CA2079161C - N-alkyl-3-phenyl-3-(2-alkylthiophenoxy)propylamines - Google Patents
N-alkyl-3-phenyl-3-(2-alkylthiophenoxy)propylamines Download PDFInfo
- Publication number
- CA2079161C CA2079161C CA002079161A CA2079161A CA2079161C CA 2079161 C CA2079161 C CA 2079161C CA 002079161 A CA002079161 A CA 002079161A CA 2079161 A CA2079161 A CA 2079161A CA 2079161 C CA2079161 C CA 2079161C
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- Prior art keywords
- compound
- formula
- phenyl
- acid addition
- acceptable acid
- 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.)
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- 150000003839 salts Chemical class 0.000 claims abstract description 16
- 239000002253 acid Substances 0.000 claims abstract description 15
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims description 45
- 239000003085 diluting agent Substances 0.000 claims description 5
- 125000001475 halogen functional group Chemical group 0.000 claims description 5
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- 239000003937 drug carrier Substances 0.000 claims description 4
- IUTPYKBKYDVRDB-UHFFFAOYSA-N n-methyl-3-(2-methylphenyl)sulfanyl-3-phenylpropan-1-amine Chemical compound C=1C=CC=CC=1C(CCNC)SC1=CC=CC=C1C IUTPYKBKYDVRDB-UHFFFAOYSA-N 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- 125000006239 protecting group Chemical group 0.000 claims description 4
- LYUQWQRTDLVQGA-UHFFFAOYSA-N 3-phenylpropylamine Chemical class NCCCC1=CC=CC=C1 LYUQWQRTDLVQGA-UHFFFAOYSA-N 0.000 claims description 2
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Classifications
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- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C323/24—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/29—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C217/48—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing rings
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C323/18—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
- C07C323/20—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton with singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
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- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
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- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Urology & Nephrology (AREA)
- Anesthesiology (AREA)
- Hospice & Palliative Care (AREA)
- Pain & Pain Management (AREA)
- Addiction (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Toxicology (AREA)
- Epidemiology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US766,993 | 1991-09-27 | ||
| US07/766,993 US5281624A (en) | 1991-09-27 | 1991-09-27 | N-alkyl-3-phenyl-3-(2-substituted phenoxy) propylamines and pharmaceutical use thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2079161A1 CA2079161A1 (en) | 1993-03-28 |
| CA2079161C true CA2079161C (en) | 2004-02-17 |
Family
ID=25078150
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002079161A Expired - Fee Related CA2079161C (en) | 1991-09-27 | 1992-09-25 | N-alkyl-3-phenyl-3-(2-alkylthiophenoxy)propylamines |
| CA002079162A Abandoned CA2079162A1 (en) | 1991-09-27 | 1992-09-25 | N-alkyl-3-phenyl-3-(2-halo-substituted phenoxy) propylamines |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002079162A Abandoned CA2079162A1 (en) | 1991-09-27 | 1992-09-25 | N-alkyl-3-phenyl-3-(2-halo-substituted phenoxy) propylamines |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US5281624A (en, 2012) |
| EP (1) | EP0534756A3 (en, 2012) |
| JP (2) | JPH05238996A (en, 2012) |
| KR (1) | KR100221180B1 (en, 2012) |
| CN (1) | CN1033580C (en, 2012) |
| AT (1) | ATE124934T1 (en, 2012) |
| AU (1) | AU655075B2 (en, 2012) |
| BR (2) | BR9203743A (en, 2012) |
| CA (2) | CA2079161C (en, 2012) |
| CZ (1) | CZ281817B6 (en, 2012) |
| DE (1) | DE69203424T2 (en, 2012) |
| FI (1) | FI111250B (en, 2012) |
| HU (1) | HU215519B (en, 2012) |
| IL (1) | IL103277A (en, 2012) |
| MX (1) | MX9205433A (en, 2012) |
| MY (1) | MY108304A (en, 2012) |
| NO (1) | NO178109C (en, 2012) |
| NZ (1) | NZ244460A (en, 2012) |
| RU (1) | RU2057120C1 (en, 2012) |
| SK (1) | SK290892A3 (en, 2012) |
| TW (1) | TW249225B (en, 2012) |
| YU (1) | YU87192A (en, 2012) |
| ZA (1) | ZA927240B (en, 2012) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7087765B2 (en) * | 1995-06-07 | 2006-08-08 | Nps Pharmaceuticals, Inc. | Compounds active at a novel site on receptor-operated calcium channels useful for treatment of neurological disorders and diseases |
| US6071970A (en) * | 1993-02-08 | 2000-06-06 | Nps Pharmaceuticals, Inc. | Compounds active at a novel site on receptor-operated calcium channels useful for treatment of neurological disorders and diseases |
| US6017965A (en) * | 1993-02-08 | 2000-01-25 | Nps Pharmaceuticals, Inc. | Compounds active at a novel site on receptor-operated calcium channels useful for treatment of neurological disorders and diseases |
| TW344661B (en) * | 1993-11-24 | 1998-11-11 | Lilly Co Eli | Pharmaceutical composition for treatment of incontinence |
| EA000856B1 (ru) * | 1995-07-24 | 2000-06-26 | Эли Лилли Энд Компани | Способ лечения синдрома дефицита внимания/гиперактивности |
| CA2266070A1 (en) * | 1996-09-19 | 1998-03-26 | American Home Products Corporation | Method of treating urinary incontinence |
| US6586427B2 (en) | 1998-04-09 | 2003-07-01 | Pharmacia & Upjohn Company | Treatments for nervous disorders |
| DE69926616T2 (de) * | 1998-04-09 | 2006-05-24 | Pharmacia & Upjohn Co. Llc, Kalamazoo | Verwendung von reboxetine zur behandlung neuropsychiatrischer beschwerden |
| US6342533B1 (en) | 1998-12-01 | 2002-01-29 | Sepracor, Inc. | Derivatives of (−)-venlafaxine and methods of preparing and using the same |
| EP1466889B1 (en) * | 1999-04-06 | 2008-06-04 | Sepracor Inc. | O-Desmethylvenlafaxine succinate |
| DE60022504T2 (de) | 1999-05-24 | 2006-06-29 | Mitsubishi Pharma Corp. | Phenoxypropylamin-derivate |
| DE60035232T2 (de) | 1999-07-01 | 2008-02-14 | Pharmacia & Upjohn Co. Llc, Kalamazoo | (S,S)-Reboxetin zur Behandlung von chronischem Müdigkeits-Syndrom |
| US20040034106A1 (en) * | 2001-11-06 | 2004-02-19 | Read Holly Ann | Treatment of anxiety disorders |
| PT1455770E (pt) * | 2001-11-30 | 2007-09-06 | Lilly Co Eli | Uso de inibidores de reabsorção da norepinefrina para o tratamento dos transtornos de tiques. |
| US20050009925A1 (en) * | 2001-12-11 | 2005-01-13 | Bymaster Franklin Porter | Use of norepinephrine reuptake inhibitors for the treatment of cognitive failure |
| US6846823B2 (en) * | 2003-04-04 | 2005-01-25 | Dynogen Pharmaceuticals, Inc. | Method of treating lower urinary tract disorders |
| CA2536161A1 (en) * | 2003-08-27 | 2005-03-10 | Eli Lilly And Company | Treatment of pervasive developmental disorders with norepinephrine reuptake inhibitors |
| JP2007513945A (ja) * | 2003-12-12 | 2007-05-31 | イーライ リリー アンド カンパニー | 体熱感、衝動調節障害および一般的な病状による人格変化の治療 |
| ITMI20061987A1 (it) * | 2006-10-16 | 2008-04-17 | Archimica Srl | Processo per la sintesi di arilossipropilammine ed eteroarilossipropilammine. |
| WO2019076904A1 (en) * | 2017-10-16 | 2019-04-25 | Esteve Pharmaceuticals, S.A. | PROPANAMINE DERIVATIVES FOR THE TREATMENT OF PAIN AND PAIN DISEASES ASSOCIATED WITH PAIN |
| CN113121394B (zh) * | 2019-12-30 | 2022-11-08 | 中国药科大学 | 一种苯氧乙酸类衍生物的制备方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4194009A (en) * | 1974-01-10 | 1980-03-18 | Eli Lilly And Company | Aryloxyphenylpropylamines for obtaining a psychotropic effect |
| US4313896A (en) * | 1974-01-10 | 1982-02-02 | Eli Lilly And Company | Aryloxyphenylpropylamines |
| US4314081A (en) * | 1974-01-10 | 1982-02-02 | Eli Lilly And Company | Arloxyphenylpropylamines |
| US4018895A (en) * | 1974-01-10 | 1977-04-19 | Eli Lilly And Company | Aryloxyphenylpropylamines in treating depression |
| US4584404A (en) * | 1974-01-10 | 1986-04-22 | Eli Lilly And Company | Substituted phenoxyphenylproply dimethylamines |
| US4626549A (en) * | 1974-01-10 | 1986-12-02 | Eli Lilly And Company | Treatment of obesity with aryloxyphenylpropylamines |
| IL89854A (en) * | 1988-04-08 | 1994-02-27 | Lilly Co Eli | Phenoxypropanamines, the process for their preparation and medicinal preparations containing them |
-
1991
- 1991-09-27 US US07/766,993 patent/US5281624A/en not_active Expired - Lifetime
-
1992
- 1992-09-22 CZ CS922908A patent/CZ281817B6/cs not_active IP Right Cessation
- 1992-09-22 ZA ZA927240A patent/ZA927240B/xx unknown
- 1992-09-22 SK SK2908-92A patent/SK290892A3/sk unknown
- 1992-09-23 MY MYPI92001704A patent/MY108304A/en unknown
- 1992-09-23 NZ NZ244460A patent/NZ244460A/en unknown
- 1992-09-24 DE DE69203424T patent/DE69203424T2/de not_active Expired - Fee Related
- 1992-09-24 HU HU9203051A patent/HU215519B/hu not_active IP Right Cessation
- 1992-09-24 NO NO923710A patent/NO178109C/no unknown
- 1992-09-24 IL IL103277A patent/IL103277A/xx not_active IP Right Cessation
- 1992-09-24 MX MX9205433A patent/MX9205433A/es not_active IP Right Cessation
- 1992-09-24 EP EP19920308708 patent/EP0534756A3/en not_active Withdrawn
- 1992-09-24 AT AT92308709T patent/ATE124934T1/de not_active IP Right Cessation
- 1992-09-25 CA CA002079161A patent/CA2079161C/en not_active Expired - Fee Related
- 1992-09-25 FI FI924305A patent/FI111250B/fi active
- 1992-09-25 AU AU25370/92A patent/AU655075B2/en not_active Ceased
- 1992-09-25 KR KR1019920017511A patent/KR100221180B1/ko not_active Expired - Fee Related
- 1992-09-25 BR BR929203743A patent/BR9203743A/pt not_active Application Discontinuation
- 1992-09-25 YU YU87192A patent/YU87192A/sh unknown
- 1992-09-25 CA CA002079162A patent/CA2079162A1/en not_active Abandoned
- 1992-09-25 RU SU5052706/04A patent/RU2057120C1/ru not_active IP Right Cessation
- 1992-09-25 JP JP4256333A patent/JPH05238996A/ja not_active Withdrawn
- 1992-09-25 JP JP25632792A patent/JP3256291B2/ja not_active Expired - Fee Related
- 1992-09-26 CN CN92111081A patent/CN1033580C/zh not_active Expired - Fee Related
- 1992-11-10 TW TW081108988A patent/TW249225B/zh active
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1997
- 1997-04-30 BR BR1100384-7A patent/BR1100384A/pt active IP Right Grant
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