CN102459169B - 氧化还原药物衍生物 - Google Patents

氧化还原药物衍生物 Download PDF

Info

Publication number
CN102459169B
CN102459169B CN201080026597.7A CN201080026597A CN102459169B CN 102459169 B CN102459169 B CN 102459169B CN 201080026597 A CN201080026597 A CN 201080026597A CN 102459169 B CN102459169 B CN 102459169B
Authority
CN
China
Prior art keywords
group
alkyl
compounds
compound
mixture
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.)
Expired - Fee Related
Application number
CN201080026597.7A
Other languages
English (en)
Chinese (zh)
Other versions
CN102459169A (zh
Inventor
德里克·琳达赛
彼得·杰克逊
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bradford Pharma Ltd
Original Assignee
Redx Pharma Ltd
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 Redx Pharma Ltd filed Critical Redx Pharma Ltd
Publication of CN102459169A publication Critical patent/CN102459169A/zh
Application granted granted Critical
Publication of CN102459169B publication Critical patent/CN102459169B/zh
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic 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
    • C07D215/16Heterocyclic 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
    • C07D215/20Oxygen atoms
    • C07D215/22Oxygen atoms attached in position 2 or 4
    • C07D215/233Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
    • 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
    • A61K31/40Heterocyclic 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
    • A61K31/403Heterocyclic 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
    • 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
    • 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
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial 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
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/45Carboxylic 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
    • C07C233/52Carboxylic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28Carboxylic 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
    • C07C237/44Carboxylic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44Iso-indoles; Hydrogenated iso-indoles
    • C07D209/46Iso-indoles; Hydrogenated iso-indoles with an oxygen atom in position 1
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10Heterocyclic 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
    • C07D317/14Heterocyclic 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
    • C07D317/28Radicals substituted by nitrogen atoms
    • 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
    • C07D405/06Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D498/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02Heterocyclic 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
    • C07D498/06Peri-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)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Neurology (AREA)
  • Pain & Pain Management (AREA)
  • Biomedical Technology (AREA)
  • Communicable Diseases (AREA)
  • Neurosurgery (AREA)
  • Epidemiology (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Quinoline Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Indole Compounds (AREA)
CN201080026597.7A 2009-05-15 2010-05-17 氧化还原药物衍生物 Expired - Fee Related CN102459169B (zh)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
GB0908338A GB0908338D0 (en) 2009-05-15 2009-05-15 Redox drug derivatives
GB0908338.7 2009-05-15
GB1006112.5 2010-04-13
GBGB1006112.5A GB201006112D0 (en) 2010-04-13 2010-04-13 Redox drug derivatives
PCT/GB2010/050797 WO2010131054A1 (en) 2009-05-15 2010-05-17 Redox drug derivatives

Publications (2)

Publication Number Publication Date
CN102459169A CN102459169A (zh) 2012-05-16
CN102459169B true CN102459169B (zh) 2014-12-31

Family

ID=42304532

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201080026597.7A Expired - Fee Related CN102459169B (zh) 2009-05-15 2010-05-17 氧化还原药物衍生物

Country Status (15)

Country Link
US (1) US8877945B2 (enExample)
EP (1) EP2429991B1 (enExample)
JP (1) JP2012526793A (enExample)
KR (1) KR20120025519A (enExample)
CN (1) CN102459169B (enExample)
AU (1) AU2010247141A1 (enExample)
BR (1) BRPI1010981A2 (enExample)
CA (1) CA2762022A1 (enExample)
EA (1) EA201101564A1 (enExample)
IL (1) IL216214A (enExample)
MX (1) MX2011012134A (enExample)
NZ (2) NZ610978A (enExample)
SG (1) SG176056A1 (enExample)
WO (1) WO2010131054A1 (enExample)
ZA (1) ZA201108276B (enExample)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013072703A1 (en) * 2011-11-18 2013-05-23 Redx Pharma Limited Antibacterial drug derivatives
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

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5563175A (en) * 1990-11-27 1996-10-08 Northwestern University GABA and L-glutamic acid analogs for antiseizure treatment
CN1036849C (zh) * 1990-04-24 1997-12-31 比奥塔科学管理有限公司 抗病毒化合物的制备方法

Family Cites Families (45)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4292317A (en) 1977-09-20 1981-09-29 Laboratorie Roger Bellon 1,4-Dihydro-quinoline-3-carboxylic acid derivatives, process for their preparation and compositions containing them
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
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.
EP0286802B1 (en) 1987-02-26 1993-06-23 Rohto Pharmaceutical Co., Ltd. Use of ofloxacin in treating or preventing locally periodontal disease
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
NO179912C (no) 1990-11-28 1997-01-08 Daiichi Seiyaku Co Analogifremgangsmåte for fremstilling av et terapeutisk virksomt optisk aktivt pyridobenzoksazinderivat
AU659501B2 (en) 1991-10-23 1995-05-18 Biota Scientific Management Pty Ltd 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
CA2112165C (en) 1992-12-25 2003-04-08 Makoto Takemura Bicyclic amine derivatives
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 (enExample) 1993-03-09 1997-04-01 Takeda Pharm Industry Co Ltd
US5665754A (en) 1993-09-20 1997-09-09 Glaxo Wellcome Inc. Substituted pyrrolidines
SI9620042A (sl) 1995-02-27 1998-12-31 Gilead Sciences, Inc. Novi selektivni inhibitorji virusnih ali bakterijskih neuraminidaz
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
DE59708771D1 (de) 1996-02-23 2003-01-02 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-chinolincarbonsäuren und ihre derivate
US6340702B1 (en) 1996-07-22 2002-01-22 Sankyo Company, Limited Neuraminic acid derivatives, their preparation and their medical use
DE69709795T2 (de) 1996-07-22 2002-09-26 Sankyo Co., Ltd. Neuraminsäuredervate, ihre Herstellung und medizinische Verwendung
JP3693258B2 (ja) * 1996-07-24 2005-09-07 ワーナー―ランバート・コンパニー イソブチルgabaまたはその誘導体を含有する鎮静剤
TR199901081T2 (xx) 1996-11-14 1999-08-23 Biota Scientific Management Pty.Ltd. Y�ntem ve bu y�ntemde kullan�lan yeni bile�imler.
US6127418A (en) 1997-08-20 2000-10-03 Warner-Lambert Company GABA analogs to prevent and treat gastrointestinal damage
TW480247B (en) 1997-12-12 2002-03-21 Gilead Sciences Inc Novel compounds useful as neuraminidase inhibitors and pharmaceutical compositions containing same
AU2200199A (en) 1997-12-17 1999-07-19 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
DK1262477T3 (da) 2000-02-09 2008-12-01 Daiichi Sankyo Co Ltd Antibakterielle midler, der er virksomme mod syrefaste bakterier og indeholder pyridoncarboxylsyrer som aktiv ingrediens
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
KR101137311B1 (ko) 2003-09-22 2012-04-23 얀센 파마슈티카 엔.브이. 7-아미노알킬리데닐-헤테로사이클릭 퀴놀론 및 나프티리돈
CA2570754A1 (en) 2004-06-23 2006-01-05 Robert F. Hofmann Use of targeted oxidative therapeutic formulation in treatment of burns
JP5374162B2 (ja) 2006-02-22 2013-12-25 エジソン ファーマシューティカルズ, インコーポレイテッド ミトコンドリア病および他の症状の処置のためのレドックス活性化治療の側鎖変異体およびエネルギーバイオマーカーの調節
EP2017273A1 (en) 2007-07-18 2009-01-21 Laboratorios del Dr. Esteve S.A. Process for the enantioselective preparation of pregabalin
CN101883569B (zh) 2007-08-31 2013-08-21 梁启铭 具有抗流感活性之含奥司他伟膦酸酯同系物的合成
EP2053040A1 (en) 2007-10-26 2009-04-29 Chemo Ibérica, S.A. Pregabalin intermediates and process for preparing them and Pregabalin

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1036849C (zh) * 1990-04-24 1997-12-31 比奥塔科学管理有限公司 抗病毒化合物的制备方法
US5563175A (en) * 1990-11-27 1996-10-08 Northwestern University GABA and L-glutamic acid analogs for antiseizure treatment

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Lessons Learned from Marketed and Investigational Prodrugs;Peter Ettmayer,等;《Journal of Medicinal Chemistry》;20040506;第47卷(第10期);第2393-2404页,具体参见第2节、第3.1.4节、3.2.1到3.2.3节 *
REDUCTION OF N-HYDROXYLATED COMPOUNDS: AMIDOXIMES (N-HYDROXYAMIDINES) AS PRO-DRUGS OF AMIDINES;Bernd Clement;《DRUG METABOLISM REVIEWS》;20020101;第34卷(第3期);第565-579页 *

Also Published As

Publication number Publication date
WO2010131054A9 (en) 2011-05-12
KR20120025519A (ko) 2012-03-15
AU2010247141A1 (en) 2011-12-15
JP2012526793A (ja) 2012-11-01
SG176056A1 (en) 2011-12-29
US8877945B2 (en) 2014-11-04
CA2762022A1 (en) 2010-11-18
EA201101564A1 (ru) 2012-07-30
EP2429991B1 (en) 2014-09-10
NZ610978A (en) 2014-11-28
BRPI1010981A2 (pt) 2018-12-04
WO2010131054A1 (en) 2010-11-18
IL216214A (en) 2015-01-29
EP2429991A1 (en) 2012-03-21
MX2011012134A (es) 2012-02-08
ZA201108276B (en) 2015-08-26
CN102459169A (zh) 2012-05-16
IL216214A0 (en) 2012-01-31
NZ596492A (en) 2013-08-30
US20120077974A1 (en) 2012-03-29

Similar Documents

Publication Publication Date Title
JP2022516530A (ja) ベンペド酸の新規塩及び多形体
CN102459169B (zh) 氧化还原药物衍生物
CN108718527A (zh) 用于制备4-苯基-5-烷氧羰基-2-噻唑-2-基-1,4-二氢嘧啶-6-基]甲基]-3-氧代-5,6,8,8a-四氢-1H-咪唑并[1,5-a]吡嗪-2-基]-甲酸的方法
CN115340540A (zh) 制备非奈利酮及其中间体的方法
CN105555789A (zh) 螺氧基吲哚衍生物的制备方法
JP2016500106A (ja) スピロ環状イソキサゾリン誘導体の合成
JP5102002B2 (ja) アセナピン合成中間体の製造方法
JP2016525083A (ja) 2−オキソ−1,3−ジオキソラン−4−アシルハロゲン化物、その製造および使用
JP5301431B2 (ja) キラルな環状β−アミノカルボキサミドの製造方法
CN112480015B (zh) 一种多组分一锅法合成2-三氟甲基取代的喹唑啉酮的方法
CN102757448B (zh) 大环类激酶抑制剂化合物、制备方法及其作为药物的应用
CN102105433B (zh) 6-硝基苯乙酮类化合物、其制备方法及用途
TW200815388A (en) Chromane and chromene derivatives and uses thereof
CN104774183B (zh) 一种甲酰基瑞舒伐汀钙中间体的制备方法
CN111471041B (zh) 一种噁唑烷酮类抗菌药物中间体的合成方法
CN102531954B (zh) 一种芳香偶氮化合物的合成方法
JP4161367B2 (ja) 5−置換オキサゾール化合物および5−置換イミダゾール化合物の製造方法
CN103339124A (zh) 二(芳氨基)芳基化合物的制备方法及其合成中间体
JPWO2012157504A1 (ja) β−ラクタム化合物およびその製造方法
TW201431860A (zh) 1,2-二氫喹啉合成中間體之製造方法
JP4061333B2 (ja) 2−(ピラゾール−1−イル)ピリジン誘導体
JP3873796B2 (ja) 3−ヒドラゾノ−2−ヒドロキシイミノプロピオニトリル誘導体及びその製法
KR101660874B1 (ko) 리네졸리드의 제조방법 및 그 중간체
CN117603122A (zh) 有机催化芳构化促进亚胺的极性反转反应合成手性胺化合物
JP2023005404A (ja) ピリジン誘導体の製造方法

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
C41 Transfer of patent application or patent right or utility model
TR01 Transfer of patent right

Effective date of registration: 20150723

Address after: Liverpool, England

Patentee after: Bradford Pharma Limited

Address before: Liverpool, England

Patentee before: Redx Pharma Limited

CF01 Termination of patent right due to non-payment of annual fee
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20141231

Termination date: 20160517