JP2008510828A5 - - Google Patents
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- JP2008510828A5 JP2008510828A5 JP2007530127A JP2007530127A JP2008510828A5 JP 2008510828 A5 JP2008510828 A5 JP 2008510828A5 JP 2007530127 A JP2007530127 A JP 2007530127A JP 2007530127 A JP2007530127 A JP 2007530127A JP 2008510828 A5 JP2008510828 A5 JP 2008510828A5
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- JP
- Japan
- Prior art keywords
- compound according
- compound
- group
- methyl
- cyclopropyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 150000001875 compounds Chemical class 0.000 claims 54
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 14
- 229910052794 bromium Inorganic materials 0.000 claims 12
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 10
- 229910052801 chlorine Inorganic materials 0.000 claims 8
- -1 methyl compound Chemical class 0.000 claims 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 8
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 229910052740 iodine Inorganic materials 0.000 claims 4
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 239000011780 sodium chloride Substances 0.000 claims 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 3
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 3
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000001624 naphthyl group Chemical group 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- IMNIMPAHZVJRPE-UHFFFAOYSA-N DABCO Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000002183 isoquinolinyl group Chemical class C1(=NC=CC2=CC=CC=C12)* 0.000 claims 2
- 229920000728 polyester Polymers 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000006555 (C3-C5) cycloalkyl group Chemical group 0.000 claims 1
- JMAGRGYNUBAGRG-UHFFFAOYSA-N 2-[[5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-chloro-4-sulfamoylphenyl)acetamide Chemical compound ClC1=CC(S(=O)(=O)N)=CC=C1NC(=O)CSC1=NN=C(Br)N1C(C1=CC=CC=C11)=CC=C1C1CC1 JMAGRGYNUBAGRG-UHFFFAOYSA-N 0.000 claims 1
- JUXJGQUZSKDQFV-UHFFFAOYSA-N 4-[[2-[[5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]amino]-3-chlorobenzamide Chemical compound ClC1=CC(C(=O)N)=CC=C1NC(=O)CSC1=NN=C(Br)N1C(C1=CC=CC=C11)=CC=C1C1CC1 JUXJGQUZSKDQFV-UHFFFAOYSA-N 0.000 claims 1
- 125000004423 acyloxy group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 150000001370 alpha-amino acid derivatives Chemical class 0.000 claims 1
- 235000008206 alpha-amino acids Nutrition 0.000 claims 1
- 125000005418 aryl aryl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 150000002829 nitrogen Chemical group 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 0 CC(C)c1ccc(*)c2c1CC[C@@](C)[C@@]1C2C1 Chemical compound CC(C)c1ccc(*)c2c1CC[C@@](C)[C@@]1C2C1 0.000 description 2
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60422004P | 2004-08-25 | 2004-08-25 | |
| US60421904P | 2004-08-25 | 2004-08-25 | |
| US60/604,219 | 2004-08-25 | ||
| US60/604,220 | 2004-08-25 | ||
| US68635105P | 2005-05-31 | 2005-05-31 | |
| US60/686,351 | 2005-05-31 | ||
| PCT/US2005/030259 WO2006026356A2 (en) | 2004-08-25 | 2005-08-25 | S-TRIAZOLYL α-MERCAPTOACETANILDES AS INHIBITORS OF HIV REVERSE TRANSCRIPTASE |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012000790A Division JP5457472B2 (ja) | 2004-08-25 | 2012-01-05 | ＨＩＶ逆転写酵素のインヒビターとしてのＳ−トリアゾリルα−メルカプトアセトアニリド |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008510828A JP2008510828A (ja) | 2008-04-10 |
| JP2008510828A5 true JP2008510828A5 (US07794700-20100914-C00152.png) | 2008-07-17 |
| JP4952943B2 JP4952943B2 (ja) | 2012-06-13 |
Family
ID=36000576
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007530127A Active JP4952943B2 (ja) | 2004-08-25 | 2005-08-25 | ＨＩＶ逆転写酵素のインヒビターとしてのＳ−トリアゾリルα−メルカプトアセトアニリド |
| JP2012000790A Active JP5457472B2 (ja) | 2004-08-25 | 2012-01-05 | ＨＩＶ逆転写酵素のインヒビターとしてのＳ−トリアゾリルα−メルカプトアセトアニリド |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012000790A Active JP5457472B2 (ja) | 2004-08-25 | 2012-01-05 | ＨＩＶ逆転写酵素のインヒビターとしてのＳ−トリアゾリルα−メルカプトアセトアニリド |
Country Status (32)
Families Citing this family (51)
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| EP2402011B1 (en) * | 2004-08-25 | 2012-11-14 | Ardea Biosciences, Inc. | S-triazolyl alpha-mercaptoacetanilides as inhibitors of HIV reverse transcriptase |
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| ES2542153T3 (es) | 2007-05-30 | 2015-07-31 | F. Hoffmann-La Roche Ag | Inhibidores no nucleósidos de la transcriptasa inversa |
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| KR20110050708A (ko) | 2008-09-04 | 2011-05-16 | 아디아 바이오사이언스즈 인크. | 요산 수치를 조절하기 위한 화합물, 조성물 및 이들의 사용 방법 |
| US8173690B2 (en) * | 2008-09-04 | 2012-05-08 | Ardea Biosciences, Inc. | Compounds, compositions and methods of using same for modulating uric acid levels |
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| US20110244049A1 (en) * | 2008-10-24 | 2011-10-06 | Ardea Biosciences Inc. | 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, and methods for preparing and using same |
| EP2432468A2 (en) | 2009-05-20 | 2012-03-28 | Ardea Biosciences, Inc. | Methods of modulating uric acid levels |
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| JP6025853B2 (ja) | 2011-11-03 | 2016-11-16 | アルデア バイオサイエンシーズ インク． | ３，４−二置換ピリジン化合物、その使用方法、および、該化合物を含む組成物 |
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| CN105315218A (zh) * | 2014-07-17 | 2016-02-10 | 天津药物研究院 | 一种制备lesinurad中间体1-萘基三唑硫酮的方法 |
| 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 |
| 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 |
| CN104341361B (zh) * | 2014-10-27 | 2017-01-11 | 张远强 | 一种腈基取代三氮唑亚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 |
| 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 |
| CN104311498B (zh) * | 2014-10-27 | 2016-04-06 | 张远强 | 烷氧基取代的三氮唑磺酰丙二酸类化合物、其制备方法及用途 |
| 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 |
| 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 |
| 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 |
| 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 |
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| CN105566237B (zh) * | 2016-03-01 | 2018-05-18 | 山东大学 | 一种治疗痛风的三唑巯乙酸类化合物的制备方法 |
| US10633351B2 (en) | 2016-06-17 | 2020-04-28 | Medshine Discovery Inc. | Halogenated compound and axially chiral isomer thereof |
| 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 |
| EP3372592A1 (en) | 2017-03-07 | 2018-09-12 | Zentiva, k.s. | Solid forms of lesinurad amine salts |
| 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 |
| WO2019001325A1 (zh) * | 2017-06-28 | 2019-01-03 | 苏州科睿思制药有限公司 | 雷西纳得的晶型xv及其制备方法 |
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| WO2022249788A1 (ja) | 2021-05-28 | 2022-12-01 | 住友化学株式会社 | シクロアルキルブロミドの製造方法 |
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| US20110244049A1 (en) | 2008-10-24 | 2011-10-06 | Ardea Biosciences Inc. | 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, and methods for preparing and using same |
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-
2005
- 2005-08-25 EP EP11177941A patent/EP2402011B1/en active Active
- 2005-08-25 ES ES05790722T patent/ES2380604T3/es active Active
- 2005-08-25 EP EP12187096.8A patent/EP2609917A1/en not_active Withdrawn
- 2005-08-25 WO PCT/US2005/030259 patent/WO2006026356A2/en active Application Filing
- 2005-08-25 AU AU2005280130A patent/AU2005280130C9/en active Active
- 2005-08-25 NZ NZ553534A patent/NZ553534A/en not_active IP Right Cessation
- 2005-08-25 CN CN200910205213.7A patent/CN101817793B/zh active Active
- 2005-08-25 SG SG200905668-0A patent/SG155246A1/en unknown
- 2005-08-25 NZ NZ581376A patent/NZ581376A/en not_active IP Right Cessation
- 2005-08-25 IN IN3762CHN2014 patent/IN2014CN03762A/en unknown
- 2005-08-25 MX MX2007002236A patent/MX2007002236A/es active IP Right Grant
- 2005-08-25 ME MEP-2013-18A patent/ME01512B/me unknown
- 2005-08-25 SI SI200531426T patent/SI2135608T1/sl unknown
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2007
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2009
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2010
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2011
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2012
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2013
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2016
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2017
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