ZA200110177B - Inhibitors of aspartyl protease. - Google Patents
Inhibitors of aspartyl protease. Download PDFInfo
- Publication number
- ZA200110177B ZA200110177B ZA200110177A ZA200110177A ZA200110177B ZA 200110177 B ZA200110177 B ZA 200110177B ZA 200110177 A ZA200110177 A ZA 200110177A ZA 200110177 A ZA200110177 A ZA 200110177A ZA 200110177 B ZA200110177 B ZA 200110177B
- Authority
- ZA
- South Africa
- Prior art keywords
- alkyl
- optionally substituted
- membered saturated
- aryl
- unsaturated
- Prior art date
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- 239000003112 inhibitor Substances 0.000 title claims description 24
- 108010017640 Aspartic Acid Proteases Proteins 0.000 title claims description 13
- 102000004580 Aspartic Acid Proteases Human genes 0.000 title claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 130
- 229920006395 saturated elastomer Polymers 0.000 claims description 108
- 229910052757 nitrogen Inorganic materials 0.000 claims description 84
- 125000000623 heterocyclic group Chemical group 0.000 claims description 68
- 229910052717 sulfur Inorganic materials 0.000 claims description 66
- 150000001875 compounds Chemical class 0.000 claims description 65
- 125000003342 alkenyl group Chemical group 0.000 claims description 51
- 125000005842 heteroatom Chemical group 0.000 claims description 49
- -1 methylenedioxy Chemical group 0.000 claims description 42
- 125000003118 aryl group Chemical group 0.000 claims description 40
- 229910052760 oxygen Inorganic materials 0.000 claims description 38
- 229910052799 carbon Inorganic materials 0.000 claims description 37
- 239000000203 mixture Substances 0.000 claims description 31
- 229910020008 S(O) Inorganic materials 0.000 claims description 29
- 125000001424 substituent group Chemical group 0.000 claims description 29
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 28
- 125000005843 halogen group Chemical group 0.000 claims description 25
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- 125000000304 alkynyl group Chemical group 0.000 claims description 23
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 23
- 125000003545 alkoxy group Chemical group 0.000 claims description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 15
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- 125000004122 cyclic group Chemical group 0.000 claims description 6
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- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- GOWMBYUZXIZENX-CAUSLRQDSA-N 1-[(2r,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-(hexadecylamino)pyrimidin-2-one Chemical compound O=C1N=C(NCCCCCCCCCCCCCCCC)C=CN1[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1 GOWMBYUZXIZENX-CAUSLRQDSA-N 0.000 claims description 4
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Classifications
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
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- A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline
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- A61K31/357—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
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- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07C311/39—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
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- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
Applications Claiming Priority (2)
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US13907099P | 1999-06-11 | 1999-06-11 | |
US19021100P | 2000-03-17 | 2000-03-17 |
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ZA200110177A ZA200110177B (en) | 1999-06-11 | 2001-12-11 | Inhibitors of aspartyl protease. |
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EP (2) | EP1686113B1 (es) |
JP (2) | JP4503896B2 (es) |
KR (1) | KR100762188B1 (es) |
CN (2) | CN101245058A (es) |
AR (1) | AR031520A1 (es) |
AT (2) | ATE534622T1 (es) |
AU (1) | AU779994B2 (es) |
BR (1) | BR0011745A (es) |
CA (1) | CA2380858C (es) |
CO (1) | CO5160337A1 (es) |
CY (1) | CY1112632T1 (es) |
CZ (1) | CZ303052B6 (es) |
DE (1) | DE60027722T2 (es) |
DK (2) | DK1686113T3 (es) |
ES (2) | ES2263478T3 (es) |
HK (1) | HK1046899B (es) |
HU (1) | HUP0300385A3 (es) |
IL (3) | IL146918A0 (es) |
MX (1) | MXPA01012808A (es) |
MY (1) | MY137777A (es) |
NO (1) | NO323951B1 (es) |
NZ (1) | NZ516003A (es) |
PE (1) | PE20010230A1 (es) |
PL (1) | PL210227B1 (es) |
PT (2) | PT1686113E (es) |
SI (1) | SI1194404T1 (es) |
TN (1) | TNSN00129A1 (es) |
TR (3) | TR200202528T2 (es) |
TW (3) | TWI299000B (es) |
WO (1) | WO2000076961A1 (es) |
ZA (1) | ZA200110177B (es) |
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ES2275866T3 (es) | 2001-02-14 | 2007-06-16 | Tibotec Pharmaceuticals Ltd. | 2-(aminosustituido)-benzotiazol-sulfonamidas de amplio esprecto inhibidoras de la proteasa de vih. |
US7285566B2 (en) * | 2002-01-07 | 2007-10-23 | Erickson John W | Resistance-repellent retroviral protease inhibitors |
MY142238A (en) | 2002-03-12 | 2010-11-15 | Tibotec Pharm Ltd | Broadspectrum substituted benzimidazole sulfonamide hiv protease inhibitors |
EA200401437A1 (ru) * | 2002-04-26 | 2005-04-28 | Джилид Сайэнс, Инк. | Ненуклеозидные ингибиторы обратной транскриптазы для лечения вич инфекции, способ их получения (варианты), способ увеличения периода полупревращения ненуклеозидного соединения, обладающего активностью против ретровирусов, и способ получения фармацевтической композиции, обладающей специфичностью к лейкоцитам |
US6632816B1 (en) * | 2002-12-23 | 2003-10-14 | Pharmacor Inc. | Aromatic derivatives as HIV aspartyl protease inhibitors |
WO2005000249A2 (en) * | 2003-06-27 | 2005-01-06 | Smithkline Beecham Corporation | Preparation of chemical compounds |
JP5043429B2 (ja) | 2003-08-18 | 2012-10-10 | ハー・ルンドベック・アクチエゼルスカベット | トランス−4−((1r,3s)−6−クロロ−3−フェニルインダン−1−イル)−1,2,2−トリメチルピペラジンのコハク酸塩およびマロン酸塩、および薬剤としての使用方法 |
JP5020638B2 (ja) * | 2003-12-15 | 2012-09-05 | シェーリング コーポレイション | 複素環式アスパルチルプロテアーゼインヒビター |
JP2007528423A (ja) | 2004-03-11 | 2007-10-11 | 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 |
TWI383975B (zh) | 2004-03-31 | 2013-02-01 | Tibotec Pharm Ltd | 製備(3R,3aS,6aR)六氫-呋喃并〔2,3-b〕呋喃-3-醇之方法 |
US7388008B2 (en) | 2004-08-02 | 2008-06-17 | Ambrilia Biopharma Inc. | Lysine based compounds |
TWI453198B (zh) | 2005-02-16 | 2014-09-21 | Lundbeck & Co As H | 製造反式-1-((1r,3s)-6-氯基-3-苯基茚滿-1-基) -3 , 3 -二甲基六氫吡與其鹽類之方法及製造4-((1r , 3s)-6 -氯基-3-苯基茚滿-1-基 )-1,2,2-三甲基六氫吡與其鹽類之方法 |
TWI376373B (en) | 2005-02-16 | 2012-11-11 | Lundbeck & Co As H | Crystalline base of a pharmaceutical compound |
WO2006104646A1 (en) * | 2005-03-11 | 2006-10-05 | Smithkline Beecham Corporation | Hiv protease inhibitors |
AU2006319716B2 (en) | 2005-11-30 | 2012-02-02 | Taimed Biologics, Inc. | Lysine-based prodrugs of aspartyl protease inhibitors and processes for their preparation |
EP2069356A1 (en) * | 2006-07-24 | 2009-06-17 | Gilead Sciences, Inc. | Bisfuranyl protease inhibitors |
DE602007012365D1 (de) | 2006-11-09 | 2011-03-17 | Little Island Co Cork | Verfahren zur herstellung von hexahydrofuroä2,3-büfuran-3-ol |
EP2120562A4 (en) * | 2006-11-21 | 2010-01-13 | Purdue Research Foundation | METHOD AND COMPOSITIONS FOR TREATING HIV INFECTIONS |
DE602008005012D1 (de) | 2007-04-27 | 2011-03-31 | Little Island Co Cork | Herstellungsverfahren für n-isobutyl-n-(2-hydroxy-rivate |
GB2452952A (en) * | 2007-09-20 | 2009-03-25 | Npil Pharmaceuticals | N-[2-Hydroxy-3-(hydroxycarbonylamino)-3-methyl]-N-methyl-sulphonamide derivatives via N-[2-oxo-3-(hydroxycarbonylamino)-3-methyl]-N-methyl-imine skeleton |
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AU2010299959B2 (en) * | 2009-09-22 | 2016-07-21 | Tibotec Pharmaceuticals | Treatment and prevention of HIV infection |
WO2011061590A1 (en) | 2009-11-17 | 2011-05-26 | Hetero Research Foundation | Novel carboxamide derivatives as hiv inhibitors |
CN103193570B (zh) * | 2013-04-09 | 2014-01-22 | 湖北来凤腾升香料化工有限公司 | 一种羟基高选择性保护方法 |
EP3192794A4 (en) * | 2014-09-11 | 2018-06-27 | Shionogi & Co., Ltd. | Sustained hiv protease inhibitor |
US11116737B1 (en) | 2020-04-10 | 2021-09-14 | University Of Georgia Research Foundation, Inc. | Methods of using probenecid for treatment of coronavirus infections |
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DE3635907A1 (de) * | 1986-10-22 | 1988-04-28 | Merck Patent Gmbh | Hydroxy-aminosaeurederivate |
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AU7722296A (en) * | 1995-11-15 | 1997-06-05 | G.D. Searle & Co. | Substituted sulfonylalkanoylamino hydroxyethylamino sulfonamide retroviral protease inhibitors |
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WO1999010373A1 (en) * | 1997-08-26 | 1999-03-04 | Wisconsin Alumni Research Foundation | Non-immunosuppressive cyclosporins and their use in the prevention and treatment of hiv infection |
AR031520A1 (es) * | 1999-06-11 | 2003-09-24 | Vertex Pharma | Un compuesto inhibidor de aspartilo proteasa, una composicion que lo comprende y un metodo para tratar un paciente con dicha composicion |
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