AR069753A1 - Compuestos de 1,2,4-triazol y composiciones, utiles en la modulacion de los niveles de acido urico sanguineo - Google Patents

Compuestos de 1,2,4-triazol y composiciones, utiles en la modulacion de los niveles de acido urico sanguineo

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AR069753A1
AR069753A1 ARP080105142A ARP080105142A AR069753A1 AR 069753 A1 AR069753 A1 AR 069753A1 AR P080105142 A ARP080105142 A AR P080105142A AR P080105142 A ARP080105142 A AR P080105142A AR 069753 A1 AR069753 A1 AR 069753A1
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optionally substituted
alkyl
substituted
propyl
aryl
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Ardea Biosciences Inc
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Abstract

Un compuesto de la formula (3), o un metabolito, sal farmacéuticamente aceptable, solvato, éster, tautomero o profármaco de los mismos. Un compuesto de la formula (2), en donde el compuesto de la formula (2) es un 3-sustituido-5-bromo-4-(4-ciclopropilnaftalen-1-iI)-4H-1,2,4-triazol en donde el sustituyente en la posicion 3 es -RB, o una sal farmacéuticamente aceptable, solvato, o tautomero de los mismos. Una composicion farmacéutica que comprende: (i) un compuesto de la formula (1); o (ii) un compuesto de la formula (2); o (iii) un compuesto de la formula (3); o (iv) una combinacion de los mismos; en donde: X es CH o N; W es O, S, S(O), S(O)2, NH, N(alquilo opcionalmente sustituido), NC(O)(alquilo opcionalmente sustituido) o CH2; R1 es H, Cl, Br, I, NH2, metilo, etilo, n-propilo, i-propilo, metilo opcionalmente sustituido, etilo opcionalmente sustituido, n-propilo opcionalmente sustituido, i-propilo opcionalmente sustituido, CF3, CHF2 o CH2F; R3 y R3' se seleccionan independientemente de H y alquilo inferior, o R3 y R3' junto con el carbono al que se encuentran unidos forman un anillo de 4, 5, o 6 miembros, que contiene opcionalmente 1 o 2 heteroátomos seleccionados de N, S y O; R2 se selecciona del grupo de formulas (4); en donde la línea de puntos representa un enlace simple carbono-carbono o un enlace doble carbono-carbono; Q y Q' se seleccionan independientemente de N y CH; RP es metilo, etilo, propilo, i-propilo, ciclopropilo, ciclobutilo, ciclopentilo, ciclohexilo o ciclopropilmetilo; R8, R9 y R10 se seleccionan independientemente de H, F, Cl, Br, CH3, CF3, CFH2, CF2H, etilo, i-propilo, ciclopropilo, metoxi, OH, OCF3, NH2 y NHCH3; R11 es Cl, Br, I, CH3, CF3, metoxi, i-propilo, ciclopropilo, ter-butilo, ciclobutilo o metilo; y R12, R13, R14 y R15 son independientemente H o metilo; RB es -SCH2C(=O)R1a, -SCH2-tetrazolilo, -SCH2C(=O)NHOH, -SCH2C(=O)O-alquil-OC(=O)R3a, -SCH2C(=O)O-alquil-OC(=O)OR3a, -SCH2C(=O)O-alquil-OC(=O)NR4aR4b, o -SCH2C(O-alquilo)3; R1a es OR2a, SR3a, NR4aR4b, al menos un aminoácido, un péptido, un lípido, un fosfolípido, un glucosido, un nucleotido, un oligonucleotido, polietilenglicol, o una combinacion de los mismos, en donde R2a es alquilo C1-4 opcionalmente sustituido, alquilo C5-10 opcionalmente sustituido, heteroalquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido, heterocicloalquilo opcionalmente sustituido, arilo opcionalmente sustituido o heteroarilo opcionalmente sustituido; o R2a es un cation farmacéuticamente aceptable; o R2a es -[C(R5a)(R5b)]mR5c; R3a es hidrogeno, alquilo C1-10 opcionalmente sustituido, heteroalquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido, heterocicloalquilo opcionalmente sustituido, arilo opcionalmente sustituido, heteroarilo opcionalmente sustituido; o R3a es -[C(R5a)(R5b)]nR5c; R4a es hidrogeno, alquilo opcionalmente sustituido, heteroalquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido o heterocicloalquilo opcionalmente sustituido; y R4b es hidrogeno, alquilo opcionalmente sustituido, heteroalquilo opcionalmente sustituido, cicloalquilo opcionalmente sustituido o heterocicloalquilo opcionalmente sustituido; o R4b es -[C(R5a)(R5b)]nR5c, en donde cada R5a es independientemente hidrogeno, halogeno, ciano, nitro, al menos un aminoácido, un péptido, un lípido, un fosfolípido, un glicosido, un nucleosido, un nucleotido, oligonucleotido, polietilenglicol, -L-OH, -L-SH, -L-NH2, -L-alquilo C1-3 sustituido, -L-alquilo C4-9 opcionalmente sustituido, -L-alquenilo C2-5 opcionalmente sustituido, -L-alquinilo C2-5 opcionalmente sustituido, -L-heteroalquilo C2-5 opcionalmente sustituido, -L-cicloalquilo C3-7 opcionalmente sustituido, -L-cicloalquenilo C3-7 opcionalmente sustituido, -L-heterocicloalquilo C3-7 opcionalmente sustituido, -L-haloalquilo C1-4 opcionalmente sustituido, -L-alcoxi C1-4 opcionalmente sustituido, -L-alquilamina C1-4 opcionalmente sustituido, -L-di-alquilamina C1-4 opcionalmente sustituida, -L-arilo C5-7 opcionalmente sustituido, -L-heteroarilo C5-7 opcionalmente sustituido, o un resto del grupo de formulas (5); cada R5b es independientemente hidrogeno, halogeno, ciano, nitro, al menos un aminoácido, un péptido, un lípido, un fosfolípido, un glicosido, un nucleosido, un nucleotido, oligonucleotido, polietilenglicol, -L-OH, -L-SH, -L-NH2, -L-alquilo C1-3 sustituido, -L-alquilo C4-9 opcionalmente sustituido, -L-alquenilo C2-5 opcionalmente sustituido, -L-alquinilo C2-5 opcionalmente sustituido, -L-heteroalquilo C2-5 opcionalmente sustituido, -L-cicloalquilo C3-7 opcionalmente sustituido, -L-cicloalquenilo C3-7 opcionalmente sustituido, -L-heterocicloalquilo C3-7 opcionalmente sustituido, -L-haloalquilo C1-4 opcionalmente sustituido, -L-alcoxi C1-4 opcionalmente sustituido, -L-alquilamina C1-4 opcionalmente sustituido, -L-di-alquilamina C1-4 opcionalmente sustituida, -L-arilo C5-7 opcionalmente sustituido, -L-heteroarilo C5-7 opcionalmente sustituido, o un resto del grupo de formulas (5); cada R5c es independientemente hidrogeno, halogeno, ciano, nitro, al menos un aminoácido, un péptido, un lípido, un fosfolípido, un glicosido, un nucleosido, un nucleotido, oligonucleotido, polietilenglicol, -L-OH, -L-SH, -L-NH2, -L-alquilo C1-3 sustituido, -L-alquilo C4-9 opcionalmente sustituido, -L-alquenilo C2-5 opcionalmente sustituido, -L-alquinilo C2-5 opcionalmente sustituido, -L-heteroalquilo C2-5 opcionalmente sustituido, -L-cicloalquilo C3-7 opcionalmente sustituido, -L-cicloalquenilo C3-7 opcionalmente sustituido, -L-heterocicloalquilo C3-7 opcionalmente sustituido, -L-haloalquilo C1-4 opcionalmente sustituido, -L-alcoxi C1-4 opcionalmente sustituido, -L-alquilamina C1-4 opcionalmente sustituido, -L-di-alquilamina C1-4 opcionalmente sustituida, -L-arilo C5-7 opcionalmente sustituido, -L-heteroarilo C5-7 opcionalmente sustituido, o un resto del grupo de formulas (5); en donde L es un enlace, -C(O)-, -S(O) o -S(O)2; y1 es 0, 1, 2 o 3; Y es OH, OMe, COOH, SO3H, OSO3H, OS(O)2NH2, P(O)(OH)2, OP(O)(OH)2, OP(O)(OH)(O-alquilo C1-4) o NY2Y3Y4; en donde Y2 e Y3 son cada uno independientemente hidrogeno o metilo; o Y2 e Y3 se toman en conjunto con el nitrogeno al cual están unidas para formar un anillo de cinco o seis miembros que contiene opcionalmente un átomo de oxígeno o un segundo átomo de nitrogeno; e Y4 es un par de electrones o un átomo de oxígeno; m es 1, 2, 3 o 4; n es 0, 1, 2, 3, 4, 5, 6, 7, 8, 9 o 10; y en donde si R2a es -[C(R5a)(R5b)]mR5c entonces al menos uno de R5a, R5b y R5c no es hidrogeno; R4 es H, alquilo inferior, alquenilo inferior o alquinilo inferior; R5, R5', R6, R6' y R7 se seleccionan independientemente de H, F, Cl, Br, I, metilo, etilo, n-propilo, i-propilo, metilo sustituido, etilo sustituido, n-propilo sustituido, i-propilo sustituido, ciclopropilo, ciclobutilo, ciclopentilo, CF3, CHF2, CH2F, NH2, NHR', NR'R'', OR', SR', C(O)R', CO2H, una sal de CO2H, COOR', CONH2, CONHR', CONR'R'', SO3H, una sal de SO3H, S(O)2R', S(O)2NH2, S(O)2NHR', S(O)2NR'R'', arilo o un heterociclo, en donde R' es H, alquilo C1-3, alquilo C1-3 sustituido en donde dichos sustituyentes se seleccionan de CF3, OH, O-alquilo C1-3, CO-alquilo C1-3, COOH, COO-alquilo C1-3, NH2, NH-alquilo C1-3, N(alquilo C1-3)(alquilo C1-3), CONH-alquilo C1-3, arilo o un heterociclo; R'' es H, alquilo C1-3, alquilo C1-3 sustituido en donde dicho sustituyentes se seleccionan de CF3, OH, O-alquilo C1-3, CO-alquilo C1-3, COOH, COO-alquilo C1-3, NH2, NH-alquilo C1-3, N(alquilo C1-3)(alquilo C1-3), CONH-alquilo C1-3, arilo o un heterociclo; o R' y R'' conjuntamente con el átomo de nitrogeno al cual están unidos forman un anillo heterocíclico de 4, 5 o 6 miembros; o un metabolito, sal farmacéuticamente aceptable, solvato, éster, tautomero o profármaco del mismo; y (v) opcionalmente uno o más transportadores farmacéuticamente aceptables. También reivindica el método de uso.
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Families Citing this family (97)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007050087A1 (en) 2004-08-25 2007-05-03 Ardea Biosciences, Inc. N[S(4-aryl-triazol-3-yl)α -mercaptoacetyl]-p-amino benozoic acids AS HIV REVERSE TRANSCRIPTASE INHIBITORS
SG155246A1 (en) * 2004-08-25 2009-09-30 Ardea Biosciences Inc S-TRIAZOLYL α-MERCAPTOACETANILIDES AS INHIBITORS OF HIV REVERSE TRANSCRIPTASE
CN102643241B (zh) 2007-11-27 2015-01-21 亚德生化公司 化合物和组合物以及使用方法
CN102186832B (zh) * 2008-09-04 2014-04-02 亚德生化公司 调节尿酸含量的化合物、组合物及其使用方法
US8242154B2 (en) 2008-09-04 2012-08-14 Ardea Biosciences, Inc. Compounds, compositions and methods of using same for modulating uric acid levels
US8173690B2 (en) * 2008-09-04 2012-05-08 Ardea Biosciences, Inc. Compounds, compositions and methods of using same for modulating uric acid levels
CA2741368A1 (en) * 2008-10-24 2010-04-29 Barry D. Quart Compositions comprising 4-(2-(5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4h-1,2,4-triazol-3-ylthio) acetamido)-3-chlorobenzoic acid and pharmaceutically acceptable salts thereof
WO2010048592A1 (en) * 2008-10-24 2010-04-29 Ardea Biosciences, Inc. Compositions comprising 4- (2- ( 5-br0m0-4- ( 1-cyclopropylnaphthalen-4-yl) -4h-1, 2, 4-triaz0l-3-ylthi0) acetamido -3-chlorobenzoic acid and pharmaceutically acceptable salts thereof
US20100160351A1 (en) * 2008-12-19 2010-06-24 Nuon Therapeutics, Inc. Pharmaceutical compositions and methods for treating hyperuricemia and related disorders
WO2010071865A1 (en) 2008-12-19 2010-06-24 Nuon Therapeutics, Inc. Pharmaceutical compositions and methods for treating hyperuricemia and related disorders
US20120122780A1 (en) * 2009-05-20 2012-05-17 Ardea Biosciences Inc. Compounds, Compositions and Methods for Modulating Uric Acid Levels
CA2760940A1 (en) 2009-05-20 2010-11-25 Ardea Biosciences, Inc. Methods of modulating uric acid levels
ES2563207T3 (es) * 2010-01-08 2016-03-11 Ardea Biosciences, Inc. Formas polimorfas, cristalinas y en mesofases de 2-(5-bromo-4-(4-ciclopropilnaftalen-1-il)-4H-1,2,4-triazol-3-iltio)acetato de sodio y sus usos
US9402827B2 (en) 2010-03-30 2016-08-02 Ardea Biosciences, Inc. Treatment of gout
PT2582683T (pt) * 2010-06-15 2018-05-25 Ardea Biosciences Inc Tratamento da gota e de hiperuricemia
EP2582664A4 (en) * 2010-06-16 2014-07-09 Ardea Biosciences Inc PHENYL THIOACETATE COMPOUNDS AND COMPOSITIONS AND METHOD FOR THEIR USE
AR081930A1 (es) 2010-06-16 2012-10-31 Ardea Biosciences Inc Compuestos de tioacetato
CA2813555C (en) 2010-10-15 2014-11-25 Ardea Biosciences, Inc. Methods for treating hyperuricemia and related diseases
US20130225830A1 (en) * 2010-10-28 2013-08-29 Mapi Pharma Limited Polymorphs of febuxostat
SI2658846T1 (sl) * 2010-12-30 2017-03-31 Ardea Biosciences, Inc. Polimorfne oblike 2-(5-bromo-4-(4-ciklopropilnaftalen-1-il)-4H-1,2,4-triazol-3-iltio) ocetne kisline in njihove uporabe
WO2012122532A2 (en) * 2011-03-09 2012-09-13 Biocryst Pharmaceuticals, Inc. Compositions and methods for treatment of hyperuricemia
AU2012258860B2 (en) * 2011-05-24 2015-12-03 Ardea Biosciences, Inc. Hypertension and hyperuricemia
EP2567959B1 (en) 2011-09-12 2014-04-16 Sanofi 6-(4-hydroxy-phenyl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors
BR112014010495A2 (pt) * 2011-11-03 2017-04-25 Ardea Biosciences Inc composto de piridina 3,4-di-substituído, métodos de uso e composições compreendendo o mesmo
US9023856B2 (en) 2011-11-04 2015-05-05 Cymabay Therapeutics, Inc. Methods for treating hyperuricemia in patients with gout using halofenate or halogenic acid and a second urate-lowering agent
JP6047172B2 (ja) * 2011-11-04 2016-12-21 サイマベイ・セラピューティクス・インコーポレイテッドCymaBay Therapeutics,Inc. 患者部分集団における痛風の治療方法
JP6008974B2 (ja) * 2011-11-04 2016-10-19 サイマベイ・セラピューティクス・インコーポレイテッドCymaBay Therapeutics,Inc. 痛風発赤の治療方法
US9060987B2 (en) 2011-11-04 2015-06-23 Cymabay Therapeutics, Inc. Methods for treating gout flares
RU2014134845A (ru) * 2012-01-27 2016-03-20 Тейдзин Фарма Лимитед Терапевтическое средство против диабета
AR091651A1 (es) 2012-07-03 2015-02-18 Ardea Biosciences Inc Elaboracion de acido 2-(5-bromo-4-(4-ciclopropilnaftalen-1-il)-4h-1,2,4-triazol-3-iltio)acetico
CN107721931A (zh) * 2012-11-14 2018-02-23 帝人制药株式会社 吡啶衍生物
CN102973530B (zh) * 2012-12-14 2016-08-03 贵州信邦制药股份有限公司 一种非布索坦双层肠溶片剂及其制备方法
CA2923269C (en) 2013-05-13 2023-02-14 Shanghai Hengrui Pharmaceutical Co., Ltd. Cycloalkyl acid derivative, preparation method thereof, and pharmaceutical application thereof
WO2014198241A1 (en) * 2013-06-14 2014-12-18 Sunshine Lake Pharma Co., Ltd. Thio-1,2,4-triazole derivatives and method for preparing the same
CN103524440B (zh) * 2013-10-15 2015-09-09 苏州鹏旭医药科技有限公司 痛风治疗药Lesinurad的制备方法及Lesinurad中间体
CN104447589B (zh) * 2013-11-20 2017-01-11 广东东阳光药业有限公司 一种尿酸调节剂的制备方法及其中间体
JP6470761B2 (ja) * 2013-11-22 2019-02-13 クリスタル ファーマテック カンパニー、リミテッドCrystal Pharmatech Co., Ltd. レシヌラドおよびそのナトリウム塩の結晶形態
CN103588716A (zh) * 2013-11-22 2014-02-19 苏州晶云药物科技有限公司 2-(5-溴-4-(4-环丙基萘-1-基)-4h-1,2,4-三唑-3-基硫基)乙酸的新晶型及其制备方法
CN103613552A (zh) * 2013-12-02 2014-03-05 苏州晶云药物科技有限公司 2-(5-溴-4-(4-环丙基萘-1-基)-4h-1,2,4-三唑-3-基硫基)乙酸钠的新晶型及其制备方法
CN103626710A (zh) * 2013-12-20 2014-03-12 苏州晶云药物科技有限公司 2-(5-溴-4-(4-环丙基萘-1-基)-4h-1,2,4-三唑-3-基硫基)乙酸的共晶及其制备方法
WO2015095703A1 (en) * 2013-12-20 2015-06-25 Crystal Pharmatech, Inc. Novel salts and co-crystals of lesinurad
CN103755651A (zh) * 2013-12-23 2014-04-30 苏州晶云药物科技有限公司 2-(5-溴-4-(4-环丙基萘-1-基)-4h-1,2,4-三唑-3-基硫基)乙酸的盐的新晶型及其制备方法
CN105294585B (zh) * 2014-07-02 2019-02-12 成都海创药业有限公司 一种治疗痛风的化合物
CN105851522A (zh) * 2014-07-25 2016-08-17 许伟琦 一种防止尿路结石的饲料
CN104341363B (zh) * 2014-10-27 2016-08-17 张远强 一种硝基取代的三氮唑磺酰丙二酸类化合物、其制备方法及用途
CN104326993B (zh) * 2014-10-27 2016-08-17 张远强 一种硝基取代三氮唑亚磺酰丙二酸类化合物、其制备方法及用途
CN104326998B (zh) * 2014-10-27 2016-08-17 张远强 苯基取代的三氮唑丙二酸类化合物、其制备方法及用途
CN104341364A (zh) * 2014-10-27 2015-02-11 张远强 三氮唑丙二酸类化合物、其制备方法及用途
CN104370842B (zh) * 2014-10-27 2016-07-13 张远强 苯基取代的三氮唑磺酰丙二酸类化合物、其制备方法及用途
CN104327000B (zh) * 2014-10-27 2016-08-17 张远强 苯基取代的三氮唑亚磺酰丙二酸类化合物、其制备方法及用途
CN104326995A (zh) * 2014-10-27 2015-02-04 张远强 一种腈基取代的三氮唑丙二酸类化合物、其制备方法及用途
CN104341365A (zh) * 2014-10-27 2015-02-11 张远强 卤代三氮唑丙二酸类化合物、其制备方法及用途
CN104326996A (zh) * 2014-10-27 2015-02-04 张远强 一种硝基取代三氮唑丙二酸类化合物、其制备方法及用途
CN104370841B (zh) * 2014-10-27 2016-07-13 张远强 三氮唑亚磺酰丙二酸类化合物、其制备方法及用途
CN104326994A (zh) * 2014-10-27 2015-02-04 张远强 一种腈基取代的三氮唑磺酰丙二酸类化合物、其制备方法及用途
CN104341362B (zh) * 2014-10-27 2016-07-13 张远强 三氮唑磺酰丙二酸类化合物、其制备方法及用途
CN104529848A (zh) * 2014-11-10 2015-04-22 安徽万邦医药科技有限公司 一种1-环丙基-4-异硫氰酰基萘的合成方法
US20160235851A1 (en) 2015-02-17 2016-08-18 Intellectual Property Associates, Llc Methods and formulations for transdermal administration
WO2016108282A1 (ja) * 2014-12-29 2016-07-07 日本ケミファ株式会社 Urat1阻害剤
CN105985295B (zh) * 2015-02-17 2018-11-20 华润赛科药业有限责任公司 一种旋光纯的硫代乙酸类化合物
CN105622531A (zh) * 2015-04-03 2016-06-01 南京明德新药研发股份有限公司 轴手性异构体及其制备方法和制药用途
CN104710374A (zh) * 2015-04-14 2015-06-17 安徽省逸欣铭医药科技有限公司 一种痛风新化合物及制备方法、用途及其药物制剂
CN106187926B (zh) * 2015-04-30 2018-11-27 天津药物研究院有限公司 含二芳基甲烷结构的羧酸类urat1抑制剂、制备方法及其在高尿酸血症和痛风治疗上的用途
WO2016203436A1 (en) * 2015-06-19 2016-12-22 Dr. Reddy's Laboratories Limited Amorphous and amorphous solid dispersion of lesinurad and their preparation
EP3112334A1 (en) 2015-06-29 2017-01-04 DPx Fine Chemicals Austria GmbH & CoKG Process for manufacturing 1-cyclopropyl-naphthalenes
CN104987311A (zh) * 2015-06-30 2015-10-21 安徽万邦医药科技有限公司 一种[4-(4-环丙基萘-1-基)-5-硝基- 4h-[1,2,4]三唑-3-基硫烷基]-乙酸乙酯的制备方法及其中间体(5-硝基-4h-[1,2,4]三唑-3-基硫基)-乙酸乙酯
CN105017168A (zh) * 2015-07-01 2015-11-04 安徽万邦医药科技有限公司 一种[5-溴-4-(4-环丙基萘-1-基)-4h-[1,2,4]三唑-3-基硫烷基]-乙酸甲酯的新制备方法
CN105153056A (zh) * 2015-07-01 2015-12-16 安徽万邦医药科技有限公司 一种[5-溴-4-(4-环丙基萘-1-基)-4h-[1,2,4]三唑-3-基硫烷基]-乙酸甲酯的新制备方法
JP6153281B1 (ja) * 2015-08-26 2017-06-28 株式会社スタージェン 細胞内atp増強剤
WO2017036884A1 (en) 2015-08-28 2017-03-09 Sandoz Ag A lesinurad, free form / lesinurad ethyl ester co-crystal
CN105301126B (zh) * 2015-10-10 2021-02-12 大道隆达(北京)医药科技发展有限公司 一种托匹司他有关物质的分析方法
WO2017091513A1 (en) * 2015-11-24 2017-06-01 Daiichi Sankyo Company, Limited Novel azole derivatives as apelin receptor agonist
ES2911284T3 (es) 2015-12-28 2022-05-18 Shanghai Fochon Pharmaceutical Co Ltd Derivados de indolizina, composición y métodos de uso
US20170319552A1 (en) * 2016-02-24 2017-11-09 Ardea Biosciences, Inc. Atropisomers of triazole derivative
CN107176930B (zh) * 2016-03-11 2020-12-01 广东赛烽医药科技有限公司 2-[5-溴-4-(4-氟代环丙基萘-1-基)-4h-1,2,4-三唑-3-基硫基]乙酸化合物及其应用
CN107337649B (zh) * 2016-04-29 2020-10-16 四川科伦药物研究院有限公司 一种乙酸钠水合物无定型及其制备方法和用途
AU2017270858B2 (en) * 2016-05-23 2019-09-19 Dongbao Purple Star (Hangzhou) Biopharmaceutical Co., Ltd. Thiophene, manufacturing method thereof, and pharmaceutical application of same
CN106074540B (zh) * 2016-06-10 2018-10-16 江西博屾医疗器械有限公司 一种用于高尿酸血症治疗的药物组合物及其应用
CN105943552A (zh) * 2016-06-17 2016-09-21 王枝宝 一种氢氧化钾的医药用途
ES2931470T3 (es) * 2016-06-17 2022-12-29 Medshine Discovery Inc Compuesto halogenado e isómero axialmente quiral del mismo
CN106083847B (zh) * 2016-08-03 2018-10-30 山东大学 一种咪唑并吡啶巯乙酸类衍生物及其制备方法与应用
CZ2016611A3 (cs) * 2016-09-30 2018-05-09 Zentiva, K.S. Způsob výroby 2-(5-brom-4-(1-cyklopropylnaftalen-4-yl)-4H-1,2,4-triazol-3-ylthio)octové kyseliny - lesinuradu
EP3281941B1 (en) 2016-08-11 2019-07-24 Zentiva K.S. Process for preparing 2-(5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4h-1,2,4-triazol-3-ylthio)acetic acid
CN108014108A (zh) * 2016-11-03 2018-05-11 江苏万邦生化医药股份有限公司 lesinurad或其医药上可接受的盐在制备治疗或预防库欣综合征的药物中的应用
US10513500B2 (en) 2016-11-10 2019-12-24 Apotex Inc. Crystalline forms of Lesinurad
CA3043640A1 (en) 2016-11-11 2018-05-17 Whitehead Institute For Biomedical Research Human plasma-like medium
CN108164471B (zh) * 2016-12-07 2019-09-13 浙江京新药业股份有限公司 Lesinurad衍生物及其制备方法和用途
US10351537B2 (en) 2017-03-10 2019-07-16 Apotex Inc. Processes for the preparation of lesinurad and intermediates thereof
EP3315494A1 (en) 2017-04-19 2018-05-02 Química Sintética, S.A. Amorphous form of lesinurad and processes for its preparation
CN108947919B (zh) * 2017-05-17 2023-05-02 上海奥博生物医药股份有限公司 一种抗痛风药Lesinurad的新型制备方法及其关键中间体
US10538808B2 (en) 2017-05-26 2020-01-21 Vibrant Holdings, Llc Photoactive compounds and methods for biomolecule detection and sequencing
EP4324460A3 (en) 2017-09-15 2024-04-24 Dyve Biosciences, Inc. Sodium bicarbonate for use in the treatment of gout and related disorders
CN111386268B (zh) * 2017-11-23 2022-04-19 东宝紫星(杭州)生物医药有限公司 一种urat1抑制剂的晶型及其制备方法
EP3498697A1 (en) 2017-12-12 2019-06-19 Química Sintética, S.A. Novel salts and polymorphs of lesinurad
JP7282780B2 (ja) * 2017-12-15 2023-05-29 ジアンスー カニョン ファーマシューティカル カンパニー リミテッド 4-(ナフタレン-1-イル)-4h-1,2,4-トリアゾール系化合物の結晶形、塩形態及びその製造方法
CN109369783B (zh) * 2018-11-30 2021-09-10 昆明医科大学 一种多肽rdp1及其提纯方法与应用
CN111320588B (zh) * 2018-12-14 2024-02-09 上海奥博生物医药股份有限公司 一种纯化Lesinurad的方法

Family Cites Families (50)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2006101A (en) 1932-07-05 1935-06-25 Meaf Mach En Apparaten Fab Nv Reversing mechanism for dry gas meters
US4198513A (en) 1970-09-25 1980-04-15 Merck & Co., Inc. 1,2,4-Triazoles
NL7112373A (es) * 1970-09-25 1972-03-28
JPS5641637B2 (es) 1973-11-26 1981-09-29
US4889868A (en) 1984-12-20 1989-12-26 Rorer Pharmaceutical Corporation Bis-imidazolinoamino derivatives as antiallergy compounds
US5260322A (en) * 1990-10-08 1993-11-09 Merck & Co., Inc. Angiotension II antagonists in the treatment of hyperuricemia
US6832996B2 (en) * 1995-06-07 2004-12-21 Arthrocare Corporation Electrosurgical systems and methods for treating tissue
JPH07215940A (ja) 1994-01-27 1995-08-15 Torii Yakuhin Kk 抗ウイルス活性を有する化合物
US5945425A (en) 1994-04-29 1999-08-31 G.D. Searle & Co. Method of using (H+ /K+)ATPase inhibitors as antiviral agents
JP3964478B2 (ja) 1995-06-30 2007-08-22 エーザイ・アール・アンド・ディー・マネジメント株式会社 ヘテロ環含有カルボン酸誘導体及びそれを含有する医薬
US6017925A (en) 1997-01-17 2000-01-25 Merck & Co., Inc. Integrin antagonists
US6245817B1 (en) * 1997-02-14 2001-06-12 Bayer Corporation NPY5 receptor antagonists and methods for using same
WO1998035957A1 (en) * 1997-02-14 1998-08-20 Bayer Corporation Amide derivatives as selective neuropeptide y receptor antagonists
ES2361146T3 (es) * 1998-03-27 2011-06-14 Janssen Pharmaceutica Nv Derivados de la piramidina inhibitatoria de vih.
TR200102178T2 (tr) 1998-11-12 2002-01-21 Neurocrine Biosciences, Inc. CRF reseptör antagonistleri ve bunlarla ilgili yöntemler.
AU2217200A (en) * 1998-12-23 2000-07-12 Neurogen Corporation 2-amino-9-alkylpurines: gaba brain receptor ligands
US6593077B2 (en) * 1999-03-22 2003-07-15 Special Materials Research And Technology, Inc. Method of making thin films dielectrics using a process for room temperature wet chemical growth of SiO based oxides on a substrate
US6624194B1 (en) * 1999-06-04 2003-09-23 Metabolex, Inc. Use of (−) (3-trihalomethylphenoxy) (4-halophenyl) acetic acid derivatives for treatment of insulin resistance, type 2 diabetes, hyperlipidemia and hyperuricemia
EP1363877A2 (en) 2001-03-02 2003-11-26 SmithKline Beecham Corporation Benzophenones as inhibitors of reverse transcriptase
JO3429B1 (ar) 2001-08-13 2019-10-20 Janssen Pharmaceutica Nv مشتقات برميدينات مثبطة فيروس الايدز
US7074816B2 (en) * 2002-01-28 2006-07-11 Fuji Yakuhin Co., Ltd. 1 2 4-triazole compound
CA2484233A1 (en) 2002-05-13 2003-11-27 Eli Lilly And Company Multicyclic compounds for use as melanin concentrating hormone antagonists in the treatment of obesity and diabetes
MXPA05002070A (es) 2002-08-23 2005-07-05 Ribapharm Inc Inhibidores no nucleosidicos de la transcriptasa inversa.
US7642277B2 (en) 2002-12-04 2010-01-05 Boehringer Ingelheim International Gmbh Non-nucleoside reverse transcriptase inhibitors
JP5602333B2 (ja) 2003-02-07 2014-10-08 ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ Hiv感染の予防のためのピリミジン誘導体
ES2361835T3 (es) 2003-09-25 2011-06-22 Janssen Pharmaceutica Nv Derivados de purina inhibidores de la replicación del hiv.
US20080031901A1 (en) * 2004-09-24 2008-02-07 Abbott Laboratories Sustained release monoeximic formulations of opioid and nonopioid analgesics
JP4660376B2 (ja) 2003-11-14 2011-03-30 株式会社ヒューマンセルシステムズ 血管障害や高血圧症の治療・予防剤、及びそのスクリーニング方法
EP1694323A4 (en) 2003-12-19 2009-05-13 Elixir Pharmaceuticals Inc METHOD FOR TREATING A DISEASE
CN1934095A (zh) * 2004-03-08 2007-03-21 惠氏公司 离子通道调节剂
WO2005087750A1 (en) * 2004-03-08 2005-09-22 Wyeth Ion channel modulators
JP2008500357A (ja) 2004-05-25 2008-01-10 メタボレックス インコーポレーティッド Pparのモジュレーターとしての置換されたトリアゾールおよびこれらの調製方法
US20060013556A1 (en) 2004-07-01 2006-01-19 Thomas Poslinski Commercial information and guide
SG155246A1 (en) * 2004-08-25 2009-09-30 Ardea Biosciences Inc S-TRIAZOLYL α-MERCAPTOACETANILIDES AS INHIBITORS OF HIV REVERSE TRANSCRIPTASE
WO2007050087A1 (en) * 2004-08-25 2007-05-03 Ardea Biosciences, Inc. N[S(4-aryl-triazol-3-yl)α -mercaptoacetyl]-p-amino benozoic acids AS HIV REVERSE TRANSCRIPTASE INHIBITORS
GB0422057D0 (en) 2004-10-05 2004-11-03 Astrazeneca Ab Novel compounds
KR20080066938A (ko) * 2005-10-07 2008-07-17 깃세이 야쿠힌 고교 가부시키가이샤 질소 함유 복소환 화합물 및 그것을 함유하는 의약 조성물
WO2007077042A1 (en) 2006-01-06 2007-07-12 Topotarget Switzerland Sa New method for the treatment of gout or pseudogout
EP2001897A2 (en) 2006-03-22 2008-12-17 Syndexa Pharmaceuticals Corporation Compounds and methods for treatment of disorders associated with er stress
CA2653217A1 (en) 2006-05-25 2007-12-06 Synta Pharmaceuticals Corp. Method for treating proliferative disorders associated with protooncogene products
AU2007267803B2 (en) 2006-05-25 2011-08-25 Synta Pharmaceuticals Corp. Method for treating non-Hodgkin's lymphoma
CA2662242C (en) 2006-09-07 2012-06-12 Amgen Inc. Benzo-fused compounds for use in treating metabolic disorders
EP1939181A1 (en) 2006-12-27 2008-07-02 sanofi-aventis Heteroaryl-substituted carboxamides and use thereof for the stimulation of the expression of NO synthase
CA2675443A1 (en) 2007-01-19 2008-07-24 Takeda Pharmaceuticals North America, Inc. Methods for preventing or reducing the number of gout flares using xanthine oxidoreductase inhibitors and anti-inflammatory agents
CN102643241B (zh) 2007-11-27 2015-01-21 亚德生化公司 化合物和组合物以及使用方法
US8173690B2 (en) * 2008-09-04 2012-05-08 Ardea Biosciences, Inc. Compounds, compositions and methods of using same for modulating uric acid levels
US8242154B2 (en) * 2008-09-04 2012-08-14 Ardea Biosciences, Inc. Compounds, compositions and methods of using same for modulating uric acid levels
WO2010048592A1 (en) 2008-10-24 2010-04-29 Ardea Biosciences, Inc. Compositions comprising 4- (2- ( 5-br0m0-4- ( 1-cyclopropylnaphthalen-4-yl) -4h-1, 2, 4-triaz0l-3-ylthi0) acetamido -3-chlorobenzoic acid and pharmaceutically acceptable salts thereof
WO2010071865A1 (en) 2008-12-19 2010-06-24 Nuon Therapeutics, Inc. Pharmaceutical compositions and methods for treating hyperuricemia and related disorders
AU2012258860B2 (en) 2011-05-24 2015-12-03 Ardea Biosciences, Inc. Hypertension and hyperuricemia

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