EA200401188A1 - Замещённый бензимидазолсульфонамид, ингибитор вич протеазы широкого спектра действия - Google Patents

Замещённый бензимидазолсульфонамид, ингибитор вич протеазы широкого спектра действия

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Publication number
EA200401188A1
EA200401188A1 EA200401188A EA200401188A EA200401188A1 EA 200401188 A1 EA200401188 A1 EA 200401188A1 EA 200401188 A EA200401188 A EA 200401188A EA 200401188 A EA200401188 A EA 200401188A EA 200401188 A1 EA200401188 A1 EA 200401188A1
Authority
EA
Eurasian Patent Office
Prior art keywords
alkyl
het
aryl
amino
calkandiyl
Prior art date
Application number
EA200401188A
Other languages
English (en)
Other versions
EA011946B1 (ru
Inventor
Доминик Луи Нестор Жислэн Сюрлеро
Пит Том Берт Пол Вигеринк
Марике Кристиане Йоханна Футс
Сандрин Мари Элен Вандевиль
Херман Августинус Де Кок
Бернхард Йоанна Бернард Фергаувен
Original Assignee
Тиботек Фармасьютикалз Лтд.
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
Application filed by Тиботек Фармасьютикалз Лтд. filed Critical Тиботек Фармасьютикалз Лтд.
Publication of EA200401188A1 publication Critical patent/EA200401188A1/ru
Publication of EA011946B1 publication Critical patent/EA011946B1/ru

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    • 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
    • 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
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/08—Radicals containing only hydrogen and carbon atoms
    • 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
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/415—1,2-Diazoles
    • 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
    • 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
    • A61P31/14—Antivirals for RNA 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
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • 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
    • 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
    • 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
    • C07D235/32—Benzimidazole-2-carbamic acids, unsubstituted or substituted; Esters thereof; Thio-analogues thereof
    • 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
    • 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
    • C07D413/12—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 chain containing hetero atoms as chain links
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04—Ortho-condensed systems

Abstract

Настоящее изобретение относится к соединениям, имеющим формулу (I), их N-оксидам, солям, стереоизомерным формам, рацемическим смесям, пролекарствам, сложным эфирам или метаболитам, где Rи Rкаждый представляют собой необязательно замещенный Cалкил, Cалкенил, Cциклоалкил, арил, Het, Het; Rможет также быть радикалом формулы (RR)NC(RR)CR-; t принимает значения 0, 1 или 2; Rпредставляет собой H или Cалкил; L представляет собой -C(=O)-, -O-C(=O)-, -NR-C(=O)-, -O-Cалкандиил-C(=O)-, -NR-Cалкандиил-C(=O)-, -S(=O)-, -O-S(=O)-, -NR-S(=O)-; Rпредставляет собой Cалкил, арил, Cциклоалкил, Cциклоалкил-Cалкил или арил-Cалкил; Rпредставляет собой H, Cалкил-C(=O), карбоксил, амино-C(=O), моно- или ди (Cалкил) амино-C(=O), Cциклоалкил, Cалкенил, Cалкинил или необязательно замещенный Cалкил; A представляет собой Cалкандиил, -C(=O)-, -C(=S)-, -S(=O)-, Cалкандиил-C(=O)-, Cалкандиил-C(=S)- или Cалкандиил-S(=O)-; Rпредставляет собой H, OH, Cалкил, HetCалкил, HetCалкил, необязательно замещенный амино-Cалкил; Rпредставляет собой Cалкил-O, Het, HetO, Het, HetO, арил, арил-O, Cалкилоксикарбониламино или амино; и в случае если -A- не является Cалкандиилом, тогда Rможет быть также Cалкилом, HetCалкилом, HetOCалкилом, HetCалкилом, HetOCалкилом, арил-Cалкилом, арил-OCалкилом или амино-Cалкилом; при этом каждая из аминогрупп в определении Rможет быть необязательно замещена; Rи -A-Rвместе с атомом азота, к которому они присоединены, могут также образовывать Hetили Het; Rпредставляет собой H, -NH, -N(R)(AR), Cалкил или Cалкил-W-R, где указанный алкил необязательно замещен галогеном, гидрокси, арилом, гетероарилом, Het, Hetили амино, необязательно моно- или дизамещенный Cалкилом, а Rпредставляет собой H, Cалкил, необязательно замещенный арилом, Het, Het, гидрокси, галогеном, амино, при этом аминогруппа может быть необязательно моно- или дизамещена Cалкилом.Международная заявка была опубликована вместе с отчетом о международном поиске.
EA200401188A 2002-03-12 2003-03-12 Замещённый бензимидазолсульфонамид, ингибитор вич протеазы широкого спектра действия EA011946B1 (ru)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP02075999 2002-03-12
PCT/EP2003/050057 WO2003076413A1 (en) 2002-03-12 2003-03-12 Broadspectrum substituted benzimidazole sulfonamide hiv protease inhibitors

Publications (2)

Publication Number Publication Date
EA200401188A1 true EA200401188A1 (ru) 2005-04-28
EA011946B1 EA011946B1 (ru) 2009-06-30

Family

ID=27798870

Family Applications (1)

Application Number Title Priority Date Filing Date
EA200401188A EA011946B1 (ru) 2002-03-12 2003-03-12 Замещённый бензимидазолсульфонамид, ингибитор вич протеазы широкого спектра действия

Country Status (26)

Country Link
US (2) US20050171175A1 (ru)
EP (1) EP1485358B1 (ru)
JP (1) JP4557552B2 (ru)
KR (3) KR20120136411A (ru)
CN (2) CN101935303B (ru)
AP (1) AP2111A (ru)
AR (1) AR038928A1 (ru)
AT (1) ATE497494T1 (ru)
AU (1) AU2003219159B2 (ru)
BR (1) BR0303373A (ru)
CA (1) CA2479012C (ru)
DE (1) DE60335939D1 (ru)
DK (1) DK1485358T3 (ru)
EA (1) EA011946B1 (ru)
HK (1) HK1072053A1 (ru)
HR (1) HRP20040936B1 (ru)
IL (1) IL163960A0 (ru)
MX (1) MXPA04008929A (ru)
MY (1) MY142238A (ru)
NO (1) NO326702B1 (ru)
NZ (1) NZ535439A (ru)
PL (1) PL213645B1 (ru)
SI (1) SI1485358T1 (ru)
TW (1) TWI329639B (ru)
WO (1) WO2003076413A1 (ru)
ZA (1) ZA200407242B (ru)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1860107B (zh) * 2003-09-30 2013-08-21 泰博特克药品有限公司 苯并*唑磺酰胺化合物的制备方法及其中间体
JP5073480B2 (ja) * 2004-05-07 2012-11-14 セコイア、ファーマシューティカルズ、インコーポレイテッド 耐性防止レトロウイルスプロテアーゼ阻害薬
WO2006089942A1 (en) 2005-02-25 2006-08-31 Tibotec Pharmaceuticals Ltd. Protease inhibitor precursor synthesis
UA103013C2 (ru) * 2007-12-06 2013-09-10 Тиботек Фармасьютикелз Амидные соединения как активаторы противовирусных препаратов
WO2011061590A1 (en) 2009-11-17 2011-05-26 Hetero Research Foundation Novel carboxamide derivatives as hiv inhibitors
WO2013011485A1 (en) * 2011-07-20 2013-01-24 Ranbaxy Laboratories Limited Process for the preparation of sulfonamides useful as retroviral protease inhibitors

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Also Published As

Publication number Publication date
PL374152A1 (en) 2005-10-03
AU2003219159A1 (en) 2003-09-22
ATE497494T1 (de) 2011-02-15
DK1485358T3 (da) 2011-05-09
NO326702B1 (no) 2009-02-02
WO2003076413A1 (en) 2003-09-18
AP2111A (en) 2010-03-03
NO20035023D0 (no) 2003-11-12
KR20120136411A (ko) 2012-12-18
JP2005519952A (ja) 2005-07-07
HK1072053A1 (en) 2005-08-12
IL163960A0 (en) 2005-12-18
BR0303373A (pt) 2004-03-23
AU2003219159B2 (en) 2009-09-03
KR20040093119A (ko) 2004-11-04
EP1485358A1 (en) 2004-12-15
CA2479012C (en) 2011-11-01
KR101302421B1 (ko) 2013-09-02
DE60335939D1 (de) 2011-03-17
CN1653053A (zh) 2005-08-10
EA011946B1 (ru) 2009-06-30
CN101935303A (zh) 2011-01-05
TW200400945A (en) 2004-01-16
US8143421B2 (en) 2012-03-27
MXPA04008929A (es) 2004-11-26
US20090203743A1 (en) 2009-08-13
AP2004003151A0 (en) 2004-12-31
SI1485358T1 (sl) 2011-05-31
CN101935303B (zh) 2014-03-12
AR038928A1 (es) 2005-02-02
US20050171175A1 (en) 2005-08-04
HRP20040936B1 (en) 2012-09-30
KR20100102742A (ko) 2010-09-24
PL213645B1 (pl) 2013-04-30
NZ535439A (en) 2009-09-25
JP4557552B2 (ja) 2010-10-06
MY142238A (en) 2010-11-15
TWI329639B (en) 2010-09-01
ZA200407242B (en) 2005-12-28
EP1485358B1 (en) 2011-02-02
HRP20040936A2 (en) 2005-10-31
CA2479012A1 (en) 2003-09-18

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