AR012964A1 - Compuetos derivados de bencimidazol, composiciones farmaceuticas que los contienen y su uso en la manufactura de medicamentos para tratar infeccionesvirales - Google Patents
Compuetos derivados de bencimidazol, composiciones farmaceuticas que los contienen y su uso en la manufactura de medicamentos para tratar infeccionesviralesInfo
- Publication number
- AR012964A1 AR012964A1 ARP980102756A ARP980102756A AR012964A1 AR 012964 A1 AR012964 A1 AR 012964A1 AR P980102756 A ARP980102756 A AR P980102756A AR P980102756 A ARP980102756 A AR P980102756A AR 012964 A1 AR012964 A1 AR 012964A1
- Authority
- AR
- Argentina
- Prior art keywords
- 8alkyl
- hydrogen
- alkyl
- halo
- hydroxy
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/30—Nitrogen atoms not forming part of a nitro radical
-
- 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
- C07D405/04—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 directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/052—Imidazole radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Virology (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biotechnology (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Se describen a ciertos derivados de bencimidazol y su uso en la preparacion de medicamentos para la terapia médica, particularmente para el tratamiento oprofilaxis de infecciones virales tal como aquellas provocadas por el virus del herpes. Se describe a la preparacion de los derivados de bencimidazol yformulaciones farmacéuticas que los contienen. En particular, se proporciona compuestos de la formula (I) en donde Z es un sustituyente de la formula (Ia),(Ib) o (Ic) y R1 es halogeno hidroxi,azido, C1-8 alquilo, C1-8alcoxi, C2-6alquenilo, C2-6alquinilo, C6-14arilC2-6alquenilo, C6-14arilC2-6alquinilo,o -NR19R20 (en donde R19 y R20 pueden ser los mismos o diferentes y son hidrogeno, C1-8alquilo, cianoC1-8alquilo, hidroxiC1-8alquilo, haloC1-8alquilo,C3-7cicloalquilo, C1-8alquilC3-7cicloalquilo, C2-6alquenilo, C3-7cicloalquilC1-8alquilo, C2-6alquinilo, C6-14arilo, C6-14arilC1-6alquilo,heterocicloC1-8alquilo, C1-8alquilcarbonilo, C6-14arilsulfonilo, oR19 R20 junto con el átomo N al cual están unidos forman un anillo heterocíclico de 3,4, 5 o 6 miembros, OR21 (donde R21 es hidrogeno, C1-8alquilo, C3-7cicloalquilo , o C6-14arilo), o SR22 (en donde R22 es hidrogeno, C1-8 alquilo, hidroxi C1-8alquilo, C3-7 cicloalquilo, o C6-14 arilo); R2 es hidrogeno o halogeno; R3 y R4 pueden ser los mismos o diferentes y hidrogeno, halogeno, C1-8alquilo, C6-14arilo, heterociclo C6-14 arilo, C1-8 alcoxi, halo C1-8 alquilo o -SR24 (en donde R24 eshidrogeno, C1-8 alquilo, C6-14 arilo, o C6-14 aril C1-8 alquilo);R5 es hidrogeno, C1-8 alquilo, halo C1-8 alquilo o C1-8 alcoxi; R6 es hidrogeno, C1-8 alquilo, hidroxi C1-8 alquilo, halo C1-8 alquilo o C1-8alcoxi; R7 es hidrogeno, hidroxi,halogeno, C1-8 alquilo, hidroxi C1-8 alquilo, halo C1-8 alquilo, C1-8 alcoxi, o R6 y R7 forman conjuntamente una ceonta o
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9711982.0A GB9711982D0 (en) | 1997-06-10 | 1997-06-10 | Benzimidazole derivatives |
GBGB9714552.8A GB9714552D0 (en) | 1997-07-11 | 1997-07-11 | Benzimidazole derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
AR012964A1 true AR012964A1 (es) | 2000-11-22 |
Family
ID=26311687
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP980102756A AR012964A1 (es) | 1997-06-10 | 1998-06-10 | Compuetos derivados de bencimidazol, composiciones farmaceuticas que los contienen y su uso en la manufactura de medicamentos para tratar infeccionesvirales |
Country Status (35)
Country | Link |
---|---|
US (1) | US6455507B1 (es) |
EP (1) | EP0994890B1 (es) |
JP (1) | JP4548866B2 (es) |
KR (1) | KR20010020465A (es) |
CN (1) | CN1265665A (es) |
AP (1) | AP1262A (es) |
AR (1) | AR012964A1 (es) |
AT (1) | ATE246700T1 (es) |
AU (1) | AU740792C (es) |
BR (1) | BR9810745A (es) |
CA (1) | CA2293470C (es) |
CO (1) | CO4970737A1 (es) |
DE (1) | DE69816992T2 (es) |
DK (1) | DK0994890T3 (es) |
EA (1) | EA002305B1 (es) |
EE (1) | EE9900564A (es) |
ES (1) | ES2205527T3 (es) |
HK (1) | HK1024921A1 (es) |
HR (1) | HRP980303B1 (es) |
HU (1) | HUP0002224A3 (es) |
ID (1) | ID24054A (es) |
IL (1) | IL133285A0 (es) |
IS (1) | IS5285A (es) |
MA (1) | MA26504A1 (es) |
MY (1) | MY132872A (es) |
NO (1) | NO314847B1 (es) |
NZ (1) | NZ501415A (es) |
OA (1) | OA11230A (es) |
PE (1) | PE84099A1 (es) |
PL (1) | PL337773A1 (es) |
PT (1) | PT994890E (es) |
SK (1) | SK171499A3 (es) |
TR (1) | TR199903053T2 (es) |
TW (1) | TW565566B (es) |
WO (1) | WO1998056761A2 (es) |
Families Citing this family (41)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TR199801431T2 (xx) | 1996-01-23 | 1998-10-21 | The Regents Of The University Of Michigan | Antiviral aktif maddeler olarak de�i�tirilmi� benzimidazol n�kleosidler. |
PL338454A1 (en) | 1997-07-30 | 2000-11-06 | Univ Michigan | Lixofuranosilbenzimidazoles as antiviral agents |
DE19741715A1 (de) * | 1997-09-22 | 1999-03-25 | Hoechst Ag | Pentopyranosyl-Nucleosid, seine Herstellung und Verwendung |
GB0008939D0 (en) * | 2000-04-11 | 2000-05-31 | Glaxo Group Ltd | Process for preparing substituted benzimidazole compounds |
ATE369853T1 (de) | 2001-03-12 | 2007-09-15 | Avanir Pharmaceuticals | Benzimidazolderivate zur ige-modulierung und zellproliferationshemmung |
TWI276631B (en) | 2002-09-12 | 2007-03-21 | Avanir Pharmaceuticals | Phenyl-aza-benzimidazole compounds for modulating IgE and inhibiting cellular proliferation |
AU2003270426A1 (en) | 2002-09-12 | 2004-04-30 | Avanir Pharmaceuticals | PHENYL-INDOLE COMPOUNDS FOR MODULATING IgE AND INHIBITING CELLULAR PROLIFERATION |
EA011515B1 (ru) * | 2003-08-01 | 2009-04-28 | Янссен Фармацевтика Н.В. | Замещенные бензимидазол-, бензтриазол- и бензимидазолон-о-глюкозиды |
WO2005049582A1 (en) * | 2003-11-14 | 2005-06-02 | Auspex Pharmaceuticals, Inc. | Method of preparation of novel nucleoside analogs and uses |
MX2007010272A (es) * | 2005-02-22 | 2008-03-12 | Univ Michigan | Inhibidores de moleculas pequenas de mdm2 y usos de los mismos. |
DE102005019549A1 (de) * | 2005-04-25 | 2006-12-14 | Beiersdorf Ag | Kosmetische oder dermatologische Zubereitungen mit einem Gehalt an Diaminobenzimidazol |
US7989422B2 (en) * | 2005-12-22 | 2011-08-02 | Alchemia Limited | Antibacterial agents |
US9889156B2 (en) | 2006-01-19 | 2018-02-13 | The Regents Of The University Of Michigan | Method for treating noise-induced hearing loss (NIHL) |
US9770433B2 (en) | 2006-01-19 | 2017-09-26 | The Regents Of The University Of Michigan | Composition and method for treating tinnitus |
US7951845B2 (en) | 2006-01-19 | 2011-05-31 | The Regents Of The University Of Michigan | Composition and method of treating hearing loss |
USRE46372E1 (en) | 2006-01-19 | 2017-04-25 | The Regents Of The Univerity Of Michigan | Method for treating hearing loss |
US10238599B2 (en) | 2006-01-19 | 2019-03-26 | The Regents Of The University Of Michigan | Composition and method for treating congenital cytomegalovirus induced hearing loss |
US8927528B2 (en) | 2006-01-19 | 2015-01-06 | The Regents Of The University Of Michigan | Composition for treating hearing loss |
US8338397B2 (en) | 2006-01-19 | 2012-12-25 | The Regents Of The University Of Michigan | Composition and method of treating side effects from antibiotic treatment |
US9919008B2 (en) | 2006-01-19 | 2018-03-20 | The Regents Of The University Of Michigan | Method for treating age-related hearing loss (ARHL) |
WO2009023855A2 (en) * | 2007-08-15 | 2009-02-19 | Isis Pharmaceuticals, Inc. | Tetrahydropyran nucleic acid analogs |
WO2009100045A1 (en) * | 2008-02-04 | 2009-08-13 | Translational Genomics Research Institute | Compounds, pharmaceutical compositions and methods of use of hydroxamic acid derivatives |
WO2009100320A2 (en) | 2008-02-07 | 2009-08-13 | Isis Pharmaceuticals, Inc. | Bicyclic cyclohexitol nucleic acid analogs |
WO2010036613A1 (en) | 2008-09-26 | 2010-04-01 | Merck Sharp & Dohme Corp. | Novel cyclic benzimidazole derivatives useful anti-diabetic agents |
CA2741125A1 (en) | 2008-10-22 | 2010-04-29 | Merck Sharp & Dohme Corp. | Novel cyclic benzimidazole derivatives useful anti-diabetic agents |
WO2010051176A1 (en) | 2008-10-29 | 2010-05-06 | Merck Sharp & Dohme Corp. | Novel cyclic benzimidazole derivatives useful anti-diabetic agents |
CN102271509A (zh) | 2008-10-31 | 2011-12-07 | 默沙东公司 | 用于抗糖尿病药的新型环苯并咪唑衍生物 |
WO2010091308A2 (en) | 2009-02-06 | 2010-08-12 | Isis Pharmaceuticals, Inc. | Oligomeric compounds and methods |
WO2010090969A1 (en) | 2009-02-06 | 2010-08-12 | Isis Pharmaceuticals, Inc. | Tetrahydropyran nucleic acid analogs |
US8895596B2 (en) | 2010-02-25 | 2014-11-25 | Merck Sharp & Dohme Corp | Cyclic benzimidazole derivatives useful as anti-diabetic agents |
CN103154014B (zh) | 2010-04-28 | 2015-03-25 | Isis制药公司 | 修饰核苷、其类似物以及由它们制备的寡聚化合物 |
US8546344B2 (en) | 2010-10-28 | 2013-10-01 | Viropharma Incorporated | Crystalline phases of 5,6-dichloro-2-(isopropylamino)-1-β-L-ribofuranosyl)-1H-benzimidazole |
WO2014134493A1 (en) * | 2013-03-01 | 2014-09-04 | Los Alamos National Security, Llc | Broad spectrum antibiotic compounds and use thereof |
EP3137476B1 (en) | 2014-04-28 | 2019-10-09 | Ionis Pharmaceuticals, Inc. | Linkage modified oligomeric compounds |
US10077242B2 (en) * | 2014-12-01 | 2018-09-18 | Virginia Commonwealth University | Convergent approach to the total synthesis of telmisartan via a suzuki cross-coupling reaction |
RU2629670C2 (ru) * | 2016-08-04 | 2017-08-31 | Федеральное государственное бюджетное учреждение науки институт биоорганической химии им. академиков М.М. Шемякина и Ю.А. Овчинникова Российской академии наук (ИБХ РАН) | 2-Амино-5,6-дифтор-1-(бета-D-рибофуранозил)-бензимидазол, способ получения и противовирусная активность его в отношении вируса герпеса простого 1-го типа |
KR102583547B1 (ko) | 2020-03-30 | 2023-10-06 | (주)바이오메트릭스 테크놀로지 | 신규한 벤지미다졸 유도체, 이의 제조방법 및 이의 항암제 용도 |
EP3907230B1 (en) | 2020-03-30 | 2024-08-28 | Biometrix Technology Inc. | Novel benzimidazole derivatives, preparation method thereof and use thereof as anti-cancer agent comprising the same |
KR102449266B1 (ko) | 2020-06-23 | 2022-09-30 | (주)바이오메트릭스 테크놀로지 | 항암 활성 그리고 항바이러스 활성을 갖는 신규한 벤지미다졸-탄수화물 결합체 화합물(Benzimidazole carbohydrate conjugate compound) 및 이의 제조 방법 |
US12043644B2 (en) | 2020-06-23 | 2024-07-23 | Biometrix Technology Inc | Benzimidazole derivatives, preparation method thereof and use thereof as anti-cancer agent or anti-virus agent comprising the same |
KR102342313B1 (ko) | 2021-08-27 | 2021-12-24 | (주)바이오메트릭스 테크놀로지 | 벤지미다졸-탄수화물 결합체 화합물을 포함하는 미셀, 이의 제조방법, 이의 항암제 또는 항바이러스제로서의 용도 |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
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FR1491244A (fr) | 1966-03-09 | 1967-08-11 | Nouveaux benzimidazoles solubles | |
FR1476350A (fr) | 1966-04-18 | 1967-04-07 | Yale & Towne G M B H | Ferme-porte automatique à frein |
US3655901A (en) | 1970-07-30 | 1972-04-11 | Merck & Co Inc | Method of inhibiting the formation of phenylethanalamine-n-methyl transferase with 2-aminobenzimidazoles |
DE2130030A1 (de) | 1971-06-18 | 1972-12-21 | Bayer Ag | Fungizide und bakterizide Mittel |
ES8101067A1 (es) | 1978-08-25 | 1980-12-01 | Thomae Gmbh Dr K | Procedimiento para la preparacion de nuevos bencimidazoles sustituidos en posicion 5 o 6 con un anillo de piridazinona |
EP0304624A3 (de) | 1987-07-29 | 1989-03-22 | F. Hoffmann-La Roche Ag | Benzimidazol-2-yl-pyridiniumverbindungen |
IT1226100B (it) | 1988-07-07 | 1990-12-10 | Dompe Farmaceutici Spa | Derivati benzimidazolici farmacologicamente attivi. |
US5248672A (en) | 1990-11-01 | 1993-09-28 | The Regents Of The University Of Michigan | Polysubstituted benzimidazole nucleosides as antiviral agents |
ZA923641B (en) | 1991-05-21 | 1993-02-24 | Iaf Biochem Int | Processes for the diastereoselective synthesis of nucleosides |
EP0521463A3 (en) | 1991-07-04 | 1993-04-14 | Hoechst Aktiengesellschaft | Substituted cyclic cycloalkyltriols, process, intermediates for their preparation and their use as antiviral and antiparasitic agents |
GB9205071D0 (en) | 1992-03-09 | 1992-04-22 | Wellcome Found | Therapeutic nucleosides |
WO1994008456A1 (en) | 1992-10-21 | 1994-04-28 | The Regents Of The University Of Michigan | Polysubstituted benzimidazoles as antiviral agents |
US5399580A (en) | 1993-03-08 | 1995-03-21 | Burroughs Wellcome Co. | Therapeutic nucleosides-uses |
GB9413724D0 (en) * | 1994-07-07 | 1994-08-24 | Wellcome Found | Therapeutic nucleosides |
-
1998
- 1998-06-08 BR BR9810745-3A patent/BR9810745A/pt not_active IP Right Cessation
- 1998-06-08 IL IL13328598A patent/IL133285A0/xx unknown
- 1998-06-08 US US09/424,934 patent/US6455507B1/en not_active Expired - Lifetime
- 1998-06-08 EP EP98936306A patent/EP0994890B1/en not_active Expired - Lifetime
- 1998-06-08 TR TR1999/03053T patent/TR199903053T2/xx unknown
- 1998-06-08 WO PCT/EP1998/003380 patent/WO1998056761A2/en not_active Application Discontinuation
- 1998-06-08 PL PL98337773A patent/PL337773A1/xx unknown
- 1998-06-08 EA EA199901031A patent/EA002305B1/ru not_active IP Right Cessation
- 1998-06-08 DK DK98936306T patent/DK0994890T3/da active
- 1998-06-08 ID IDW20000038A patent/ID24054A/id unknown
- 1998-06-08 KR KR1019997011599A patent/KR20010020465A/ko not_active Application Discontinuation
- 1998-06-08 AT AT98936306T patent/ATE246700T1/de not_active IP Right Cessation
- 1998-06-08 AP APAP/P/1999/001707A patent/AP1262A/en active
- 1998-06-08 JP JP50153899A patent/JP4548866B2/ja not_active Expired - Lifetime
- 1998-06-08 ES ES98936306T patent/ES2205527T3/es not_active Expired - Lifetime
- 1998-06-08 EE EEP199900564A patent/EE9900564A/xx unknown
- 1998-06-08 HU HU0002224A patent/HUP0002224A3/hu unknown
- 1998-06-08 CA CA002293470A patent/CA2293470C/en not_active Expired - Lifetime
- 1998-06-08 DE DE69816992T patent/DE69816992T2/de not_active Expired - Lifetime
- 1998-06-08 AU AU85360/98A patent/AU740792C/en not_active Ceased
- 1998-06-08 CN CN98807910A patent/CN1265665A/zh active Pending
- 1998-06-08 NZ NZ501415A patent/NZ501415A/en unknown
- 1998-06-08 PT PT98936306T patent/PT994890E/pt unknown
- 1998-06-08 SK SK1714-99A patent/SK171499A3/sk unknown
- 1998-06-08 MA MA25102A patent/MA26504A1/fr unknown
- 1998-06-09 MY MYPI98002560A patent/MY132872A/en unknown
- 1998-06-09 HR HR980303A patent/HRP980303B1/xx not_active IP Right Cessation
- 1998-06-09 CO CO98032828A patent/CO4970737A1/es unknown
- 1998-06-09 TW TW087109162A patent/TW565566B/zh not_active IP Right Cessation
- 1998-06-09 PE PE1998000488A patent/PE84099A1/es not_active Application Discontinuation
- 1998-06-10 AR ARP980102756A patent/AR012964A1/es not_active Application Discontinuation
-
1999
- 1999-12-06 IS IS5285A patent/IS5285A/is unknown
- 1999-12-09 NO NO19996086A patent/NO314847B1/no not_active IP Right Cessation
- 1999-12-09 OA OA9900275A patent/OA11230A/en unknown
-
2000
- 2000-05-18 HK HK00102973A patent/HK1024921A1/xx not_active IP Right Cessation
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