AR060658A1 - Derivados de diceto-piperazina y piperidina como agentes antivirales - Google Patents
Derivados de diceto-piperazina y piperidina como agentes antiviralesInfo
- Publication number
- AR060658A1 AR060658A1 ARP070101807A ARP070101807A AR060658A1 AR 060658 A1 AR060658 A1 AR 060658A1 AR P070101807 A ARP070101807 A AR P070101807A AR P070101807 A ARP070101807 A AR P070101807A AR 060658 A1 AR060658 A1 AR 060658A1
- Authority
- AR
- Argentina
- Prior art keywords
- group
- alkyl
- nitrogen
- halogen
- monocyclic heteroaryl
- Prior art date
Links
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical class C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 title 1
- 239000003443 antiviral agent Substances 0.000 title 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 18
- 229910052736 halogen Inorganic materials 0.000 abstract 9
- 150000002367 halogens Chemical class 0.000 abstract 9
- 229910052757 nitrogen Inorganic materials 0.000 abstract 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 4
- -1 cyano lactam Chemical class 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004429 atom Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 150000003951 lactams Chemical class 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical compound OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 abstract 1
- 208000030507 AIDS Diseases 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 230000000840 anti-viral effect Effects 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 125000002883 imidazolyl group Chemical group 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 150000004885 piperazines Chemical class 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000003373 pyrazinyl group Chemical group 0.000 abstract 1
- 125000003226 pyrazolyl group Chemical group 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000000168 pyrrolyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Epidemiology (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Compuestos que tienen propiedades de fármacos y bio-afectantes, sus composiciones farmacéuticas y métodos de uso. En particular, derivados de diceto piperazina y piperadina que poseen actividad antiviral unica, Más particularmente, compuestos utiles para el tratamiento del VIH y SIDA. Reivindicacion 1: Un compuesto de la formula 1, o sales farmacéuticamente aceptables de los mismos, caracterizado porque: A se selecciona del grupo que consiste de las formulas (2); R1 es H, o alquil C1-4; R2 es H; R4 se selecciona del grupo que consiste de H, halogeno, hidroxi, y Oalquil C1-4; R5 es H, halogeno, o alquil C1-4; R6 se selecciona del grupo que consiste de H, halogeno, halogeno, o alquil C1-4; R7 es independientemente seleccionado del grupo que consiste de hidrogeno, halogeno, y B; R4N no existe; en donde --- representa un enlace carbono-carbono o no existe; X es N o CH, (cuando X es CH la configuracion en el centro X puede ser racémico o puro (R) o puro (S) configuracion); Y se selecciona del grupo que consiste de fenilo, un heteroarilo monocíclico de 5 miembros que contiene 1 a 4 nitrogenos, un heteroarilo monociclico de 5 miembros que contiene 0 hasta 2 nitrogenos y ya sea un átomo de azufre o un oxigeno, un heteroarilo monocíclico de 5 miembros que contiene 1 hasta 2 nitrogenos fusionados a un anillo fenilo para formar 9 átomos que contienen heteroarilo bicíclico con la condicion de que el anillo de fenilo fusionado no contenga un enlace directo ya sea con X o Z un heteroarilo monocíclico de 6 miembros que contiene 1 hasta 3 nitrogenos, un heteroarilo monocíclico de 6 miembros que contiene 1 hasta 2 nitrogenos fusionados a un anillo de fenilo para formar 10 átomos que contienen heteroarilo bicíclico con la condicion de que el anillo de fenilo fusionado no contiene un enlace directo ya sea con X o Z, cicloalquil C4-6, cicloalquenilo C4-6, un heteroalicíclico C4-7 que contiene un nitrogeno, una lactama C4-7-, piridazin3(2H)-ona, o 1H-inden-1-ona con la condicion de que el anillo de 6 miembros no contenga ningun enlace directo a ya sea X o Z en donde el arilo o heteroarilo son independientemente opcionalmente substituidos con uno o dos grupos seleccionados de halogeno, hidroxilo, alquil C1-6, o alquil-OC1-3; Z se selecciona del grupo que consiste de CF3, alquil C4-7, fenilo, cicloalquil C4-7, piridinilo, alcoxi C2-5, un heteroarilo monocíclico de 5 miembros que contiene 1 hasta 2 nitrogenos, un heteroalicíclico de 6 miembros ligado a N que contiene 1 o 2 nitrogenos, una lactama C4-6 enlazada por medio de lactama de nitrogeno o ciano en donde el arilo o heteroarilo o lactama son independientemente opcionalmente substituidos con uno o dos grupos seleccionados de halogeno o alquil C1-3; B se selecciona del grupo que consiste de cloro, metoxi, tetrazolilo, -triazolilo, pirazolilo, imidazolilo, pirrolilo, piracinilo, y UR8a, en donde son opcionalmente substituidos con uno o tres mismos o diferentes halogenos o desde uno hasta tres mismos o diferentes substituyentes seleccionados del grupo de F; F se selecciona del grupo que consiste de alquil C1-3, heteroalicíclico, hidroximetilo, halogeno, -COOH, alquil-COOC1-3, amino, -NHCH3, -N(CH3)2, o el grupo de formulas (3); R8a es un miembro seleccionado del grupo que consiste de C(O)CH3, C(O)NH2, C(O)NHCH3 y C(O)N(CH3)2; R9, R10, R11, R12, R13, R14, R15, R16, son cada uno independientemente seleccionados del grupo que consiste de hidrogeno y metilo; con la condicion de que no más que dos pueden ser metilo; U se selecciona del grupo que consiste de NH o NCH3.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US79470006P | 2006-04-25 | 2006-04-25 | |
US79470306P | 2006-04-25 | 2006-04-25 | |
US11/733,283 US7807671B2 (en) | 2006-04-25 | 2007-04-10 | Diketo-piperazine and piperidine derivatives as antiviral agents |
Publications (1)
Publication Number | Publication Date |
---|---|
AR060658A1 true AR060658A1 (es) | 2008-07-02 |
Family
ID=38335673
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP070101807A AR060658A1 (es) | 2006-04-25 | 2007-04-25 | Derivados de diceto-piperazina y piperidina como agentes antivirales |
Country Status (17)
Country | Link |
---|---|
US (2) | US7807671B2 (es) |
EP (1) | EP2010525B1 (es) |
JP (1) | JP5214590B2 (es) |
KR (1) | KR101450349B1 (es) |
AR (1) | AR060658A1 (es) |
AU (1) | AU2007242989B2 (es) |
BR (1) | BRPI0710919A2 (es) |
CA (1) | CA2650382C (es) |
EA (1) | EA014957B1 (es) |
ES (1) | ES2432758T3 (es) |
IL (1) | IL194540A (es) |
MX (1) | MX2008013265A (es) |
NO (1) | NO341412B1 (es) |
NZ (1) | NZ571995A (es) |
PE (1) | PE20080318A1 (es) |
TW (1) | TWI394754B (es) |
WO (1) | WO2007127635A2 (es) |
Families Citing this family (47)
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US20040110785A1 (en) * | 2001-02-02 | 2004-06-10 | Tao Wang | Composition and antiviral activity of substituted azaindoleoxoacetic piperazine derivatives |
US20050075364A1 (en) * | 2003-07-01 | 2005-04-07 | Kap-Sun Yeung | Indole, azaindole and related heterocyclic N-substituted piperazine derivatives |
US20060100209A1 (en) * | 2004-11-09 | 2006-05-11 | Chong-Hui Gu | Formulations of 1-(4-benzoyl-piperazin-1-yl)-2-[4-methoxy-7-(3-methyl-[1,2,4]triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-ethane-1,2-dione |
US20060100432A1 (en) * | 2004-11-09 | 2006-05-11 | Matiskella John D | Crystalline materials of 1-(4-benzoyl-piperazin-1-yl)-2-[4-methoxy-7-(3-methyl-[1,2,4]triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl]-ethane-1,2-dione |
US7851476B2 (en) * | 2005-12-14 | 2010-12-14 | Bristol-Myers Squibb Company | Crystalline forms of 1-benzoyl-4-[2-[4-methoxy-7-(3-methyl-1H-1,2,4-triazol-1-YL)-1-[(phosphonooxy)methyl]-1H-pyrrolo[2,3-C]pyridin-3-YL]-1,2-dioxoethyl]-piperazine |
US7807671B2 (en) * | 2006-04-25 | 2010-10-05 | Bristol-Myers Squibb Company | Diketo-piperazine and piperidine derivatives as antiviral agents |
US7504399B2 (en) | 2006-06-08 | 2009-03-17 | Bristol-Meyers Squibb Company | Piperazine enamines as antiviral agents |
WO2008145681A2 (en) * | 2007-05-31 | 2008-12-04 | Boehringer Ingelheim International Gmbh | Ccr2 receptor antagonists and uses thereof |
CN101784515A (zh) * | 2007-08-03 | 2010-07-21 | 弗·哈夫曼-拉罗切有限公司 | 作为taar1配体的吡啶甲酰胺和苯甲酰胺衍生物 |
WO2009158394A1 (en) * | 2008-06-25 | 2009-12-30 | Bristol-Myers Squibb Company | Diketo azolopiperidines and azolopiperazines as anti-hiv agents |
WO2009158396A1 (en) * | 2008-06-25 | 2009-12-30 | Bristol-Myers Squibb Company | Diketopiperidine derivatives as hiv attachment inhibitors |
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JP5807971B2 (ja) | 2009-04-27 | 2015-11-10 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Cxcr3受容体アンタゴニスト |
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US8952004B2 (en) | 2010-01-07 | 2015-02-10 | Boehringer Ingelheim International Gmbh | CXCR3 receptor antagonists |
TW201200518A (en) * | 2010-03-10 | 2012-01-01 | Kalypsys Inc | Heterocyclic inhibitors of histamine receptors for the treatment of disease |
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US8946218B2 (en) | 2010-05-12 | 2015-02-03 | Boehringer Ingelheim International Gmbh | CCR2 receptor antagonists, method for producing the same, and use thereof as medicaments |
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US10227357B2 (en) | 2012-09-06 | 2019-03-12 | Plexxikon Inc. | Compounds and methods for kinase modulation, and indications therefor |
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DK2968316T3 (da) | 2013-03-13 | 2019-10-07 | Forma Therapeutics Inc | 2-hydroxy-1-{4-[(4-phenylphenyl)carbonyl]piperazin-1-yl}ethan-1-on-derivater og relaterede forbindelser som fedtsyresyntase (fasn)-inhibitorer til behandlingen af cancer |
WO2014160692A1 (en) * | 2013-03-27 | 2014-10-02 | Bristol-Myers Squibb Company | 2-keto amide derivatives as hiv attachment inhibitors |
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AR103399A1 (es) | 2015-01-15 | 2017-05-10 | Actelion Pharmaceuticals Ltd | Derivados de (r)-2-metil-piperazina como moduladores del receptor cxcr3 |
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KR102014335B1 (ko) * | 2017-12-01 | 2019-08-26 | 한국과학기술연구원 | 5-ht7 수용체의 조절제로 작용하는 아릴피라졸릴피페라진 또는 아릴피라졸릴다이아제페인의 유도체 및 이를 포함하는 중추신경계 질환 치료 또는 예방용 약학 조성물 |
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- 2007-04-16 KR KR1020087028634A patent/KR101450349B1/ko active IP Right Grant
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NO341412B1 (no) | 2017-10-30 |
US7807671B2 (en) | 2010-10-05 |
PE20080318A1 (es) | 2008-04-10 |
IL194540A0 (en) | 2009-08-03 |
US7807676B2 (en) | 2010-10-05 |
KR101450349B1 (ko) | 2014-10-14 |
AU2007242989B2 (en) | 2012-06-28 |
JP5214590B2 (ja) | 2013-06-19 |
MX2008013265A (es) | 2008-10-27 |
EA014957B1 (ru) | 2011-04-29 |
NZ571995A (en) | 2011-11-25 |
BRPI0710919A2 (pt) | 2012-06-26 |
CA2650382A1 (en) | 2007-11-08 |
EP2010525B1 (en) | 2013-08-28 |
NO20084257L (no) | 2008-11-19 |
CA2650382C (en) | 2014-05-27 |
TW200811174A (en) | 2008-03-01 |
US20070249579A1 (en) | 2007-10-25 |
US20080139572A1 (en) | 2008-06-12 |
TWI394754B (zh) | 2013-05-01 |
WO2007127635A3 (en) | 2008-03-13 |
EP2010525A2 (en) | 2009-01-07 |
AU2007242989A1 (en) | 2007-11-08 |
IL194540A (en) | 2015-03-31 |
ES2432758T3 (es) | 2013-12-05 |
KR20090005393A (ko) | 2009-01-13 |
EA200802203A1 (ru) | 2009-04-28 |
JP2009535352A (ja) | 2009-10-01 |
WO2007127635A2 (en) | 2007-11-08 |
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