EA016485B1 - Способы получения 3-бензазепинов - Google Patents

Способы получения 3-бензазепинов Download PDF

Info

Publication number
EA016485B1
EA016485B1 EA200600049A EA200600049A EA016485B1 EA 016485 B1 EA016485 B1 EA 016485B1 EA 200600049 A EA200600049 A EA 200600049A EA 200600049 A EA200600049 A EA 200600049A EA 016485 B1 EA016485 B1 EA 016485B1
Authority
EA
Eurasian Patent Office
Prior art keywords
alkyl
formula
compound
salt
mean
Prior art date
Application number
EA200600049A
Other languages
English (en)
Russian (ru)
Other versions
EA200600049A1 (ru
Inventor
Беверли В. Бербаум
Чарльз А. Джилсон III
Шелли Эйтс
Скотт А. Эстрада
Дипанджан Сенгупта
Брайан Смит
Макс Рей
Ульрих Вайгль
Original Assignee
Арена Фармасьютикалз, Инк.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=34221229&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EA016485(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Арена Фармасьютикалз, Инк. filed Critical Арена Фармасьютикалз, Инк.
Publication of EA200600049A1 publication Critical patent/EA200600049A1/ru
Publication of EA016485B1 publication Critical patent/EA016485B1/ru

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D223/00Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16Benzazepines; Hydrogenated benzazepines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/04Anorexiants; Antiobesity agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/16Preparation of halogenated hydrocarbons by replacement by halogens of hydroxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/50Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of carboxylic acid amides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • C07C209/74Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by halogenation, hydrohalogenation, dehalogenation, or dehydrohalogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/26Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/27Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring having amino groups linked to the six-membered aromatic ring by saturated carbon chains
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/26Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/29Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/06Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
    • C07C215/08Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic with only one hydroxy group and one amino group bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/02Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C25/00Compounds containing at least one halogen atom bound to a six-membered aromatic ring
    • C07C25/02Monocyclic aromatic halogenated hydrocarbons
    • C07C25/06Monochloro-benzene
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/235Saturated compounds containing more than one carboxyl group
    • C07C59/245Saturated compounds containing more than one carboxyl group containing hydroxy or O-metal groups
    • C07C59/255Tartaric acid

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Obesity (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Child & Adolescent Psychology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)
EA200600049A 2003-06-17 2004-06-16 Способы получения 3-бензазепинов EA016485B1 (ru)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US47928003P 2003-06-17 2003-06-17
US51296703P 2003-10-21 2003-10-21
PCT/US2004/019279 WO2005019179A2 (en) 2003-06-17 2004-06-16 Benzazepine derivatives useful for the treatment of 5ht2c receptor associated diseases

Publications (2)

Publication Number Publication Date
EA200600049A1 EA200600049A1 (ru) 2006-06-30
EA016485B1 true EA016485B1 (ru) 2012-05-30

Family

ID=34221229

Family Applications (1)

Application Number Title Priority Date Filing Date
EA200600049A EA016485B1 (ru) 2003-06-17 2004-06-16 Способы получения 3-бензазепинов

Country Status (17)

Country Link
US (4) US8367657B2 (enExample)
EP (4) EP2189448B1 (enExample)
JP (4) JP4920409B2 (enExample)
KR (1) KR101215107B1 (enExample)
AU (1) AU2004267016B2 (enExample)
BR (1) BRPI0411613B8 (enExample)
CA (1) CA2529401C (enExample)
CY (1) CY1117619T1 (enExample)
DK (1) DK2332921T3 (enExample)
EA (1) EA016485B1 (enExample)
ES (1) ES2571220T3 (enExample)
HU (1) HUE028976T2 (enExample)
IL (1) IL172331A (enExample)
MX (1) MXPA05013364A (enExample)
PL (1) PL2332921T3 (enExample)
SI (1) SI2332921T1 (enExample)
WO (1) WO2005019179A2 (enExample)

Families Citing this family (45)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6953787B2 (en) 2002-04-12 2005-10-11 Arena Pharmaceuticals, Inc. 5HT2C receptor modulators
MXPA05013364A (es) 2003-06-17 2006-03-17 Arena Pharm Inc Procedimiento para preparar 3-benzazepinas.
US7704993B2 (en) * 2003-06-17 2010-04-27 Arena Pharmaceuticals, Inc. Benzazepine derivatives and methods of prophylaxis or treatment of 5ht2c receptor associated diseases
BRPI0519726B8 (pt) * 2004-12-21 2021-05-25 Arena Pharm Inc composto de hemidrato de (r)-8-cloro-1-metil-2,3,4,5-tetraidro-1h-3-benzazepina, composição compreendendo o referido composto e seus usos
BRPI0515862A2 (pt) 2004-12-23 2011-10-11 Arena Pharm Inc uso de fentermina e agonista seletivo do receptor de 5ht-2c na preparação de composições, composições moduladoras do receptor de 5ht-2c e forma de dosagem unitária compreendendo as mesmas
US20080269196A1 (en) 2005-09-01 2008-10-30 Karin Briner 6-Arylalkylamino-2,3,4,5-Tetrahydro-1H-Benzo[D]Azepines as 5-Ht2c Receptor Agonists
JP5237810B2 (ja) 2005-09-01 2013-07-17 イーライ リリー アンド カンパニー 5−HT2C受容体アゴニストとしての6−置換された2,3,4,5−テトラヒドロ−1H−ベンゾ[d]アゼピン
CA2619450C (en) 2005-09-01 2013-10-22 Eli Lilly And Company 6-n-linked heterocycle-substituted 2,3,4,5-tetrahydro-1h-benzo[d]azepines as 5-ht2c receptor agonists
ES2328520T3 (es) 2005-09-01 2009-11-13 Eli Lilly And Company 2,3,4,5-tetrahidro-1h-benzo(d)azepinas 6-sustituidas como agonistas del receptor de 5-ht2c.
EP1981337B1 (en) 2006-01-19 2015-09-02 Athersys, Inc. Thiophenyl azepines as serotonin 5-ht2c receptor ligands and uses thereof
JP5199997B2 (ja) 2006-04-03 2013-05-15 アリーナ ファーマシューティカルズ, インコーポレイテッド 8−クロロ−1−メチル−2,3,4,5−テトラヒドロ−1h−3−ベンズアゼピンおよびこれに関連する中間体を調製するためのプロセス
EP2727585A1 (en) 2006-05-16 2014-05-07 Takeda Pharmaceutical Company Limited In-vivo screening method
US7897595B2 (en) 2006-05-26 2011-03-01 Forest Laboratories Holdings Limited Pyridoazepine derivatives
JP5404414B2 (ja) * 2006-12-05 2014-01-29 アリーナ ファーマシューティカルズ, インコーポレイテッド (r)−8−クロロ−1−メチル−2,3,4,5−テトラヒドロ−1h−3−ベンゾアゼピンおよびその中間体を調製するための方法
US20090143363A1 (en) * 2007-10-15 2009-06-04 Concert Pharmaceuticals, Inc. Deuterated lorcaserin
EP2216023A4 (en) 2007-11-15 2013-03-13 Takeda Pharmaceutical CONDENSED PYRIDINE DERIVATIVE AND ITS USE
US8822727B2 (en) 2008-03-04 2014-09-02 Arena Pharmaceuticals, Inc. Processes for the preparation of intermediates related to the 5-HT2C agonist (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine
US20100222315A1 (en) * 2008-09-24 2010-09-02 Harbor BioSciencs, Inc. Patient populations and treatment methods
JP5579262B2 (ja) 2009-06-15 2014-08-27 武田薬品工業株式会社 ピラジノオキサゼピン誘導体
WO2010148207A2 (en) 2009-06-18 2010-12-23 Arena Pharmaceuticals, Inc. Processes for the preparation of 5-ht2c receptor agonists
KR20130112848A (ko) 2010-06-02 2013-10-14 아레나 파마슈티칼스, 인크. 5-ht2c 수용체 아고니스트의 제조 방법
SG188361A1 (en) * 2010-09-01 2013-04-30 Arena Pharm Inc Non-hygroscopic salts of 5-ht2c agonists
EP3485878A1 (en) 2010-09-01 2019-05-22 Arena Pharmaceuticals, Inc. Modified-release dosage forms of 5-ht2c agonists useful for weight management
US20130267500A1 (en) 2010-09-01 2013-10-10 Arena Pharmaceuticals, Inc. 5-ht2c receptor agonists in the treatment of disorders ameliorated by reduction of norepinephrine level
EP2611781A1 (en) * 2010-09-01 2013-07-10 Arena Pharmaceuticals, Inc. Fast-dissolve dosage forms of 5-ht2c agonists
US8999970B2 (en) 2010-09-01 2015-04-07 Arena Pharmaceuticals, Inc. Administration of an anti-obesity compound to individuals with renal impairment
KR20130138770A (ko) 2010-09-01 2013-12-19 아레나 파마슈티칼스, 인크. 광학적으로 활성 산을 갖는 로르카세린의 염
CA2886875A1 (en) 2012-10-09 2014-04-17 Arena Pharmaceuticals, Inc. Method of weight management
WO2014060575A2 (en) 2012-10-19 2014-04-24 Medichem S.A. Process for the enantioselective synthesis of a tetrahydrobenzazepine compound
CA2894552A1 (en) 2012-12-21 2014-06-26 Abt Holding Company Benzazepines as serotonin 5-ht2c receptor ligands and uses thereof
WO2014159067A1 (en) 2013-03-13 2014-10-02 Abt Holding Company Thienylindole azepines as serotonin 5-ht2c receptor ligands and uses thereof
CN105358534A (zh) * 2013-04-23 2016-02-24 斯洛文尼亚莱柯制药股份有限公司 8-氯-1-甲基-苯并[d]吖庚因的新合成方法、新的中间体及其生产方法
WO2014187768A1 (en) 2013-05-20 2014-11-27 Lek Pharmaceuticals D.D. Novel synthetic processes to 8-chloro-3-benzo[d]azepine via friedel-crafts alkylation of olefin
CN103333111A (zh) * 2013-06-14 2013-10-02 苏州汇和药业有限公司 氯卡色林盐酸盐的制备方法
CN105517994A (zh) 2013-06-21 2016-04-20 斯洛文尼亚莱柯制药股份有限公司 通过α-取代的苯乙烯类的不对称还原制备手性1-甲基-2,3,4,5-1H-苯并二氮杂*类
EP2868656A1 (en) 2013-11-05 2015-05-06 LEK Pharmaceuticals d.d. Stabilized amorphous lorcaserin hydrochloride
CN104936947B (zh) * 2013-12-27 2017-03-08 杭州普晒医药科技有限公司 氯卡色林盐及其晶体、其制备方法和用途
EP2924024A3 (en) 2014-03-21 2016-01-20 Medichem, S.A. Solid forms of lorcaserin hydrochloride
CN105228986B (zh) 2014-04-21 2017-11-07 杭州普晒医药科技有限公司 一种氯卡色林共晶及其制备方法、药物组合物和用途
WO2015170346A1 (en) 2014-05-09 2015-11-12 Council Of Scientific & Industrial Research A process for the preparation of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1h-benzo[d]azepine its enantiomers
WO2016057931A1 (en) 2014-10-10 2016-04-14 The Research Foundation For The State University Of New York Trifluoromethoxylation of arenes via intramolecular trifluoromethoxy group migration
WO2016069875A1 (en) 2014-10-30 2016-05-06 Arena Pharmaceuticals, Inc. Compositions and methods for ceasing tobacco smoking
EP3210975A1 (en) 2016-02-24 2017-08-30 Enantia, S.L. Cocrystals of lorcaserin
JPWO2019131902A1 (ja) 2017-12-27 2020-12-10 武田薬品工業株式会社 腹圧性尿失禁および便失禁の治療薬
WO2022165382A1 (en) * 2021-01-29 2022-08-04 Neurawell Therapeutics Phenylethylidenehydrazine combination therapies

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1944121A1 (de) * 1968-09-02 1970-03-19 Houde Lab Neue Glyoxylsaeurederivate,Verfahren zu ihrer Herstellung und Verwendung als Pharmazeutika
CH500194A (de) * 1968-02-15 1970-12-15 Ciba Geigy Ag Verfahren zur Herstellung von Tetrahydroazepinderivaten
EP0285919A1 (en) * 1987-03-27 1988-10-12 Schering Corporation Substituted benzazepines, their preparation and pharmaceutical compositions containing them
WO2003086306A2 (en) * 2002-04-12 2003-10-23 Arena Pharmaceuticals, Inc. 5ht2c receptor modulators

Family Cites Families (92)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2900415A (en) * 1954-12-14 1959-08-18 Lakeside Lab Inc Synthesized antispasmodic compounds
CH498122A (de) 1968-02-09 1970-10-31 Geigy Ag J R Verfahren zur Herstellung eines neuen Tetrahydroazepinderivates
CH481110A (de) * 1967-02-17 1969-11-15 Geigy Ag J R Verfahren zur Herstellung von 1,2,4,5-Tetrahydro-3-azepinen
GB1268243A (en) 1968-03-11 1972-03-22 Wallace & Tiernan Inc 0,2,4,5,-tetrahydro-3h,3-benzazepines
US4233217A (en) * 1968-03-11 1980-11-11 Pennwalt Corporation Substituted 1,2,4,5-tetrahydro-3H, 3 benzazepines
FR314F (enExample) 1968-03-22 1970-05-25
US3716639A (en) * 1970-03-11 1973-02-13 Ciba Geigy Corp Anorexigenic tetrahydrobenzazepines
US3795683A (en) * 1970-08-19 1974-03-05 Hoffmann La Roche 2,3,4,5-tetrahydro-1h-3-benzazepines
LU65954A1 (enExample) * 1972-08-25 1974-03-07
US4210749A (en) * 1974-11-12 1980-07-01 Pennwalt Corporation Substituted 1,2,4,5-tetrahydro-3H,3 benzazepines
SE7510988L (sv) 1975-10-01 1977-04-02 Draco Ab Nya farmaceutiskt aktiva foreningar
US4111957A (en) 1977-02-02 1978-09-05 Smithkline Corporation Substituted 1-thienyl and furyl-2,3,4,5-tetrahydro-1H-3-benzazepine compounds
US4108989A (en) * 1977-04-01 1978-08-22 Smithkline Corporation 2,3,4,5-tetrahydro-1h-3-benzazepine-7,8-diones
CA1090797A (en) 1978-06-20 1980-12-02 Kenneth G. Holden Substituted 1-thienyl and furyl-2,3,4,5-tetrahydro-1h- 3-benzazepine compounds
AU515236B2 (en) 1978-06-26 1981-03-26 Smithkline Corporation Substituted-1-thienyl and furyl-2,3,4,5-tetrahydro-14-3 benzazepine derivatives
ZA792785B (en) 1978-07-07 1980-08-27 Smithkline Corp Mercapto substituted-2,3,4,5-tetrahydro-1h-3-benzazepines
IE50355B1 (en) 1979-10-20 1986-04-02 Wyeth John & Brother Ltd Morpholine derivatives
ZA827887B (en) 1981-11-27 1983-11-30 Smithkline Beckman Corp Pharmaceutical compositions and method of producing alpha2 antagonism
EP0080779B1 (en) 1981-11-27 1986-07-16 Smithkline Beckman Corporation 3-benzazepines as alpha-2 antagonists
FR2518544A1 (fr) 1981-12-22 1983-06-24 Lipha Benzodiazepines-1,3 thione-2, procede de preparation et medicament les contenant
FR2525603A1 (fr) 1982-04-27 1983-10-28 Adir Benzoazacycloalkyl-spiro-imidazolinines, leur preparation et leur application en therapeutique
US4988690A (en) * 1982-06-14 1991-01-29 Hoechst-Roussel Pharmaceuticals Inc. 1-aryloxy-2,3,4,5-tetrahydro-3-benzazepines and anti-depressant use thereof
DE3418270A1 (de) 1984-05-17 1985-11-21 Dr. Karl Thomae Gmbh, 7950 Biberach Neue aminotetralinderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
US4541954A (en) 1984-09-05 1985-09-17 Smithkline Beckman Corporation Method for preparing 6-chloro-N-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine
EP0204349A3 (de) * 1985-06-01 1990-01-03 Dr. Karl Thomae GmbH Neue heteroaromatische Aminderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung
GB8610668D0 (en) 1986-05-01 1986-06-04 Pfizer Ltd Anti-arrhythmia agents
EG18188A (en) * 1986-05-01 1992-09-30 Pfizer Ltd Process for preparation anti-arhythmia agents
US4762845A (en) * 1986-05-21 1988-08-09 Abbott Laboratories 7-(3-Substituted imino-1-pyrrolidinyl)-quinolone-3-carboxylic acids
EP0285287A3 (en) 1987-03-23 1990-08-16 Smithkline Beecham Corporation 3-benzazepine compounds for use in treating gastrointestinal motility disorders
US5015639A (en) 1987-03-27 1991-05-14 Schering Corporation Substituted benzazepines, their preparation and pharmaceutical compositions containing them
US5247080A (en) * 1987-03-27 1993-09-21 Schering Corporation Substituted benzazepines useful as intermediates for producing pharmaceutically active compounds
AU1700688A (en) 1987-04-09 1988-11-04 Smithkline Beckman Corporation Sulfinyl and sulfonyl substituted 3-benzazepines
US4957914A (en) 1987-05-15 1990-09-18 Syntex (U.S.A.) Inc. 1,9-alkano-bridged-2,3,4,5-tetrahydro-1H-3-benzazepines
JP2502723B2 (ja) 1989-01-25 1996-05-29 株式会社日立ビルシステムサービス エレベ―タ―遠隔監視機構の点検装置
US5422355A (en) * 1989-06-02 1995-06-06 John Wyeth & Brother, Limited Composition for treating depression with (N-heteroaryl)alkylamines
US5178786A (en) * 1989-08-04 1993-01-12 The Lubrizol Corporation Corrosion-inhibiting compositions and functional fluids containing same
CA2037162A1 (en) * 1990-03-12 1991-09-13 Steven Howard Shaber Heterocyclicacetonitriles and fungicidal use
ZA914536B (en) 1990-06-15 1992-03-25 Schering Corp 8-lower alkyl-5-cycloalkyl or 5-cycloakenyl substituted benzazepines and pharmaceutical compositions containing them
US5275915A (en) * 1991-06-05 1994-01-04 Dainippon Ink And Chemicals, Inc. Developer for light-sensitive material
CA2110575A1 (en) 1991-06-21 1993-01-07 John Gerard Ward Use of tetrahydrobenzazepine derivatives for the treatment of portal hypertension and migraine
EP0558824A1 (en) * 1992-02-04 1993-09-08 Duphar International Research B.V Method for the preparation of vicinal aminoalcohols and optically active O-protected derivatives thereof
US5241065A (en) 1992-02-25 1993-08-31 Schering Corporation 2,3,4,5-tetrahydro-1h-3-benzazepines having anti-psychotic activity
JPH05339263A (ja) 1992-06-08 1993-12-21 Wakunaga Pharmaceut Co Ltd ジヒドロピリジン誘導体
JPH06298746A (ja) 1993-04-19 1994-10-25 Showa Denko Kk 環状イミド酸エステルの製造法
JPH076413A (ja) 1993-06-16 1995-01-10 Canon Inc 光記録媒体製造用スタンパーの電鋳装置および電鋳方法
US6087346A (en) * 1993-06-23 2000-07-11 Cambridge Neuroscience, Inc. Sigma receptor ligands and the use thereof
US5387685A (en) * 1993-07-16 1995-02-07 American Cyanamid Co MDR reversal agents
GB9322976D0 (en) * 1993-11-08 1994-01-05 Pfizer Ltd Therapeutic agents
DE4419247A1 (de) * 1994-06-01 1995-12-07 Merckle Gmbh Sulfonylierte Pyrrolizincarbonsäureamide und deren Anwendung in der Pharmazie
DE4419315A1 (de) * 1994-06-01 1995-12-07 Merckle Gmbh Heteropyrrolizinverbindungen und deren Anwendung in der Pharmazie
DE4419246A1 (de) * 1994-06-01 1995-12-07 Merckle Gmbh Heteroarylsubstituierte Pyrrolizinverbindungen und deren Anwendung in der Pharmazie
DE4427838A1 (de) 1994-08-05 1996-02-08 Thomae Gmbh Dr K Kondensierte Azepinderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung
DE4429079A1 (de) 1994-08-17 1996-02-22 Thomae Gmbh Dr K Cyclische Harnstoffderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung
JPH08134048A (ja) 1994-11-08 1996-05-28 Sumitomo Chem Co Ltd オキサゾリン類の製造法
GB9508622D0 (en) 1995-04-28 1995-06-14 Pfizer Ltd Therapeutic agants
US5958543A (en) 1995-07-07 1999-09-28 Stor Media,Inc. Micro-texturing for sputtered, thin film magnetic media disks utilizing titanium sputtered in the presence of hydrogen to form micro-texturing
JPH0930960A (ja) 1995-07-18 1997-02-04 Takasago Internatl Corp 真菌感染症治療剤
JPH0987258A (ja) 1995-09-28 1997-03-31 Sumitomo Chem Co Ltd オキサゾリン類、その製造方法およびそれを用いる不斉シクロプロパンカルボン酸類の製造方法
CA2190708A1 (en) * 1995-12-08 1997-06-09 Johannes Aebi Aminoalkyl substituted benzo-heterocyclic compounds
US5892116A (en) 1996-01-03 1999-04-06 Georgetown University Gelators
US5925651A (en) * 1996-04-03 1999-07-20 Merck & Co., Inc. Inhibitors of farnesyl-protein transferase
US5691362A (en) * 1996-06-05 1997-11-25 Schering-Plough Corporation Substituted benzene-fused hetero- and carbocyclics as nuerokinin antagonists
EP0920417A4 (en) 1996-08-15 1999-12-29 Smithkline Beecham Corp IL-8 RECEPTOR ANTAGONISTS
EP0973778A1 (en) 1997-03-07 2000-01-26 Novo Nordisk A/S 4,5,6,7-TETRAHYDRO-THIENO 3,2-c]PYRIDINE DERIVATIVES, THEIR PREPARATION AND USE
AUPP020297A0 (en) 1997-11-05 1997-11-27 University Of Melbourne, The A novel receptor, and compounds which bind thereto
JP3603177B2 (ja) * 1998-03-26 2004-12-22 参天製薬株式会社 新規ウレア誘導体
EP1072591A4 (en) 1998-03-26 2005-01-05 Santen Pharmaceutical Co Ltd NEW UREA CONNECTIONS
EP0987235B1 (en) 1998-08-25 2003-03-12 MERCK PATENT GmbH Method for the conversion of arenes or alkenes with iodoalkenes, aryl iodides or arenediazonium salts
DE60006618T2 (de) 1999-08-06 2004-09-23 F. Hoffmann-La Roche Ag Tetrahydro-benzo(d)azepine und deren Verwendung als metabotrope Glutamatrezeptor-Antagonisten
EP1074549B1 (en) 1999-08-06 2003-11-19 F. Hoffmann-La Roche Ag Tetrahydro-benzo(d)azepines and their use as antagonists at metabotropic glutamate receptors
JP2001076413A (ja) 1999-09-06 2001-03-23 Sony Corp フレキシブル磁気ディスク用ヘッドスライダー
DE10003708A1 (de) * 2000-01-28 2001-08-02 Solvent Innovation Gmbh Neuartige chirale ionische Flüssigkeiten und Verfahren zu ihrer Darstellung in enantiomerenreiner oder enantiomerenangereicherter Form
CN1254474C (zh) 2000-11-14 2006-05-03 史密斯克莱·比奇曼公司 作为多巴胺D<sub>3</sub>受体调节剂(精神抑制药)的四氢苯并氮杂䓬衍生物
GB0030710D0 (en) 2000-12-15 2001-01-31 Hoffmann La Roche Piperazine derivatives
WO2002074746A1 (en) 2001-03-16 2002-09-26 Yamanouchi Pharmaceutical Co., Ltd. Benzazepine derivatives
US6825198B2 (en) 2001-06-21 2004-11-30 Pfizer Inc 5-HT receptor ligands and uses thereof
BR0212787A (pt) 2001-09-24 2005-01-25 Elan Pharm Inc Composto ou sal farmaceuticamente aceitável do mesmo, métodos de tratamento ou prevenção de doenças e de preparação de um composto, uso de um composto ou sal, e, composição farmacêutica
JP2005519915A (ja) 2002-01-18 2005-07-07 セレテック・リミテッド・ライアビリティ・カンパニー Edg受容体に関連する症状の処置方法
ATE486842T1 (de) * 2002-03-12 2010-11-15 Merck Sharp & Dohme Substituierte amide
GB0224557D0 (en) 2002-10-22 2002-11-27 Glaxo Group Ltd Novel compounds
MXPA05013364A (es) 2003-06-17 2006-03-17 Arena Pharm Inc Procedimiento para preparar 3-benzazepinas.
US7704993B2 (en) * 2003-06-17 2010-04-27 Arena Pharmaceuticals, Inc. Benzazepine derivatives and methods of prophylaxis or treatment of 5ht2c receptor associated diseases
US20080009478A1 (en) * 2003-10-22 2008-01-10 Arena Pharmaceuticals, Inc. Benzazepine Derivatives and Methods of Prophylaxis or Treatment of 5Ht2c Receptor Associated Diseases
US20070275949A1 (en) * 2003-10-22 2007-11-29 Arena Pharmaceuticals, Inc. Benzazepine Derivatives and Methods of Prophylaxis or Treatment of 5Ht2C Receptor Associated Diseases
MX2007001337A (es) 2004-08-02 2008-03-13 Genmedica Therapeutics Sl Compuestos para inhibir amina-oxidasas que contienen cobre y usos de los mismos.
US8178077B2 (en) 2004-10-19 2012-05-15 Reverse Proteomics Research Institute Co., Ltd. Drug development target protein and target gene, and method of screening
BRPI0519726B8 (pt) 2004-12-21 2021-05-25 Arena Pharm Inc composto de hemidrato de (r)-8-cloro-1-metil-2,3,4,5-tetraidro-1h-3-benzazepina, composição compreendendo o referido composto e seus usos
BRPI0515862A2 (pt) 2004-12-23 2011-10-11 Arena Pharm Inc uso de fentermina e agonista seletivo do receptor de 5ht-2c na preparação de composições, composições moduladoras do receptor de 5ht-2c e forma de dosagem unitária compreendendo as mesmas
JP5199997B2 (ja) * 2006-04-03 2013-05-15 アリーナ ファーマシューティカルズ, インコーポレイテッド 8−クロロ−1−メチル−2,3,4,5−テトラヒドロ−1h−3−ベンズアゼピンおよびこれに関連する中間体を調製するためのプロセス
JP5404414B2 (ja) 2006-12-05 2014-01-29 アリーナ ファーマシューティカルズ, インコーポレイテッド (r)−8−クロロ−1−メチル−2,3,4,5−テトラヒドロ−1h−3−ベンゾアゼピンおよびその中間体を調製するための方法
US8822727B2 (en) 2008-03-04 2014-09-02 Arena Pharmaceuticals, Inc. Processes for the preparation of intermediates related to the 5-HT2C agonist (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine
WO2010148207A2 (en) 2009-06-18 2010-12-23 Arena Pharmaceuticals, Inc. Processes for the preparation of 5-ht2c receptor agonists

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH500194A (de) * 1968-02-15 1970-12-15 Ciba Geigy Ag Verfahren zur Herstellung von Tetrahydroazepinderivaten
DE1944121A1 (de) * 1968-09-02 1970-03-19 Houde Lab Neue Glyoxylsaeurederivate,Verfahren zu ihrer Herstellung und Verwendung als Pharmazeutika
EP0285919A1 (en) * 1987-03-27 1988-10-12 Schering Corporation Substituted benzazepines, their preparation and pharmaceutical compositions containing them
WO2003086306A2 (en) * 2002-04-12 2003-10-23 Arena Pharmaceuticals, Inc. 5ht2c receptor modulators

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
CHANG, WEI K. ET AL.: "Dopamine receptor binding properties of some 2,3,4,5-tetrahydro-1H-3-benzazepin-7-ols with nonaromatic substituents in the 5-position". BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2(5), 399-402 CODEN: BMCLE8; ISSN: 0960-894X, 1992, XP002306864, abstract, Scheme 1, page 400, page 401; table 1, page 400; example 4 *
DATABASE CA [Online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; ORITO, KAZUHIKO ET AL.: "Synthetic studies of heterocyclic compounds. I. Alkylation and acylation of 1,2,4,5-tetrahydro-3-methyl-3H-3-benzazepin-2-one". XP002321044, retrieved from STN, Database accession no. 1980:407990, abstract & HOKKAIDO DAIGAKU KOGAKUBU KENKYU HOKOKU, (96), 41-4 CODEN: HDKKAA; ISSN: 0385-602X, 1979 *
FUCHS ET AL.: "TOTAL SYNTHESIS OF (+-)-LENNOXAMINE AND (+-)-APHANORPHINE BY INTRAMOLECULAR ELECTROPHILIC AROMATIC SUBSTITUTION REACTIONS OF 2-AMIDOACROLEINS". ORG. LETT., vol. 3, no. 24, 2001, pages 3923-3925, XP002321043, page 3925; compound 22 *
LADD D.L. ET AL.: "SYNTHESIS AND DOPAMINERGIC BINDING OF 2-ARYLDOPAMINE ANALOGUES: PHENETHYLAMINES, 3-BENZAZEPINES, AND 9-(AMINOMETHYL)FLUORENES". JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 29, no. 10, October 1986 (1986-10), pages 1904-1912, XP002031848, ISSN: 0022-2623, schemes III, IV, page 1907, example 26b *
ORITO ET AL.: "TOTAL SYNTHESIS OF PROTOPINE ALKALOIDS". HETEROCYCLES, vol. 14, no. 1, 1980, pages 11-13, XP001205081, SCHEME, page 12 *
ORITO KAZUHIKO ET AL.: "Benzolactams. I. Alkylation of 1,2,4,5-tetrahydro-3-methyl-3H-3-benzazepin-2-one with sodium hydride and alkyl halide". TETRAHEDRON, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 36, no. 8, 1980, pages 1017-1021, XP002171212, ISSN: 0040-4020, page 1017; figure 2, page 1019; table 4 *
PAUVERT M. ET AL.: "Silver nitrate-promoted ring enlargement of 1-tribromomethyl-1,2-dihydro- and 1-tribromomethyl-1,2,3,4-tetrahydro-isoqui noline derivatives: application to the synthesis of the anti-anginal zatebradine". TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 44, no. 22, 26 May, 2003 (2003-05-26), pages 4203-4206, XP004423070, ISSN: 0040-4039, page 4205; example 16 *

Also Published As

Publication number Publication date
JP2011116780A (ja) 2011-06-16
SI2332921T1 (sl) 2016-06-30
US20130165648A1 (en) 2013-06-27
JP5421311B2 (ja) 2014-02-19
IL172331A (en) 2015-10-29
ES2571220T3 (es) 2016-05-24
US20160185729A1 (en) 2016-06-30
EP2189448A1 (en) 2010-05-26
WO2005019179A3 (en) 2005-08-04
EP2332919A2 (en) 2011-06-15
IL172331A0 (en) 2011-08-01
US20130178620A1 (en) 2013-07-11
KR20060023163A (ko) 2006-03-13
JP2014133771A (ja) 2014-07-24
HUE028976T2 (en) 2017-02-28
HK1144428A1 (en) 2011-02-18
JP2012107067A (ja) 2012-06-07
MXPA05013364A (es) 2006-03-17
CA2529401C (en) 2015-04-28
JP5667593B2 (ja) 2015-02-12
JP4920409B2 (ja) 2012-04-18
WO2005019179A2 (en) 2005-03-03
KR101215107B1 (ko) 2012-12-24
EP2332919A3 (en) 2011-10-19
AU2004267016A1 (en) 2005-03-03
EP2332921A1 (en) 2011-06-15
US8946207B2 (en) 2015-02-03
US8367657B2 (en) 2013-02-05
US20080045502A1 (en) 2008-02-21
EP2189448B1 (en) 2014-01-29
PL2332921T3 (pl) 2016-08-31
US9102627B2 (en) 2015-08-11
CA2529401A1 (en) 2005-03-03
EP1636191A2 (en) 2006-03-22
BRPI0411613A (pt) 2006-08-08
DK2332921T3 (en) 2016-05-09
EA200600049A1 (ru) 2006-06-30
BRPI0411613B1 (pt) 2020-10-13
HK1160838A1 (en) 2012-08-17
JP2007521269A (ja) 2007-08-02
AU2004267016B2 (en) 2011-11-24
CY1117619T1 (el) 2017-04-26
BRPI0411613B8 (pt) 2021-05-25
EP2332921B1 (en) 2016-03-02

Similar Documents

Publication Publication Date Title
JP5667593B2 (ja) 3−ベンズアゼピンを調製する方法
CN1805939B (zh) 用于治疗5ht2c受体相关病症的苯并氮杂卓衍生物
US8952197B2 (en) Processes for the preparation of 5-HT2C receptor agonists
EP3302471B1 (en) Tetrasubstituted alkene compounds and their use
AU1414500A (en) Novel heterocyclic compounds and drug compositions containing the same
HK1144428B (en) Processes for the separation of 3-benzazepine racemates
HK1160838B (en) 8-chloro-1 -methyl-2,3,4,5-tetrahydro-1 h-3benzazapine hydrochloride
HK1158308A (en) Processes for preparing 3-benzazepines
HK1157764A (en) Processes for preparing 3-benzazepines
CN100430410C (zh) 喷司他丁及其前体、类似物和衍生物的合成和制造
AU2012200805A1 (en) Benzazepine derivatives useful for the treatment of 5HT2C receptor associated diseases
HK1248143B (en) Tetrasubstituted alkene compounds and their use

Legal Events

Date Code Title Description
MM4A Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s)

Designated state(s): AM AZ BY KZ KG MD TJ TM RU