FI105096B - Menetelmä terapeuttisesti käyttökelpoisten 3-(pyridinyyliamino)indolien ja -bentso[b]tiofeenien valmistamiseksi - Google Patents

Menetelmä terapeuttisesti käyttökelpoisten 3-(pyridinyyliamino)indolien ja -bentso[b]tiofeenien valmistamiseksi Download PDF

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Publication number: FI105096B
Authority: FI; Finland
Prior art keywords: formula; compound; lower alkyl; hydrogen; pyridinylamino
Prior art date: 1991-04-17

Application number

FI921693A

Other languages

English (en)

Finnish (fi)

Swedish (sv)

Other versions

FI921693A0 (fi

FI921693A (fi

Inventor

Joseph Thomas Klein

Richard Charles Effland

Lawrence Leo Martin

Original Assignee

Hoechst Marion Roussel 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.)

1991-04-17

Filing date

1992-04-15

Publication date

2000-06-15

1992-04-15 Application filed by Hoechst Marion Roussel Inc filed Critical Hoechst Marion Roussel Inc

1992-04-15 Publication of FI921693A0 publication Critical patent/FI921693A0/fi

1992-10-18 Publication of FI921693A publication Critical patent/FI921693A/fi

2000-06-15 Application granted granted Critical

2000-06-15 Publication of FI105096B publication Critical patent/FI105096B/fi

Links

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VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical class OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
YPDVTKJXVHYWFY-UHFFFAOYSA-N phosphoric acid;n'-propan-2-ylpyridine-4-carbohydrazide Chemical compound OP(O)(O)=O.CC(C)NNC(=O)C1=CC=NC=C1 YPDVTKJXVHYWFY-UHFFFAOYSA-N 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
239000003880 polar aprotic solvent Substances 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
239000003586 protic polar solvent Substances 0.000 description 1
210000001609 raphe nuclei Anatomy 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
239000000018 receptor agonist Substances 0.000 description 1
229940044601 receptor agonist Drugs 0.000 description 1
238000001525 receptor binding assay Methods 0.000 description 1
238000011160 research Methods 0.000 description 1
235000019204 saccharin Nutrition 0.000 description 1
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
229940081974 saccharin Drugs 0.000 description 1
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
201000000980 schizophrenia Diseases 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
239000004208 shellac Substances 0.000 description 1
ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
229940113147 shellac Drugs 0.000 description 1
235000013874 shellac Nutrition 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
241000894007 species Species 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
208000011117 substance-related disease Diseases 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
239000003826 tablet Substances 0.000 description 1
238000012546 transfer Methods 0.000 description 1
HDDNYFLPWFSBLN-ZSHCYNCHSA-N tropanyl 3,5-dimethylbenzoate Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(=O)C1=CC(C)=CC(C)=C1 HDDNYFLPWFSBLN-ZSHCYNCHSA-N 0.000 description 1
APJYDQYYACXCRM-UHFFFAOYSA-N tryptamine Chemical class C1=CC=C2C(CCN)=CNC2=C1 APJYDQYYACXCRM-UHFFFAOYSA-N 0.000 description 1
235000012431 wafers Nutrition 0.000 description 1
239000008215 water for injection Substances 0.000 description 1
OYPPVKRFBIWMSX-SXGWCWSVSA-N zimeldine Chemical compound C=1C=CN=CC=1C(=C/CN(C)C)\C1=CC=C(Br)C=C1 OYPPVKRFBIWMSX-SXGWCWSVSA-N 0.000 description 1
229960002791 zimeldine Drugs 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic 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
- C07D401/02—Heterocyclic 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
- C07D401/12—Heterocyclic 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
- 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
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
- 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
- A61P25/20—Hypnotics; Sedatives
- 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
- A61P25/24—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
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
- 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
- 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
- C07D409/12—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 chain containing hetero atoms as chain links
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Veterinary Medicine (AREA)
Neurosurgery (AREA)
Neurology (AREA)
Public Health (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Biomedical Technology (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Psychiatry (AREA)
Hospice & Palliative Care (AREA)
Pain & Pain Management (AREA)
Anesthesiology (AREA)
Otolaryngology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Indole Compounds (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

FI921693A 1991-04-17 1992-04-15 Menetelmä terapeuttisesti käyttökelpoisten 3-(pyridinyyliamino)indolien ja -bentso[b]tiofeenien valmistamiseksi FI105096B (fi)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US07/688,964 US5177088A (en)	1991-04-17	1991-04-17	Substituted 3-(pyridinylamino)-indoles
US68896491		1991-04-17

Publications (3)

Publication Number	Publication Date
FI921693A0 FI921693A0 (fi)	1992-04-15
FI921693A FI921693A (fi)	1992-10-18
FI105096B true FI105096B (fi)	2000-06-15

Family

ID=24766519

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
FI921693A FI105096B (fi)	1991-04-17	1992-04-15	Menetelmä terapeuttisesti käyttökelpoisten 3-(pyridinyyliamino)indolien ja -bentso[b]tiofeenien valmistamiseksi

Country Status (25)

Country	Link
US (1)	US5177088A (no)
EP (1)	EP0509402B1 (no)
JP (1)	JP2617650B2 (no)
KR (1)	KR100254027B1 (no)
AT (1)	ATE161840T1 (no)
AU (1)	AU655253B2 (no)
BG (1)	BG61034B1 (no)
CA (1)	CA2066332C (no)
CS (1)	CS117192A3 (no)
DE (1)	DE69223837T2 (no)
DK (1)	DK0509402T3 (no)
ES (1)	ES2111580T3 (no)
FI (1)	FI105096B (no)
GR (1)	GR3026317T3 (no)
HU (1)	HU215113B (no)
IE (1)	IE921235A1 (no)
IL (1)	IL101599A (no)
MX (1)	MX9201759A (no)
NO (1)	NO180486C (no)
NZ (1)	NZ242359A (no)
PL (1)	PL168905B1 (no)
RO (1)	RO109847B1 (no)
RU (1)	RU2060254C1 (no)
TW (1)	TW200477B (no)
ZA (1)	ZA922807B (no)

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US5264442A (en) *	1990-08-13	1993-11-23	Hoechst-Roussel Pharmaceuticals Incorporated	Carbamoyl-1-(pyridinylalkyl)-1H-indoles, indolines and related analogs
US5328920A (en) *	1991-04-17	1994-07-12	Hoechst-Roussel Pharmaceuticals Incorporated	Substituted (pyridinylamino)-indoles
US5185350A (en) *	1991-09-23	1993-02-09	Hoechst-Roussel Pharmaceuticals Incorporated	Substituted pyridinylamino-1h-indoles,1h-indazoles,2h-indazoles, benzo (b)thiophenes and 1,2-benzisothiazoles
US5356910A (en) *	1993-07-19	1994-10-18	Hoechst-Roussel Pharmaceuticals Inc.	Use of N-(pyridinyl)-1H-indol-1-amines for the treatment of obsessive-compulsive disorder
WO1996039397A1 (en) *	1995-06-06	1996-12-12	Hoechst Marion Roussel, Inc.	Benzisoxazole and indazole derivatives as antipsychotic agents
US5668154A (en) *	1995-06-06	1997-09-16	Hoechst Marion Roussel Inc.	Pyridiniminyl-1,2-benzisoxazoles and -benzisothiazoles
CA2276203C (en) *	1996-12-27	2003-07-22	Hoechst Marion Roussel, Inc.	N-(pyridinylamino)isoindolines and related compounds
US7091199B1 (en)	1999-09-14	2006-08-15	Aventis Pharmaceuticals Inc.	Thienoisoxazole phenoxy unsubstituted ethyl and propyl derivatives useful as d4 antagonists
EE200200134A (et) *	1999-09-14	2003-04-15	Aventis Pharmaceuticals Inc.	D4 retseptori antagonistidena toimivad bensisoksasolüül-, püridoisoksasolüül- ja benstienüülfenoksüderivaadid
US7125903B1 (en)	1999-09-14	2006-10-24	Aventis Pharmaceuticals Inc.	Thienoisoxazolyl-and thienylpyrrazolyl-phenoxy substituted propyl derivatives useful as D4 antagonists
US7253165B2 (en) *	1999-09-14	2007-08-07	Aventis Pharmaceuticals Inc.	Benzisoxazolyl-, pyridoisoxazolyl-and benzthienyl-phenoxy derivatives useful as D4 antagonists
DE10029371A1 (de)	2000-06-20	2002-01-03	Merck Patent Gmbh	Heterocyclische Aminoalkylpyridinderivate als Psychopharmaka
GB0217920D0 (en) *	2002-04-23	2002-09-11	Aventis Pharm Prod Inc	Interleukin-4 Gene Expression inhibitors
BRPI0511722A (pt)	2004-06-01	2008-01-08	Hoffmann La Roche	3-amino-1-arilpropilindóis como inibidores da recaptação de monoamina
BRPI0619263A2 (pt)	2005-11-30	2011-09-27	Hoffmann La Roche	indóis de 3-amino-1-arilpropila e indóis aza-substituìdos, métodos para prepará-los, composição farmacêutica e uso dos referidos indóis
RU2008120141A (ru)	2005-11-30	2010-01-10	Ф. Хоффманн-Ля Рош Аг (Ch)	3-амино-2-арилпропилазаиндолы и их применения
EP2351737A1 (en) *	2005-11-30	2011-08-03	F. Hoffmann-La Roche AG	3-Amino-1-arylpropyl indoles and aza-substituted indoles
KR101098583B1 (ko) *	2008-01-04	2011-12-26	주식회사 엘지생명과학	세포, 조직 및 장기 보존 효과를 갖는 인돌 및 인다졸 유도체

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DE3166987D1 (en) *	1980-09-18	1984-12-06	Asahi Chemical Ind	3-aminoindazole derivatives and process for preparation thereof
IE58370B1 (en) *	1985-04-10	1993-09-08	Lundbeck & Co As H	Indole derivatives
US4717658A (en) *	1985-12-03	1988-01-05	Miles Inc.	Gram negative bacteria screening method with horseshoe crab amebocyte lysate (LAL)
US4970218A (en) *	1987-04-24	1990-11-13	Hoechst-Roussel Pharmaceuticals Inc.	N-(pyridinyl)-1H-indol-1-amines
US4806554A (en) *	1988-01-11	1989-02-21	Hoechst-Roussel Pharmaceuticals, Inc.	Pyrazol and indazolpyridinamines
US4954502A (en) *	1988-06-10	1990-09-04	Bristol-Myers Squibb Company	1-indolyalkyl-4-(substituted-pyridinyl)piperazines
DE69021645T2 (de) *	1989-05-19	1996-02-22	Hoechst-Roussel Pharmaceuticals Inc., Somerville, N.J.	N-(aryloxyalkyl)heteroarylpiperidine und -heteroarylpiperazine, Verfahren zu ihrer Herstellung und ihre Verwendung als Medikamente.
US4983615A (en) *	1989-06-28	1991-01-08	Hoechst-Roussel Pharmaceuticals Inc.	Heteroarylamino- and heteroaryloxypyridinamine compounds which are useful in treating skin disorders
US4954503A (en) *	1989-09-11	1990-09-04	Hoechst-Roussel Pharmaceuticals, Inc.	3-(1-substituted-4-piperazinyl)-1H-indazoles
CA2030051C (en) *	1989-11-17	2001-08-07	Haruhiko Kikuchi	Indole derivatives

1991
- 1991-04-17 US US07/688,964 patent/US5177088A/en not_active Expired - Lifetime
1992
- 1992-04-09 DE DE69223837T patent/DE69223837T2/de not_active Expired - Fee Related
- 1992-04-09 ES ES92106162T patent/ES2111580T3/es not_active Expired - Lifetime
- 1992-04-09 BG BG96202A patent/BG61034B1/bg unknown
- 1992-04-09 AT AT92106162T patent/ATE161840T1/de not_active IP Right Cessation
- 1992-04-09 DK DK92106162T patent/DK0509402T3/da active
- 1992-04-09 EP EP92106162A patent/EP0509402B1/en not_active Expired - Lifetime
- 1992-04-14 NZ NZ242359A patent/NZ242359A/en unknown
- 1992-04-14 MX MX9201759A patent/MX9201759A/es unknown
- 1992-04-14 RO RO92-200519A patent/RO109847B1/ro unknown
- 1992-04-15 PL PL92294239A patent/PL168905B1/pl unknown
- 1992-04-15 FI FI921693A patent/FI105096B/fi active
- 1992-04-15 NO NO921505A patent/NO180486C/no unknown
- 1992-04-15 IL IL10159992A patent/IL101599A/en not_active IP Right Cessation
- 1992-04-16 RU SU925011369A patent/RU2060254C1/ru active
- 1992-04-16 CS CS921171A patent/CS117192A3/cs unknown
- 1992-04-16 CA CA002066332A patent/CA2066332C/en not_active Expired - Fee Related
- 1992-04-16 HU HU9201297A patent/HU215113B/hu not_active IP Right Cessation
- 1992-04-16 KR KR1019920006338A patent/KR100254027B1/ko not_active IP Right Cessation
- 1992-04-16 IE IE123592A patent/IE921235A1/en not_active IP Right Cessation
- 1992-04-16 JP JP4096304A patent/JP2617650B2/ja not_active Expired - Fee Related
- 1992-04-16 ZA ZA922807A patent/ZA922807B/xx unknown
- 1992-04-21 AU AU15121/92A patent/AU655253B2/en not_active Ceased
- 1992-04-24 TW TW081103218A patent/TW200477B/zh active
1998
- 1998-03-11 GR GR980400508T patent/GR3026317T3/el unknown

Also Published As

Publication number	Publication date
GR3026317T3 (en)	1998-06-30
DK0509402T3 (da)	1998-09-07
ATE161840T1 (de)	1998-01-15
AU1512192A (en)	1992-10-22
HUT62572A (en)	1993-05-28
NO921505L (no)	1992-10-19
IL101599A (en)	1996-05-14
FI921693A0 (fi)	1992-04-15
IE921235A1 (en)	1992-10-21
ZA922807B (en)	1992-11-25
EP0509402A1 (en)	1992-10-21
HU215113B (hu)	1998-12-28
KR920019777A (ko)	1992-11-20
MX9201759A (es)	1992-10-01
ES2111580T3 (es)	1998-03-16
RO109847B1 (ro)	1995-06-30
FI921693A (fi)	1992-10-18
JP2617650B2 (ja)	1997-06-04
TW200477B (no)	1993-02-21
CA2066332C (en)	2003-07-29
CS117192A3 (en)	1992-11-18
NO180486C (no)	1997-04-30
KR100254027B1 (ko)	2000-05-01
JPH05117266A (ja)	1993-05-14
NO921505D0 (no)	1992-04-15
AU655253B2 (en)	1994-12-08
US5177088A (en)	1993-01-05
HU9201297D0 (en)	1992-07-28
DE69223837D1 (de)	1998-02-12
DE69223837T2 (de)	1998-06-25
RU2060254C1 (ru)	1996-05-20
BG96202A (bg)	1993-12-24
BG61034B1 (bg)	1996-09-30
IL101599A0 (en)	1992-12-30
PL294239A1 (en)	1993-06-14
CA2066332A1 (en)	1992-10-18
NO180486B (no)	1997-01-20
NZ242359A (en)	1995-03-28
EP0509402B1 (en)	1998-01-07
PL168905B1 (pl)	1996-05-31

Publication	Publication Date	Title
FI105096B (fi)	2000-06-15	Menetelmä terapeuttisesti käyttökelpoisten 3-(pyridinyyliamino)indolien ja -bentso[b]tiofeenien valmistamiseksi
Street et al.	1993	Synthesis and serotonergic activity of 5-(oxadiazolyl) tryptamines: potent agonists for 5-HT1D receptors
EP1509501B1 (en)	2006-12-20	1-(aminoalkyl)-3-sulfonylindole and -indazole derivatives as 5-hydroxytryptamine-6 ligands
WO2002078693A2 (en)	2002-10-10	N-(2-arylethyl)benzylamines as antagonists of the 5-ht6 receptor
AU2002303094A1 (en)	2003-04-03	N-(2-arylethyl)benzylamines as antagonists of the 5-HT6 receptor
US5328920A (en)	1994-07-12	Substituted (pyridinylamino)-indoles
US5519032A (en)	1996-05-21	Substituted aminothienopyridines, pharmaceutical composition and use
CA2078814C (en)	2003-09-09	Substituted pyridinylamino-1h-indoles, 1h-indazoles, 2h-indazoles, benzo[b]thiophenes and 1,2-benzisothiazoles, a process for their preparation and their use as medicaments
US5424322A (en)	1995-06-13	A personality disorder treatment method and composition
US6022880A (en)	2000-02-08	Substituted pyridylamino indoles
US5229401A (en)	1993-07-20	Substituted pyridinylamino benzo[b]thiophene compounds
EP1859798B1 (en)	2015-12-30	N-(2-arylethyl) benzylamines as antagonists of the 5-ht6 receptor
CA2327513A1 (en)	1999-10-14	N-aryloxyethyl-indoly-alkylamines for the treatment of depression

Legal Events

Date	Code	Title	Description
1997-06-13	GB	Transfer or assigment of application	Owner name: HOECHST MARION ROUSSEL, INC.
2005-01-12	PC	Transfer of assignment of patent	Owner name: AVENTIS PHARMACEUTICALS INC.