KR20120025519A - 산화환원 약물 유도체 - Google Patents

산화환원 약물 유도체 Download PDF

Info

Publication number
KR20120025519A
KR20120025519A KR1020117029829A KR20117029829A KR20120025519A KR 20120025519 A KR20120025519 A KR 20120025519A KR 1020117029829 A KR1020117029829 A KR 1020117029829A KR 20117029829 A KR20117029829 A KR 20117029829A KR 20120025519 A KR20120025519 A KR 20120025519A
Authority
KR
South Korea
Prior art keywords
group
alkyl
compound
group containing
substituted
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
KR1020117029829A
Other languages
English (en)
Korean (ko)
Inventor
데렉 린제이
피터 잭슨
Original Assignee
레드엑스 파마 리미티드
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 claimed from GB0908338A external-priority patent/GB0908338D0/en
Priority claimed from GBGB1006112.5A external-priority patent/GB201006112D0/en
Application filed by 레드엑스 파마 리미티드 filed Critical 레드엑스 파마 리미티드
Publication of KR20120025519A publication Critical patent/KR20120025519A/ko
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic 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
    • C07D405/02—Heterocyclic 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
    • C07D405/12—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/20—Oxygen atoms
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
    • 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
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04—Drugs 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • 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
    • 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
    • C07C233/45—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 carboxyl groups
    • C07C233/52—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 carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having carbon atoms of carboxamide groups, amino groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/46—Iso-indoles; Hydrogenated iso-indoles with an oxygen atom in position 1
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic 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
    • C07D405/02—Heterocyclic 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
    • C07D405/06—Heterocyclic 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 carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/06—Peri-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Neurology (AREA)
  • Communicable Diseases (AREA)
  • Pain & Pain Management (AREA)
  • Biomedical Technology (AREA)
  • Oncology (AREA)
  • Neurosurgery (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Quinoline Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Indole Compounds (AREA)
KR1020117029829A 2009-05-15 2010-05-17 산화환원 약물 유도체 Ceased KR20120025519A (ko)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB0908338.7 2009-05-15
GB0908338A GB0908338D0 (en) 2009-05-15 2009-05-15 Redox drug derivatives
GBGB1006112.5A GB201006112D0 (en) 2010-04-13 2010-04-13 Redox drug derivatives
GB1006112.5 2010-04-13

Publications (1)

Publication Number Publication Date
KR20120025519A true KR20120025519A (ko) 2012-03-15

Family

ID=42304532

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020117029829A Ceased KR20120025519A (ko) 2009-05-15 2010-05-17 산화환원 약물 유도체

Country Status (15)

Country Link
US (1) US8877945B2 (https=)
EP (1) EP2429991B1 (https=)
JP (1) JP2012526793A (https=)
KR (1) KR20120025519A (https=)
CN (1) CN102459169B (https=)
AU (1) AU2010247141A1 (https=)
BR (1) BRPI1010981A2 (https=)
CA (1) CA2762022A1 (https=)
EA (1) EA201101564A1 (https=)
IL (1) IL216214A (https=)
MX (1) MX2011012134A (https=)
NZ (2) NZ596492A (https=)
SG (1) SG176056A1 (https=)
WO (1) WO2010131054A1 (https=)
ZA (1) ZA201108276B (https=)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2496972A (en) * 2011-11-18 2013-05-29 Redx Pharma Ltd Oxime and hydrazone derivatives of fluoroquinolone antibacterial drugs
WO2013093458A2 (en) * 2011-12-21 2013-06-27 Redx Pharma Limited Antiviral drug derivatives
CN102827187B (zh) * 2012-07-18 2014-05-14 河南大学 氟喹诺酮醛缩异烟腙及其制备方法和应用
US9499554B2 (en) 2013-05-14 2016-11-22 Biocryst Pharmaceuticals, Inc. Anti-influenza compositions and methods

Family Cites Families (47)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE444566B (sv) 1977-09-20 1986-04-21 Bellon Labor Sa Roger 7-dialkylamin-6-halogen-4-oxo-1,4-dihydrokinolin-3-karboxylsyra, forfarande for framstellning derav och farmaceutiskt preparat derav
CA1175836A (en) 1977-09-20 1984-10-09 Marcel Pesson Production of 1,4-dihydroquinoline-3-carboxylic acid derivatives
JPS5746986A (en) 1980-09-02 1982-03-17 Dai Ichi Seiyaku Co Ltd Pyrido(1,2,3-de)(1,4)benzoxazine derivative
DE3333719A1 (de) 1983-09-17 1985-04-04 Bayer Ag Loesungen milchsaurer salze von piperazinylchinolon- und piperazinyl-azachinoloncarbonsaeuren
JPH0635458B2 (ja) 1985-02-15 1994-05-11 大日本製薬株式会社 ピリドンカルボン酸誘導体、そのエステルおよびその塩
NO166131C (no) 1985-06-20 1991-06-05 Daiichi Seiyaku Co Analogifremgangsmaate for fremstilling av s(-)-pyridobenzoksazinforbindelser.
DE3881939T2 (de) 1987-02-26 1993-09-30 Daiichi Seiyaku Co Verwendung von Ofloxacin zur lokalen Behandlung oder Prophylaxe von Beschwerden der Wurzelhaut der Zähne.
JPH07113026B2 (ja) * 1988-06-01 1995-12-06 ダイセル化学工業株式会社 オフロキサシンのエステル類の光学分割方法
DE3906365A1 (de) 1988-07-15 1990-01-18 Bayer Ag 7-(1-pyrrolidinyl)-3-chinolon- und -naphthyridoncarbonsaeure-derivate, verfahren sowie substituierte (oxa)diazabicyclooctane und -nonane als zwischenprodukte zu ihrer herstellung, und sie enthaltende antibakterielle mittel und futterzusatzstoffe
JP2777661B2 (ja) 1988-10-20 1998-07-23 大塚製薬株式会社 ベンゾヘテロ環化合物
GB8906166D0 (en) 1989-03-17 1989-05-04 Pfizer Ltd Therapeutic agents
CZ288492B6 (en) 1990-04-24 2001-06-13 Biota Scient Management Derivatives of alpha-D-neuraminic acid, process of their preparation, their use and pharmaceutical preparations based thereon
US6197819B1 (en) * 1990-11-27 2001-03-06 Northwestern University Gamma amino butyric acid analogs and optical isomers
FI96313C (fi) 1990-11-28 1996-06-10 Daiichi Seiyaku Co Menetelmä terapeuttisesti käyttökelpoisten ja optisesti aktiivisten 10-(3-amino-4,4-dialkyyli-1-pyrrolidinyyli)-9-fluori-2,3-dihydro-3(S)-metyyli-7-okso-7H-pyrido/1,2,3-de//1,4/bentsoksatsiini-6-karboksyylihappojen valmistamiseksi
CA2081068C (en) 1991-10-23 2005-11-29 Laurence Mark Von Itzstein Antiviral 4-substituted-2-deoxy-2,3-didehydro-derivatives of .alpha.-d-neuraminic acid
DE4200414A1 (de) 1992-01-10 1993-07-15 Bayer Ag Chinolon- und naphthyridon-carbonsaeure-derivate
NO304832B1 (no) 1992-05-27 1999-02-22 Ube Industries Aminokinolonderivater samt middel mot HIV
AU673824B2 (en) 1992-05-29 1996-11-28 Bayer Aktiengesellschaft Cyclopentane- and -pentene-beta-amino acids
US5235054A (en) 1992-07-15 1993-08-10 Pfizer Inc. 3-carboxaldehyde substituted quinolines and naphthyridines
DE4234078A1 (de) 1992-10-09 1994-04-14 Bayer Ag Chinoloncarbonsäuren
NO301165B1 (no) 1992-12-25 1997-09-22 Daiichi Seiyaku Co Bicykliske aminderivater og antibakterielle midler inneholdende disse
US5527910A (en) 1992-12-30 1996-06-18 Cheil Foods & Chemicals, Inc. Pyridone carboxylic acid compounds and their uses for treating infectious diseases caused by bacteria
KR0148277B1 (ko) * 1993-01-18 1998-11-02 채영복 신규한 플루오르퀴놀론계 유도체 및 그의 제조방법
DE4301246A1 (de) 1993-01-19 1994-07-21 Bayer Ag Chinolon- und Naphthyridoncarbonsäurederivate
TW301607B (https=) 1993-03-09 1997-04-01 Takeda Pharm Industry Co Ltd
US5665754A (en) 1993-09-20 1997-09-09 Glaxo Wellcome Inc. Substituted pyrrolidines
BR9607098B8 (pt) 1995-02-27 2014-11-18 Gilead Sciences Inc Composto e composição farmacêutica.
DE19546249A1 (de) 1995-12-12 1997-06-19 Bayer Ag Neue Kristallmodifikation des 1-Cyclopropyl-7-([S,S]-2,8-diazabicyclo[4,3,0]non-8-yl)-6-fluor-1,4-dihydro-8-methoxy-4-oxo-3-chinolincarbonsäure Hydrochlorid (CDCH), Verfahren zu dessen Herstellung und diese enthaltende pharmazeutische Zubereitungen
US5763483A (en) 1995-12-29 1998-06-09 Gilead Sciences, Inc. Carbocyclic compounds
ATE228130T1 (de) 1996-02-23 2002-12-15 Bayer Ag Gegebenenfalls substituierte 8-cyan-1-cyclopropyl-7-(2,8-diazabicyclo- 4.3.0)-nonan-8-yl)-6-fluor-1,4-dihydro-4-oxo-3- hinolincarbonsäuren und ihre derivate
ATE211468T1 (de) 1996-07-22 2002-01-15 Sankyo Co Neuraminsäuredervate, ihre herstellung und medizinische verwendung
US6340702B1 (en) 1996-07-22 2002-01-22 Sankyo Company, Limited Neuraminic acid derivatives, their preparation and their medical use
IL126999A (en) 1996-07-24 2002-03-10 Warner Lambert Co Pharmaceutical preparations containing isobutylgaba and its history for use in the treatment of pain
NZ335368A (en) 1996-11-14 2001-08-31 Biota Scient Management Macromolecular compound with one or more neuraminidase binders, binds to the active site of influenza virus neuraminidase
US6127418A (en) 1997-08-20 2000-10-03 Warner-Lambert Company GABA analogs to prevent and treat gastrointestinal damage
TW477783B (en) 1997-12-12 2002-03-01 Gilead Sciences Inc Novel compounds useful as neuraminidase inhibitors and pharmaceutical compositions containing same
CA2315262C (en) 1997-12-17 2009-11-10 Biocryst Pharmaceuticals, Inc. Substituted cyclopentane and cyclopentene compounds useful as neuraminidase inhibitors
HN1999000174A (es) 1998-10-30 1999-10-13 Bayer Ag Formulacion medicamentosa acuisa para administracion oral.
DE19941217A1 (de) 1999-08-30 2001-03-15 Asta Medica Ag Behandlung der Migräne durch Verabreichung von alpha-Liponsäure oder Derivaten derselben
CN1312131C (zh) 2000-02-09 2007-04-25 第一制药株式会社 包含作为活性成分的吡啶酮羧酸的抗耐酸细菌药
JP2004099494A (ja) 2002-09-09 2004-04-02 Shiono Chemical Co Ltd 光学活性三環式化合物の製造方法
ATE423117T1 (de) 2003-09-22 2009-03-15 Janssen Pharmaceutica Nv Heterocyclische 7-aminoalkylidenylchinolone und - naphthyridone
CN101010077A (zh) 2004-06-23 2007-08-01 罗伯特·F·霍夫曼 靶向的氧化性治疗制剂在烧伤治疗中的用途
US9278085B2 (en) 2006-02-22 2016-03-08 Edison Pharmaceuticals, Inc. Side-chain variants of redox-active therapeutics for treatment of mitochondrial diseases and other conditions and modulation of energy biomarkers
EP2017273A1 (en) 2007-07-18 2009-01-21 Laboratorios del Dr. Esteve S.A. Process for the enantioselective preparation of pregabalin
JP5509080B2 (ja) 2007-08-31 2014-06-04 アカデミア シニカ 抗インフルエンザ活性を有するオセルタミビル含有ホスホネートコンジナーの合成
EP2053040A1 (en) 2007-10-26 2009-04-29 Chemo Ibérica, S.A. Pregabalin intermediates and process for preparing them and Pregabalin

Also Published As

Publication number Publication date
EP2429991B1 (en) 2014-09-10
JP2012526793A (ja) 2012-11-01
NZ596492A (en) 2013-08-30
US20120077974A1 (en) 2012-03-29
WO2010131054A1 (en) 2010-11-18
IL216214A0 (en) 2012-01-31
CN102459169B (zh) 2014-12-31
IL216214A (en) 2015-01-29
BRPI1010981A2 (pt) 2018-12-04
US8877945B2 (en) 2014-11-04
CA2762022A1 (en) 2010-11-18
EP2429991A1 (en) 2012-03-21
EA201101564A1 (ru) 2012-07-30
SG176056A1 (en) 2011-12-29
ZA201108276B (en) 2015-08-26
MX2011012134A (es) 2012-02-08
CN102459169A (zh) 2012-05-16
WO2010131054A9 (en) 2011-05-12
NZ610978A (en) 2014-11-28
AU2010247141A1 (en) 2011-12-15

Similar Documents

Publication Publication Date Title
JP6872500B2 (ja) ブリバラセタムを製造する方法
IL260153A (en) Process for the Preparation of 4-Phenyl-5-Alkoxycarbonyl-2-thiazol-2-yl-4,1-dihydropyrimidin-6-yl[methyl]-3-oxo-8,8,6,5a-tetrahydro-h1-imidazo[ 5,1-a]pyrazin-2-yl]-carboxylic acid
US20090023918A1 (en) Process for preparing 3-acylaminobenzofuran-2-carboxylic acid derivative
KR20180099787A (ko) Btk 키나아제 억제제의 결정질 형태 및 이의 제조 방법
KR20120025519A (ko) 산화환원 약물 유도체
JP5301431B2 (ja) キラルな環状β−アミノカルボキサミドの製造方法
EP3286168A1 (en) A solid form of apremilast and a process for preparing the same
WO2021205023A1 (en) Process for the preparation of silodosin
BR112013011418B1 (pt) Derivado de pirazino[2,3-d]isoxazol, métodos para a produção de um derivado de pirazino [2,3-d]isoxazol e compostos
JP5017101B2 (ja) 不斉四置換炭素原子含有化合物の製法
JPWO2012157504A1 (ja) β−ラクタム化合物およびその製造方法
Martin et al. Efficient preparation of enantiomerically pure α-aryl-α-trifluoromethylglycines via Auto Seeded Programmed Polythermic Preferential Crystallization of 5-aryl-5-trifluoromethylhydantoins
CA2983788A1 (en) Method for producing dicarboxylic acid compound
CA3011650C (en) Process for the preparation of 4-phenyl-5-alkoxycarbonyl-2-thiazol-2-yl-1,4-dihydropyrimidin-6-yl]methyl]-3-oxo-5,6,8,8a-tetrahydro-1h-imidazo[1,5-a]pyrazin-2-yl]-carboxylic acid
JP2008007457A (ja) β−ヒドロキシカルボニル化合物の後処理方法
WO2013061999A1 (ja) 光学活性アルコールの製造方法
Kawazoe et al. Chemoselective and Kilogram-Scale Synthesis of Acetanilide β3-Adrenergic Receptor Agonist
HK1087410A (en) Process for producing 3-acylaminobenzofuran-2-carboxylic acid derivative
WO2008026527A1 (fr) Procédé de fabrication d'un dérivé de 3-cyanopyrrolidine ou d'un de ses sels
JPWO2015019928A1 (ja) ビナフチルジアミン誘導体の合成方法
JP2002080472A (ja) アルキルオキシアミノフラノン誘導体の製造方法
JP2003238513A (ja) 光学活性２−アミノペンタンニトリル塩の製造方法
JP2005247824A (ja) ３−アシルアミノベンゾフラン−２−カルボン酸誘導体の製法

Legal Events

Date Code Title Description
PA0105 International application

Patent event date: 20111213

Patent event code: PA01051R01D

Comment text: International Patent Application

PG1501 Laying open of application
A201 Request for examination
PA0201 Request for examination

Patent event code: PA02012R01D

Patent event date: 20150515

Comment text: Request for Examination of Application

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

Comment text: Notification of reason for refusal

Patent event date: 20160418

Patent event code: PE09021S01D

E601 Decision to refuse application
PE0601 Decision on rejection of patent

Patent event date: 20160802

Comment text: Decision to Refuse Application

Patent event code: PE06012S01D

Patent event date: 20160418

Comment text: Notification of reason for refusal

Patent event code: PE06011S01I