HUP9802647A2 - Biszaminosav-(hidroxi-etil-amino)-szulfonamid retrovírus proteáz inhibitorok - Google Patents
Biszaminosav-(hidroxi-etil-amino)-szulfonamid retrovírus proteáz inhibitorokInfo
- Publication number
- HUP9802647A2 HUP9802647A2 HU9802647A HUP9802647A HUP9802647A2 HU P9802647 A2 HUP9802647 A2 HU P9802647A2 HU 9802647 A HU9802647 A HU 9802647A HU P9802647 A HUP9802647 A HU P9802647A HU P9802647 A2 HUP9802647 A2 HU P9802647A2
- Authority
- HU
- Hungary
- Prior art keywords
- alkyl
- hydroxyalkyl
- ring
- ch2s
- hydrogen atom
- Prior art date
Links
- 230000001177 retroviral effect Effects 0.000 title abstract 4
- 229940042399 direct acting antivirals protease inhibitors Drugs 0.000 title abstract 2
- 239000000137 peptide hydrolase inhibitor Substances 0.000 title abstract 2
- JKTOKCJLZBURKJ-UHFFFAOYSA-N 1-hydroxy-2-(sulfamoylamino)ethane Chemical compound NS(=O)(=O)NCCO JKTOKCJLZBURKJ-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 4
- 230000002401 inhibitory effect Effects 0.000 abstract 3
- 239000000843 powder Substances 0.000 abstract 3
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 abstract 2
- 108010010369 HIV Protease Proteins 0.000 abstract 2
- 239000004480 active ingredient Substances 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 108091005804 Peptidases Proteins 0.000 abstract 1
- 102000035195 Peptidases Human genes 0.000 abstract 1
- 239000004365 Protease Substances 0.000 abstract 1
- 206010038997 Retroviral infections Diseases 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000006350 alkyl thio alkyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000005164 aryl thioalkyl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004966 cyanoalkyl group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000004475 heteroaralkyl group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 150000004679 hydroxides Chemical class 0.000 abstract 1
- -1 imidazolylmethyl Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229940002612 prodrug Drugs 0.000 abstract 1
- 239000000651 prodrug Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/55—Protease inhibitors
-
- 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
-
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Abstract
A találmány tárgyát retrővírűs prőteáz inhibitőr, különösen HIVprőteáz inhibitőr hatású (I) általánős képletű vegyületek, gyógyászatiszempőntból elfőgadható sóik, prődrőgjaik és észtereik képezik. Az (I)általánős képletben n értéke 0 vagy 1, R1 jelentése alkil-, alkenil-, alkinil-, hidrőxi-alkil-, alkőxi-alkil-, cianő-alkil- vagy imidazőlil-metil-csőpőrt vagy -CH2CONH2, -CH2CH2CONH2, -CH2S(O)2NH2, -CH2SCH3, -CH2S(O)CH3, -CH2S(O)2CH3, -C(CH3)2SCH3, -C(CH3)2S(O)CH3 vagy -C(CH3)2S(O)2CH3 csőpőrt, R2 jelentése alkil-, aril-alkil-, alkil-tiő-alkil-, aril-tiő-alkil-vagy ciklőalkil-alkil-csőpőrt, R3 jelentése alkil-, ciklőalkil- vagy ciklőalkil-metil-csőpőrt, R10 jelentése hidrőgénatőm, alkil-, hidrőxi-alkil- vagy alkőxi-alkil-csőpőrt, R11 jelentése hidrőgénatőm, alkil-, hidrőxi-alkil-, alkőxi-alkil-,benzil- vagy imidazől-metil-csőpőrt vagy -CH2CH2CONH2, -CH2CONH2, -CH2CH2SCH3 vagy -CH2SCH3 csőpőrt vagy űtóbbiak szűlfőn- vagyszűlfőxidszármazékai, R4 jelentése arilcsőpőrt, azzal a megkötéssel, hőgy R11hidrőgénatőmtól eltérő jelentésű vagy R4 jelentése benzőlgyűrűvelkőndenzált 5 vagy 6 gyűrűtagőt tartalmazó heterőarilcsőpőrt,benzőlgyűrűvel kőndenzált 5 vagy 6 gyűrűtagőt tartalmazó heterőgyűrűscsőpőrt, R12 és R13 jelentése egymástól függetlenül hidrőgénatőm, alkil-,aralkil-, heterőaralkil-, ciklőalkil-, ciklőalkil-alkil-, hidrőxi-alkil-, alkőxi-alkil-, aril- vagy heterőarilcsőpőrt, ahől aciklőalkilcsőpőrtők és a heterőarilcsőpőrtők adőtt esetbenbenzőlgyűrűvel kőndenzáltak. A találmány tárgyát képezik még a fenti hatóanyagőkat tartalmazókészítmények, valamint eljárás a fenti hatóanyagők és készítményekalkalmazásával retrővírűs prőteázők, különösen HIV-prőteáz gátlására,retrővírűs fertőzések megelőzésére, kezelésére és retrővírűsőkterjedésének gátlására. ŕ
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US40245095A | 1995-03-10 | 1995-03-10 | |
US08/479,071 US6150556A (en) | 1995-03-10 | 1995-06-07 | Bis-amino acid hydroxyethylamino sulfonamide retroviral protease inhibitors |
Publications (2)
Publication Number | Publication Date |
---|---|
HUP9802647A2 true HUP9802647A2 (hu) | 1999-02-01 |
HUP9802647A3 HUP9802647A3 (en) | 2000-10-30 |
Family
ID=27017890
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU9802647A HUP9802647A3 (en) | 1995-03-10 | 1996-03-07 | Bis-amino acid hydroxyethylamino sulfonamide retroviral protease inhibitors |
Country Status (23)
Country | Link |
---|---|
US (2) | US6150556A (hu) |
EP (2) | EP1076062A1 (hu) |
JP (1) | JPH11501921A (hu) |
KR (1) | KR100428499B1 (hu) |
CN (1) | CN1178954C (hu) |
AT (1) | ATE304550T1 (hu) |
AU (1) | AU704360B2 (hu) |
BR (1) | BR9607543A (hu) |
CA (1) | CA2215025A1 (hu) |
CZ (1) | CZ294966B6 (hu) |
DE (1) | DE69635183T2 (hu) |
DK (1) | DK0813543T3 (hu) |
EA (1) | EA000578B1 (hu) |
EE (1) | EE04376B1 (hu) |
ES (1) | ES2249779T3 (hu) |
HU (1) | HUP9802647A3 (hu) |
MX (1) | MX9706913A (hu) |
NO (3) | NO325230B1 (hu) |
NZ (1) | NZ305544A (hu) |
PL (2) | PL185543B1 (hu) |
SK (2) | SK285930B6 (hu) |
UA (1) | UA55384C2 (hu) |
WO (1) | WO1996028464A1 (hu) |
Families Citing this family (31)
Publication number | Priority date | Publication date | Assignee | Title |
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US20040122000A1 (en) | 1981-01-07 | 2004-06-24 | Vertex Pharmaceuticals Incorporated. | Inhibitors of aspartyl protease |
US7339078B2 (en) * | 1995-03-10 | 2008-03-04 | G.D. Searle Llc | Bis-amino acid hydroxyethylamino sulfonamide retroviral protease inhibitors |
US6861539B1 (en) | 1995-03-10 | 2005-03-01 | G. D. Searle & Co. | Bis-amino acid hydroxyethylamino sulfonamide retroviral protease inhibitors |
EP1188766A1 (en) * | 1995-03-10 | 2002-03-20 | G.D. Searle & Co. | Bis-amino acid hydroxyethylamino sulfonamide retroviral protease inhibitors |
WO2000002862A1 (en) | 1998-07-08 | 2000-01-20 | G.D. Searle & Co. | Retroviral protease inhibitors |
HUP0105235A3 (en) * | 1999-01-13 | 2002-08-28 | Pont Pharmaceuticals Company W | Bis-amino acid sulfonamides containing n-terminally a substituted benzyl group as hiv protease inhibitors, pharmaceutical compositions comprising thereof and their use |
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 |
US6391919B1 (en) | 2000-01-12 | 2002-05-21 | Bristol-Myers Squibb Pharma Company | Bis-amino acid sulfonamides containing substituted benzyl amines HIV protease inhibitors |
US20020022742A1 (en) * | 2000-07-19 | 2002-02-21 | Harris Gregory D. | Salt forms of an HIV protease inhibitor |
US6617310B2 (en) * | 2000-07-19 | 2003-09-09 | Bristol-Myers Squibb Pharma Company | Phosphate esters of bis-amino acid sulfonamides containing substituted benzyl amines |
US20020022659A1 (en) * | 2000-07-19 | 2002-02-21 | Harris Gregory D. | Crystalline and salt forms of an HIV protease inhibitor |
ES2275866T3 (es) | 2001-02-14 | 2007-06-16 | Tibotec Pharmaceuticals Ltd. | 2-(aminosustituido)-benzotiazol-sulfonamidas de amplio esprecto inhibidoras de la proteasa de vih. |
AP1544A (en) * | 2001-04-09 | 2006-01-12 | Tibotec Pharm Ltd | Broadspectrum 2- (substituted-amino) -benzoxazole sulfonamide HIV protease inhibitors. |
EA009590B1 (ru) * | 2001-05-11 | 2008-02-28 | Тиботек Фармасьютикалз Лтд. | 2-аминобензоксазолсульфонамидные ингибиторы вич-протеазы широкого спектра |
US6562848B1 (en) | 2001-09-18 | 2003-05-13 | Bristol-Myers Squibb Company | Bis-amino acid sulfonamides as HIV protease inhibitors |
JP4578101B2 (ja) | 2001-12-21 | 2010-11-10 | テイボテク・フアーマシユーチカルズ・リミテツド | 幅広いスペクトルのhivプロテアーゼ阻害剤である複素環置換フェニル含有スルホンアミド |
MY142238A (en) | 2002-03-12 | 2010-11-15 | Tibotec Pharm Ltd | Broadspectrum substituted benzimidazole sulfonamide hiv protease inhibitors |
ATE371652T1 (de) * | 2002-05-17 | 2007-09-15 | Tibotec Pharm Ltd | Substituierte benzisoxazolsulfonamide mit breitbändiger hiv-protease hemmender wirkung |
JP4681296B2 (ja) | 2002-08-14 | 2011-05-11 | テイボテク・フアーマシユーチカルズ・リミテツド | スペクトルの広い置換オキシインドールスルホンアミドhivプロテアーゼ阻害剤 |
US20060128634A1 (en) * | 2002-11-14 | 2006-06-15 | Carini David J | Alpha, alpha-disubstituted benzylglycine derivatives as HIV protease inhibitors |
US6943170B2 (en) * | 2002-11-14 | 2005-09-13 | Bristol-Myers Squibb Company | N-cycloalkylglycines as HIV protease inhibitors |
EP1651192A1 (en) * | 2003-08-06 | 2006-05-03 | Nirmal Mulye | Pharmaceutical composition containing water soluble drug |
US8193227B2 (en) | 2003-12-11 | 2012-06-05 | Abbott Laboratories | HIV protease inhibiting compounds |
US20050131042A1 (en) * | 2003-12-11 | 2005-06-16 | Flentge Charles A. | HIV protease inhibiting compounds |
DK1725566T3 (da) | 2003-12-23 | 2009-10-05 | Tibotec Pharm Ltd | Fremgangsmåde til fremstilling af (3R,3AS, 6AR)-hexahydrofuro [2,3.B] furan-3-yl (1S,2R)-3-3[[(4-aminophenyl) sulfonyl] (isobutyl) amino]-1-benzyl-2-hydroxypropylcarbamat |
US7772411B2 (en) | 2003-12-23 | 2010-08-10 | Tibotec Pharmaceuticals Ltd. | Process for the preparation of (3R,3aS,6aR)-hexahydrofuro [2,3-b] furan-3-yl (1S,2R)-3[[(4-aminophenyl) sulfonyl] (isobutyl) amino]-1-benzyl-2-hydroxypropylcarbamate |
KR101192127B1 (ko) | 2006-11-03 | 2012-10-17 | 쉐링-프라우 리미티드 | 개 라임병 백신 |
BRPI0819883A2 (pt) | 2007-11-28 | 2017-05-23 | Sequoia Pharmaceuticals Inc | composições e métodos para inibir citocromo p450 2d6 |
WO2013009923A1 (en) * | 2011-07-13 | 2013-01-17 | Creighton University | Methods of promoting neuron growth |
US20150113867A1 (en) | 2013-10-24 | 2015-04-30 | Basf Se | Use of an alkoxylated polytetrahydrofuran to reduce fuel consumption |
CN104478830B (zh) * | 2014-12-31 | 2016-06-22 | 中国医学科学院医药生物技术研究所 | 一组叔胺类拟肽衍生物及其在抑制hiv-1蛋白酶中的应用 |
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DE3830825A1 (de) * | 1987-09-15 | 1989-03-23 | Sandoz Ag | Hydrophile reninhemmer, ihre herstellung und verwendung |
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IL91307A0 (en) * | 1988-08-24 | 1990-03-19 | Merck & Co Inc | Hiv protease inhibitors and pharmaceutical compositions for the treatment of aids containing them |
CA2012306A1 (en) * | 1989-03-28 | 1990-09-28 | Werner Neidhart | Amino acid derivatives |
JP2701932B2 (ja) * | 1989-04-10 | 1998-01-21 | サントリー株式会社 | タンパク質分解酵素阻害剤 |
DE3912829A1 (de) * | 1989-04-19 | 1990-10-25 | Bayer Ag | Verwendung von renininhibitorischen peptiden als mittel gegen retroviren |
TW225540B (hu) * | 1990-06-28 | 1994-06-21 | Shionogi & Co | |
DE69118907T2 (de) * | 1990-11-19 | 1996-11-14 | Monsanto Co | Retrovirale proteaseinhibitoren |
WO1993013066A1 (en) * | 1991-12-20 | 1993-07-08 | Syntex (U.S.A.) Inc. | Cyclic amides of 3-amino-2-hydroxy-carboxylic acids as hiv-protease inhibitors |
US5843946A (en) * | 1992-08-25 | 1998-12-01 | G.D. Searle & Co. | α-and β-amino acid hydroxyethylamino sulfonamides useful as retroviral protease inhibitors |
JP4091654B2 (ja) * | 1992-08-25 | 2008-05-28 | ジー.ディー.サール、リミテッド、ライアビリティ、カンパニー | レトロウイルスプロテアーゼ阻害剤として有用なスルホニルアルカノイルアミノヒドロキシエチルアミノスルホンアミド |
IS2334B (is) * | 1992-09-08 | 2008-02-15 | Vertex Pharmaceuticals Inc., (A Massachusetts Corporation) | Aspartyl próteasi hemjari af nýjum flokki súlfonamíða |
DE69319351T2 (de) * | 1992-10-30 | 1998-11-19 | Searle & Co | Hydroxyethylaminosulfamidsäure-derivate verwendbar als inhibitoren retroviraler proteasen |
ES2127938T3 (es) * | 1993-08-24 | 1999-05-01 | Searle & Co | Hidroxietilamino sulfonamidas utiles como inhibidores de proteasas retroviricas. |
UA49803C2 (uk) * | 1994-06-03 | 2002-10-15 | Дж.Д. Сьорль Енд Ко | Спосіб лікування ретровірусних інфекцій |
-
1995
- 1995-06-07 US US08/479,071 patent/US6150556A/en not_active Expired - Fee Related
-
1996
- 1996-03-07 EP EP00114911A patent/EP1076062A1/en not_active Withdrawn
- 1996-03-07 DK DK96910337T patent/DK0813543T3/da active
- 1996-03-07 NZ NZ305544A patent/NZ305544A/en unknown
- 1996-03-07 WO PCT/US1996/002685 patent/WO1996028464A1/en active Application Filing
- 1996-03-07 JP JP8527649A patent/JPH11501921A/ja not_active Ceased
- 1996-03-07 BR BR9607543A patent/BR9607543A/pt not_active Application Discontinuation
- 1996-03-07 MX MX9706913A patent/MX9706913A/es not_active IP Right Cessation
- 1996-03-07 HU HU9802647A patent/HUP9802647A3/hu unknown
- 1996-03-07 ES ES96910337T patent/ES2249779T3/es not_active Expired - Lifetime
- 1996-03-07 AT AT96910337T patent/ATE304550T1/de not_active IP Right Cessation
- 1996-03-07 PL PL96352508A patent/PL185543B1/pl not_active IP Right Cessation
- 1996-03-07 CZ CZ19972825A patent/CZ294966B6/cs not_active IP Right Cessation
- 1996-03-07 SK SK1222-97A patent/SK285930B6/sk unknown
- 1996-03-07 AU AU53561/96A patent/AU704360B2/en not_active Ceased
- 1996-03-07 EA EA199700220A patent/EA000578B1/ru not_active IP Right Cessation
- 1996-03-07 PL PL96322163A patent/PL185108B1/pl not_active IP Right Cessation
- 1996-03-07 DE DE69635183T patent/DE69635183T2/de not_active Expired - Fee Related
- 1996-03-07 CN CNB961936185A patent/CN1178954C/zh not_active Expired - Fee Related
- 1996-03-07 EP EP96910337A patent/EP0813543B1/en not_active Expired - Lifetime
- 1996-03-07 EE EE9700200A patent/EE04376B1/xx not_active IP Right Cessation
- 1996-03-07 CA CA002215025A patent/CA2215025A1/en not_active Abandoned
- 1996-03-07 KR KR1019970706316A patent/KR100428499B1/ko not_active IP Right Cessation
- 1996-03-07 SK SK5091-2006A patent/SK285958B6/sk unknown
- 1996-07-03 UA UA97104994A patent/UA55384C2/uk unknown
-
1997
- 1997-09-09 NO NO19974149A patent/NO325230B1/no unknown
-
2000
- 2000-02-01 US US09/495,334 patent/US6316496B1/en not_active Expired - Fee Related
-
2007
- 2007-11-12 NO NO20075806A patent/NO20075806L/no not_active Application Discontinuation
- 2007-11-12 NO NO20075810A patent/NO20075810L/no not_active Application Discontinuation
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