CN104736539B - 墨蝶呤和四氢乳酰蝶呤的制造法 - Google Patents
墨蝶呤和四氢乳酰蝶呤的制造法 Download PDFInfo
- Publication number
- CN104736539B CN104736539B CN201380022709.5A CN201380022709A CN104736539B CN 104736539 B CN104736539 B CN 104736539B CN 201380022709 A CN201380022709 A CN 201380022709A CN 104736539 B CN104736539 B CN 104736539B
- Authority
- CN
- China
- Prior art keywords
- formula
- lactoyl
- acid
- pterin
- 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.)
- Active
Links
- -1 lactoyl pterin Chemical compound 0.000 claims abstract 10
- HNXQXTQTPAJEJL-UHFFFAOYSA-N pterin lactim Natural products C1=CN=C2NC(N)=NC(=O)C2=N1 HNXQXTQTPAJEJL-UHFFFAOYSA-N 0.000 claims abstract 10
- VPVOXUSPXFPWBN-UHFFFAOYSA-N L-sepiapterin Natural products N1=C(N)NC(=O)C2=C1NCC(C(=O)C(O)C)=N2 VPVOXUSPXFPWBN-UHFFFAOYSA-N 0.000 claims abstract 5
- VPVOXUSPXFPWBN-VKHMYHEASA-N sepiapterin Chemical compound N1C(N)=NC(=O)C2=C1NCC(C(=O)[C@@H](O)C)=N2 VPVOXUSPXFPWBN-VKHMYHEASA-N 0.000 claims abstract 5
- 229940126478 sepiapterin Drugs 0.000 claims abstract 5
- 150000003839 salts Chemical class 0.000 claims 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 4
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 claims 4
- 230000003647 oxidation Effects 0.000 claims 4
- 238000007254 oxidation reaction Methods 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical group OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 claims 2
- 239000003513 alkali Substances 0.000 claims 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 2
- 239000003638 chemical reducing agent Substances 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 150000002978 peroxides Chemical class 0.000 claims 2
- 150000004965 peroxy acids Chemical class 0.000 claims 2
- XCRBXWCUXJNEFX-UHFFFAOYSA-N peroxybenzoic acid Chemical compound OOC(=O)C1=CC=CC=C1 XCRBXWCUXJNEFX-UHFFFAOYSA-N 0.000 claims 2
- 239000005711 Benzoic acid Substances 0.000 claims 1
- 235000010233 benzoic acid Nutrition 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D475/00—Heterocyclic compounds containing pteridine ring systems
- C07D475/02—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4
- C07D475/04—Heterocyclic compounds containing pteridine ring systems with an oxygen atom directly attached in position 4 with a nitrogen atom directly attached in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012105758 | 2012-05-07 | ||
| JP2012-105758 | 2012-05-07 | ||
| JP2012247255 | 2012-11-09 | ||
| JP2012-247255 | 2012-11-09 | ||
| PCT/JP2013/062817 WO2013168693A1 (ja) | 2012-05-07 | 2013-05-07 | セピアプテリン及びテトラヒドロラクトイルプテリンの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104736539A CN104736539A (zh) | 2015-06-24 |
| CN104736539B true CN104736539B (zh) | 2017-09-01 |
Family
ID=49550728
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201380022709.5A Active CN104736539B (zh) | 2012-05-07 | 2013-05-07 | 墨蝶呤和四氢乳酰蝶呤的制造法 |
Country Status (7)
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2008351108A1 (en) * | 2008-02-21 | 2009-08-27 | Teikoku Seiyaku Co., Ltd. | Apparatus for environmental simulation measurement of wound coating material on the skin and measurement method therefor |
| US20130197000A1 (en) | 2010-04-22 | 2013-08-01 | Nihon University | Drug and food/drink for preventing or improving cerebral dysfunction |
| JP6809781B2 (ja) * | 2015-11-18 | 2021-01-06 | 白鳥製薬株式会社 | プテリン誘導体又はその塩 |
| US11072614B2 (en) * | 2016-11-29 | 2021-07-27 | Ptc Therapeutics Mp, Inc. | Polymorphs of sepiapterin and salts thereof |
| MX391156B (es) | 2016-11-29 | 2025-03-21 | Ptc Therapeutics Mp Inc | Forma polimorfica de sepiapterina. |
| WO2019046849A1 (en) * | 2017-09-01 | 2019-03-07 | Censa Pharmaceuticals Inc. | PHARMACEUTICAL COMPOSITION COMPRISING SEPAPTERINE AND USES THEREOF |
| BR112020024329A2 (pt) | 2018-05-30 | 2021-02-23 | Ptc Therapeutics Mp, Inc. | composições e métodos para aumentar exposição de plasma de tetra-hidrobiopterin |
| KR20210038848A (ko) * | 2018-05-30 | 2021-04-08 | 피티씨 테라퓨틱스 엠피, 인크. | 세피아프테린의 제약상 허용되는 염 |
| CN112703002A (zh) | 2018-05-30 | 2021-04-23 | Ptc医疗Mp公司 | 增加墨蝶呤血浆暴露的方法 |
| CN117088883A (zh) * | 2022-12-05 | 2023-11-21 | 哈尔滨工业大学（深圳） | 一种以Pd/Al2O3为催化剂连续加氢制备四氢叶酸的方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61172877A (ja) * | 1985-01-28 | 1986-08-04 | Shiratori Seiyaku Kk | （６ｒ）−テトラヒドロ−ｌ−バイオプテリンの製造方法 |
| CA1262347A (en) | 1985-01-28 | 1989-10-17 | Suntory Limited | Preparation process of (6r)-tetrahydro-l-biopterin |
| EP1776364A2 (en) | 2003-11-17 | 2007-04-25 | BioMarin Pharmaceutical Inc. | Processes for preparing tetrahydrobiopterin, and analogs of tetrahydrobiopterin |
| JP2011011976A (ja) | 2007-10-10 | 2011-01-20 | Shiratori Pharmaceutical Co Ltd | プテリジン化合物及びｌ−ビオプテリンの製造方法 |
| US20130197000A1 (en) | 2010-04-22 | 2013-08-01 | Nihon University | Drug and food/drink for preventing or improving cerebral dysfunction |
-
2013
- 2013-05-07 ES ES13787263.6T patent/ES2681345T3/es active Active
- 2013-05-07 WO PCT/JP2013/062817 patent/WO2013168693A1/ja active Application Filing
- 2013-05-07 JP JP2014514717A patent/JP6084967B2/ja active Active
- 2013-05-07 CN CN201380022709.5A patent/CN104736539B/zh active Active
- 2013-05-07 US US14/398,884 patent/US9181254B2/en active Active
- 2013-05-07 EP EP13787263.6A patent/EP2848619B1/en active Active
- 2013-05-07 IN IN9053DEN2014 patent/IN2014DN09053A/en unknown
Non-Patent Citations (1)
| Title |
|---|
| Herstellung von (6R,S) -5,6,7,8-Tetrahydro-L-biopterin, 7,8-Dihydro-L-biopterin, L-Sepiapterin, Deoxysepiapterin, (6R,S)-5,6-Dihydrodeoxysepiapterin und 2’-Deoxybiopterin;Bernhard Schircks et al;《Helvetica Chimica Acta》;19781231;第61卷;2731-2738 * |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2848619B1 (en) | 2018-07-11 |
| WO2013168693A1 (ja) | 2013-11-14 |
| EP2848619A1 (en) | 2015-03-18 |
| JP6084967B2 (ja) | 2017-02-22 |
| US9181254B2 (en) | 2015-11-10 |
| EP2848619A4 (en) | 2015-11-04 |
| ES2681345T3 (es) | 2018-09-12 |
| CN104736539A (zh) | 2015-06-24 |
| IN2014DN09053A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 2015-05-22 |
| JPWO2013168693A1 (ja) | 2016-01-07 |
| US20150119574A1 (en) | 2015-04-30 |
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| GR01 | Patent grant | ||
| GR01 | Patent grant |