JP2011523658A - アルホルモテロールの合成方法 - Google Patents

アルホルモテロールの合成方法 Download PDF

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Publication number
JP2011523658A
JP2011523658A JP2011512193A JP2011512193A JP2011523658A JP 2011523658 A JP2011523658 A JP 2011523658A JP 2011512193 A JP2011512193 A JP 2011512193A JP 2011512193 A JP2011512193 A JP 2011512193A JP 2011523658 A JP2011523658 A JP 2011523658A
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Japan
Prior art keywords
compound
formula
formoterol
acid
salt
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JP2011512193A
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Japanese (ja)
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JP2011523658A5 (enExample
Inventor
バイシャルイ ハルダバネカル バマン
プラブフウ マンゲスフ
ラマチャンドラ ラオ ドハルマラジェ
ナラヤンラオ カンカン ラジェンドラ
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シプラ・リミテッド
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/10—Preparation of carboxylic acid amides from compounds not provided for in groups C07C231/02 - C07C231/08
    • 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
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
    • 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
    • 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
    • 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
    • C07C213/10—Separation; Purification; Stabilisation; Use of additives
    • 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
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/60—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms linked by carbon chains having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
    • 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
    • C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
    • C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
    • C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
    • C07C217/86—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/34—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
    • C07C233/42—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
    • C07C233/43—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of a saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pulmonology (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
JP2011512193A 2008-06-02 2009-06-02 アルホルモテロールの合成方法 Pending JP2011523658A (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
IN1172MU2008 2008-06-02
IN1172/MUM/2008 2008-06-02
PCT/GB2009/001373 WO2009147383A1 (en) 2008-06-02 2009-06-02 Process for the synthesis of arformoterol

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2014222408A Division JP2015063529A (ja) 2008-06-02 2014-10-31 アルホルモテロールの合成方法

Publications (2)

Publication Number Publication Date
JP2011523658A true JP2011523658A (ja) 2011-08-18
JP2011523658A5 JP2011523658A5 (enExample) 2012-06-21

Family

ID=40839516

Family Applications (2)

Application Number Title Priority Date Filing Date
JP2011512193A Pending JP2011523658A (ja) 2008-06-02 2009-06-02 アルホルモテロールの合成方法
JP2014222408A Pending JP2015063529A (ja) 2008-06-02 2014-10-31 アルホルモテロールの合成方法

Family Applications After (1)

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JP2014222408A Pending JP2015063529A (ja) 2008-06-02 2014-10-31 アルホルモテロールの合成方法

Country Status (10)

Country Link
US (2) US9029421B2 (enExample)
EP (1) EP2285770B1 (enExample)
JP (2) JP2011523658A (enExample)
KR (1) KR20110015449A (enExample)
AU (1) AU2009253877B2 (enExample)
CA (1) CA2724882A1 (enExample)
ES (1) ES2539947T3 (enExample)
NZ (1) NZ589497A (enExample)
WO (1) WO2009147383A1 (enExample)
ZA (1) ZA201008222B (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015512929A (ja) * 2012-04-11 2015-04-30 シプラ・リミテッド 医薬組成物

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20110015449A (ko) 2008-06-02 2011-02-15 시플라 리미티드 아르포르모테롤의 합성방법
US20110313199A1 (en) * 2008-12-26 2011-12-22 Actavis Group Ptc Ehf processes for preparing substantially pure arformoterol and its intermediates
EP2348013A1 (en) 2010-01-25 2011-07-27 Inke, S.A. Process for preparation of intermediates of arformoterol
MX355697B (es) 2010-04-12 2018-04-27 Supernus Pharmaceuticals Inc Métodos para producir sales de viloxazina y polimorfos novedosos de las mismas.
CN103664677A (zh) * 2012-09-05 2014-03-26 中山大学 一种(r,r)-福莫特罗酒石酸盐的不对称合成方法
CN106518690A (zh) * 2016-09-21 2017-03-22 北京万全德众医药生物技术有限公司 酒石酸阿福特罗重要中间体的一种制备方法
CN106565527A (zh) * 2016-11-02 2017-04-19 北京万全德众医药生物技术有限公司 一种酒石酸阿福特罗甲酰胺中间体的制备方法
CN107673957B (zh) * 2017-10-13 2020-10-23 河北工业大学 一种酸碱双功能离子液体催化低碳醛羟醛自缩合反应的方法
CN109627173A (zh) * 2019-01-19 2019-04-16 西南石油大学 一种氢转移选择性还原腈类制备仲胺的方法
CN112574055B (zh) * 2019-09-30 2024-07-09 天津天药药业股份有限公司 福莫特罗及其药用盐的制备方法及应用
CN113717060B (zh) * 2021-09-03 2024-03-15 成都新恒创药业有限公司 一种去甲肾上腺素及其重酒石酸盐的合成方法
CN115873909B (zh) * 2022-12-06 2023-08-11 天津法莫西生物医药科技有限公司 一种阿福特罗手性中间体的制备方法

Citations (6)

* Cited by examiner, † Cited by third party
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JPH0426661A (ja) * 1990-05-21 1992-01-29 Koei Chem Co Ltd ３―（ｎ―ベンジル―ｎ―アルコキシカルボニルアルキルアミノ）プロピオン酸エステルの製法
JPH08505646A (ja) * 1993-11-04 1996-06-18 アボツト・ラボラトリーズ スクアレンシンテターゼ及びプロテインファルネシルトランスフェラーゼのインヒビターとしてのシクロブタン誘導体
JP2000239237A (ja) * 1999-02-19 2000-09-05 Yamanouchi Pharmaceut Co Ltd 光学活性化合物の結晶及びその製法
JP2001503772A (ja) * 1996-11-11 2001-03-21 セプラクール，インコーポレイテッド フォルモテロールの光学的に純粋な異性体の製造方法
JP2002518468A (ja) * 1998-06-23 2002-06-25 セプレイサー インコーポレイテッド デスフォルモテロール及びその製造方法
JP2002255910A (ja) * 2001-02-27 2002-09-11 Nippon Kayaku Co Ltd １，１ービス（３−アミノー４ーヒドロキシフェニル）シクロアルカン類の製造方法

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US3994974A (en) * 1972-02-05 1976-11-30 Yamanouchi Pharmaceutical Co., Ltd. α-Aminomethylbenzyl alcohol derivatives
SE9404080L (sv) 1993-12-28 1995-06-29 Ciba Geigy Ag Förfarande för framställning av en optiskt ren enantiomer av formoterol
US6040344A (en) * 1996-11-11 2000-03-21 Sepracor Inc. Formoterol process
GB0118238D0 (en) * 2001-07-26 2001-09-19 Smithkline Beecham Plc Medicaments
GB2380996A (en) 2001-09-19 2003-04-23 Novartis Ag Hydroxy-nitrobenzene derivatives useful in the preparation of formoterol
CN1805926A (zh) * 2003-05-05 2006-07-19 兰贝克赛实验室有限公司 二苯基氮杂环丁酮衍生物的反式异构体的制备方法
GB0407908D0 (en) 2004-04-07 2004-05-12 Univ York Ionic liquids
JP4924034B2 (ja) 2004-05-24 2012-04-25 和光純薬工業株式会社 イオン性液体担持クラウン化合物
WO2008035380A2 (en) 2006-09-19 2008-03-27 Natco Pharma Limited An improved process for the preparation of high purity formoterol and its pharmaceutically acceptable salts
KR20110015449A (ko) 2008-06-02 2011-02-15 시플라 리미티드 아르포르모테롤의 합성방법

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0426661A (ja) * 1990-05-21 1992-01-29 Koei Chem Co Ltd ３―（ｎ―ベンジル―ｎ―アルコキシカルボニルアルキルアミノ）プロピオン酸エステルの製法
JPH08505646A (ja) * 1993-11-04 1996-06-18 アボツト・ラボラトリーズ スクアレンシンテターゼ及びプロテインファルネシルトランスフェラーゼのインヒビターとしてのシクロブタン誘導体
JP2001503772A (ja) * 1996-11-11 2001-03-21 セプラクール，インコーポレイテッド フォルモテロールの光学的に純粋な異性体の製造方法
JP2002518468A (ja) * 1998-06-23 2002-06-25 セプレイサー インコーポレイテッド デスフォルモテロール及びその製造方法
JP2000239237A (ja) * 1999-02-19 2000-09-05 Yamanouchi Pharmaceut Co Ltd 光学活性化合物の結晶及びその製法
JP2002255910A (ja) * 2001-02-27 2002-09-11 Nippon Kayaku Co Ltd １，１ービス（３−アミノー４ーヒドロキシフェニル）シクロアルカン類の製造方法

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2015512929A (ja) * 2012-04-11 2015-04-30 シプラ・リミテッド 医薬組成物
JP2018058881A (ja) * 2012-04-11 2018-04-12 シプラ・リミテッド 医薬組成物

Also Published As

Publication number Publication date
CA2724882A1 (en) 2009-12-10
KR20110015449A (ko) 2011-02-15
EP2285770A1 (en) 2011-02-23
AU2009253877B2 (en) 2013-09-12
NZ589497A (en) 2012-09-28
US20110166237A1 (en) 2011-07-07
ES2539947T3 (es) 2015-07-07
EP2285770B1 (en) 2015-05-20
AU2009253877A1 (en) 2009-12-10
ZA201008222B (en) 2011-07-27
JP2015063529A (ja) 2015-04-09
US9029421B2 (en) 2015-05-12
WO2009147383A1 (en) 2009-12-10
US20150210629A1 (en) 2015-07-30

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