NO328896B1 - 2-(substituert-amino)-benzoxasolsulfonamid med HIV proteasehemmende virkning - Google Patents

2-(substituert-amino)-benzoxasolsulfonamid med HIV proteasehemmende virkning Download PDF

Info

Publication number: NO328896B1
Authority: NO; Norway
Prior art keywords: het; alkyl; 4alkyl; optionally; aryl
Prior art date: 2001-04-09

Application number

NO20034505A

Other languages

English (en)

Norwegian (no)

Other versions

NO20034505L (no

NO20034505D0 (no

Inventor

Wim Gaston Verschueren

Sandrine Marie Helene Vendeville

Marie-Pierre T M M G De Bethune

Herman Augustinus De Kock

Abdellah Tahri

Montserrat Erra Sola

Dominique Louis Nestor Ghislain Surleraux

Original Assignee

Tibotec Pharm Ltd

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.)

2001-04-09

Filing date

2003-10-08

Publication date

2010-06-07

2003-10-08 Application filed by Tibotec Pharm Ltd filed Critical Tibotec Pharm Ltd

2003-10-08 Publication of NO20034505D0 publication Critical patent/NO20034505D0/no

2003-12-08 Publication of NO20034505L publication Critical patent/NO20034505L/no

2010-06-07 Publication of NO328896B1 publication Critical patent/NO328896B1/no

Links

-1 2- (substituted-amino) -benzoxazole sulfonamide Chemical class 0.000 title claims description 100
230000002401 inhibitory effect Effects 0.000 title claims description 7
108010010369 HIV Protease Proteins 0.000 title description 5
125000000217 alkyl group Chemical group 0.000 claims description 204
150000001875 compounds Chemical class 0.000 claims description 177
125000003118 aryl group Chemical group 0.000 claims description 89
125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 69
239000000203 mixture Substances 0.000 claims description 66
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 56
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 54
125000001424 substituent group Chemical group 0.000 claims description 52
229910052739 hydrogen Inorganic materials 0.000 claims description 48
239000001257 hydrogen Substances 0.000 claims description 48
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 46
229910052757 nitrogen Inorganic materials 0.000 claims description 43
241000725303 Human immunodeficiency virus Species 0.000 claims description 42
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 35
125000003277 amino group Chemical group 0.000 claims description 35
150000002431 hydrogen Chemical class 0.000 claims description 29
238000000034 method Methods 0.000 claims description 29
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 28
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 27
229910052736 halogen Inorganic materials 0.000 claims description 27
150000002367 halogens Chemical class 0.000 claims description 27
239000003814 drug Substances 0.000 claims description 26
125000005842 heteroatom Chemical group 0.000 claims description 26
125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 26
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 25
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 25
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239000001301 oxygen Substances 0.000 claims description 25
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239000011593 sulfur Substances 0.000 claims description 22
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 21
150000003839 salts Chemical class 0.000 claims description 20
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125000004093 cyano group Chemical group *C#N 0.000 claims description 18
238000002360 preparation method Methods 0.000 claims description 18
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 17
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
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125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 10
125000004104 aryloxy group Chemical group 0.000 claims description 10
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125000005199 aryl carbonyloxy group Chemical group 0.000 claims description 4
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 4
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Classifications

- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
- 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
- C07D413/04—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 directly linked by a ring-member-to-ring-member bond
- 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
- 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
- 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles 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
- 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
- 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
- C07D417/14—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 three or more hetero rings
- 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

NO20034505A 2001-04-09 2003-10-08 2-(substituert-amino)-benzoxasolsulfonamid med HIV proteasehemmende virkning NO328896B1 (no)

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EP01201308		2001-04-09
US28770401P	2001-05-02	2001-05-02
PCT/EP2002/004012 WO2002081478A2 (en)	2001-04-09	2002-04-09	Broadspectrum 2-(substituted-amino)-benzoxazole sulfonamide hiv protease inhibitors

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NO20034505D0 NO20034505D0 (no)	2003-10-08
NO20034505L NO20034505L (no)	2003-12-08
NO328896B1 true NO328896B1 (no)	2010-06-07

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US (2)	US7244752B2 (ko)
EP (1)	EP1397367A2 (ko)
JP (1)	JP4417010B2 (ko)
KR (1)	KR100872029B1 (ko)
CN (1)	CN100491360C (ko)
AP (1)	AP1544A (ko)
AR (1)	AR035819A1 (ko)
AU (1)	AU2002257774B2 (ko)
BG (1)	BG66371B1 (ko)
BR (1)	BR0208796A (ko)
CA (1)	CA2442870C (ko)
CZ (1)	CZ303139B6 (ko)
EA (1)	EA007383B1 (ko)
EE (1)	EE05384B1 (ko)
HR (1)	HRP20030905B1 (ko)
HU (1)	HUP0303744A3 (ko)
IL (1)	IL158092A0 (ko)
MX (1)	MXPA03009179A (ko)
NO (1)	NO328896B1 (ko)
NZ (1)	NZ528954A (ko)
OA (1)	OA12464A (ko)
PL (1)	PL367084A1 (ko)
SK (1)	SK288232B6 (ko)
WO (1)	WO2002081478A2 (ko)
ZA (1)	ZA200307683B (ko)

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AU771780B2 (en)	1998-06-23	2004-04-01	Board Of Trustees Of The University Of Illinois, The	Fitness assay and associated methods
AU4828199A (en)	1998-06-23	2000-01-10	Board Of Trustees Of The University Of Illinois, The	Multi-drug resistant retroviral protease inhibitors and associated methods
CZ300031B6 (cs) *	1999-10-06	2009-01-14	Tibotec Pharmaceuticals Ltd.	Hexahydrofuro[2,3-b]furan-3-yl-N-{3-[(1,3-benzodioxol-5-ylsulfonyl) (isobutyl)amino]-1-benzyl-2-hydroxypropyl}karbamát a farmaceutický prípravek s jeho obsahem
AP1544A (en) *	2001-04-09	2006-01-12	Tibotec Pharm Ltd	Broadspectrum 2- (substituted-amino) -benzoxazole sulfonamide HIV protease inhibitors.

2002
- 2002-04-09 AP APAP/P/2003/002882A patent/AP1544A/en active
- 2002-04-09 CN CNB028114809A patent/CN100491360C/zh not_active Expired - Fee Related
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- 2002-04-09 SK SK1339-2003A patent/SK288232B6/sk not_active IP Right Cessation
- 2002-04-09 AU AU2002257774A patent/AU2002257774B2/en not_active Ceased
- 2002-04-09 PL PL02367084A patent/PL367084A1/xx unknown
- 2002-04-09 HU HU0303744A patent/HUP0303744A3/hu unknown
- 2002-04-09 EP EP02727554A patent/EP1397367A2/en not_active Withdrawn
- 2002-04-09 JP JP2002579466A patent/JP4417010B2/ja not_active Expired - Fee Related
- 2002-04-09 AR ARP020101301A patent/AR035819A1/es not_active Application Discontinuation
- 2002-04-09 EA EA200301110A patent/EA007383B1/ru not_active IP Right Cessation
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- 2002-04-09 MX MXPA03009179A patent/MXPA03009179A/es active IP Right Grant
- 2002-04-09 NZ NZ528954A patent/NZ528954A/en not_active IP Right Cessation
- 2002-04-09 KR KR1020037013144A patent/KR100872029B1/ko not_active IP Right Cessation
- 2002-04-09 US US10/474,162 patent/US7244752B2/en not_active Expired - Fee Related
- 2002-04-09 OA OA1200300253A patent/OA12464A/en unknown
- 2002-04-09 BR BR0208796-0A patent/BR0208796A/pt not_active IP Right Cessation
- 2002-04-09 EE EEP200300494A patent/EE05384B1/xx not_active IP Right Cessation
- 2002-04-09 WO PCT/EP2002/004012 patent/WO2002081478A2/en active IP Right Grant
2003
- 2003-10-01 BG BG108218A patent/BG66371B1/bg unknown
- 2003-10-01 ZA ZA2003/07683A patent/ZA200307683B/en unknown
- 2003-10-08 NO NO20034505A patent/NO328896B1/no not_active IP Right Cessation
- 2003-11-07 HR HR20030905A patent/HRP20030905B1/xx not_active IP Right Cessation
2007
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Also Published As

Publication number	Publication date
WO2002081478A3 (en)	2003-05-01
NO20034505L (no)	2003-12-08
OA12464A (en)	2006-05-24
CN100491360C (zh)	2009-05-27
PL367084A1 (en)	2005-02-21
BR0208796A (pt)	2004-03-09
EP1397367A2 (en)	2004-03-17
HRP20030905B1 (en)	2012-03-31
JP4417010B2 (ja)	2010-02-17
CZ20032936A3 (cs)	2004-05-12
EE05384B1 (et)	2011-02-15
US20070135447A1 (en)	2007-06-14
SK288232B6 (sk)	2014-11-04
HUP0303744A3 (en)	2008-03-28
BG108218A (bg)	2004-09-30
WO2002081478A2 (en)	2002-10-17
MXPA03009179A (es)	2004-11-22
AP1544A (en)	2006-01-12
US7244752B2 (en)	2007-07-17
JP2004529144A (ja)	2004-09-24
IL158092A0 (en)	2004-03-28
KR100872029B1 (ko)	2008-12-05
CA2442870C (en)	2011-08-02
CZ303139B6 (cs)	2012-04-25
EA200301110A1 (ru)	2004-04-29
AU2002257774B2 (en)	2007-08-30
EE200300494A (et)	2003-12-15
SK13392003A3 (en)	2004-10-05
KR20030090719A (ko)	2003-11-28
BG66371B1 (bg)	2013-10-31
HRP20030905A2 (en)	2005-08-31
HUP0303744A2 (hu)	2004-03-01
US7595334B2 (en)	2009-09-29
NZ528954A (en)	2005-04-29
AR035819A1 (es)	2004-07-14
EA007383B1 (ru)	2006-10-27
AP2003002882A0 (en)	2003-12-31
NO20034505D0 (no)	2003-10-08
CA2442870A1 (en)	2002-10-17
US20040132791A1 (en)	2004-07-08
ZA200307683B (en)	2005-03-30
CN1636006A (zh)	2005-07-06

Legal Events

Date	Code	Title	Description
2016-11-28	MM1K	Lapsed by not paying the annual fees

Publication	Publication Date	Title
US7595334B2 (en)	2009-09-29	Broadspectrum 2-(substituted-amino)-benzoxazole sulfonamide HIV protease inhibitors
NO331846B1 (no)	2012-04-23	Bredspektrede, substituerte oksindol-sulfonamid HIV-proteaseinhibitorer.
NO326883B1 (no)	2009-03-09	Bredspektret 2-(amino)-benzoxazolsulfonamid HIV proteasehemmere
AU2002310818A1 (en)	2003-05-01	Broadspectrum 2-amino-benzoxazole sulfonamide HIV protease inhibitors
EP1517899B1 (en)	2007-08-29	Broadspectrum substituted benzisoxazole sulfonamide hiv protease inhibitors
AU2002257774A1 (en)	2003-04-10	Broadspectrum 2-(substituted-amino)-benzoxazole sulfonamide HIV protease inhibitors
AU2003262561A1 (en)	2004-02-25	Broadspectrum 2-amino-benzothiazole sulfonamide hiv protease inhibitors
NO328122B1 (no)	2009-12-14	Bredspektrede heterocyklisk substituerte fenylinneholdende sulfonamid-HIV-proteaseinhibitorer
NO326702B1 (no)	2009-02-02	Bredspektrede substituerte benzimidazolsulfonamid HIV-proteaseinhibitorer
IL163960A (en)	2013-08-29	Benzimidazoles Sulphonamides are broad-spectrum as vih protease inhibitors and as an overall preparation