WO2000018722A3 - Nuevos derivados de la 6-(4-fenilbutoxi)hexilamina y procedimiento para la obtencion de salmeterol - Google Patents

Nuevos derivados de la 6-(4-fenilbutoxi)hexilamina y procedimiento para la obtencion de salmeterol Download PDF

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Publication number
WO2000018722A3
WO2000018722A3 PCT/ES1999/000294 ES9900294W WO0018722A3 WO 2000018722 A3 WO2000018722 A3 WO 2000018722A3 ES 9900294 W ES9900294 W ES 9900294W WO 0018722 A3 WO0018722 A3 WO 0018722A3
Authority
WO
WIPO (PCT)
Prior art keywords
phenylbutoxy
hexylamine
producing
new derivatives
relates
Prior art date
Application number
PCT/ES1999/000294
Other languages
English (en)
French (fr)
Other versions
WO2000018722A2 (es
Inventor
Bellmunt Jordi Bessa
Barjoan Pere Dalmases
Olondriz Francisco Marquillas
Original Assignee
Vita Invest Sa
Bellmunt Jordi Bessa
Barjoan Pere Dalmases
Olondriz Francisco Marquillas
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
Priority to EA200100391A priority Critical patent/EA003397B1/ru
Priority to PL348572A priority patent/PL196116B1/pl
Application filed by Vita Invest Sa, Bellmunt Jordi Bessa, Barjoan Pere Dalmases, Olondriz Francisco Marquillas filed Critical Vita Invest Sa
Priority to DE69912984T priority patent/DE69912984D1/de
Priority to SK386-2001A priority patent/SK284366B6/sk
Priority to CA002344647A priority patent/CA2344647C/en
Priority to NZ511157A priority patent/NZ511157A/xx
Priority to JP2000572184A priority patent/JP3786834B2/ja
Priority to IL14199199A priority patent/IL141991A/en
Priority to AU59839/99A priority patent/AU756042B2/en
Priority to EP99969711A priority patent/EP1132373B1/en
Priority to AT99969711T priority patent/ATE254596T1/de
Priority to US09/806,538 priority patent/US6388134B1/en
Priority to BR9913989-8A priority patent/BR9913989A/pt
Publication of WO2000018722A2 publication Critical patent/WO2000018722A2/es
Publication of WO2000018722A3 publication Critical patent/WO2000018722A3/es
Priority to IS5880A priority patent/IS2016B/is
Priority to NO20011197A priority patent/NO327780B1/no
Priority to NO20084343A priority patent/NO20084343L/no

Links

Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/08—1,3-Dioxanes; Hydrogenated 1,3-dioxanes condensed with carbocyclic rings or ring systems
    • 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
    • A61P11/08—Bronchodilators
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
    • 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
    • C07C217/04—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 acyclic and saturated
    • C07C217/28—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 acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines
    • 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
    • C07C217/04—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 acyclic and saturated
    • C07C217/28—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 acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines
    • C07C217/40—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 acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines having at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the same carbon atom of the carbon skeleton, e.g. amino-ketals, ortho esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/16—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by singly-bound oxygen atoms
    • 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

Abstract

La presente invención se refiere a nuevos derivados de la 6-(4-fenilbutoxi)hexilamina de fórmula general (I) en la que: R1 es CHO, o CHOR3OR4, donde R3 y R4 son independientemente alquilo C1-C6, aralquilo o forman acetales cíclicos de 5 ó 6 miembros; R2 es H, bencilo o un grupo alquiloxicarbonilo, ariloxicarbonilo, aralquiloxicarbonilo o acilo; y a un procedimiento para su obtención. La invención también se refiere a un nuevo procedimiento de obtención de Salmeterol o sus sales farmacéuticamente aceptables que se caracteriza por el hecho de que se lleva a cabo la reacción de un compuesto organometálico con un compuesto de fórmula general (I) en el que R1 es CHO y R2 es un alquiloxicarbonilo, ariloxicarbonilo, aralquiloxicarbonilo, o un grupo acilo.
PCT/ES1999/000294 1998-09-28 1999-09-20 Nuevos derivados de la 6-(4-fenilbutoxi)hexilamina y procedimiento para la obtencion de salmeterol WO2000018722A2 (es)

Priority Applications (16)

Application Number Priority Date Filing Date Title
BR9913989-8A BR9913989A (pt) 1998-09-28 1999-09-20 Derivados de 6-(4-fenilbutóxi)hexilamina e processo para a obtenção de salmeterol
IL14199199A IL141991A (en) 1998-09-28 1999-09-20 History of 6-(4-phenylbutoxy) xylamine, their preparation and use in the process for receiving salamatrol
DE69912984T DE69912984D1 (de) 1998-09-28 1999-09-20 Derivate des 6-(4-phenylbutoxy)hexylamins und verfahren zur herstellung von salmeterol
SK386-2001A SK284366B6 (sk) 1998-09-28 1999-09-20 Deriváty 6-(4-fenylbutoxy)hexylamínu, spôsob jeho prípravy a spôsob prípravy salmeterolu
CA002344647A CA2344647C (en) 1998-09-28 1999-09-20 New derivatives of 6-(4-phenylbutoxy)hexylamine and process for producing salmeterol
NZ511157A NZ511157A (en) 1998-09-28 1999-09-20 Derivatives of 6-(4-phenylbutoxy)hexylamine and process for producing salmeterol
JP2000572184A JP3786834B2 (ja) 1998-09-28 1999-09-20 新規６−（４−フエニルブトキシ）ヘキシルアミン誘導体およびサルメテロールの製法
EA200100391A EA003397B1 (ru) 1998-09-28 1999-09-20 Производные 6-(4-фенилбутокси)гексиламина и способ получения сальметерола
AU59839/99A AU756042B2 (en) 1998-09-28 1999-09-20 New derivatives of 6-(4-phenylbutoxy)hexylamine and process for producing salmeterol
AT99969711T ATE254596T1 (de) 1998-09-28 1999-09-20 Derivate des 6-(4-phenylbutoxy)hexylamins und verfahren zur herstellung von salmeterol
EP99969711A EP1132373B1 (en) 1998-09-28 1999-09-20 New derivatives of 6-(4-phenylbutoxy)hexylamine and process for producing salmeterol
US09/806,538 US6388134B1 (en) 1998-09-28 1999-09-20 Derivatives of 6-(4-phenylbutoxy)hexylamine and process for producing Salmeterol
PL348572A PL196116B1 (pl) 1998-09-28 1999-09-20 Związek pochodnej 6-(4-fenylobutoksy)heksyloaminy, sposób jego otrzymywania oraz sposób wytwarzania Salmeterolu
IS5880A IS2016B (is) 1998-09-28 2001-03-08 Nýjar 6-(4-fenýlbútoxý)hexýlamínafleiður og aðferð til að fá salmeteról
NO20011197A NO327780B1 (no) 1998-09-28 2001-03-08 Nye 6-(4-fenylbutoksy)heksylamin derivater og fremgangsmate for fremstilling av salmeterol
NO20084343A NO20084343L (no) 1998-09-28 2008-10-16 Fremgangsmate for fremstilling av 6-(4-fenylbutoksy)heksylaminderivater

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
ESP9802014 1998-09-28
ES009802014A ES2142771B1 (es) 1998-09-28 1998-09-28 Nuevos derivados de la 6-(4-fenil-butoxi) hexilamina y procedimiento para la obtencion de salmeterol.

Publications (2)

Publication Number Publication Date
WO2000018722A2 WO2000018722A2 (es) 2000-04-06
WO2000018722A3 true WO2000018722A3 (es) 2000-07-06

Family

ID=8305274

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/ES1999/000294 WO2000018722A2 (es) 1998-09-28 1999-09-20 Nuevos derivados de la 6-(4-fenilbutoxi)hexilamina y procedimiento para la obtencion de salmeterol

Country Status (24)

Country Link
US (1) US6388134B1 (es)
EP (1) EP1132373B1 (es)
JP (1) JP3786834B2 (es)
KR (1) KR100479256B1 (es)
CN (1) CN1189446C (es)
AT (1) ATE254596T1 (es)
AU (1) AU756042B2 (es)
BR (1) BR9913989A (es)
CA (1) CA2344647C (es)
CZ (2) CZ296902B6 (es)
DE (1) DE69912984D1 (es)
EA (1) EA003397B1 (es)
ES (2) ES2142771B1 (es)
HU (1) HUP0103969A3 (es)
IL (1) IL141991A (es)
IS (1) IS2016B (es)
NO (2) NO327780B1 (es)
NZ (1) NZ511157A (es)
OA (1) OA11660A (es)
PL (1) PL196116B1 (es)
PT (1) PT1132373E (es)
SK (1) SK284366B6 (es)
TR (1) TR200100862T2 (es)
WO (1) WO2000018722A2 (es)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6835857B2 (en) 2002-03-05 2004-12-28 Boehringer Ingelheim Pharma Gmbh & Co. Kg Process for the manufacture of 4-(6-bromohexyloxy)-butylbenzene
DE10209583B4 (de) * 2002-03-05 2006-01-19 Boehringer Ingelheim Pharma Gmbh & Co. Kg Verfahren zur Herstellung von 4-(6-Bromhexyloxy)-butylbenzol
JP5599974B2 (ja) * 2005-10-17 2014-10-01 ジェネリクス・［ユーケー］・リミテッド 新規な方法
ES2288114B1 (es) * 2006-04-26 2008-12-01 Quimica Sintetica S.A. Nuevo procedimiento de sintesis de (6-(4-fenilbutoxi)hexil)aminas n-sustituidas y su uso en la sintesis de salmeterol xinafoato.
EP2127641A1 (en) 2008-05-26 2009-12-02 Inke, S.A. Micronisable form of salmeterol xinafoate
CN101712622B (zh) * 2009-11-10 2012-10-03 浙江万里学院 抗哮喘药物沙美特罗的制备方法
CN103435505A (zh) * 2013-09-05 2013-12-11 南京工业大学 一种合成(r)-沙美特罗的方法
US9447067B2 (en) * 2014-10-03 2016-09-20 Amphastar Pahmaceuticals, Inc. Method of preparing intermediate of salmeterol
KR20230001708U (ko) 2022-02-17 2023-08-24 유기택 재접착식 슬림 평면형 액자

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2545482A1 (fr) * 1983-04-18 1984-11-09 Glaxo Group Ltd Derives de phenethanolamine
EP0162576A1 (en) * 1984-04-17 1985-11-27 Glaxo Group Limited Ethanolamine compounds
ES2065269A1 (es) * 1993-05-11 1995-02-01 S A L V A T Lab Sa 6-(4-(fenilbutoxi) hexilaminometil-4-hidroxi-a1,a3-bencenodimetanol. procedimiento para la obtencion del mismo y nuevos intermedios utilizados en su preparacion.

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2545482A1 (fr) * 1983-04-18 1984-11-09 Glaxo Group Ltd Derives de phenethanolamine
EP0162576A1 (en) * 1984-04-17 1985-11-27 Glaxo Group Limited Ethanolamine compounds
ES2065269A1 (es) * 1993-05-11 1995-02-01 S A L V A T Lab Sa 6-(4-(fenilbutoxi) hexilaminometil-4-hidroxi-a1,a3-bencenodimetanol. procedimiento para la obtencion del mismo y nuevos intermedios utilizados en su preparacion.

Also Published As

Publication number Publication date
ES2142771B1 (es) 2001-01-01
CZ296901B6 (cs) 2006-07-12
KR20010079948A (ko) 2001-08-22
EP1132373B1 (en) 2003-11-19
SK284366B6 (sk) 2005-02-04
HUP0103969A2 (hu) 2002-05-29
NO20084343L (no) 2001-03-28
HUP0103969A3 (en) 2003-05-28
CA2344647A1 (en) 2000-04-06
KR100479256B1 (ko) 2005-03-30
NO327780B1 (no) 2009-09-21
JP3786834B2 (ja) 2006-06-14
EP1132373A2 (en) 2001-09-12
NO20011197L (no) 2001-03-28
OA11660A (en) 2004-12-08
TR200100862T2 (tr) 2001-07-23
CZ296902B6 (cs) 2006-07-12
AU5983999A (en) 2000-04-17
IL141991A (en) 2004-03-28
EA200100391A1 (ru) 2001-10-22
CN1320114A (zh) 2001-10-31
IL141991A0 (en) 2002-03-10
AU756042B2 (en) 2003-01-02
CN1189446C (zh) 2005-02-16
US6388134B1 (en) 2002-05-14
IS2016B (is) 2005-06-15
JP2002525349A (ja) 2002-08-13
CZ2001958A3 (cs) 2001-08-15
EA003397B1 (ru) 2003-04-24
NO20011197D0 (no) 2001-03-08
ES2212672T3 (es) 2004-07-16
ES2142771A1 (es) 2000-04-16
BR9913989A (pt) 2001-06-19
ATE254596T1 (de) 2003-12-15
CA2344647C (en) 2005-07-05
PL196116B1 (pl) 2007-12-31
DE69912984D1 (de) 2003-12-24
NZ511157A (en) 2002-12-20
WO2000018722A2 (es) 2000-04-06
IS5880A (is) 2001-03-08
PT1132373E (pt) 2004-03-31
SK3862001A3 (en) 2002-09-10
PL348572A1 (en) 2002-06-03

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