JP2000511518A - 時間生物学的薬剤としてのベンゾフランおよびベンゾピラン - Google Patents
時間生物学的薬剤としてのベンゾフランおよびベンゾピランInfo
- Publication number
- JP2000511518A JP2000511518A JP09540502A JP54050297A JP2000511518A JP 2000511518 A JP2000511518 A JP 2000511518A JP 09540502 A JP09540502 A JP 09540502A JP 54050297 A JP54050297 A JP 54050297A JP 2000511518 A JP2000511518 A JP 2000511518A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- alkyl
- propyl
- benzofuran
- Prior art date
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- Pending
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
-
- 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
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A61P27/06—Antiglaucoma agents or miotics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having 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
- C07C215/48—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having 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 hydroxy groups
-
- 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
- C07C233/16—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 singly-bound oxygen atoms
- C07C233/17—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 singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/18—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 singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C233/60—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/26—Polyhydroxylic alcohols containing only six-membered aromatic rings as cyclic part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Ophthalmology & Optometry (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Dental Preparations (AREA)
- Photoreceptors In Electrophotography (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1. 式(I) (上記式中、 R1およびR2は、同一でもまたは異なっていてもよく、H、C1 〜6アルキル、C3 〜7 シクロアルキル、またはアリールであり、 R3およびR4は、同一でもまたは異なっていてもよく、H、ハロゲン、C1 〜6ア ルキル、または置換アリールであり、 R5は、HまたはC1 〜6アルキルであり、または nは、整数0、1または2であり、 mは、整数1、2、3または4であり、 点線は、追加の結合の存在または非存在を示す)の化合物、および その薬学上許容可能な溶媒和物。 2. 式(Ia) (上記式中、 R1およびR2は、同一でもまたは異なっていてもよく、H、C1 〜6アルキルまた は置換アルキル、C3 〜7シクロアルキル、またはアリールであり、 R3およびR4は、同一でもまたは異なっていてもよく、H、ハロゲン、C1 〜6ア ルキルまたは置換アリールであり、 nは、整数0、1または2であり、 点線は、追加の結合の存在または非存在を示す)の化合物、および その薬学上許容可能な溶媒和物。 3. R3およびR4が、水素、ハロゲン、およびC1 〜3アルキルである、請求 項1または2に記載の化合物。 4. ハロゲンが塩素および/またはフッ素である、請求項3に記載の化合物 。 5. R1およびR2が水素、C1 〜3アルキル、C3 〜5シクロアルキルである、 請求項1または2に記載の化合物。 6. R1がメチルまたはシクロプロピルである、請求項5に記載の化合物。 7. R1およびR2の少なくとも一方が水素である、請求項6に記載の化合物 。 8. nが0である、請求項1〜7のいずれか1項に記載の化合物。 9. 式(1b) (上記式中、 R1およびR2は、同一でもまたは異なっていてもよく、H、C1 〜6アルキルまた は置換アルキル、C3 〜7シクロアルキル、またはアリールであり、 R3およびR4は、同一でもまたは異なっていてもよく、H、ハロゲン、C1 〜6ア ルキル、または置換アリールであり、 nは、整数0または1であり、 mは、整数2、3、4または5であり、 点線は、追加の結合の存在または非存在を示す)の化合物、および その薬学上許容可能な溶媒和物(例えば、水和物)。 10. 式(1c)(上記式中、 R1およびR2は、同一でもまたは異なっていてもよく、H、C1 〜6アルキル、ま たはC3 〜7シクロアルキルであり、 R3およびR4は、同一でもまたは異なっていてもよく、H、ハロゲン、またはC1 〜6 アルキルであり、 R5は、HまたはC1 〜6アルキルであり、 nは、整数0または1であり、 mは、整数1、2、3または4であり、 点線は、追加の結合の存在または非存在を示す)の化合物、および その薬学上許容可能な溶媒和物(例えば、水和物)。 11. N−[3−(2,3−ジヒドロ−ベンゾフラン−4−イル)−プロピ ル]アセタミド、 シクロプロパンカルボン酸−[3−(2,3−ジヒドロ−ベンゾフラン−4−イ ル)−プロピル]アミド、 シクロプロパンカルボン酸−[3−(5−クロロ−2,3−ジヒドロ−ベンゾフ ラン−4−イル)プロピル]アミド、 シクロプロパンカルボン酸−[3−(5−クロロ−7−フルオロ−2,3−ジヒ ドロ−ベンゾフラン−4−イル)プロピル]アミド、 シクロプロパンカルボン酸−[3−(5−クロロ−7−フルオロ−ベンゾフラン −4−イル)プロピル]アミド、 シクロプロパンカルボン酸−[3−ベンゾフラン−4−イル)プロピル]アミド 、 シクロプロパンカルボン酸−(3−クロマン−5−イル−プロピル)アミド、 N−[3−(2,3−ジヒドロ−5−フルオロベンゾフラン−4−イル)プロピ ル]アセタミド、 シクロプロパンカルボン酸[3−(2,3−ジヒドロ−5−フルオロベンゾフラ ン−4−イル)プロピル]アミド。 12. 請求項1〜11のいずれか1項に記載の式(I)の化合物を、1種類以 上のその薬学上許容可能なキャリヤーと共に含んでなる、医薬処方物。 13. 請求項1〜11のいずれか1項に記載の式(I)の化合物を、1種類以 上のその薬学上許容可能なキャリヤーと共に含んでなる医薬処方物の製造法であ って、上記式(I)の化合物を上記の1種類以上のその薬学上許容可能なキャリヤ ーと混合することを含んでなる、方法。 14. 治療に用いる請求項1〜11のいずれか1項に記載の式(I)の化合物 。 15. メラトニンによって制御される系の機能障害に伴う症状の治療に用い る医薬品の製造に用いるための、請求項1〜11のいずれか1項に記載の式(I) の化合物。 16. メラトニンによって制御される系の機能障害に伴う症状の治療ための 、ヒトを含む哺乳動物の治療法であって、請求項1〜11のいずれか1項に記載 の式(I)の化合物の有効量を投与することを含んでなる、方法。 17. 請求項1〜11のいずれか1項に記載の式(I)の化合物の製造法であ って、 (A) 式(II) の化合物のアシル化、または (B) 式(XI)の化合物の環化 を含んでなる、方法。 18. 式(II)、(III)、(IV)、(V)、(VI)、(VII)、(VIII)、(IX)、(XI)、(XI I)、(XIII)、(XIV)、(XV)、(XVI)、(XVII)、および(XVIII)の化合物。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9610032.6 | 1996-05-14 | ||
GBGB9610032.6A GB9610032D0 (en) | 1996-05-14 | 1996-05-14 | Chemical compounds |
GB9623775.5 | 1996-11-15 | ||
GBGB9623775.5A GB9623775D0 (en) | 1996-11-15 | 1996-11-15 | Chemical compounds |
PCT/EP1997/002402 WO1997043272A2 (en) | 1996-05-14 | 1997-05-13 | Benzofurans and benzopyrans as chronobiological agents |
Publications (1)
Publication Number | Publication Date |
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JP2000511518A true JP2000511518A (ja) | 2000-09-05 |
Family
ID=26309331
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP09540502A Pending JP2000511518A (ja) | 1996-05-14 | 1997-05-13 | 時間生物学的薬剤としてのベンゾフランおよびベンゾピラン |
Country Status (16)
Country | Link |
---|---|
US (1) | US5981572A (ja) |
EP (1) | EP0901483B1 (ja) |
JP (1) | JP2000511518A (ja) |
CN (1) | CN1228775A (ja) |
AR (1) | AR007135A1 (ja) |
AT (1) | ATE244708T1 (ja) |
AU (1) | AU727416C (ja) |
BR (1) | BR9708949A (ja) |
CA (1) | CA2253802A1 (ja) |
DE (1) | DE69723436T2 (ja) |
DK (1) | DK0901483T3 (ja) |
ES (1) | ES2202615T3 (ja) |
HK (1) | HK1018901A1 (ja) |
PT (1) | PT901483E (ja) |
TR (1) | TR199802318T2 (ja) |
WO (1) | WO1997043272A2 (ja) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2002100850A1 (fr) * | 2001-06-08 | 2002-12-19 | Kuraray Co., Ltd. | Procedes de preparation de composes heterocycliques |
JP2003501422A (ja) * | 1999-06-04 | 2003-01-14 | ユーロ−セルティック エス. ア. | 置換5−オキソ−5,6,7,8−テトラヒドロ−4h−1−ベンゾピランおよびベンゾチオピランならびにそのampa増強剤としての使用 |
WO2004106317A1 (ja) * | 2003-05-29 | 2004-12-09 | The New Industry Research Organization | ベンゾフラン化合物、およびそれを含有してなる医薬組成物 |
JP2005008631A (ja) * | 2003-05-29 | 2005-01-13 | New Industry Research Organization | ベンゾフラン化合物、およびそれを含有してなる医薬組成物 |
JP2009523134A (ja) * | 2006-01-13 | 2009-06-18 | マクギル ユニバーシティー | 抗うつ作用ならびに睡眠誘発性を有する新規なメラトニンリガンド |
JP2014080421A (ja) * | 2012-10-12 | 2014-05-08 | Lab Servier | 3−(2−ブロモ−4,5−ジメトキシフェニル)プロパンニトリルの新規合成方法、及びイバブラジン及び薬学的に許容される酸とのその付加塩の合成における適用 |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL120266A (en) | 1996-02-28 | 2005-05-17 | Pfizer | Use of estrogen antagonists and estrogen agonists in the preparation of medicaments for inhibiting pathological conditions |
TW476758B (en) * | 1996-12-10 | 2002-02-21 | Bristol Myers Squibb Co | Benzodioxole, benzofuran, dihydrobenzofuran and benzodioxane melatonergic agents |
US6214869B1 (en) | 1998-06-05 | 2001-04-10 | Bristol-Myers Squibb | Heterocyclic cis cyclopropane derivatives as melatonergic agents |
US6509005B1 (en) * | 1998-10-27 | 2003-01-21 | Virginia Commonwealth University | Δ9 Tetrahydrocannabinol (Δ9 THC) solution metered dose inhaler |
AU2619800A (en) * | 1999-01-27 | 2000-08-18 | Eli Lilly And Company | Aminoalkylbenzofurans as serotonin (5-ht(2c)) agonists |
US7045545B1 (en) | 1999-01-27 | 2006-05-16 | Eli Lilly And Company | Aminoalkylbenzofurans as serotonin (5-HT(2c)) agonists |
US6680332B1 (en) | 1999-06-04 | 2004-01-20 | Euro-Celtique S.A. | Substituted 5-oxo-5,6,7,8-tetrahydro-4H-1-benzopyrans and benzothiopyrans and the use thereof as potentiators of AMPA |
DE60007745T2 (de) | 1999-06-30 | 2005-03-10 | Bristol-Myers Squibb Co. | Heterocyclische aminopyrrolidon-derivate als melatonergene wirkstoffe |
CA2407538C (en) * | 2000-04-28 | 2007-01-09 | Asahi Kasei Kabushiki Kaisha | Novel bicyclic compounds |
KR20050033654A (ko) * | 2002-08-30 | 2005-04-12 | 알콘, 인코퍼레이티드 | 치환된 5-크로만-5-일-에틸아민 화합물 및 녹내장의 치료용그의 용도 |
ITTO20030140U1 (it) * | 2003-09-16 | 2005-03-17 | Interfila Srl | Matita cosmetica |
CA2580584C (en) * | 2003-09-19 | 2015-07-28 | Galileo Pharmaceuticals, Inc. | Use of alpha-tocotrienol for treatment of mitochondrial diseases |
WO2008083204A2 (en) * | 2006-12-28 | 2008-07-10 | Braincells, Inc. | Modulation of neurogenesis by melatoninergic ligands |
CN101687810A (zh) * | 2007-04-26 | 2010-03-31 | 武田药品工业株式会社 | 双环化合物及其药物用途 |
DE102007028925A1 (de) * | 2007-06-22 | 2008-12-24 | Saltigo Gmbh | Verfahren zur Herstellung von 2-Phenoxyacetalen und den daraus korrespondierenden 2-Phenoxycarbaldehyden |
CN103588761B (zh) * | 2013-10-22 | 2015-05-27 | 湖南大学 | N-[1-(苯并呋喃-5-基)-2-氧代乙基]苯并吡喃-4-酰胺的制备与应用 |
EP3265070B1 (en) * | 2015-03-06 | 2019-07-03 | Repoceuticals ApS | Melatonin for preventing and treating radiation vaginitis and proctitis |
CN106542973B (zh) * | 2015-09-16 | 2019-06-25 | 南京华威医药科技集团有限公司 | 他司美琼中间体及其制备方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
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US4394382A (en) * | 1980-06-17 | 1983-07-19 | Kowa Company, Ltd. | Dihydrobenzopyran compounds and pharmaceutical composition comprising said compounds |
AT395849B (de) * | 1991-04-04 | 1993-03-25 | Noe Christian R | Pharmakologisch aktive in position 3 substituierte alpha-aminomethyl-2benzofuranmethanole |
US5288749A (en) * | 1991-12-20 | 1994-02-22 | Abbott Laboratories | Tertiary and secondary amines as alpha-2 antagonists and serotonin uptake inhibitors |
-
1997
- 1997-05-13 JP JP09540502A patent/JP2000511518A/ja active Pending
- 1997-05-13 TR TR1998/02318T patent/TR199802318T2/xx unknown
- 1997-05-13 PT PT97923868T patent/PT901483E/pt unknown
- 1997-05-13 ES ES97923868T patent/ES2202615T3/es not_active Expired - Lifetime
- 1997-05-13 CA CA002253802A patent/CA2253802A1/en not_active Abandoned
- 1997-05-13 DK DK97923868T patent/DK0901483T3/da active
- 1997-05-13 DE DE69723436T patent/DE69723436T2/de not_active Expired - Fee Related
- 1997-05-13 WO PCT/EP1997/002402 patent/WO1997043272A2/en active IP Right Grant
- 1997-05-13 EP EP97923868A patent/EP0901483B1/en not_active Expired - Lifetime
- 1997-05-13 AT AT97923868T patent/ATE244708T1/de not_active IP Right Cessation
- 1997-05-13 US US09/180,441 patent/US5981572A/en not_active Expired - Fee Related
- 1997-05-13 AU AU29531/97A patent/AU727416C/en not_active Ceased
- 1997-05-13 CN CN97196252A patent/CN1228775A/zh active Pending
- 1997-05-13 BR BR9708949A patent/BR9708949A/pt unknown
- 1997-05-14 AR ARP970102020A patent/AR007135A1/es unknown
-
1999
- 1999-09-14 HK HK99103991A patent/HK1018901A1/xx not_active IP Right Cessation
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003501422A (ja) * | 1999-06-04 | 2003-01-14 | ユーロ−セルティック エス. ア. | 置換5−オキソ−5,6,7,8−テトラヒドロ−4h−1−ベンゾピランおよびベンゾチオピランならびにそのampa増強剤としての使用 |
JP4761683B2 (ja) * | 1999-06-04 | 2011-08-31 | ユーロ−セルティック エス. ア. | 置換5−オキソ−5,6,7,8−テトラヒドロ−4h−1−ベンゾピランおよびベンゾチオピランならびにそのampa増強剤としての使用 |
WO2002100850A1 (fr) * | 2001-06-08 | 2002-12-19 | Kuraray Co., Ltd. | Procedes de preparation de composes heterocycliques |
WO2004106317A1 (ja) * | 2003-05-29 | 2004-12-09 | The New Industry Research Organization | ベンゾフラン化合物、およびそれを含有してなる医薬組成物 |
JP2005008631A (ja) * | 2003-05-29 | 2005-01-13 | New Industry Research Organization | ベンゾフラン化合物、およびそれを含有してなる医薬組成物 |
JP2009523134A (ja) * | 2006-01-13 | 2009-06-18 | マクギル ユニバーシティー | 抗うつ作用ならびに睡眠誘発性を有する新規なメラトニンリガンド |
JP2014080421A (ja) * | 2012-10-12 | 2014-05-08 | Lab Servier | 3−(2−ブロモ−4,5−ジメトキシフェニル)プロパンニトリルの新規合成方法、及びイバブラジン及び薬学的に許容される酸とのその付加塩の合成における適用 |
Also Published As
Publication number | Publication date |
---|---|
AR007135A1 (es) | 1999-10-13 |
WO1997043272A2 (en) | 1997-11-20 |
AU727416B2 (en) | 2000-12-14 |
EP0901483B1 (en) | 2003-07-09 |
HK1018901A1 (en) | 2000-01-07 |
TR199802318T2 (xx) | 1999-03-22 |
WO1997043272A3 (en) | 1998-03-26 |
CA2253802A1 (en) | 1997-11-20 |
BR9708949A (pt) | 1999-08-03 |
US5981572A (en) | 1999-11-09 |
DE69723436D1 (de) | 2003-08-14 |
ES2202615T3 (es) | 2004-04-01 |
AU727416C (en) | 2001-07-19 |
CN1228775A (zh) | 1999-09-15 |
EP0901483A2 (en) | 1999-03-17 |
PT901483E (pt) | 2003-11-28 |
AU2953197A (en) | 1997-12-05 |
DK0901483T3 (da) | 2003-11-03 |
ATE244708T1 (de) | 2003-07-15 |
DE69723436T2 (de) | 2004-07-22 |
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