IL132954A - Derivatives of benzothiophene - Google Patents

Derivatives of benzothiophene

Info

Publication number
IL132954A
IL132954A IL13295496A IL13295496A IL132954A IL 132954 A IL132954 A IL 132954A IL 13295496 A IL13295496 A IL 13295496A IL 13295496 A IL13295496 A IL 13295496A IL 132954 A IL132954 A IL 132954A
Authority
IL
Israel
Prior art keywords
benzo
thiophene
ethoxy
phenoxy
formula
Prior art date
Application number
IL13295496A
Other languages
English (en)
Hebrew (he)
Original Assignee
Lilly Co Eli
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 US08/396,401 external-priority patent/US5510357A/en
Priority claimed from US08/552,679 external-priority patent/US5856339A/en
Priority claimed from US08/552,890 external-priority patent/US5919800A/en
Priority claimed from US08/552,565 external-priority patent/US5977093A/en
Priority claimed from US08/552,564 external-priority patent/US5998441A/en
Application filed by Lilly Co Eli filed Critical Lilly Co Eli
Publication of IL132954A publication Critical patent/IL132954A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring
    • 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
    • A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
    • A61K31/381—Heterocyclic compounds having sulfur as a ring hetero atom having five-membered rings
    • 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
    • A61K31/4025—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 not condensed and containing further heterocyclic rings, e.g. cromakalim
    • 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
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4535—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a heterocyclic ring having sulfur as a ring hetero atom, e.g. pizotifen
    • 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
    • A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • 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
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A61P15/12—Drugs for genital or sexual disorders; Contraceptives for climacteric disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
    • A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00—Drugs for disorders of the endocrine system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00—Drugs for disorders of the endocrine system
    • A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00—Drugs for disorders of the endocrine system
    • A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
    • A61P5/30—Oestrogens
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/62—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring
    • C07D333/64—Oxygen atoms

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Endocrinology (AREA)
  • Diabetes (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Reproductive Health (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Rheumatology (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Urology & Nephrology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
IL13295496A 1995-02-28 1996-02-27 Derivatives of benzothiophene IL132954A (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US08/396,401 US5510357A (en) 1995-02-28 1995-02-28 Benzothiophene compounds as anti-estrogenic agents
US55276095A 1995-11-03 1995-11-03
US08/552,679 US5856339A (en) 1995-02-28 1995-11-03 Benzothiophene compounds, intermediates, compositions, and methods
US08/552,890 US5919800A (en) 1995-02-28 1995-11-03 Benzothiophene compounds, intermediates, compositions, and methods
US08/552,565 US5977093A (en) 1995-02-28 1995-11-03 Benzothiophene compounds, intermediates, compositions, and methods
US08/552,564 US5998441A (en) 1995-02-28 1995-11-03 Benzothiophene compounds, intermediates, compositions, and methods
IL11727696A IL117276A (en) 1995-02-28 1996-02-27 Benziophene compounds, their preparation and their related compositions

Publications (1)

Publication Number Publication Date
IL132954A true IL132954A (en) 2002-02-10

Family

ID=27559919

Family Applications (7)

Application Number Title Priority Date Filing Date
IL13295496A IL132954A (en) 1995-02-28 1996-02-27 Derivatives of benzothiophene
IL13295296A IL132952A (en) 1995-02-28 1996-02-27 Derivatives of benzothiophene
IL13295396A IL132953A (en) 1995-02-28 1996-02-27 Derivatives of benzothiophene
IL11727696A IL117276A (en) 1995-02-28 1996-02-27 Benziophene compounds, their preparation and their related compositions
IL13295299A IL132952A0 (en) 1995-02-28 1999-11-15 Benzothiophene derivatives
IL13295399A IL132953A0 (en) 1995-02-28 1999-11-15 Benzothiophene derivatives
IL13295499A IL132954A0 (en) 1995-02-28 1999-11-15 Benzothiophene derivatives

Family Applications After (6)

Application Number Title Priority Date Filing Date
IL13295296A IL132952A (en) 1995-02-28 1996-02-27 Derivatives of benzothiophene
IL13295396A IL132953A (en) 1995-02-28 1996-02-27 Derivatives of benzothiophene
IL11727696A IL117276A (en) 1995-02-28 1996-02-27 Benziophene compounds, their preparation and their related compositions
IL13295299A IL132952A0 (en) 1995-02-28 1999-11-15 Benzothiophene derivatives
IL13295399A IL132953A0 (en) 1995-02-28 1999-11-15 Benzothiophene derivatives
IL13295499A IL132954A0 (en) 1995-02-28 1999-11-15 Benzothiophene derivatives

Country Status (16)

Country Link
EP (2) EP0729956B1 (fr)
JP (2) JP3989569B2 (fr)
AR (1) AR003930A1 (fr)
AT (1) ATE207913T1 (fr)
DE (1) DE69616396T2 (fr)
DK (1) DK0729956T3 (fr)
ES (1) ES2163587T3 (fr)
FI (1) FI20095804A (fr)
HK (1) HK1013991A1 (fr)
IL (7) IL132954A (fr)
PE (1) PE44597A1 (fr)
PL (1) PL182493B1 (fr)
PT (1) PT729956E (fr)
SG (2) SG64896A1 (fr)
SI (1) SI0729956T1 (fr)
UA (1) UA44710C2 (fr)

Families Citing this family (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3989569B2 (ja) * 1995-02-28 2007-10-10 イーライ リリー アンド カンパニー ベンゾチオフェン化合物、中間体、組成物および方法
CA2214072C (fr) * 1996-08-29 2006-11-14 Eli Lilly And Company Benzo [b] thiophenes, intermediaires, procedes, compositions et methodes
CA2216592C (fr) * 1996-10-24 2006-07-18 Brian Stephen Muehl Composes a base de benzothiophene, intermediaires, compositions et methodes
ZA982819B (en) * 1997-04-09 1999-10-04 Lilly Co Eli Treatment or prophylaxis of prostatic cancer and benign prostatic hyperplasia with selective estrogn receptor modulators.
ZA982818B (en) * 1997-04-09 1999-10-04 Lilly Co Eli Prevention of breast cancer using selective estrogen receptor modulators.
ZA982877B (en) * 1997-04-09 1999-10-04 Lilly Co Eli Treatment of central nervous system disorders with selective estrogen receptor modulators.
AU7550398A (en) * 1997-06-05 1998-12-21 Takeda Chemical Industries Ltd. Heterocyclic compounds, their production and use
US6653297B1 (en) * 1997-07-03 2003-11-25 Medical College Of Hampton Roads Control of selective estrogen receptor modulators
US6090843A (en) * 1997-08-11 2000-07-18 Eli Lilly And Company Benzothiophenes compounds which have useful pharmaceutical activity
ID24978A (id) * 1997-11-14 2000-08-31 Lilly Co Eli 2-ARYL-3-AROYLBENZO (b) THIOPHENES BERGUNA UNTUK PENGOBATAN SINDROM DEPRIVASI ESTROGEN
US6096781A (en) * 1997-11-14 2000-08-01 Eli Lilly And Company 2-arylbenzo[B]thiophenes useful for the treatment of estrogen deprivation syndrome
US6288108B1 (en) 1998-06-16 2001-09-11 Eli Lilly And Company Methods for increasing levels of acetylcholine
CA2335295A1 (fr) 1998-06-16 1999-12-23 Eli Lilly And Company Procedes relatifs a l'augmentation des niveaux d'acetylcholine
JP2002518299A (ja) * 1998-06-16 2002-06-25 イーライ・リリー・アンド・カンパニー アセチルコリンレベルを増加させる方法
US6087378A (en) * 1998-10-13 2000-07-11 Eli Lilly And Company Pharmaceutical formulations and applications thereof for the treatment of estrogen deprivation syndrome
ES2199605T3 (es) * 1998-12-14 2004-02-16 Vertex Pharmaceuticals (San Diego) Llc Indicadores moleculares opticos de actividad del citocromo p450.
WO2000059897A2 (fr) * 1999-04-06 2000-10-12 Akzo Nobel N.V. Composes oestrogeniques selectifs
EP1204656A2 (fr) * 1999-07-29 2002-05-15 Eli Lilly And Company NOUVELLE FORME CRISTALLINE DE CHLORHYDRATE DE 6-HYDROXY-3-(4- 2-(PIPERIDIN-1-YL)ETHOXY]PHENOXY)-2-(4-METHOXYPHENYL)BENZO b]THIOPHENE
ES2208384T3 (es) * 1999-07-29 2004-06-16 Eli Lilly And Company Forma cristalina de clorhidrato de 6 hidroxi-3-(4-(2-(piperidin-1-il)-etoxi)-fenoxi)2--(4-metoxifenil)-benzo(b)tiofeno.
EP1263763B1 (fr) * 2000-03-10 2007-07-25 Baylor University Ligands de liaison de tubuline
CZ20023651A3 (cs) * 2000-05-08 2003-02-12 Eli Lilly And Company Stabilizované přípravky 6-hydroxy-3-(4-[2-(piperidin-1-yl)-ethoxy]fenoxy)-2-(4-methoxyfenyl)benzo[b]thiofen a jejich sole
EP1757291A3 (fr) * 2000-05-08 2009-07-15 Eli Lilly & Company Formulations stabilisées de 6-hydroxy-3-(4- 2-(pipéridin-1-yl)éthoxyphénoxy)-2-(4-methoxyphényl) benzo(b)thiophène et sels de ces composés
AR029538A1 (es) * 2000-07-06 2003-07-02 Wyeth Corp Composiciones farmaceuticas de agentes estrogenicos
PL360946A1 (en) * 2000-10-20 2004-09-20 Eli Lilly And Company A novel crystalline form of 6-hydroxy-3-(4-[2-(piperidin-1-yl)ethoxy]phenoxy)-2-(4-methoxyphenyl)benzo[b]thiophene hydrochloride
AU2003253129B2 (en) 2002-07-22 2008-12-11 Eli Lilly And Company Selective estrogen receptor modulators containing a phenylsulfonyl group
CN1548434B (zh) * 2003-05-16 2010-07-28 中国科学院上海药物研究所 一类苯并噻吩类化合物、及制备和它的医药用途
WO2005073205A1 (fr) * 2004-01-22 2005-08-11 Eli Lilly And Company Modulateurs selectifs du recepteur des oestrogenes
EP1853263A1 (fr) * 2005-02-11 2007-11-14 Eli Lilly And Company Préparations et méthodes pour le traitement de la dyslipémie
FR2913017A1 (fr) * 2007-02-23 2008-08-29 Cerep Sa Derives de piperidine et piperazine comme agents anti-neoplasiques ou inhibiteurs de proliferation cellulaire
AU2008229183A1 (en) 2007-03-16 2008-09-25 Eli Lilly And Company Process and intermediates for preparing arzoxifene
SI2958907T1 (en) 2013-02-19 2018-05-31 Novartis Ag Benzothiophene derivatives and their compositions as selective estrogen receptor antagonists
SG11201701600QA (en) * 2014-08-29 2017-03-30 Chdi Foundation Inc Probes for imaging huntingtin protein

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1300575B (de) * 1965-05-21 1969-08-07 Bristol Myers Co Benzo[b]thiophene
US4133814A (en) * 1975-10-28 1979-01-09 Eli Lilly And Company 2-Phenyl-3-aroylbenzothiophenes useful as antifertility agents
FR2447914A1 (fr) * 1979-02-05 1980-08-29 Sanofi Sa Nouveaux benzothiophenes, leurs procedes de preparation et leur application notamment comme hypolipemiants et hypocholesterolemiants
IL65379A0 (en) * 1981-04-03 1982-05-31 Lilly Co Eli Process for preparing acylated benzothiophenes
US4418068A (en) * 1981-04-03 1983-11-29 Eli Lilly And Company Antiestrogenic and antiandrugenic benzothiophenes
DE4117512A1 (de) * 1991-05-25 1992-11-26 Schering Ag 2-phenylbenzo(b)furane und -thiophene, verfahren zu deren herstellung und diese enthaltende pharmazeutische praeparate
JP3157882B2 (ja) * 1991-11-15 2001-04-16 帝国臓器製薬株式会社 新規なベンゾチオフエン誘導体
CA2145614A1 (fr) * 1994-03-31 1995-10-01 Jeffrey A. Dodge Intermediaires et procedes pour la preparation de benzothiofenes
US6399634B1 (en) * 1994-09-20 2002-06-04 Eli Lilly And Company Benzothiophene compounds, compositions, and methods
JP3989569B2 (ja) * 1995-02-28 2007-10-10 イーライ リリー アンド カンパニー ベンゾチオフェン化合物、中間体、組成物および方法

Also Published As

Publication number Publication date
HK1013991A1 (en) 1999-09-17
JPH09183776A (ja) 1997-07-15
AR003930A1 (es) 1998-09-30
PL182493B1 (pl) 2002-01-31
SG90193A1 (en) 2002-07-23
EP1113013A1 (fr) 2001-07-04
FI20095804A (fi) 2009-07-23
IL132954A0 (en) 2001-03-19
IL117276A (en) 2001-10-31
IL132952A (en) 2002-02-10
PT729956E (pt) 2002-03-28
PE44597A1 (es) 1997-10-13
EP0729956B1 (fr) 2001-10-31
IL132953A0 (en) 2001-03-19
DK0729956T3 (da) 2001-11-26
IL132952A0 (en) 2001-03-19
DE69616396D1 (de) 2001-12-06
ES2163587T3 (es) 2002-02-01
SG64896A1 (en) 1999-05-25
IL117276A0 (en) 1996-06-18
JP3989569B2 (ja) 2007-10-10
IL132953A (en) 2002-02-10
ATE207913T1 (de) 2001-11-15
PL312955A1 (en) 1996-09-02
SI0729956T1 (en) 2002-04-30
UA44710C2 (uk) 2002-03-15
EP0729956A1 (fr) 1996-09-04
JP2007238626A (ja) 2007-09-20
DE69616396T2 (de) 2002-07-11

Similar Documents

Publication Publication Date Title
EP0729956B1 (fr) Composés du benzothiophène, intermédiaires, compositions et méthodes
US5723474A (en) Benzothiophene compounds, intermediates, compositions, and methods
CA2228997C (fr) Composes de benzothiophene
EP0774966B1 (fr) Composes, compositions et procedes relatifs en benzofurane
US6197790B1 (en) Benzothiophene compounds, intermediates, compositions, and methods
US5998441A (en) Benzothiophene compounds, intermediates, compositions, and methods
US5919800A (en) Benzothiophene compounds, intermediates, compositions, and methods
US5856339A (en) Benzothiophene compounds, intermediates, compositions, and methods
US6121293A (en) Benzothiophene compounds, compositions, and methods
CA2170479C (fr) Composes de type benzothiophene; produits intermediaires, compositions et methodes connexes
US5977093A (en) Benzothiophene compounds, intermediates, compositions, and methods
EP0838462B1 (fr) Composés Benzothiophénes, intermédiaires, compositions et méthodes
EP0791590B1 (fr) Benzothiophènes, compositions et procédés les concernant
US6608090B1 (en) Benzothiophenes with novel basic side chains
NZ286079A (en) 2-phenyl-3-(4-w-aminoethyl(propyl)oxyphenyloxy (or thio))benzo[b]thiophene derivatives; pharmaceutical compositions and intermediates
EP0832882A2 (fr) Composés naphtofluorène, intermédiaires, compositions et méthodes

Legal Events

Date Code Title Description
KB Patent renewed
KB Patent renewed
MM9K Patent not in force due to non-payment of renewal fees