TW200942542A - Method of synthesizing tetrahydrobiopterin - Google Patents
Method of synthesizing tetrahydrobiopterinInfo
- Publication number
- TW200942542A TW200942542A TW098100222A TW98100222A TW200942542A TW 200942542 A TW200942542 A TW 200942542A TW 098100222 A TW098100222 A TW 098100222A TW 98100222 A TW98100222 A TW 98100222A TW 200942542 A TW200942542 A TW 200942542A
- Authority
- TW
- Taiwan
- Prior art keywords
- tetrahydrobiopterin
- biopterin
- aqueous solution
- organic
- diacetylbiopterin
- Prior art date
Links
- FNKQXYHWGSIFBK-RPDRRWSUSA-N sapropterin Chemical compound N1=C(N)NC(=O)C2=C1NC[C@H]([C@@H](O)[C@@H](O)C)N2 FNKQXYHWGSIFBK-RPDRRWSUSA-N 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 3
- 229960004617 sapropterin Drugs 0.000 title 1
- 230000002194 synthesizing effect Effects 0.000 title 1
- LHQIJBMDNUYRAM-AWFVSMACSA-N D-erythro-biopterin Chemical compound N1=C(N)NC(=O)C2=NC([C@H](O)[C@H](O)C)=CN=C21 LHQIJBMDNUYRAM-AWFVSMACSA-N 0.000 abstract 4
- LHQIJBMDNUYRAM-UHFFFAOYSA-N L-erythro-Biopterin Natural products N1=C(N)NC(=O)C2=NC(C(O)C(O)C)=CN=C21 LHQIJBMDNUYRAM-UHFFFAOYSA-N 0.000 abstract 4
- 239000007864 aqueous solution Substances 0.000 abstract 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- ZBYBSVILJUOUFR-RRAGMBSWSA-N [(1r,2s)-1-acetyloxy-1-(2-amino-4-oxo-1h-pteridin-6-yl)propan-2-yl] acetate Chemical compound N1C(N)=NC(=O)C2=NC([C@@H](OC(C)=O)[C@@H](OC(C)=O)C)=CN=C21 ZBYBSVILJUOUFR-RRAGMBSWSA-N 0.000 abstract 2
- 239000008346 aqueous phase Substances 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 238000005984 hydrogenation reaction Methods 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 239000012074 organic phase Substances 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000012455 biphasic mixture Substances 0.000 abstract 1
- 150000001768 cations Chemical group 0.000 abstract 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- 150000002500 ions Chemical class 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- RKSUYBCOVNCALL-NTVURLEBSA-N sapropterin dihydrochloride Chemical compound Cl.Cl.N1=C(N)NC(=O)C2=C1NC[C@H]([C@@H](O)[C@@H](O)C)N2 RKSUYBCOVNCALL-NTVURLEBSA-N 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1952808P | 2008-01-07 | 2008-01-07 | |
| US4690908P | 2008-04-22 | 2008-04-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW200942542A true TW200942542A (en) | 2009-10-16 |
Family
ID=40428295
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW098100222A TW200942542A (en) | 2008-01-07 | 2009-01-06 | Method of synthesizing tetrahydrobiopterin |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US8178670B2 (zh) |
| EP (1) | EP2240484A1 (zh) |
| JP (1) | JP2011508781A (zh) |
| KR (1) | KR20100101006A (zh) |
| CN (1) | CN101959891A (zh) |
| AR (1) | AR070109A1 (zh) |
| AU (1) | AU2009204476A1 (zh) |
| BR (1) | BRPI0907247A2 (zh) |
| CA (1) | CA2711444C (zh) |
| CL (2) | CL2009000007A1 (zh) |
| IL (1) | IL206845A0 (zh) |
| MX (1) | MX2010007452A (zh) |
| PE (1) | PE20091314A1 (zh) |
| RU (1) | RU2010133160A (zh) |
| TW (1) | TW200942542A (zh) |
| WO (1) | WO2009088979A1 (zh) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102443006B (zh) * | 2010-10-13 | 2016-02-24 | 因华生技制药股份有限公司 | (6r)-四氢生物喋呤盐酸盐的制备方法 |
| TWI481612B (zh) * | 2010-10-15 | 2015-04-21 | Innopharmax Inc | （６ｒ）－四氫生物喋呤鹽酸鹽的製備方法 |
| EA201391206A1 (ru) | 2011-02-18 | 2014-02-28 | Алексион Фарма Интернэшнл Сарл | Способы синтеза производных предшественника молибдоптерина z |
| CN102633799B (zh) * | 2012-04-10 | 2014-06-25 | 凯莱英医药集团（天津）股份有限公司 | 一种从消旋体中间体拆分路线合成二盐酸沙丙蝶呤的方法 |
| CN102627644B (zh) * | 2012-04-10 | 2014-04-16 | 凯莱英医药集团（天津）股份有限公司 | 一种通过直接手性合成方法制备二盐酸沙丙蝶呤的方法 |
| WO2016189542A1 (en) | 2015-05-28 | 2016-12-01 | Natco Pharma Ltd | Novel process for the preparation of sapropterin dihydrochloride and its key intermediate, l-biopterin |
| EP3491008A2 (en) | 2016-07-26 | 2019-06-05 | BioMarin Pharmaceutical Inc. | Novel adeno-associated virus capsid proteins |
| CN109776540B (zh) * | 2017-11-15 | 2021-07-06 | 北京启慧生物医药有限公司 | 一种盐酸沙丙蝶呤的制备方法 |
| KR20210008501A (ko) | 2018-05-09 | 2021-01-22 | 바이오마린 파머수티컬 인크. | 페닐케톤뇨증을 치료하는 방법 |
| TW202005978A (zh) | 2018-05-14 | 2020-02-01 | 美商拜奧馬林製藥公司 | 新穎肝靶向腺相關病毒載體 |
| CN110872293A (zh) * | 2018-09-04 | 2020-03-10 | 北京启慧生物医药有限公司 | 一种生物蝶呤的化学合成及纯化方法 |
| AR122409A1 (es) | 2020-04-03 | 2022-09-07 | Biomarin Pharm Inc | Tratamiento de la fenilcetonuria con aav y formulaciones terapéuticas |
| CN111505179B (zh) * | 2020-04-07 | 2021-07-13 | 厦门大学 | 海洋水体中生物蝶呤的检测方法 |
| CN114814063A (zh) * | 2022-04-08 | 2022-07-29 | 宁波熙宁检测技术有限公司 | 一种检测人体内四氢生物蝶呤的方法 |
| GB202307239D0 (en) | 2023-05-15 | 2023-06-28 | Evox Therapeutics Ltd | Gene therapies for Phenylketonuria |
Family Cites Families (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2601215A (en) | 1948-03-17 | 1952-06-17 | American Cyanamid Co | Process of preparing dihydropterins |
| CH500999A (de) | 1967-04-07 | 1970-12-31 | Ciba Geigy Ag | Verfahren zur Herstellung von Pterinderivaten |
| US3505329A (en) | 1968-02-06 | 1970-04-07 | Smithkline Corp | Process for the synthesis of biopterin |
| JPS5883691A (ja) | 1981-11-13 | 1983-05-19 | Kanegafuchi Chem Ind Co Ltd | １′，２′−ジアシル−（６ｒ，ｓ）−５，６，７，８−テトラヒドロ−ｌ−ビオプテリンおよびその製法 |
| CH651755A5 (en) | 1982-03-03 | 1985-10-15 | Kanegafuchi Chemical Ind | Use of pterin derivatives |
| JPS5976086A (ja) | 1982-09-20 | 1984-04-28 | ザ ウエルカム フアウンデ−シヨン リミテツド | プテリジン化合物 |
| GB8318833D0 (en) | 1983-07-12 | 1983-08-10 | Wellcome Found | Chemical compounds |
| JPS59112987A (ja) * | 1982-12-20 | 1984-06-29 | Kanegafuchi Chem Ind Co Ltd | １′，２′―ジアシル―（６ｒ，ｓ）―５，６，７，８―テトラヒドロ―ｌ―ビオプテリンおよびその製法 |
| US5196533A (en) | 1983-04-11 | 1993-03-23 | South Alabama Medical Science Foundation, Usa | Cyclization of 5 amino-pyrimidines to quinoid 6,6 disubstituted dihydropteridines |
| US4587340A (en) | 1983-09-19 | 1986-05-06 | Burroughs Wellcome Co. | Biopterin analogs |
| JPS60178887A (ja) | 1984-02-23 | 1985-09-12 | Kanegafuchi Chem Ind Co Ltd | ５，６，７，８−テトラヒドロ−ｌ−ビオプテリンの製造法 |
| JPS59186986A (ja) | 1984-03-17 | 1984-10-23 | Kanegafuchi Chem Ind Co Ltd | １′，２′−ジアシル−ｌ−ビオプテリンの製造法 |
| JPS60199889A (ja) | 1984-03-24 | 1985-10-09 | Kanegafuchi Chem Ind Co Ltd | ５，６，７，８−テトラヒドロ−ｌ−エリスロ−ビオプテリンの硫酸塩およびその製法 |
| US4550109A (en) | 1984-05-31 | 1985-10-29 | The Board Of Regents, The University Of Texas System | Lipoidal biopterin compounds |
| JPS617287A (ja) | 1984-06-21 | 1986-01-13 | Kanegafuchi Chem Ind Co Ltd | ５‐デオキシ‐ｌ‐アラビノースの製造法 |
| CA1262347A (en) | 1985-01-28 | 1989-10-17 | Suntory Limited | Preparation process of (6r)-tetrahydro-l-biopterin |
| JP2567638B2 (ja) | 1987-11-30 | 1996-12-25 | 株式会社ビタミン研究所 | テトラヒドロプテリジン誘導体 |
| JP2674707B2 (ja) | 1988-06-22 | 1997-11-12 | 株式会社ビタミン研究所 | Ｌ‐ビオプテリンの製法 |
| JP2611790B2 (ja) | 1987-11-30 | 1997-05-21 | 株式会社ビタミン研究所 | テトラヒドロフラニルピリミジン誘導体 |
| DE3853711T2 (de) | 1987-11-30 | 1996-01-11 | Vitamin Kenkyusho Kk | Zwischenverbindungen für die Synthese von 5,6,7,8-Tetrahydro-L-erythro-biopterin und seiner Derivate. |
| JP2567639B2 (ja) | 1987-11-30 | 1996-12-25 | 株式会社ビタミン研究所 | プテリジン誘導体 |
| JP2575781B2 (ja) | 1988-02-29 | 1997-01-29 | 日清製粉株式会社 | ２，３−ジアシルオキシ−４−ヒドロキシ−トペンタナールおよびその製造方法 |
| JPH0231720A (ja) | 1988-07-22 | 1990-02-01 | Mitsubishi Electric Corp | 自動製パン器 |
| JPH0255434A (ja) | 1988-08-20 | 1990-02-23 | Fujitsu Ltd | コードジェネレータ |
| JP2843592B2 (ja) | 1989-02-28 | 1999-01-06 | 日清製粉株式会社 | Ｌ−リボース誘導体 |
| JPH0332553A (ja) | 1989-06-29 | 1991-02-13 | Omron Corp | 工具折損検出装置 |
| US5184622A (en) | 1990-01-24 | 1993-02-09 | Kabushiki Kaisha Toshiba | Ultrasonic diagnosing apparatus |
| JPH0413357A (ja) | 1990-05-07 | 1992-01-17 | Canon Inc | 画像読取装置 |
| JPH0586393A (ja) | 1991-09-30 | 1993-04-06 | Sodick Co Ltd | 水性放電加工液 |
| US5198547A (en) | 1992-03-16 | 1993-03-30 | South Alabama Medical Science Foundation, Usa | Process for N5-formylating tetrahydropteridines |
| ZA939517B (en) | 1992-12-23 | 1995-01-31 | Smithkline Beecham Corp | Process |
| DE4308739C1 (de) | 1993-03-19 | 1994-06-23 | Henning Berlin Gmbh | Pterinderivate, ihre Herstellung und ihre Verwendung |
| JP2711828B2 (ja) | 1996-06-25 | 1998-02-10 | 白鳥製薬株式会社 | （６ｒ）−テトラヒドローｌ−バイオプテリン塩酸塩の製造法 |
| JP2001302665A (ja) | 2000-04-19 | 2001-10-31 | Shiratori Pharmaceutical Co Ltd | Ｌ−ビオプテリン又はｄ−ネオプテリンの製造法 |
| US6544994B2 (en) | 2000-06-07 | 2003-04-08 | Eprov Ag | Pharmaceutical preparation for treating or preventing cardiovascular or neurological disorders by modulating of the activity of nitric oxide synthase |
| IL154530A0 (en) | 2000-08-31 | 2003-09-17 | Suntory Ltd | Process for production of biopterin compound |
| DE10260263A1 (de) | 2002-12-20 | 2004-07-15 | Biocrates Life Sciences Gmbh | Verwendung von Tetrahydrobiopterinderivaten zur Behandlung und Ernährung von Patienten mit Aminosäurestoffwechselstörungen |
| US7732599B2 (en) | 2003-11-17 | 2010-06-08 | Biomarin Pharmaceutical Inc. | Process for preparing tetrahydrobiopterin and analogs of tetrahydrobiopterin |
| AU2004291149C1 (en) | 2003-11-17 | 2021-01-21 | Biomarin Pharmaceutical Inc. | Methods and Compositions for the Treatment of Metabolic Disorders |
| AU2004311544A1 (en) | 2003-11-17 | 2005-07-21 | Merck & Cie | Crystalline forms of (6R) -L-erythro-tetrahydrobiopterin dihydrochloride |
| US7361759B2 (en) | 2004-12-27 | 2008-04-22 | Shiratori Pharmaceutical Co., Ltd | Method for producing L-biopterin |
| US20060194808A1 (en) | 2005-01-14 | 2006-08-31 | Chronorx Llc, An Alaska Limited Liability Company | Clinical applications of tetrahydrobiopterin, lipoic acid and their salts and methods of preparing tetrahydrobiopterin bis-lipoate |
| BRPI0608863B1 (pt) | 2005-04-14 | 2022-09-27 | Shiratori Pharmaceutical Co., Ltd. | Método para produzir cristais de cloridrato de sapropterina na forma alfa |
| DK1877370T3 (da) | 2005-04-28 | 2009-05-11 | Shiratori Pharm | Fremgangsmåde til fremstilling af hydrazon-derivater |
| CA2675134A1 (en) | 2007-01-12 | 2008-07-24 | Biomarin Pharmaceutical Inc. | Pterin analogs |
-
2009
- 2009-01-06 WO PCT/US2009/000030 patent/WO2009088979A1/en not_active Ceased
- 2009-01-06 JP JP2010541558A patent/JP2011508781A/ja active Pending
- 2009-01-06 BR BRPI0907247-0A patent/BRPI0907247A2/pt not_active IP Right Cessation
- 2009-01-06 EP EP09700703A patent/EP2240484A1/en not_active Withdrawn
- 2009-01-06 AU AU2009204476A patent/AU2009204476A1/en not_active Abandoned
- 2009-01-06 CN CN2009801079643A patent/CN101959891A/zh active Pending
- 2009-01-06 KR KR1020107017494A patent/KR20100101006A/ko not_active Withdrawn
- 2009-01-06 MX MX2010007452A patent/MX2010007452A/es active IP Right Grant
- 2009-01-06 AR ARP090100026A patent/AR070109A1/es not_active Application Discontinuation
- 2009-01-06 CA CA2711444A patent/CA2711444C/en active Active
- 2009-01-06 RU RU2010133160/04A patent/RU2010133160A/ru not_active Application Discontinuation
- 2009-01-06 PE PE2009000007A patent/PE20091314A1/es not_active Application Discontinuation
- 2009-01-06 US US12/349,479 patent/US8178670B2/en active Active
- 2009-01-06 TW TW098100222A patent/TW200942542A/zh unknown
- 2009-01-06 CL CL2009000007A patent/CL2009000007A1/es unknown
-
2010
- 2010-07-06 IL IL206845A patent/IL206845A0/en unknown
-
2011
- 2011-01-27 CL CL2011000166A patent/CL2011000166A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU2009204476A1 (en) | 2009-07-16 |
| BRPI0907247A2 (pt) | 2015-07-14 |
| CA2711444A1 (en) | 2009-07-16 |
| KR20100101006A (ko) | 2010-09-15 |
| EP2240484A1 (en) | 2010-10-20 |
| IL206845A0 (en) | 2010-12-30 |
| RU2010133160A (ru) | 2012-02-20 |
| WO2009088979A1 (en) | 2009-07-16 |
| US8178670B2 (en) | 2012-05-15 |
| PE20091314A1 (es) | 2009-09-03 |
| MX2010007452A (es) | 2010-08-18 |
| JP2011508781A (ja) | 2011-03-17 |
| CL2011000166A1 (es) | 2011-07-01 |
| CL2009000007A1 (es) | 2010-02-19 |
| US20090198055A1 (en) | 2009-08-06 |
| CA2711444C (en) | 2017-12-12 |
| CN101959891A (zh) | 2011-01-26 |
| AR070109A1 (es) | 2010-03-17 |
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