WO2003035645A1 - Novel 4-(2-furoyl)aminopiperidines, intermediates in synthesizing the same, process for producing the same and medicinal use of the same - Google Patents

Novel 4-(2-furoyl)aminopiperidines, intermediates in synthesizing the same, process for producing the same and medicinal use of the same Download PDF

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Publication number
WO2003035645A1
WO2003035645A1 PCT/JP2002/010449 JP0210449W WO03035645A1 WO 2003035645 A1 WO2003035645 A1 WO 2003035645A1 JP 0210449 W JP0210449 W JP 0210449W WO 03035645 A1 WO03035645 A1 WO 03035645A1
Authority
WO
WIPO (PCT)
Prior art keywords
same
furoyl
aminopiperidines
intermediates
synthesizing
Prior art date
Application number
PCT/JP2002/010449
Other languages
English (en)
French (fr)
Inventor
Ryuuta Fukutomi
Hitoshi Inoue
Koji Kawamura
Takuya Kishimoto
Masashi Suzuki
Rie Shibayama
Kazuko Kojima
Kouichirou Hagihara
Original Assignee
Kyorin Pharmaceutical Co., Ltd.
Nisshin Pharma Inc.
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 Kyorin Pharmaceutical Co., Ltd., Nisshin Pharma Inc. filed Critical Kyorin Pharmaceutical Co., Ltd.
Priority to MXPA04003330A priority Critical patent/MXPA04003330A/es
Priority to EP02772984A priority patent/EP1443046B1/en
Priority to US10/492,065 priority patent/US7375115B2/en
Priority to CA2468529A priority patent/CA2468529C/en
Priority to JP2003538161A priority patent/JP4009251B2/ja
Priority to DK02772984T priority patent/DK1443046T3/da
Priority to BR0213186-2A priority patent/BR0213186A/pt
Priority to DE60230437T priority patent/DE60230437D1/de
Priority to KR1020047005180A priority patent/KR100938369B1/ko
Publication of WO2003035645A1 publication Critical patent/WO2003035645A1/ja
Priority to US12/077,687 priority patent/US20080194826A1/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/443Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with oxygen as a ring hetero atom
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445Non condensed piperidines, e.g. piperocaine
    • A61K31/4523Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4545Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/08Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/10Laxatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/04Antipruritics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic 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
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/56Nitrogen atoms
    • C07D211/58Nitrogen atoms attached in position 4
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Dermatology (AREA)
  • Epidemiology (AREA)
  • Hospice & Palliative Care (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Otolaryngology (AREA)
  • Pain & Pain Management (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
PCT/JP2002/010449 2001-10-09 2002-10-08 Novel 4-(2-furoyl)aminopiperidines, intermediates in synthesizing the same, process for producing the same and medicinal use of the same WO2003035645A1 (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
MXPA04003330A MXPA04003330A (es) 2001-10-09 2002-10-08 4-(2-furoil) aminopiperidinas novedosas, compuestos intermedios en la sintesis de las mismas, proceso para producirlas y su uso medicinal.
EP02772984A EP1443046B1 (en) 2001-10-09 2002-10-08 Novel 4-(2furoyl)aminopiperidines, intermediates in synthesizing the same, process for producing the same and medicinal use of the same
US10/492,065 US7375115B2 (en) 2001-10-09 2002-10-08 4-(2-furoyl) aminopiperidines, intermediates in synthesizing the same, process for producing the same and medicinal use of the same
CA2468529A CA2468529C (en) 2001-10-09 2002-10-08 4-(2-furoyl) aminopiperidines, intermediates in synthesizing the same, process for producing the same and medicinal use of the same
JP2003538161A JP4009251B2 (ja) 2001-10-09 2002-10-08 新規な4−(2−フロイル)アミノピペリジン、その合成中間体、その製造方法および医薬としてのその用途
DK02772984T DK1443046T3 (da) 2001-10-09 2002-10-08 Nye 4-(2-furoyl)-amino-piperidiner, mellemprodukter til deres syntese, fremgangsmåde til deres fremstilling og deres medicinske anvendelse
BR0213186-2A BR0213186A (pt) 2001-10-09 2002-10-08 4-(2-furoil)aminopiperidinas, intermediários na sìntese dos mesmos, processo para produzir os mesmos e uso medicinal dos mesmos
DE60230437T DE60230437D1 (de) 2001-10-09 2002-10-08 Neue 4-(2-furoyl)-amino-piperidine, zwischenprodukte für deren synthese, verfahren zu deren herstellung und deren medizinische verwendung
KR1020047005180A KR100938369B1 (ko) 2001-10-09 2002-10-08 신규 4-(2-푸로일)아미노피페리딘, 그의 합성 중간체,그의 제조방법 및 의약으로서의 그의 용도
US12/077,687 US20080194826A1 (en) 2001-10-09 2008-03-20 Novel 4-(2-furoyl) aminopiperidienes, intermediates for synthesizing the same, processes for preparing the same and medicinal use of the same

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2001311828 2001-10-09
JP2001/311828 2001-10-09

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US12/077,687 Division US20080194826A1 (en) 2001-10-09 2008-03-20 Novel 4-(2-furoyl) aminopiperidienes, intermediates for synthesizing the same, processes for preparing the same and medicinal use of the same

Publications (1)

Publication Number Publication Date
WO2003035645A1 true WO2003035645A1 (en) 2003-05-01

Family

ID=19130581

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Application Number Title Priority Date Filing Date
PCT/JP2002/010449 WO2003035645A1 (en) 2001-10-09 2002-10-08 Novel 4-(2-furoyl)aminopiperidines, intermediates in synthesizing the same, process for producing the same and medicinal use of the same

Country Status (14)

Country Link
US (2) US7375115B2 (ja)
EP (1) EP1443046B1 (ja)
JP (1) JP4009251B2 (ja)
KR (1) KR100938369B1 (ja)
CN (1) CN1326853C (ja)
AT (1) ATE417845T1 (ja)
BR (1) BR0213186A (ja)
CA (1) CA2468529C (ja)
DE (1) DE60230437D1 (ja)
DK (1) DK1443046T3 (ja)
ES (1) ES2319879T3 (ja)
MX (1) MXPA04003330A (ja)
PT (1) PT1443046E (ja)
WO (1) WO2003035645A1 (ja)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004099194A1 (ja) * 2003-05-08 2004-11-18 Kyorin Pharmaceutical Co. Ltd. 掻痒治療薬として有用な4-(2-フロイル)アミノピペリジン類
JP2004352714A (ja) * 2003-05-08 2004-12-16 Kyorin Pharmaceut Co Ltd 新規な4−(2−フロイル)アミノピペリジン誘導体
EP1622613A2 (en) * 2003-05-14 2006-02-08 Cytokinetics, Inc. Compounds, compositions and methods
JP2007308406A (ja) * 2006-05-17 2007-11-29 Nisshin Kyorin Pharmaceutical Co Ltd [1−[2−[4−[n−(5−メチルピリジン−2−イル)−2−フランカルボキサミド]ピペリジン−1−イル]エチル]シクロヘキシル]アセトヒドロキサム酸の製造方法及び精製方法
JP2010525013A (ja) * 2007-04-23 2010-07-22 ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ 高速解離性ドパミン2受容体アンタゴニストとしてのピリジン誘導体
WO2011030537A1 (ja) * 2009-09-08 2011-03-17 杏林製薬株式会社 4-(5-メチルピリジン-2-イルアミノ)ピペリジン-1-カルボン酸誘導体の製造方法

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JO2769B1 (en) 2005-10-26 2014-03-15 جانسين فارماسوتيكا ان. في Rapid decomposition of physiologically antagonistic agents of the 2-dopamine receptor
MY149422A (en) * 2005-12-01 2013-08-30 Elan Pharm Inc 5-(arylsulfonyl)-pyrazolopiperidines
MY145633A (en) 2006-03-01 2012-03-15 Theravance Inc 8-azabicyclo[3.2.1]octane compounds as mu opioid receptor antagonists
JO2642B1 (en) 2006-12-08 2012-06-17 جانسين فارماسوتيكا ان. في Dopamine 2 receptor antagonists are rapidly hydrolyzed
JO2849B1 (en) 2007-02-13 2015-03-15 جانسين فارماسوتيكا ان. في Dopamine 2 receptor antagonists are rapidly hydrolyzed
EP2148879B1 (en) 2007-04-23 2012-11-28 Janssen Pharmaceutica, N.V. Thia(dia)zoles as fast dissociating dopamine 2 receptor antagonists
DK2148873T3 (da) 2007-04-23 2012-11-26 Janssen Pharmaceutica Nv 4-alkoxypyridazinderivater som hurtigt dissocierende dopamin 2- receptorantagonister
CN102159554B (zh) 2008-07-03 2014-09-24 詹森药业有限公司 作为5-ht6受体拮抗剂的取代的6-(1-哌嗪基)-哒嗪
EA019048B1 (ru) 2008-07-31 2013-12-30 Янссен Фармацевтика Нв Пиперазин-1-илтрифторметилзамещенные пиридины в качестве быстро диссоциирующихся антагонистов d-рецепторов дофамина
WO2010135731A1 (en) * 2009-05-22 2010-11-25 Kaufman Herbert E Preparations and methods for ameliorating or reducing presbyopia
US8299079B2 (en) 2009-05-22 2012-10-30 Kaufman Herbert E Preparations and methods for ameliorating or reducing presbyopia
WO2012040177A1 (en) * 2010-09-20 2012-03-29 Kareus Therapeutics, Sa Methods and compositions for treatment of diabetes and dyslipidemia

Citations (3)

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EP0160422A1 (en) * 1984-04-09 1985-11-06 Anaquest, Inc. N-Aryl-N-(4-Piperidinyl)amides and pharmaceutical compositions and methods employing such compounds
EP0277794A2 (en) * 1987-02-02 1988-08-10 Ohmeda Pharmaceutical Products Division Inc. N-heterocyclic-N-(4-piperidyl) amides
WO1994027967A1 (en) * 1993-05-26 1994-12-08 Smithkline Beecham Laboratoires Pharmaceutiques Novel compounds

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JPS59112984A (ja) * 1982-12-21 1984-06-29 Shionogi & Co Ltd 1,4−ベンゾジアゼピン誘導体
US4912109A (en) * 1987-02-02 1990-03-27 Boc, Inc. N-heterocyclic-N-(4-piperidinyl) amides and pharmaceutical compositions and methods employing such compounds

Patent Citations (3)

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EP0160422A1 (en) * 1984-04-09 1985-11-06 Anaquest, Inc. N-Aryl-N-(4-Piperidinyl)amides and pharmaceutical compositions and methods employing such compounds
EP0277794A2 (en) * 1987-02-02 1988-08-10 Ohmeda Pharmaceutical Products Division Inc. N-heterocyclic-N-(4-piperidyl) amides
WO1994027967A1 (en) * 1993-05-26 1994-12-08 Smithkline Beecham Laboratoires Pharmaceutiques Novel compounds

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004099194A1 (ja) * 2003-05-08 2004-11-18 Kyorin Pharmaceutical Co. Ltd. 掻痒治療薬として有用な4-(2-フロイル)アミノピペリジン類
JP2004352714A (ja) * 2003-05-08 2004-12-16 Kyorin Pharmaceut Co Ltd 新規な4−(2−フロイル)アミノピペリジン誘導体
EP1621538A4 (en) * 2003-05-08 2009-07-29 Kyorin Seiyaku Kk AMINOPIPERIDINE 4- (2-FUROYL) AMINOPIPERIDINE COMPOUND AS THERAPEUTIC AGENT AGAINST PRURITUS
US7601843B2 (en) 2003-05-08 2009-10-13 Kyorin Pharmaceutical Co., Ltd 4-(2-furoyl)aminopiperidine compound useful as therapeutic agent for itching
EP2325183A1 (en) 2003-05-08 2011-05-25 Kyorin Pharmaceutical Co., Ltd. 4-(2-Furoyl) Aminopiperidine compound useful as therapeutic agent for itching
KR101160858B1 (ko) * 2003-05-08 2012-07-02 가부시끼가이샤 닛신 세이훈 그룹 혼샤 소양 치료약으로서 유용한 4-(2-푸로일)아미노피페리딘류
EP1622613A2 (en) * 2003-05-14 2006-02-08 Cytokinetics, Inc. Compounds, compositions and methods
EP1622613A4 (en) * 2003-05-14 2008-04-02 Cytokinetics Inc COMPOUNDS, COMPOSITIONS AND METHODS
JP2007308406A (ja) * 2006-05-17 2007-11-29 Nisshin Kyorin Pharmaceutical Co Ltd [1−[2−[4−[n−(5−メチルピリジン−2−イル)−2−フランカルボキサミド]ピペリジン−1−イル]エチル]シクロヘキシル]アセトヒドロキサム酸の製造方法及び精製方法
JP2010525013A (ja) * 2007-04-23 2010-07-22 ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ 高速解離性ドパミン2受容体アンタゴニストとしてのピリジン誘導体
WO2011030537A1 (ja) * 2009-09-08 2011-03-17 杏林製薬株式会社 4-(5-メチルピリジン-2-イルアミノ)ピペリジン-1-カルボン酸誘導体の製造方法
CN102498108A (zh) * 2009-09-08 2012-06-13 杏林制药株式会社 4-(5-甲基吡啶-2-基氨基)哌啶-1-甲酸衍生物的制造方法

Also Published As

Publication number Publication date
PT1443046E (pt) 2009-02-26
BR0213186A (pt) 2004-08-10
CA2468529A1 (en) 2003-05-01
ES2319879T3 (es) 2009-05-14
EP1443046A1 (en) 2004-08-04
EP1443046A4 (en) 2005-11-16
US20050085508A1 (en) 2005-04-21
CA2468529C (en) 2011-03-01
JP4009251B2 (ja) 2007-11-14
CN1326853C (zh) 2007-07-18
EP1443046B1 (en) 2008-12-17
KR20040039495A (ko) 2004-05-10
KR100938369B1 (ko) 2010-01-22
US20080194826A1 (en) 2008-08-14
DK1443046T3 (da) 2009-04-14
JPWO2003035645A1 (ja) 2005-02-10
ATE417845T1 (de) 2009-01-15
MXPA04003330A (es) 2004-07-08
US7375115B2 (en) 2008-05-20
DE60230437D1 (de) 2009-01-29
CN1582286A (zh) 2005-02-16

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