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AR036081A1 - Compuesto de 1,2-dihidroquinolina, su uso para preparar una composicion farmaceutica, metodos para prepararlo y compuestos del acido 2-aminobenzoico n-alquilado de utilidad como intermediarios en dichos metodos - Google Patents

Compuesto de 1,2-dihidroquinolina, su uso para preparar una composicion farmaceutica, metodos para prepararlo y compuestos del acido 2-aminobenzoico n-alquilado de utilidad como intermediarios en dichos metodos

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AR036081A1
AR036081A1 ARP020102090A ARP020102090A AR036081A1 AR 036081 A1 AR036081 A1 AR 036081A1 AR P020102090 A ARP020102090 A AR P020102090A AR P020102090 A ARP020102090 A AR P020102090A AR 036081 A1 AR036081 A1 AR 036081A1
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Argentina
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alkyl
heteroaryl
aryl
heterocycloalkyl
cycloalkyl
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Smithkline Beecham Corp
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Abstract

Se describen y reivindican compuestos inhibidores del virus ARN de fórmula (1) en la cual: R1 es hidrógeno, halógeno, alquilo C1-4, -OR11, -SR11, -NR10R11, arilo, -C(O)OH, -C(O)NHR11, ciano o nitro; R2 es hidrógeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, cicloalquilo C3-6, heterocicloalquilo, arilo, heteroarilo, nitro, ciano, halógeno, -C(O)OR9, -C(O)R9, -C(O)NR9R10, -OR9, -SR9, -S(O)R12, -S(O)2R9, -NR9R10, -OH protegido, -N(R10)C(O)R9, -OC(O)NR9R10, -N(R10)C(O)NR9R10, -P(O)(OR9)2, -SO2NR9R10, ó -N(R10)SO2R9, estando dichos alquilo C1-8, alquenilo C2-8 o alquinilo C2-8, sin sustituir o sustituidos con uno o más sustituyentes seleccionados independientemente entre halógeno, -OH, -SH, -NH2, -O-alquilo C1-4, -S-alquilo C1-4, -NR10R11, ciano, nitro, -CO2R10, -C(O)O-alquilo C1-4, -CONR10R11, -CONH2, arilo y heteroarilo, y estando dichos cicloalquilo, heterocicloalquilo, arilo o heteroarilo sin sustituir o sustituidos con uno o más sustituyentes seleccionados independientemente entre alquilo C1-6, haloalquilo C1-6, halógeno, -OH, -SH, -NH2, -O-alquilo C1-4, -S-alquilo C1-4, -N(alquilo C1-4)(alquilo C1-4), -NH(alquilo C1-4), ciano, nitro, -CO2H, -C(O)O-alquilo C1-4, -CON(alquilo C1-4)(alquilo C1-4), -CONH(alquilo C1-4) y -CONH2; R3 es hidrógeno, halógeno, ciano, alquilo C1-6, -OH ó -CO2H; cada uno de R4, R5 y R6 se seleccionan independientemente entre el grupo compuesto por hidrógeno, halógeno, ciano, alquilo C1-6, -OH y -O-alquilo C1-4; R7 es hidrógeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, cicloalquilo C3-6, heterocicloalquilo, arilo, heteroarilo, nitro, ciano, halógeno, -C(O)OR9, -C(O)R9, -C(O)NR9R10, -OR9, -SR9, -S(O)R12, -S(O)2R12, -NR9R10, -OH protegido, -N(R12)C(O)R9, -OC(O)NR9R10, -N(R12)C(O)NR9R10, -P(O)(OR9)2, -SO2NR9R10, ó -N(R10)SO2R12, estando dichos alquilo C1-8, alquenilo C2-8 o alquinilo C2-8, sin sustituir o sustituidos con uno o más sustituyentes seleccionados independientemente entre halógeno, -OH, -SH, -NH2, -O-alquilo C1-4, -S-alquilo C1-4, -NR10R11, ciano, nitro, -CO2H, -C(O)O-alquilo C1-4, -CONR10R11, -CONH2, arilo, heteroarilo, heterocicloalquilo, -C(O)arilo, -C(O)heterocicloalquilo y -C(O)heteroarilo, estando dicho arilo, heteroarilo, heterocicloalquilo, -C(O)arilo, -C(O)heterocicloalquilo ó -C(O)heteroarilo sin sustituir o sustituido con uno o más sustituyentes seleccionados independientemente entre alquilo C1-4, haloalquilo C1-4, halógeno, -OH,-SH, -NH2, -O-alquilo C1-4, -S-alquilo C1-4, -N(alquilo C1-4)(alquilo C1-4), -NH(alquilo C1-4), ciano y nitro; y estando dichos cicloalquilo, heterocicloalquilo, arilo o heteroarilo sin sustituir o sustituidos con uno o más sustituyentes seleccionados independientemente entre alquilo C1-6, haloalquilo C1-6, halógeno, -OH, -SH, -NH2, -O-alquilo C1-4, -S-alquilo C1-4, -N(alquilo C1-4)(alquilo C1-4), -NH(alquilo C1-4), ciano, nitro, -CO2H, -C(O)O-alquilo C1-4, -CON(alquilo C1-4)(alquilo C1-4), -CONH(alquilo C1-4), y -CONH2; R8 es hidrógeno, halógeno, hidroxi o alquilo C1-4; ó R1 y R2 ó R5 y R6 ó R6 y R7 ó R7 y R8 tomados conjuntamente son alquilendioxi; W es hidrógeno, -C(O)OR11, alquilo C1-10, alquenilo C2-10, alquinilo C2-10, cicloalquilo C3-6, -(alquil C1-6)-(cicloalquilo C3-6), -(alquenil C2-6)-(cicloalquilo C3-6), -(alquinil C2-6)-(cicloalquilo C3-6), -(alquil C1-6)-heterocicloalquilo, -(alquenil C2-6)-heterocicloalquilo, -(alquinil C2-6)-heterocicloalquilo, -(alquil C1-6)-arilo, (alquenil C2-6)-arilo, -(alquinil C2-6)-arilo, -(alquil C1-6)-heteroarilo, -(alquenil C2-6)-heteroarilo ó -(alquinil C2-6)-heteroarilo, estando dichos alquilo C1-10, alquenilo C2-10 y alquinilo C2-10 sin sustituir o sustituidos con uno o más sustituyentes seleccionados independientemente entre halógeno, ciano, -OH, -O-alquilo C1-4, -SH, -S-alquilo C1-4, -S(O)(alquilo C1-4), -S(O)2H y -S(O)2(alquilo C1-4); dicho cicloalquilo C3-6 está sin sustituir o sustituido con uno o más sustituyentes seleccionados independientemente entre halógeno, ciano, alquilo C1-4, -OH, -O-alquilo C1-4, -SH, -S-alquilo C1-4, -S(O)(alquilo C1-4), -S(O)2H y -S(O)2(alquilo C1-4), y estando los restos cicloalquilo, heterocicloalquilo, arilo o heteroarilo de dichos -(alquil C1-6)-(cicloalquilo C3-6), -(alquenil C2-6)-(cicloalquilo C3-6), -(alquinil C2-6)-(cicloalquilo C3-6), -(alquil C1-6)-heterocicloalquilo, -(alquenil C2-6)-heterocicloalquilo, -(alquinil C2-6)-heterocicloalquilo, -(alquil C1-6)-arilo, (alquenil C2-6)-arilo, -(alquinil C2-6)-arilo, -(alquil C1-6)-heteroarilo, -(alquenil C2-6)-heteroarilo ó -(alquinil C2-6)-heteroarilo, sin sustituir o sustituidos con uno o más sustituyentes seleccionados independientemente entre alquilo C1-6, haloalquilo C1-6, halógeno, ciano, nitro, -OH, -NH2, -O-alquilo C1-4, -N(alquilo C1-4)(alquilo C1-4) y -NH(alquilo C1-4); X es O ó S; Y es -OH ó -SH; Z es hidrógeno o alquilo C1-4; en la que R9 se selecciona independientemente entre el grupo compuesto por hidrógeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, cicloalquilo C3-8, heterocicloalquilo, arilo, heteroarilo, -alquil C1-6-cicloalquilo C3-8, -alquil C1-6-heterocicloalquilo, -(alquil C1-6)-arilo, y -(alquil C1-6)-heteroarilo, -(alquenil C2-6)-(cicloalquilo C3-6), -(alquenil C2-6)-heterocicloalquilo, -(alquenil C2-6)-arilo, -(alquenil C2-6)-heteroarilo, -(alquinil C2-6)-(cicloalquilo C3-6), -(alquinil C2-6)-heterocicloalquilo, -(alquinil C2-6)-arilo, y -(alquinil C2-6)-heteroarilo, estando dichos alquilo C1-8, alquenilo C2-8 ó alquinilo C2-8, sin sustituir o sustituidos con uno o más sustituyentes seleccionados independientemente entre halógeno, -OR11, -NR10R11, ciano, nitro, -CO2R11, -CONR10R11,-NR10CONR10R11, -OCONR10R11, -SO2NR10 y -COR11, y estando dichos cicloalquilo, heterocicloalquilo, arilo o heteroarilo (incluyendo los restos cicloalquilo, heterocicloalquilo, arilo o heteroarilo de dichos -alquil C1-6-cicloalquilo C3-8, -alquil C1-6-heterocicloalquilo, -(alquil C1-6)-arilo, ó -(alquil C1-6)-heteroarilo sin sustituir o sustituidos con uno o más sustituyentes seleccionados independientemente entre alquilo C1-4, haloalquilo C1-4, halógeno, -OR11, -NR10R11, ciano, nitro, -CO2R11, -CONR10R11, -NR10CONR10R11, -OCONR10R11, -SO2NR10R11 y -COR11; cada R10 se selecciona independientemente entre hidrógeno y alquilo C1-6; cada R11 se selecciona independientemente entre el grupo compuesto por hidrógeno, alquilo C1-6, cicloalquilo C3-6, heterocicloalquilo, arilo, heteroarilo, -alquil C1-4-cicloalquilo C3-8, -alquil C1-4-heterocicloalquilo, -alquil C1-4-arilo ó -alquil C1-4-heteroarilo; estando dichos cicloalquilo, heterocicloalquilo, arilo, heteroarilo, cicloalquilalquilo, heterocicloalquilalquilo, arilalquilo o heteroarilalquilo sin sustituir o sustituidos con uno o más sustituyentes seleccionados independientemente entre alquilo C1-6, haloalquilo C1-6, halógeno, -O-alquilo C1-6, -O-haloalquilo C1-6, ciano, -N(alquilo C1-6)(alquilo C1-6), -NH(alquilo C1-6), -NH2, -CO2-alquilo C1-6, -CO2H, -CON(alquilo C1-6)(alquilo C1-6), -CONH(alquilo C1-6) y -CONH2; o cuando está presente en cualquiera de NR9R10 ó NR10R11, cada uno de R9 y R10 o cada uno de R10 y R11, independientemente, tomados junto con el nitrógeno al que están unidos representan un anillo de 3-6 miembros que contiene opcionalmente otro heteroátomo seleccionado entre oxígeno y nitrógeno, estando dicho anillo de 3-6 miembros sin sustituir o sustituido con uno o más sustituyentes seleccionados independientemente entre hidrógeno, alquilo C1-6, halógeno, ciano, -O-alquilo C1-6, -OH, -N(alquilo C1-6)(alquilo C1-6), -NH(alquilo C1-6), -NH2, -CO2H, -C(O)O-alquilo C1-6, -C(O)alquilo C1-6, -CON(alquilo C1-6)(alquilo C1-6), -CONH(alquilo C1-6), -CONH2, cicloalquilo C3-6, heterocicloalquilo, arilo, heteroarilo, cicloalquil C1-6-alquilo C1-6, heterocicloalquil-alquilo C1-6, aril-alquilo C1-6, y heteroaril-alquilo C1-6, y estando dichos cicloalquilo, heterocicloalquilo, arilo, heteroarilo, cicloalquilalquilo, heterocicloalquilalquilo, arilalquilo ó heteroarilalquilo sin sustituir o sustituidos con uno o más sustituyentes seleccionados independientemente entre alquilo C1-6, haloalquilo C1-6, halógeno, -O-alquilo C1-6, -O-haloalquilo C1-6, ciano, -N(alquilo C1-6)(alquilo C1-6), -NH(alquilo C1-6), -NH2, -CO2-alquilo C1-6, -CO2H, -CON(alquilo C1-6)(alquilo C1-6), -CONH(alquilo C1-6) y -CONH2; cada R12 se selecciona independientemente entre el grupo compuesto por hidrógeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, cicloalquilo C3-8, heterocicloalquilo, arilo, heteroarilo, -alquil C1-6-cicloalquilo C3-8, -alquil C1-6-heterocicloalquilo, -alquil C1-6-arilo y -alquil C1-6-heteroarilo, -alquenil C2-6-cicloalquilo C3-8, -alquenil C2-6-heterocicloalquilo, -alquenil C2-6-arilo, -alquenil C2-6-heteroarilo, -alquinil C2-6-cicloalquilo C3-8, alquinil C2-6-heterocicloalquilo, -alquinil C2-6-arilo y -alquinil C2-6-heteroarilo; estando dichos alquilo C1-8, alquenilo C2-8 ó alquinilo C2-8 sin sustituir o sustituidos con uno o más sustituyentes seleccionados independientemente entre halógeno, -OR13, -NR10R13, ciano, nitro, -CO2R13, -CONR10R13, -NR10CONR10R13, -OCONR10R13, -SO2NR10R13 y -COR13; y estando cualquiera de dichos cicloalquilo, heterocicloalquilo, arilo o heteroarilo sin sustituir o sustituido con uno o más sustituyentes seleccionado independientemente entre alquilo C1-4, haloalquilo C1-4, halógeno, -OR13, -NR10R13, ciano, nitro, -CO2R13, -CONR10R13, -NR10CONR10R13, -OCONR10R13, -SO2NR10R13 y -COR13; cada R 13 se selecciona independientemente entre el grupo compuesto por hidrógeno, alquilo C1-8, alquenilo C2-8, alquinilo C2-8, cicloalquilo C3-8, heterocicloalquilo, arilo, heteroarilo, -alquil C1-6-cicloalquilo C3-8, -alquil C1-6-heterocicloalquilo, -alquil C1-6-arilo y -alquil C1-6-heteroarilo; con la condición de que cuando X es O, Y es OH y Z, R1, R2, R3, R4, R5, R6, R7 y R8 son hidrógeno; W no sea hidrógeno, -CH3, -C2H5, -nC3H7, -nC4H9, -nC5H11, -nC6H13, -nC7H15, -(CH2)CH(CH3)2, -(CH2)2CH(CH3)2, -CH2CH=CH2, -CH2CH=CH(CH3), -(CH2)3CN, -(CH2)4CN, -(CH2)fenil
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Families Citing this family (71)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2335700A1 (en) 2001-07-25 2011-06-22 Boehringer Ingelheim (Canada) Ltd. Hepatitis C virus polymerase inhibitors with a heterobicylic structure
US20050075279A1 (en) 2002-10-25 2005-04-07 Boehringer Ingelheim International Gmbh Macrocyclic peptides active against the hepatitis C virus
US7902203B2 (en) 2002-11-01 2011-03-08 Abbott Laboratories, Inc. Anti-infective agents
ATE493408T1 (de) * 2002-11-01 2011-01-15 Abbott Lab Antiinfektiöse mittel
EP2361913A1 (en) * 2002-11-01 2011-08-31 Abbott Laboratories Anti-infective agents
US7223785B2 (en) 2003-01-22 2007-05-29 Boehringer Ingelheim International Gmbh Viral polymerase inhibitors
US7378414B2 (en) 2003-08-25 2008-05-27 Abbott Laboratories Anti-infective agents
WO2005019191A2 (en) * 2003-08-25 2005-03-03 Abbott Laboratories 1, 1-dioxido-4h-1,2,4-benzothiadiazine derivate und verwandte verbindungen als inhibitoren der hcv polymerase zur behandlung von hepatitis c
UY28525A1 (es) 2003-09-22 2005-04-29 Boehringer Ingelheim Int Péptidos macrociclicos activos contra en virus de la hepatitis c
WO2005037214A2 (en) 2003-10-14 2005-04-28 Intermune, Inc. Macrocyclic carboxylic acids and acylsulfonamides as inhibitors of hcv replication
GB0500020D0 (en) 2005-01-04 2005-02-09 Novartis Ag Organic compounds
EP1730167B1 (en) 2004-01-21 2011-01-12 Boehringer Ingelheim International GmbH Macrocyclic peptides active against the hepatitis c virus
CN103319464A (zh) 2004-02-20 2013-09-25 贝林格尔.英格海姆国际有限公司 病毒聚合酶抑制剂
US7781478B2 (en) 2004-07-14 2010-08-24 Ptc Therapeutics, Inc. Methods for treating hepatitis C
US7597884B2 (en) 2004-08-09 2009-10-06 Alios Biopharma, Inc. Hyperglycosylated polypeptide variants and methods of use
SG137868A1 (en) 2004-08-23 2007-12-28 Hoffmann La Roche Heterocyclic antiviral compounds
MX2007007264A (es) 2004-12-17 2007-08-14 Anadys Pharmaceuticals Inc Compuestos de piridazinona.
PL1831152T3 (pl) 2004-12-21 2009-03-31 Hoffmann La Roche Pochodne tetraliny i indanu oraz ich zastosowanie jako antagonistów 5-HT
CA2587793A1 (en) * 2004-12-23 2006-07-06 Novartis Ag Compositions for hcv treatment
WO2006093801A1 (en) 2005-02-25 2006-09-08 Abbott Laboratories Thiadiazine derivatives useful as anti-infective agents
JP2008540370A (ja) 2005-05-04 2008-11-20 エフ.ホフマン−ラ ロシュ アーゲー ヘテロ環式抗ウイルス化合物
MX2007014117A (es) 2005-05-13 2008-02-05 Virochem Pharma Inc Compuestos y metodos para el tratamiento o prevencion de infecciones de flavivirus.
CN1319531C (zh) * 2005-06-08 2007-06-06 复旦大学 喹啉类生物碱在制备抗乙肝病毒药物中的用途
NZ567285A (en) 2005-11-03 2010-06-25 Hoffmann La Roche Arylsulfonylchromans as 5-HT6 inhibitors indolylmaleimide derivatives as protein kinase inhibitors
KR20080094834A (ko) 2006-02-17 2008-10-24 에프. 호프만-라 로슈 아게 헤테로사이클릭 항바이러스 화합물
CN102584649A (zh) * 2006-06-22 2012-07-18 安那迪斯药品股份有限公司 吡咯并[1,2-b]哒嗪酮化合物
EP1886685A1 (en) 2006-08-11 2008-02-13 INSERM (Institut National de la Santé et de la Recherche Médicale) Methods, uses and compositions for modulating replication of hcv through the farnesoid x receptor (fxr) activation or inhibition
MX2009003452A (es) 2006-10-10 2009-04-14 Medivir Ab Inhibidores nucleosidicos del vhc.
NZ576780A (en) 2006-11-15 2011-12-22 Virochem Pharma Inc Thiophene analogues for the treatment or prevention of flavivirus infections
CL2007003587A1 (es) 2006-12-12 2008-07-04 Anadys Pharmaceuticals Inc Compuestos derivados de pirimidinas sustituidas; composicion farmaceutica que comprende a dichos compuestos y otro agente activo; y su uso para tratar o prevenir la infeccion de la hepatitis c.
UA100120C2 (en) 2007-04-03 2012-11-26 Анадис Фармасьютикалз, Инк. 5,6-dihydro-1h-pyridin-2-one compounds
US7834009B2 (en) 2007-08-27 2010-11-16 Anadys Pharmaceuticals, Inc. 4-hydroxy-5,6-dihydro-1H-pyridin-2-one compounds
JP5820722B2 (ja) 2008-06-06 2015-11-24 スシネキス インク シクロスポリン類似体及びhcv感染の治療におけるその使用
WO2009152166A1 (en) 2008-06-10 2009-12-17 Anadys Pharmaceuticals, Inc. [1,2,4]thiadiazine 1,1-dioxide compounds
HUE035295T2 (en) 2008-08-06 2018-05-02 Medivation Technologies Inc Dihydropyridophthalazinone inhibitors of poly(ADP-ribose)polymerase (PARP)
EP3025727A1 (en) 2008-10-02 2016-06-01 The J. David Gladstone Institutes Methods of treating liver disease
TW201026675A (en) 2008-10-09 2010-07-16 Anadys Pharmaceuticals Inc 5,6-dihydro-1H-pyridin-2-one compounds
EP2346329B1 (en) 2008-10-09 2013-08-21 Anadys Pharmaceuticals, Inc. A method of inhibiting hepatitis c virus by combination of a 5,6-dihydro-1h-pyridin-2-one and one or more additional antiviral compounds
EP2403844A1 (en) 2009-03-06 2012-01-11 F. Hoffmann-La Roche AG Heterocyclic antiviral compounds
WO2010107739A2 (en) 2009-03-18 2010-09-23 The Board Of Trustees Of The Leland Stanford Junior University Methods and compositions of treating a flaviviridae family viral infection
MX2011011112A (es) 2009-04-25 2011-11-18 Hoffmann La Roche Compuestos antivirales heterociclicos.
KR20120024784A (ko) * 2009-05-20 2012-03-14 에프. 호프만-라 로슈 아게 헤테로사이클릭 항바이러스 화합물
TW201103545A (en) 2009-06-24 2011-02-01 Hoffmann La Roche Heterocyclic antiviral compound
MX2012003170A (es) 2009-09-21 2012-04-11 Hoffmann La Roche Compuestos heterociclicos antivirales.
EP2493476A4 (en) 2009-10-28 2013-06-19 Anadys Pharmaceuticals Inc DEUTERATED 5,6-DIHYDRO-1H-PYRIDINE-2-ON COMPOUNDS
WO2011058084A1 (en) 2009-11-14 2011-05-19 F. Hoffmann-La Roche Ag Biomarkers for predicting rapid response to hcv treatment
BR112012012085A2 (pt) 2009-11-21 2016-05-17 Hoffmann La Roche compostos antivirais heterocíclicos
WO2011068715A1 (en) 2009-11-25 2011-06-09 Vertex Pharmaceuticals Incorporated 5-alkynyl-thiophene-2-carboxylic acid derivatives and their use for the treatment or prevention of flavivirus infections
BR112012011393A2 (pt) 2009-12-02 2017-06-20 Hoffmann La Roche biomarcadores para a previsão da resposta sustentada ao tratamento de hcv
WO2011079327A1 (en) 2009-12-24 2011-06-30 Vertex Pharmaceuticals Incorporated Analogues for the treatment or prevention of flavivirus infections
JP5883397B2 (ja) 2010-02-03 2016-03-15 ビオマリン プハルマセウトイカル インコーポレイテッド Pten欠損に関連した疾患の治療におけるポリ(adpリボース)ポリメラーゼ(parp)のジヒドロピリドフタラジノン阻害剤の使用
SI2533640T1 (sl) 2010-02-08 2017-02-28 Medivation Technologies, Inc. Postopki sinteze derivatov dihidropiridoftalazinona
JP2013522375A (ja) 2010-03-24 2013-06-13 バーテックス ファーマシューティカルズ インコーポレイテッド フラビウイルス感染を処置または予防するためのアナログ
TW201141857A (en) 2010-03-24 2011-12-01 Vertex Pharma Analogues for the treatment or prevention of flavivirus infections
EP2550262A1 (en) 2010-03-24 2013-01-30 Vertex Pharmaceuticals Incorporated Analogues for the treatment or prevention of flavivirus infections
EP2550278A1 (en) 2010-03-24 2013-01-30 Vertex Pharmaceuticals Incorporated Analogues for the treatment or prevention of flavivirus infections
US20130157258A1 (en) 2010-06-15 2013-06-20 Vertex Pharmaceuticals Incorporated Hcv ns5b protease mutants
JP2013531011A (ja) 2010-06-28 2013-08-01 バーテックス ファーマシューティカルズ インコーポレイテッド フラビウイルス感染の処置または予防のための化合物および方法
WO2012006070A1 (en) 2010-06-28 2012-01-12 Vertex Pharmaceuticals Incorporated Compounds and methods for the treatment or prevention of flavivirus infections
EP2585447A2 (en) 2010-06-28 2013-05-01 Vertex Pharmaceuticals Incorporated Compounds and methods for the treatment or prevention of flavivirus infections
EP2606041A2 (en) 2010-08-17 2013-06-26 Vertex Pharmaceuticals Incorporated Compounds and methods for the treatment or prevention of flaviviridae viral infections
JP2013540158A (ja) 2010-10-21 2013-10-31 ビオマリン プハルマセウトイカル インコーポレイテッド 結晶性(8S,9R)−5−フルオロ−8−(4−フルオロフェニル)−9−(1−メチル−1H−1,2,4−トリアゾール−5−イル)−8,9−ジヒドロ−2H−ピリド[4,3,2−de]フタラジン−3(7H)−オントシレート塩
WO2012107589A1 (en) 2011-02-11 2012-08-16 INSERM (Institut National de la Santé et de la Recherche Médicale) Methods and pharmaceutical compositions for the treatment and prevention of hcv infections
US20120321590A1 (en) 2011-04-06 2012-12-20 Anadys Pharmaceuticals, Inc. Bridged polycyclic compounds
WO2013016501A1 (en) 2011-07-26 2013-01-31 Vertex Pharmaceuticals Incorporated Formulations of thiophene compounds
WO2013016499A1 (en) 2011-07-26 2013-01-31 Vertex Pharmaceuticals Incorporated Methods for preparation of thiophene compounds
WO2013142157A1 (en) 2012-03-22 2013-09-26 Alios Biopharma, Inc. Pharmaceutical combinations comprising a thionucleotide analog
TW201526899A (zh) 2013-02-28 2015-07-16 Alios Biopharma Inc 醫藥組成物
RU2534613C2 (ru) 2013-03-22 2014-11-27 Александр Васильевич Иващенко Алкил 2-{ [(2r,3s,5r)-5-(4-амино-2-оксо-2н-пиримидин-1-ил)- -гидрокси-тетрагидро-фуран-2-илметокси]-фенокси-фосфориламино} -пропионаты, нуклеозидные ингибиторы рнк-полимеразы hcv ns5b, способы их получения и применения
CN113773277B (zh) * 2021-09-18 2023-12-05 兰州大学 一种4h-1,2,4-苯并噻二嗪-1,1-二氧化物衍生物的合成方法
CN115417892A (zh) * 2022-09-30 2022-12-02 福州大学 一种异噁唑取代的硼氮杂环化合物及其合成方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19829978A1 (de) * 1998-07-04 2000-01-05 Agfa Gevaert Ag Farbfotografisches Silberhalogenidmaterial
WO2001085172A1 (en) * 2000-05-10 2001-11-15 Smithkline Beecham Corporation Novel anti-infectives

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