UA73312C2 - Indole derivatives - Google Patents

Indole derivatives Download PDF

Info

Publication number: UA73312C2
Authority: UA; Ukraine
Prior art keywords: formula; compounds; indol; methyl; piperazin
Prior art date: 1999-07-22

Application number

UA2002021353A

Other languages

English (en)

Ukrainian (uk)

Original Assignee

Merck Patent Gmbh

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.)

1999-07-22

Filing date

2000-07-07

Publication date

2005-07-15

2000-07-07 Application filed by Merck Patent Gmbh filed Critical Merck Patent Gmbh

2005-07-15 Publication of UA73312C2 publication Critical patent/UA73312C2/uk

Links

150000002475 indoles Chemical class 0.000 title claims 2
229940054051 antipsychotic indole derivative Drugs 0.000 title 1
150000001875 compounds Chemical class 0.000 claims abstract description 77
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 7
208000024827 Alzheimer disease Diseases 0.000 claims abstract description 6
201000000980 schizophrenia Diseases 0.000 claims abstract description 6
206010006550 Bulimia nervosa Diseases 0.000 claims abstract description 5
208000026139 Memory disease Diseases 0.000 claims abstract description 5
208000018737 Parkinson disease Diseases 0.000 claims abstract description 5
208000028017 Psychotic disease Diseases 0.000 claims abstract description 5
208000012902 Nervous system disease Diseases 0.000 claims abstract description 4
208000025966 Neurological disease Diseases 0.000 claims abstract description 4
206010036618 Premenstrual syndrome Diseases 0.000 claims abstract description 4
208000023105 Huntington disease Diseases 0.000 claims abstract description 3
150000003839 salts Chemical class 0.000 claims description 19
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
239000002253 acid Substances 0.000 claims description 13
238000006243 chemical reaction Methods 0.000 claims description 13
238000002360 preparation method Methods 0.000 claims description 12
239000012453 solvate Substances 0.000 claims description 10
230000003042 antagnostic effect Effects 0.000 claims description 9
125000000623 heterocyclic group Chemical group 0.000 claims description 9
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
125000005842 heteroatom Chemical group 0.000 claims description 8
229910052757 nitrogen Inorganic materials 0.000 claims description 8
239000001301 oxygen Substances 0.000 claims description 8
229910052760 oxygen Inorganic materials 0.000 claims description 8
229910052717 sulfur Inorganic materials 0.000 claims description 8
125000004432 carbon atom Chemical group C* 0.000 claims description 7
238000000034 method Methods 0.000 claims description 7
239000011593 sulfur Substances 0.000 claims description 7
125000000217 alkyl group Chemical group 0.000 claims description 6
208000035475 disorder Diseases 0.000 claims description 6
206010026749 Mania Diseases 0.000 claims description 5
208000000103 Anorexia Nervosa Diseases 0.000 claims description 4
208000030814 Eating disease Diseases 0.000 claims description 4
208000019454 Feeding and Eating disease Diseases 0.000 claims description 4
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 4
230000006399 behavior Effects 0.000 claims description 4
235000014632 disordered eating Nutrition 0.000 claims description 4
125000002252 acyl group Chemical group 0.000 claims description 3
125000004122 cyclic group Chemical group 0.000 claims 1
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208000021384 Obsessive-Compulsive disease Diseases 0.000 abstract 1
230000003389 potentiating effect Effects 0.000 abstract 1
-1 indolecarbonyl Chemical class 0.000 description 103
CKJNUZNMWOVDFN-UHFFFAOYSA-N methanone Chemical compound O=[CH-] CKJNUZNMWOVDFN-UHFFFAOYSA-N 0.000 description 39
QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 description 20
125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 description 16
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 13
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
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125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 6
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
239000002585 base Substances 0.000 description 6
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102000040125 5-hydroxytryptamine receptor family Human genes 0.000 description 5
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229910052740 iodine Inorganic materials 0.000 description 5
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239000000725 suspension Substances 0.000 description 5
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125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 description 4
125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 description 4
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HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 4
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XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
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QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
239000000164 antipsychotic agent Substances 0.000 description 3
229940005529 antipsychotics Drugs 0.000 description 3
230000037396 body weight Effects 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
230000000694 effects Effects 0.000 description 3
239000007924 injection Substances 0.000 description 3
238000002347 injection Methods 0.000 description 3
239000000546 pharmaceutical excipient Substances 0.000 description 3
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150000004885 piperazines Chemical class 0.000 description 3
230000002265 prevention Effects 0.000 description 3
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239000000454 talc Substances 0.000 description 3
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238000012360 testing method Methods 0.000 description 3
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125000001462 1-pyrrolyl group Chemical group [*]N1C([H])=C([H])C([H])=C1[H] 0.000 description 2
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IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 2
125000006276 2-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C(*)C([H])=C1[H] 0.000 description 2
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125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 2
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ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
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Classifications

- 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
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/12—Radicals substituted by oxygen atoms
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- 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
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
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- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
- 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
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- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

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Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Neurology (AREA)
Biomedical Technology (AREA)
Neurosurgery (AREA)
Psychiatry (AREA)
Psychology (AREA)
Pain & Pain Management (AREA)
Hospice & Palliative Care (AREA)
Endocrinology (AREA)
Reproductive Health (AREA)
Epidemiology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Indole Compounds (AREA)

UA2002021353A 1999-07-22 2000-07-07 Indole derivatives UA73312C2 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19934432A DE19934432A1 (de)	1999-07-22	1999-07-22	Indolderivate
PCT/EP2000/006463 WO2001007434A2 (de)	1999-07-22	2000-07-07	Indolderivate und deren verwendung als 5ht2a liganden

Publications (1)

Publication Number	Publication Date
UA73312C2 true UA73312C2 (en)	2005-07-15

Family

ID=7915701

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
UA2002021353A UA73312C2 (en)	1999-07-22	2000-07-07	Indole derivatives

Country Status (26)

Country	Link
US (1)	US6723725B1 (cs)
EP (1)	EP1228041B1 (cs)
JP (1)	JP2003505457A (cs)
KR (1)	KR100756506B1 (cs)
CN (1)	CN1198801C (cs)
AR (1)	AR024818A1 (cs)
AT (1)	ATE252079T1 (cs)
AU (1)	AU761166B2 (cs)
BR (1)	BR0012575A (cs)
CA (1)	CA2383769C (cs)
CZ (1)	CZ200220A3 (cs)
DE (2)	DE19934432A1 (cs)
DK (1)	DK1228041T3 (cs)
ES (1)	ES2204673T3 (cs)
HK (1)	HK1049161B (cs)
HU (1)	HUP0202479A3 (cs)
MX (1)	MXPA02000731A (cs)
MY (1)	MY123686A (cs)
NO (1)	NO322152B1 (cs)
PL (1)	PL197847B1 (cs)
PT (1)	PT1228041E (cs)
RU (1)	RU2256659C2 (cs)
SK (1)	SK285893B6 (cs)
UA (1)	UA73312C2 (cs)
WO (1)	WO2001007434A2 (cs)
ZA (1)	ZA200201483B (cs)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19934433A1 (de) *	1999-07-22	2001-01-25	Merck Patent Gmbh	N-(Indolcarbonyl-)piperazinderivate
DE10157673A1 (de) *	2001-11-24	2003-06-05	Merck Patent Gmbh	Verwendung von N-(Indolcarbonyl-)piperazinderivaten
GB0203811D0 (en)	2002-02-18	2002-04-03	Glaxo Group Ltd	Compounds
DE10217006A1 (de) *	2002-04-16	2003-11-06	Merck Patent Gmbh	Substituierte Indole
DE50312523D1 (de) *	2002-05-24	2010-04-29	Carl-Fr Coester	Pharmazeutische wirkstoffkombination sowie deren verwendung
EP1613972A1 (en) *	2003-04-17	2006-01-11	Hydrogenics Corporation	Alarm recovery system and method for fuel cell testing systems
PT1831159E (pt) *	2004-12-21	2010-03-03	Hoffmann La Roche	Derivados de tetralina e de indano e as suas utilizações
CA2614544C (en) *	2005-07-13	2013-09-10	Banyu Pharmaceutical Co., Ltd.	Heterocycle-substituted benzimidazole derivative
FR2941947B1 (fr) *	2009-02-12	2011-03-25	Sanofi Aventis	Derives de 3-benzofuranyl-indol-2-one subtitues en 3, leur preparation et leur application en therapeutique
WO2015106025A1 (en) *	2014-01-09	2015-07-16	The J. David Gladstone Institutes, A Testamentary Trust Established Under The Will Of J. David Gladstone	Substituted benzoxazine and related compounds

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
MC614A1 (fr) *	1966-04-21	1967-05-31	Cerm Cent Europ Rech Mauvernay	Nouveau composé analgésique et anti-inflammatoire.
CA1280421C (en)	1985-07-02	1991-02-19	Albert A. Carr	1,4-disubstituted piperidinyl derivatives
US5032598A (en)	1989-12-08	1991-07-16	Merck & Co., Inc.	Nitrogens containing heterocyclic compounds as class III antiarrhythmic agents
CA2071529C (en) *	1989-12-28	2001-03-20	Donna Lee Romero	Diaromatic substituted anti-aids compounds
US6004980A (en)	1990-06-01	1999-12-21	Merrell Pharmaceuticals, Inc.	(+)-α-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol
US5330986A (en) *	1992-11-24	1994-07-19	Hoechst-Roussel Pharmaceuticals Inc.	Indole-7-carboxamide derivatives
RU2124511C1 (ru)	1993-05-14	1999-01-10	Фармасьютикал Ко., Лтд	Производные пиперазина
US5618824A (en)	1994-03-09	1997-04-08	Merrell Pharmaceuticals Inc.	Treatment of obsessive-compulsive disorders with 5-HT2 antagonists
GB9718712D0 (en)	1997-09-03	1997-11-12	Merck Sharp & Dohme	Theraputic Agents
TWI249526B (en)	1998-03-13	2006-02-21	Aventis Pharma Inc	Novel processes for the preparation of (R)-alpha-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol
DE19934433A1 (de) *	1999-07-22	2001-01-25	Merck Patent Gmbh	N-(Indolcarbonyl-)piperazinderivate

1999
- 1999-07-22 DE DE19934432A patent/DE19934432A1/de not_active Withdrawn
2000
- 2000-07-07 US US10/031,566 patent/US6723725B1/en not_active Expired - Fee Related
- 2000-07-07 UA UA2002021353A patent/UA73312C2/uk unknown
- 2000-07-07 PL PL354971A patent/PL197847B1/pl unknown
- 2000-07-07 CN CNB00810638XA patent/CN1198801C/zh not_active Expired - Fee Related
- 2000-07-07 AU AU66901/00A patent/AU761166B2/en not_active Ceased
- 2000-07-07 DE DE50004104T patent/DE50004104D1/de not_active Expired - Lifetime
- 2000-07-07 SK SK20-2002A patent/SK285893B6/sk unknown
- 2000-07-07 CA CA002383769A patent/CA2383769C/en not_active Expired - Fee Related
- 2000-07-07 AT AT00954447T patent/ATE252079T1/de not_active IP Right Cessation
- 2000-07-07 HU HU0202479A patent/HUP0202479A3/hu unknown
- 2000-07-07 JP JP2001512518A patent/JP2003505457A/ja active Pending
- 2000-07-07 DK DK00954447T patent/DK1228041T3/da active
- 2000-07-07 WO PCT/EP2000/006463 patent/WO2001007434A2/de not_active Ceased
- 2000-07-07 BR BR0012575-0A patent/BR0012575A/pt not_active Application Discontinuation
- 2000-07-07 MX MXPA02000731A patent/MXPA02000731A/es active IP Right Grant
- 2000-07-07 RU RU2002103301/04A patent/RU2256659C2/ru not_active IP Right Cessation
- 2000-07-07 ES ES00954447T patent/ES2204673T3/es not_active Expired - Lifetime
- 2000-07-07 KR KR1020027000079A patent/KR100756506B1/ko not_active Expired - Fee Related
- 2000-07-07 PT PT00954447T patent/PT1228041E/pt unknown
- 2000-07-07 EP EP00954447A patent/EP1228041B1/de not_active Expired - Lifetime
- 2000-07-07 CZ CZ200220A patent/CZ200220A3/cs unknown
- 2000-07-07 HK HK03101160.9A patent/HK1049161B/zh not_active IP Right Cessation
- 2000-07-20 MY MYPI20003321 patent/MY123686A/en unknown
- 2000-07-21 AR ARP000103774A patent/AR024818A1/es unknown
2002
- 2002-01-21 NO NO20020306A patent/NO322152B1/no unknown
- 2002-02-21 ZA ZA200201483A patent/ZA200201483B/en unknown

Also Published As

Publication number	Publication date
CA2383769C (en)	2010-01-05
SK285893B6 (sk)	2007-10-04
AR024818A1 (es)	2002-10-23
CN1198801C (zh)	2005-04-27
SK202002A3 (en)	2002-04-04
WO2001007434A2 (de)	2001-02-01
ATE252079T1 (de)	2003-11-15
NO322152B1 (no)	2006-08-21
HUP0202479A3 (en)	2003-12-29
PL197847B1 (pl)	2008-05-30
NO20020306L (no)	2002-03-21
DK1228041T3 (da)	2004-01-19
MXPA02000731A (es)	2002-08-12
US6723725B1 (en)	2004-04-20
CN1372545A (zh)	2002-10-02
BR0012575A (pt)	2002-04-16
EP1228041B1 (de)	2003-10-15
ZA200201483B (en)	2003-07-30
AU761166B2 (en)	2003-05-29
CA2383769A1 (en)	2001-02-01
DE50004104D1 (de)	2003-11-20
PL354971A1 (en)	2004-03-22
CZ200220A3 (cs)	2002-04-17
KR20020025179A (ko)	2002-04-03
DE19934432A1 (de)	2001-02-01
HK1049161B (zh)	2005-10-14
PT1228041E (pt)	2004-02-27
HK1049161A1 (en)	2003-05-02
MY123686A (en)	2006-05-31
NO20020306D0 (no)	2002-01-21
JP2003505457A (ja)	2003-02-12
WO2001007434A3 (de)	2002-05-16
AU6690100A (en)	2001-02-13
EP1228041A2 (de)	2002-08-07
ES2204673T3 (es)	2004-05-01
HUP0202479A2 (hu)	2002-11-28
KR100756506B1 (ko)	2007-09-10
RU2256659C2 (ru)	2005-07-20

Publication	Publication Date	Title
US6838461B1 (en)	2005-01-04	N-(indolcarbonyl-)piperazine derivatives
US6723725B1 (en)	2004-04-20	Indole derivatives
KR100854481B1 (ko)	2008-08-26	피페라진일카르보닐퀴놀린 및 이소퀴놀린