JP2007500724A5 - - Google Patents
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- Publication number
- JP2007500724A5 JP2007500724A5 JP2006522112A JP2006522112A JP2007500724A5 JP 2007500724 A5 JP2007500724 A5 JP 2007500724A5 JP 2006522112 A JP2006522112 A JP 2006522112A JP 2006522112 A JP2006522112 A JP 2006522112A JP 2007500724 A5 JP2007500724 A5 JP 2007500724A5
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- JP
- Japan
- Prior art keywords
- solvent
- temperature
- formula
- group
- compound
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 claims 35
- 239000002904 solvent Substances 0.000 claims 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 8
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 6
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 4
- 229910052708 sodium Inorganic materials 0.000 claims 4
- 239000011734 sodium Substances 0.000 claims 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 239000001301 oxygen Substances 0.000 claims 3
- 229910052717 sulfur Chemical group 0.000 claims 3
- 239000011593 sulfur Chemical group 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- CVNOWLNNPYYEOH-UHFFFAOYSA-N 4-cyanophenol Chemical compound OC1=CC=C(C#N)C=C1 CVNOWLNNPYYEOH-UHFFFAOYSA-N 0.000 claims 2
- XBDNVAYJGWPYLL-UHFFFAOYSA-O CCOC([S+]1C(C(C=C2)=CC=C2O)=NC(C)=C1)=O Chemical compound CCOC([S+]1C(C(C=C2)=CC=C2O)=NC(C)=C1)=O XBDNVAYJGWPYLL-UHFFFAOYSA-O 0.000 claims 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical group [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 2
- VDTNKXSVUGXUOJ-UHFFFAOYSA-N chembl2441358 Chemical compound NC(=S)C1=CC=C(O)C=C1 VDTNKXSVUGXUOJ-UHFFFAOYSA-N 0.000 claims 2
- RDULEYWUGKOCMR-UHFFFAOYSA-N ethyl 2-chloro-3-oxobutanoate Chemical compound CCOC(=O)C(Cl)C(C)=O RDULEYWUGKOCMR-UHFFFAOYSA-N 0.000 claims 2
- 229910052744 lithium Inorganic materials 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 239000011591 potassium Chemical group 0.000 claims 2
- 229910052700 potassium Inorganic materials 0.000 claims 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 238000011437 continuous method Methods 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/630,043 US20050027128A1 (en) | 2003-07-30 | 2003-07-30 | Substituted thiazoles |
| US10/630,043 | 2003-07-30 | ||
| PCT/US2004/024758 WO2005012273A2 (en) | 2003-07-30 | 2004-07-30 | Process for the preparation of substituted thiazoles |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007500724A JP2007500724A (ja) | 2007-01-18 |
| JP2007500724A5 true JP2007500724A5 (enExample) | 2007-08-16 |
| JP4975435B2 JP4975435B2 (ja) | 2012-07-11 |
Family
ID=34103748
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006522112A Expired - Lifetime JP4975435B2 (ja) | 2003-07-30 | 2004-07-30 | 置換されたチアゾールの製造方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20050027128A1 (enExample) |
| EP (2) | EP1651624B1 (enExample) |
| JP (1) | JP4975435B2 (enExample) |
| CA (1) | CA2533658C (enExample) |
| MX (1) | MXPA06001201A (enExample) |
| WO (1) | WO2005012273A2 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101952315B (zh) * | 2007-12-26 | 2015-04-01 | 生物测试股份公司 | 靶向cd138的试剂及其应用 |
| US8791077B2 (en) * | 2008-05-22 | 2014-07-29 | Astrazeneca Ab | Method for treating hyperuricemia employing an SGLT2 inhibitor and composition containing same |
| MX2011013057A (es) | 2009-06-09 | 2012-04-11 | Teijin Pharma Ltd | Metodo para producir derivado de benzotioamida 4-sustituida. |
| WO2011073617A1 (en) | 2009-12-14 | 2011-06-23 | Cipla Limited | Processes for the preparation of febuxostat and salts thereof |
| US8857343B2 (en) * | 2012-05-29 | 2014-10-14 | Liberty Ammunition, Llc | High volume multiple component projectile assembly |
| CN102702054A (zh) * | 2012-06-29 | 2012-10-03 | 晋城海斯制药有限公司 | 一种对羟基硫代苯甲酰胺的制备方法 |
| CN104610110A (zh) * | 2014-03-12 | 2015-05-13 | 广东东阳光药业有限公司 | 一种制备4-取代硫代苯甲酰胺衍生物的方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3518279A (en) * | 1967-08-29 | 1970-06-30 | American Cyanamid Co | Thiazolylphenyl phosphates |
| US3852287A (en) * | 1970-03-26 | 1974-12-03 | Uniroyal Ltd | Preparation of thionamides |
| US4528291A (en) * | 1982-06-22 | 1985-07-09 | Schering Corporation | 2-(4'-Pyridinyl)-thiazole compounds and their use in increasing cardiac contractility |
| DE4031804A1 (de) * | 1990-10-08 | 1992-04-09 | Basf Ag | Indophenolfarbstoffe und ein verfahren zu ihrer thermischen uebertragung |
| ES2092580T3 (es) * | 1990-11-30 | 1996-12-01 | Teijin Ltd | Derivado de 2-ariltiazol y composicion farmaceutica que contiene el mismo. |
| JP2706037B2 (ja) * | 1993-04-13 | 1998-01-28 | 帝人株式会社 | シアノ化合物およびその製造方法 |
| JPH10139770A (ja) * | 1996-11-08 | 1998-05-26 | Teijin Ltd | ２−（３−シアノフェニル）チアゾール誘導体の製造法 |
| JP3440196B2 (ja) * | 1997-08-13 | 2003-08-25 | 帝人株式会社 | チオベンズアミド誘導体の製造方法 |
| DE19934066A1 (de) * | 1999-07-23 | 2001-01-25 | Basf Ag | Verfahren zur Herstellung von 4-Cyano-2-aminomethylthiazol |
| PE20011010A1 (es) * | 1999-12-02 | 2001-10-18 | Glaxo Group Ltd | Oxazoles y tiazoles sustituidos como agonista del receptor activado por el proliferador de peroxisomas humano |
| JP4716547B2 (ja) * | 2000-08-10 | 2011-07-06 | 住友精化株式会社 | ２−フェニルチアゾール類の製造方法 |
| WO2002079177A1 (en) * | 2001-03-29 | 2002-10-10 | Nippon Soda Co.,Ltd. | Process for producing (4-phenylthiazol-2-yl)alkanenitrile |
| JP2003002863A (ja) * | 2001-06-25 | 2003-01-08 | Nippon Soda Co Ltd | 安息香酸類の製造方法および新規化合物 |
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2003
- 2003-07-30 US US10/630,043 patent/US20050027128A1/en not_active Abandoned
-
2004
- 2004-07-30 EP EP04779726.1A patent/EP1651624B1/en not_active Expired - Lifetime
- 2004-07-30 CA CA2533658A patent/CA2533658C/en not_active Expired - Fee Related
- 2004-07-30 MX MXPA06001201A patent/MXPA06001201A/es active IP Right Grant
- 2004-07-30 JP JP2006522112A patent/JP4975435B2/ja not_active Expired - Lifetime
- 2004-07-30 EP EP11170183A patent/EP2386548A2/en not_active Withdrawn
- 2004-07-30 WO PCT/US2004/024758 patent/WO2005012273A2/en not_active Ceased