UY24735A1 - Procedimiento para la preparacion de antagonistas del receptor de vitronectina.- - Google Patents

Procedimiento para la preparacion de antagonistas del receptor de vitronectina.-

Info

Publication number
UY24735A1
UY24735A1 UY24735A UY24735A UY24735A1 UY 24735 A1 UY24735 A1 UY 24735A1 UY 24735 A UY24735 A UY 24735A UY 24735 A UY24735 A UY 24735A UY 24735 A1 UY24735 A1 UY 24735A1
Authority
UY
Uruguay
Prior art keywords
alkyl
formula
compound
represented
acid
Prior art date
Application number
UY24735A
Other languages
English (en)
Inventor
Francis Callahan James
Donovan Cousins Russell
Mccullock Keenan Richard
Chet Kwon
William Miller
Nijole Uzinkas Irene
Original Assignee
Smithkline Beecham Corp
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
Application filed by Smithkline Beecham Corp filed Critical Smithkline Beecham Corp
Publication of UY24735A1 publication Critical patent/UY24735A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16—Benzazepines; Hydrogenated benzazepines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K33/00—Medicinal preparations containing inorganic active ingredients
    • A61K33/24—Heavy metals; Compounds thereof
    • A61K33/243—Platinum; Compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • 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
    • A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/04—Antineoplastic agents specific for metastasis
    • 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
    • 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
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

Abstract

Procedimiento para preparar un compuestos de fórmula (I) representada en la figura 1,o una de sus sales farmacéuticamente aceptables, caracterizados porque: R1 es R7, o A-alquilo, A-alquenilo, A-alquinilo, A-oxoalquenilo, A-oxoalquinilo, A-aminoalquilo, A-aminoalquenilo, A-aminoalquilino, opcionalmente sustituidos por cualquier combinación accesible de uno o más de R10 o R7; donde A es H, cicloalquilo, het o ar; R2 es uno de los grupos representados en la figura 2, donde W es -(CHRg)a-U-(CHRg)b-, con Rg H, alquilo, het-alquilo, cicloalquil-alquilo, o ar-alquilo. El procedimiento comprende en hacer reaccionar un compuesto de fórmula (IV), con un compuesto de fórmula (VI) ambos representados en la figura 3, estando protegidos cualesquiera grupos funcionales reactivos; por intermedio del complejo formado entre diazodicarboxilato y la trifenilfosfina en un solvente adecuado como THF, CH2Cl2 y DMF, seguido de condiciones para la transferencia protónica, usando cilcohexano, 1,4ciclohexadieno, ácido fórmico o sales del mismo en presencia de un catalizador de paladio en metanol, etanol o 2-propanol y después de ello eliminar cualesquiera grupos protectores, y opcionalmente formar una sal farmacéuticamente aceptable. Ejemplos de compuestos de fórmula (I): Ácido (+)-8-[3-(2-piridilamino)-1-propiloxi]-3-oxo-2,3,4,5-tetrahidro-1H-2-benzepina-4-acético; Ácido (R)-8-[3-(4-aminopiridin)-2-ilamino]-1-propil-oxi]-3-oxo-2,3,4,5-tetrahidro-1H-2-benzepina-4-acético; entre otros. Estos compuestos son antagonistas del receptor de vitronectina y son útiles en el tratamiento de la osteoporosis.
UY24735A 1996-10-02 1997-10-01 Procedimiento para la preparacion de antagonistas del receptor de vitronectina.- UY24735A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US2732096P 1996-10-02 1996-10-02
US4377697P 1997-04-11 1997-04-11

Publications (1)

Publication Number Publication Date
UY24735A1 true UY24735A1 (es) 1998-03-30

Family

ID=26702318

Family Applications (2)

Application Number Title Priority Date Filing Date
UY24735A UY24735A1 (es) 1996-10-02 1997-10-01 Procedimiento para la preparacion de antagonistas del receptor de vitronectina.-
UY24935A UY24935A1 (es) 1996-10-02 1998-03-25 Antagonistas del receptor de vitronectina

Family Applications After (1)

Application Number Title Priority Date Filing Date
UY24935A UY24935A1 (es) 1996-10-02 1998-03-25 Antagonistas del receptor de vitronectina

Country Status (37)

Country Link
EP (1) EP0957917B1 (es)
JP (2) JP4491072B2 (es)
KR (1) KR100589578B1 (es)
CN (1) CN1114403C (es)
AP (1) AP1463A (es)
AR (1) AR008878A1 (es)
AT (1) ATE312089T1 (es)
AU (1) AU733417B2 (es)
BG (1) BG64581B1 (es)
BR (1) BR9712248B1 (es)
CA (1) CA2267224C (es)
CO (1) CO4900046A1 (es)
CY (1) CY2576B1 (es)
CZ (1) CZ299076B6 (es)
DE (1) DE69734833T2 (es)
DK (1) DK0957917T3 (es)
DZ (1) DZ2320A1 (es)
EA (1) EA002419B1 (es)
ES (1) ES2252775T3 (es)
HK (1) HK1023730A1 (es)
HU (1) HU229221B1 (es)
ID (1) ID19623A (es)
IL (1) IL129243A (es)
MA (1) MA24361A1 (es)
MY (1) MY137606A (es)
NO (1) NO320194B1 (es)
NZ (1) NZ334953A (es)
PE (1) PE10499A1 (es)
PL (1) PL190859B1 (es)
RO (1) RO119881B1 (es)
SA (1) SA98180936B1 (es)
SK (1) SK285029B6 (es)
TR (1) TR199900737T2 (es)
TW (1) TW487702B (es)
UA (1) UA60311C2 (es)
UY (2) UY24735A1 (es)
WO (1) WO1998014192A1 (es)

Families Citing this family (38)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7125866B1 (en) * 1999-04-30 2006-10-24 Regents Of The University Of Michigan Therapeutic applications of pro-apoptotic benzodiazepines
UA60311C2 (uk) * 1996-10-02 2003-10-15 Смітклайн Бічам Корпорейшн Антагоністи рецептора вітронектину, спосіб одержання цих сполук та фармацевтична композиція
TW527355B (en) 1997-07-02 2003-04-11 Bristol Myers Squibb Co Inhibitors of farnesyl protein transferase
BR9813208A (pt) * 1997-09-24 2000-08-22 Smithkline Beecham Corp Antagonista receptor de vitronectina
TR200000786T2 (tr) * 1997-09-24 2000-08-21 Smithkline Beecham Corporation Vitronektin reseptör antagonisti
US6372719B1 (en) 1998-03-04 2002-04-16 Jay Cunningham ανβ3 integrin antagonists in combination with chemotherapeutic agents
DE19842415A1 (de) 1998-09-16 2000-03-23 Merck Patent Gmbh Pharmazeutische Zubereitung
IL143901A0 (en) * 1998-12-23 2002-04-21 Searle & Co Use of cyclooxygenase-2- inhibitor, a matrix metallaproteinase inhibitor, an antineoplastic agent and optionally radiation as a combination treatment of neoplasia
WO2000046215A1 (en) * 1999-02-03 2000-08-10 Merck & Co., Inc. Benzazepine derivatives as alpha-v integrin receptor antagonists
JP2003506452A (ja) * 1999-08-06 2003-02-18 スミスクライン・ビーチャム・コーポレイション 発作の治療に有用なビトロネクチン受容体アンタゴニスト
US6514964B1 (en) 1999-09-27 2003-02-04 Amgen Inc. Fused cycloheptane and fused azacycloheptane compounds and their methods of use
DE10027514A1 (de) * 2000-06-06 2002-01-03 Basf Ag Liganden von Integrinrezeptoren
DE10028575A1 (de) 2000-06-14 2002-03-14 Basf Ag Integrinliganden
FR2806082B1 (fr) * 2000-03-07 2002-05-17 Adir Nouveaux composes bicycliques antagonistes des recepteurs de la vitronectine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
KR100854424B1 (ko) 2001-01-29 2008-08-27 3-디멘져널 파마슈티칼즈 인코오포레이티드 치환된 인돌 및 인테그린 길항제로서의 이들의 용도
JP4394882B2 (ja) * 2001-04-10 2010-01-06 スミスクライン・ビーチャム・コーポレイション 接着形成阻害方法
SE0101386D0 (sv) 2001-04-20 2001-04-20 Astrazeneca Ab New compounds
US7109191B2 (en) 2001-05-03 2006-09-19 Merck & Co., Inc. Benzazepinone alpha vintegrin receptor antagonists
CN100560131C (zh) 2001-10-22 2009-11-18 斯克里普斯研究学院 抗体靶向化合物
GB0215867D0 (en) * 2002-07-09 2002-08-14 Glaxosmithkline Spa Novel method and compounds
JP2006522139A (ja) * 2003-04-04 2006-09-28 スミスクライン・ビーチャム・コーポレイション ベンズアゼピンの製造方法およびその中間体
AU2012216372B2 (en) * 2004-04-02 2015-01-22 The Regents Of The University Of California Methods and compositions for treating and preventing disease associated with alphaVbeta5 integrin
DK1734996T3 (da) * 2004-04-02 2013-06-10 Univ California Fremgangsmåder og sammensætninger til behandling og forebyggelse af sygdom, der er associeret med alfa v beta 5-integrin
UA87854C2 (en) 2004-06-07 2009-08-25 Мерк Энд Ко., Инк. N-(2-benzyl)-2-phenylbutanamides as androgen receptor modulators
TW200635902A (en) * 2004-12-21 2006-10-16 Smithkline Beecham Corp Methods and formulations
US20080293691A1 (en) * 2005-11-29 2008-11-27 Smithkline Beecham Corporation Treatment Method
JP5637855B2 (ja) 2007-11-08 2014-12-10 ザ ジェネラル ホスピタル コーポレイション 蛋白尿症の治療のための方法及び組成物
ES2428896T3 (es) * 2007-11-16 2013-11-12 Ube Industries, Ltd. Compuesto de benzacepinona
EP2257538B1 (en) * 2008-03-06 2016-04-27 GlaxoSmithKline LLC Process for the preparation of benzodiazepine derivatives
WO2010093706A2 (en) 2009-02-10 2010-08-19 The Scripps Research Institute Chemically programmed vaccination
CN102427816A (zh) * 2009-03-30 2012-04-25 宇部兴产株式会社 用于治疗或预防眼病的药物组合物
JP5572996B2 (ja) * 2009-05-15 2014-08-20 宇部興産株式会社 ベンズアゼピノン化合物を有効成分として含有する医薬
KR101752515B1 (ko) 2009-07-24 2017-06-29 더 리젠츠 오브 더 유니버시티 오브 캘리포니아 Ａｖｂ５ 인테그린과 결부된 질환의 치료 및 예방을 위한 방법 및 조성물
JP5856063B2 (ja) 2009-11-17 2016-02-09 ザ リージェンツ オブ ザ ユニバーシティ オブ ミシガン 治療特性を有する１，４−ベンゾジアゼピン−２，５−ジオンおよび関連化合物
EP2325194A1 (en) * 2009-11-24 2011-05-25 Glycotope GmbH Process for the purification of glycoproteins
KR20160147007A (ko) 2014-05-30 2016-12-21 화이자 인코포레이티드 선택적인 안드로겐 수용체 조절제로서의 카보니트릴 유도체
EP4144725A4 (en) * 2020-04-26 2023-10-25 Jiangsu NHWA Pharmaceutical Co., Ltd 1,5-DIHYDRO-2,4-BENZODIAZEPINE-3-ONE DERIVATIVE AND ITS USE
WO2023275715A1 (en) 2021-06-30 2023-01-05 Pfizer Inc. Metabolites of selective androgen receptor modulators

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE236882T1 (de) * 1992-12-21 2003-04-15 Smithkline Beecham Corp Bicyklische fibrinogen antagoniste
JPH10504807A (ja) * 1994-06-29 1998-05-12 スミスクライン・ビーチャム・コーポレイション ビトロネクチン受容体拮抗剤
PL318199A1 (en) * 1994-06-29 1997-05-26 Smithkline Beecham Corp Antagonists of vitronectin receptors
WO1996006087A1 (en) * 1994-08-22 1996-02-29 Smithkline Beecham Corporation Bicyclic compounds
WO1996026190A1 (en) * 1995-02-22 1996-08-29 Smithkline Beecham Corporation Integrin receptor antagonists
UA60311C2 (uk) * 1996-10-02 2003-10-15 Смітклайн Бічам Корпорейшн Антагоністи рецептора вітронектину, спосіб одержання цих сполук та фармацевтична композиція

Also Published As

Publication number Publication date
BR9712248A (pt) 1999-08-24
UA60311C2 (uk) 2003-10-15
CA2267224A1 (en) 1998-04-09
NZ334953A (en) 2000-01-28
AP1463A (en) 2005-09-10
CN1238689A (zh) 1999-12-15
BG103299A (en) 2000-01-31
JP2001501936A (ja) 2001-02-13
CZ113299A3 (cs) 2000-03-15
ID19623A (id) 1998-07-23
EP0957917A4 (en) 2002-05-15
PE10499A1 (es) 1999-03-27
AU733417B2 (en) 2001-05-17
PL332674A1 (en) 1999-09-27
DE69734833D1 (de) 2006-01-12
EP0957917B1 (en) 2005-12-07
CA2267224C (en) 2007-03-13
IL129243A (en) 2004-07-25
EP0957917A1 (en) 1999-11-24
NO320194B1 (no) 2005-11-14
MY137606A (en) 2009-02-27
AU4746297A (en) 1998-04-24
JP4491072B2 (ja) 2010-06-30
BG64581B1 (bg) 2005-08-31
SK42599A3 (en) 1999-12-10
KR20000048816A (ko) 2000-07-25
DE69734833T2 (de) 2006-07-13
RO119881B1 (ro) 2005-05-30
CO4900046A1 (es) 2000-03-27
AP9901493A0 (en) 1999-03-31
HK1023730A1 (en) 2000-09-22
CN1114403C (zh) 2003-07-16
PL190859B1 (pl) 2006-02-28
WO1998014192A1 (en) 1998-04-09
MA24361A1 (fr) 1998-07-01
KR100589578B1 (ko) 2006-06-15
BR9712248B1 (pt) 2010-06-29
AR008878A1 (es) 2000-02-23
ES2252775T3 (es) 2006-05-16
EA199900356A1 (ru) 2000-02-28
IL129243A0 (en) 2000-02-17
JP2010006838A (ja) 2010-01-14
CZ299076B6 (cs) 2008-04-16
UY24935A1 (es) 2001-07-31
DK0957917T3 (da) 2006-04-18
DZ2320A1 (fr) 2002-12-28
SA98180936B1 (ar) 2006-05-30
NO991590D0 (no) 1999-03-31
TW487702B (en) 2002-05-21
TR199900737T2 (xx) 1999-07-21
HUP9903769A2 (hu) 2000-03-28
ATE312089T1 (de) 2005-12-15
EA002419B1 (ru) 2002-04-25
HU229221B1 (en) 2013-09-30
SK285029B6 (sk) 2006-04-06
HUP9903769A3 (en) 2000-07-28
CY2576B1 (en) 2008-07-02
NO991590L (no) 1999-05-31

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