyl] methylamide for treatment of depression and / or anxiety |
-
2004
- 2004-12-08 GB GBGB0426942.9A patent/GB0426942D0/en not_active Ceased
-
2005
- 2005-12-07 WO PCT/EP2005/013205 patent/WO2006061233A1/en active Application Filing
- 2005-12-07 JP JP2007544826A patent/JP2008523015A/en active Pending
- 2005-12-07 EP EP05826659A patent/EP1824487A1/en not_active Withdrawn
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002032867A1 (en) * | 2000-10-17 | 2002-04-25 | Glaxo Group Limited | Chemical compounds |
WO2004091616A1 (en) * | 2003-04-17 | 2004-10-28 | Glaxo Group Limited | Combinations of paroxetine and 4- (s) - (4-acetyl-piperazin-1-yl) -2- (r)- (4-fluoro-2-methyl-phenyl -piperidine-1-carboxylic acid [1- (r) -(3,5-bis-trifluoromethyl-phenyl) -ethyl] methylamide for treatment of depression and / or anxiety |
Non-Patent Citations (2)
Title |
---|
MICHEL M C: "NEUE PHARMAKOLOGISCHE THERAPIEKONZEPTE BEI UEBERAKTIVER BLASE NEW PHARMACOLOGIAL TREATMENT CONCEPTS FOR OVERACTIVE BLADDER", UROLOGE AUSGABE A, SPRINGER, BERLIN, DE, vol. 42, no. 6, June 2003 (2003-06-01), pages 807 - 811, XP001188935, ISSN: 0340-2592 * |
SELLERS DONNA J ET AL: "Potential therapeutic targets for treatment of the overactive bladder", WORLD JOURNAL OF UROLOGY, SPRINGER INTERNATIONAL, DE, vol. 19, no. 5, 2001, pages 307 - 311, XP002971377, ISSN: 0724-4983 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010065746A2 (en) * | 2008-12-03 | 2010-06-10 | Auspex Pharmaceutical, Inc | Piperazine modulators of nk-1 receptors |
WO2010065746A3 (en) * | 2008-12-03 | 2010-10-14 | Auspex Pharmaceutical, Inc | Piperazine modulators of nk-1 receptors |
Also Published As
Publication number | Publication date |
---|---|
JP2008523015A (en) | 2008-07-03 |
GB0426942D0 (en) | 2005-01-12 |
EP1824487A1 (en) | 2007-08-29 |
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