AR043195A1 - Inhibidores no nucleosidos de la transcriptasa inversa derivados de pirazol - Google Patents
Inhibidores no nucleosidos de la transcriptasa inversa derivados de pirazolInfo
- Publication number
- AR043195A1 AR043195A1 ARP040100477A ARP040100477A AR043195A1 AR 043195 A1 AR043195 A1 AR 043195A1 AR P040100477 A ARP040100477 A AR P040100477A AR P040100477 A ARP040100477 A AR P040100477A AR 043195 A1 AR043195 A1 AR 043195A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- alkoxy
- group
- phenyl
- optionally substituted
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
- C07D231/18—One oxygen or sulfur atom
- C07D231/20—One oxygen atom attached in position 3 or 5
-
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- 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
- 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
- C07D403/06—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 carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2300/00—Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
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)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Virology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Tropical Medicine & Parasitology (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- AIDS & HIV (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Derivados de pirazol, sales farmacéuticamente aceptables y solvatos de los mismos, métodos para inhibir o modular la transcriptasa inversa del virus de la inmunodeficiencia humana (VIH) y composiciones farmacéuticas. Reivindicación 1: Un compuesto de acuerdo con la fórmula (1) en donde R1 se selecciona del grupo consistente en C1-6 alquilo, C1-6 haloalquilo, C3-6 alquenilo, C3-6 alquinilo, C3-7 cicloalquilo, C1-3 alcoxi-C1-3 alquilo, fenilo y bencilo, en donde, dicho fenilo y dicho bencilo opcionalmente sustituidos con uno a tres sustituyentes independientemente seleccionados del grupo consistente en C1-6 alquilo, C1-6 haloalquilo, C1-6 alcoxilo, C1-6haloalcoxilo, C1-6 tioalquilo, nitro, halógeno y ciano; R2 es fenilo o piridilo opcionalmente sustituido con uno a tres grupos independientemente seleccionados del grupo consistente en halógeno, ciano, C1-6 alquilo, C1-6 alcoxilo, C1-6 alcoxicarbonilo, y CONR6R7; R3 es C1-6 alquilo sustituido, C1-3 alcoxi-C1-3 alquilo sustituido, C3-6 alquenilo sustituido, C3-7 cicloalquilo, C1-6 alcoxilo, -(CH2)nR5, -(CH2)o-O-(CH2)pR5, -NR6R7, -C(=Y)Z, -X(C=Y)Z o como en los restos de fórmula 2a a 2c en donde, dicho alquilo, dicho C1-3 alcoxi-C1-3 alquilo y dicho alquenilo están sustituidos por -OH, -NR6R7, -C(=Y)Z, -X(C=Y)Z, CN; -S(O)q-C1-6 alquilo; -SO2NR6R7, -SO2NHNH2, o -NR6SO2-C1-6 alquilo; dicho alcoxilo está opcionalmente sustituido por -OH, -NR6R7, -C(=Y)Z, -X(C=Y)Z, -S(O)q-C1-6 alquilo; -SO2NR6R7 o -SO2NHNH2; R12 es H, C1-6 alquilo o -C(=Y)Z; R5 es un anillo fenilo o heteroarilo de acuerdo con las fórmulas 3a-3b; en donde X1 se selecciona del grupo consistente en -R10C=CR10a-, -O-, -S-, -NR6- y -CHR6; X2 se selecciona del grupo consistente en -R10C=R10a-, -O-, -S-, y -CHR6-; X3 se selecciona del grupo consistente en H, hidroxilo y tilo; R10 y R10a son independientemente seleccionados del grupo consistente en H o C1-6 alquilo opcionalmente sustituido con uno o dos sustituyentes independientemente seleccionados del grupo consistente en hidroxilo, C1-6 alcoxi, tilo, C1-6 tioalquilo, C1-6 alquilsulfinilo, C1-6 alquilsulfonilo, halógeno, amino, C1-6 alquilamino, C1-3 dialquilamino, amino-C1-3 alquilo, C1-3 alquilamino-C1-3 alquilo, y C1-3 dialquilamino-C1-3 alquilo; dicho fenilo y anillo heteroarilo opcionalmente sustituidos con halo, OR6, NR6R7, C(=O)Z, -X(C=O)Z; R4 es C1-6 alquilo, C2-6 alquenilo, C2-6 alquinilo, C3-7 cicloalquilo, C1-3 alcoxi-C1-3 alquilo, -(CH2)nR11 o -(CH2)o-O-(CH2)pR11; en donde, dicho alquilo, dicho alquenilo, dicho alquinilo y dicho cicloalquilo están opcionalmente sustituidos por -OH, -OR6, -NR8R9, -C(=Y)Z, -X(C=Y)Z, -S(O)q- C1-6alquilo, -SO2NR6R7 o -SO2NHNH2; R11 es un anillo fenilo o heteroarilo seleccionado del grupo consistente en piridinilo, pirimidinil pirazinilo, pirrol, imidazol, pirazol, dicho anillo heteroarilo y dicho fenilo opcionalmente sustituido con uno a tres grupos independientemente seleccionados del grupo consistente en halógeno, ciano, C1-3 alquilo, C1-3 haloalquilo y C1-3 alcoxilo; o R11 es N[(CH2)2]2W en donde W se selecciona del grupo consistente en NR6, (CH2)s, -N(C=O)Z, CHOR6, CHR6 CHNHC(=O)Z y CHNR6R7; n o y p son como se definen posteriormente y s es 0 o 1; R6, R7, R8 y R9 (i) cogidos independientemente son H, C1-6 alquilo, C1-6 hidroxialquilo, C1-3 alcoxi-C1-3 alquilo, C1-3 alquilamino-C1-3alquilo y C1-3dialquilamino-C1-3alquilo o (ii) cuando ambos R6 y R7 están unidos al mismo átomo de N pueden cogerse juntos, junto al N, para formar una pirrolidina, piperidina, piperazina, o morfolina; X, y Y son independientemente O o NR6; Z es C1-6 alcoxilo, NR6R13, C1-6 alquilo, C1-3alcoxi-C1-3alquilo en donde R13 es R7 o fenilo opcionalmente sustituido con uno a tres grupos independientemente seleccionados del grupo consistente en halógeno, ciano, C1-3 alquilo, C1-3haloalquilo y C1-3 alcoxilo; n es 0 a 3; o y p son independientemente 0 a 4 y o + p ? 5; q es 0 a 2; k, r1 y tr2 son independientemente 0 a 4, y 5 ? (r1+ r2) ?2, y, sales de adición ácida, hidratos y solvatos de las mismas; con la condición de que R4 es (CH2)nR11, n es 1 y R11 es fenilo sustituido, R2 es diferente de fenilo no sustituido.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US44797403P | 2003-02-18 | 2003-02-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR043195A1 true AR043195A1 (es) | 2005-07-20 |
Family
ID=32908518
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP040100477A AR043195A1 (es) | 2003-02-18 | 2004-02-17 | Inhibidores no nucleosidos de la transcriptasa inversa derivados de pirazol |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US7241794B2 (es) |
| EP (1) | EP1597235B1 (es) |
| JP (1) | JP4608480B2 (es) |
| KR (1) | KR100776093B1 (es) |
| CN (1) | CN100389109C (es) |
| AR (1) | AR043195A1 (es) |
| AT (1) | ATE370124T1 (es) |
| BR (1) | BRPI0407591A (es) |
| CA (1) | CA2515151C (es) |
| CL (1) | CL2004000270A1 (es) |
| DE (1) | DE602004008227T2 (es) |
| ES (1) | ES2291854T3 (es) |
| MX (1) | MXPA05008748A (es) |
| PL (1) | PL378556A1 (es) |
| RU (1) | RU2305680C2 (es) |
| TW (1) | TW200423930A (es) |
| WO (1) | WO2004074257A1 (es) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004099157A1 (en) * | 2003-05-07 | 2004-11-18 | Pfizer Products Inc. | Cannabinoid receptor ligands and uses thereof |
| US8022225B2 (en) | 2004-08-04 | 2011-09-20 | Taisho Pharmaceutical Co., Ltd | Triazole derivative |
| UA87884C2 (uk) * | 2004-12-03 | 2009-08-25 | Мерк Энд Ко., Инк. | Безводна кристалічна калієва сіль інгібітора віл-інтегрази |
| PL1988083T3 (pl) | 2006-02-03 | 2014-08-29 | Taisho Pharmaceutical Co Ltd | Pochodna triazolowa |
| JP5218737B2 (ja) * | 2006-02-06 | 2013-06-26 | 大正製薬株式会社 | スフィンゴシン−１−リン酸結合阻害物質 |
| JP5052495B2 (ja) * | 2006-02-14 | 2012-10-17 | イハラケミカル工業株式会社 | ５−アルコキシ−４−ヒドロキシメチルピラゾール化合物の製造方法 |
| CL2007002105A1 (es) * | 2006-07-21 | 2008-02-22 | Hoffmann La Roche | Compuestos derivados de 2-[3-(3-cianofenoxi)(fenoxi o fenilsulfanil)]-n-fenil acetamida, inhibidores de la transcriptasa inversa del vih; procedimiento de preparacion; composicion farmaceutica que comprende a dichos compuestos; y su uso para tratar u |
| DE602007013573D1 (de) | 2006-08-16 | 2011-05-12 | Hoffmann La Roche | Nicht-nukleosidische reverse-transkriptase-hemmer |
| CN101657433A (zh) * | 2007-03-29 | 2010-02-24 | 弗·哈夫曼-拉罗切有限公司 | 非核苷逆转录酶抑制剂 |
| US8048898B2 (en) | 2007-08-01 | 2011-11-01 | Taisho Pharmaceutical Co., Ltd | Inhibitor of binding of S1P1 |
| KR101610607B1 (ko) * | 2007-12-21 | 2016-04-07 | 에프. 호프만-라 로슈 아게 | 헤테로사이클릭 항바이러스 화합물 |
| DE102008015033A1 (de) * | 2008-03-17 | 2009-09-24 | Aicuris Gmbh & Co. Kg | Substituierte (Pyrazolyl-carbonyl)imidazolidinone und ihre Verwendung |
| WO2011120133A1 (en) * | 2010-03-30 | 2011-10-06 | Merck Frosst Canada Ltd. | Non-nucleoside reverse transcriptase inhibitors |
| CN103097357B (zh) | 2010-07-15 | 2015-01-28 | 大日本住友制药株式会社 | 吡唑化合物 |
| EP2508511A1 (en) * | 2011-04-07 | 2012-10-10 | Laboratoire Biodim | Inhibitors of viral replication, their process of preparation and their therapeutical uses |
| US9505728B2 (en) | 2012-03-09 | 2016-11-29 | Inception 2, Inc. | Triazolone compounds and uses thereof |
| EP2863922A4 (en) | 2012-06-20 | 2015-11-04 | Univ Vanderbilt | SUBSTITUTED BICYCLIC ALKOXYPYRAZOL ANALOGUES AS ALLOSTERIC MODULATORS OF MGLUR5 RECEPTORS |
| KR20150032304A (ko) | 2012-06-20 | 2015-03-25 | 벤더르빌트 유니버시티 | Mglur5 수용체의 알로스테릭 조절물질로서 치환된 바이사이클릭 알콕시 피라졸 유사체 |
| JO3470B1 (ar) | 2012-10-08 | 2020-07-05 | Merck Sharp & Dohme | مشتقات 5- فينوكسي-3h-بيريميدين-4-أون واستخدامها كمثبطات ناسخ عكسي ل hiv |
| SG11201504622PA (en) | 2012-12-20 | 2015-07-30 | Inception 2 Inc | Triazolone compounds and uses thereof |
| CA2921420A1 (en) | 2013-09-06 | 2015-03-12 | Inception 2, Inc. | Triazolone compounds and uses thereof |
| AU2015241247B2 (en) | 2014-04-01 | 2017-09-14 | Merck Sharp & Dohme Llc | Prodrugs of HIV reverse transcriptase inhibitors |
| JP2017527604A (ja) | 2014-09-17 | 2017-09-21 | アイアンウッド ファーマシューティカルズ インコーポレイテッド | ｓＧＣ刺激剤 |
| WO2016044445A2 (en) | 2014-09-17 | 2016-03-24 | Ironwood Pharmaceuticals, Inc. | sGC STIMULATORS |
| CN107428694A (zh) * | 2015-03-19 | 2017-12-01 | 杜邦公司 | 杀真菌吡唑 |
| EP3478665A1 (en) * | 2016-06-29 | 2019-05-08 | Esteve Pharmaceuticals, S.A. | Pyrazole derivatives having activity against pain |
| CN110818636A (zh) * | 2019-11-29 | 2020-02-21 | 河北科技大学 | 一种化合物或其盐及其应用和合成方法 |
| CN115677585B (zh) * | 2022-10-31 | 2024-03-19 | 上海群力化工有限公司 | 一种甲醛吡唑衍生物的合成工艺 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT786455E (pt) | 1994-09-26 | 2004-02-27 | Shionogi & Co | Derivados de imidazol |
| DE19734664A1 (de) * | 1997-08-11 | 1999-02-18 | Bayer Ag | (Hetero)Aryloxypyrazole |
| GB0016787D0 (en) * | 2000-07-07 | 2000-08-30 | Pfizer Ltd | Compounds useful in therapy |
| US20030008841A1 (en) * | 2000-08-30 | 2003-01-09 | Rene Devos | Anti-HCV nucleoside derivatives |
| GB0024795D0 (en) * | 2000-10-10 | 2000-11-22 | Hoffmann La Roche | Pyrazole derivatives for the treatment of viral diseases |
| GB0028484D0 (en) * | 2000-11-22 | 2001-01-10 | Hoffmann La Roche | Imidazolone derivatives for the treatment of viral diseases |
| OA12501A (en) * | 2001-04-10 | 2006-05-26 | Pfizer | Pyrazole derivatives for treating HIV. |
| GB0113524D0 (en) * | 2001-06-04 | 2001-07-25 | Hoffmann La Roche | Pyrazole derivatives |
-
2004
- 2004-02-12 TW TW093103358A patent/TW200423930A/zh unknown
- 2004-02-16 CL CL200400270A patent/CL2004000270A1/es unknown
- 2004-02-17 ES ES04711607T patent/ES2291854T3/es not_active Expired - Lifetime
- 2004-02-17 CA CA2515151A patent/CA2515151C/en not_active Expired - Fee Related
- 2004-02-17 KR KR1020057015085A patent/KR100776093B1/ko not_active IP Right Cessation
- 2004-02-17 AT AT04711607T patent/ATE370124T1/de not_active IP Right Cessation
- 2004-02-17 RU RU2005128832/04A patent/RU2305680C2/ru active
- 2004-02-17 EP EP04711607A patent/EP1597235B1/en not_active Expired - Lifetime
- 2004-02-17 WO PCT/EP2004/001477 patent/WO2004074257A1/en active IP Right Grant
- 2004-02-17 PL PL378556A patent/PL378556A1/pl not_active Application Discontinuation
- 2004-02-17 AR ARP040100477A patent/AR043195A1/es not_active Application Discontinuation
- 2004-02-17 BR BRPI0407591-9A patent/BRPI0407591A/pt not_active IP Right Cessation
- 2004-02-17 JP JP2006500034A patent/JP4608480B2/ja not_active Expired - Fee Related
- 2004-02-17 DE DE602004008227T patent/DE602004008227T2/de not_active Expired - Lifetime
- 2004-02-17 CN CNB2004800044061A patent/CN100389109C/zh not_active Expired - Fee Related
- 2004-02-17 MX MXPA05008748A patent/MXPA05008748A/es active IP Right Grant
- 2004-02-18 US US10/781,373 patent/US7241794B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| KR20050105471A (ko) | 2005-11-04 |
| WO2004074257A1 (en) | 2004-09-02 |
| EP1597235B1 (en) | 2007-08-15 |
| DE602004008227D1 (de) | 2007-09-27 |
| US20040192666A1 (en) | 2004-09-30 |
| CN1751028A (zh) | 2006-03-22 |
| BRPI0407591A (pt) | 2006-02-14 |
| CA2515151C (en) | 2010-11-30 |
| ES2291854T3 (es) | 2008-03-01 |
| CA2515151A1 (en) | 2004-09-02 |
| DE602004008227T2 (de) | 2008-05-15 |
| EP1597235A1 (en) | 2005-11-23 |
| RU2305680C2 (ru) | 2007-09-10 |
| CL2004000270A1 (es) | 2005-02-04 |
| CN100389109C (zh) | 2008-05-21 |
| TW200423930A (en) | 2004-11-16 |
| RU2005128832A (ru) | 2006-04-27 |
| JP2006515339A (ja) | 2006-05-25 |
| JP4608480B2 (ja) | 2011-01-12 |
| KR100776093B1 (ko) | 2007-11-15 |
| MXPA05008748A (es) | 2005-09-20 |
| US7241794B2 (en) | 2007-07-10 |
| ATE370124T1 (de) | 2007-09-15 |
| AU2004213134A1 (en) | 2004-09-02 |
| PL378556A1 (pl) | 2006-05-02 |
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