JP2009542672A5 - - Google Patents
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- Publication number
- JP2009542672A5 JP2009542672A5 JP2009518280A JP2009518280A JP2009542672A5 JP 2009542672 A5 JP2009542672 A5 JP 2009542672A5 JP 2009518280 A JP2009518280 A JP 2009518280A JP 2009518280 A JP2009518280 A JP 2009518280A JP 2009542672 A5 JP2009542672 A5 JP 2009542672A5
- Authority
- JP
- Japan
- Prior art keywords
- chlorin
- salt
- formula
- ester
- reaction mixture
- 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
- SURLGNKAQXKNSP-DBLYXWCISA-N chlorin Chemical compound C\1=C/2\N/C(=C\C3=N/C(=C\C=4NC(/C=C\5/C=CC/1=N/5)=CC=4)/C=C3)/CC\2 SURLGNKAQXKNSP-DBLYXWCISA-N 0.000 claims description 109
- 150000003839 salts Chemical class 0.000 claims description 64
- 238000000034 method Methods 0.000 claims description 63
- 239000000203 mixture Substances 0.000 claims description 54
- 239000007795 chemical reaction product Substances 0.000 claims description 48
- 239000011541 reaction mixture Substances 0.000 claims description 48
- 150000002148 esters Chemical class 0.000 claims description 29
- 239000002243 precursor Substances 0.000 claims description 29
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 claims description 24
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 24
- 150000008064 anhydrides Chemical class 0.000 claims description 21
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 15
- 239000012024 dehydrating agents Substances 0.000 claims description 15
- 150000001718 carbodiimides Chemical group 0.000 claims description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical class O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 12
- 150000001412 amines Chemical class 0.000 claims description 12
- 239000003153 chemical reaction reagent Substances 0.000 claims description 12
- FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical group Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 claims description 11
- 238000004587 chromatography analysis Methods 0.000 claims description 11
- 238000000926 separation method Methods 0.000 claims description 10
- CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 claims description 8
- CKLJMWTZIZZHCS-UWTATZPHSA-N L-Aspartic acid Natural products OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 claims description 8
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 8
- 229960005261 aspartic acid Drugs 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 230000001376 precipitating effect Effects 0.000 claims description 8
- -1 cyclic anhydride Chemical class 0.000 claims description 7
- 238000000605 extraction Methods 0.000 claims description 7
- 238000000746 purification Methods 0.000 claims description 7
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- 239000000377 silicon dioxide Substances 0.000 claims description 4
- WTWSHHITWMVLBX-DKWTVANSSA-M sodium;(2s)-2-aminobutanedioate;hydron Chemical compound [Na+].[O-]C(=O)[C@@H](N)CC(O)=O WTWSHHITWMVLBX-DKWTVANSSA-M 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 claims description 3
- 239000000047 product Substances 0.000 claims description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 125000000570 L-alpha-aspartyl group Chemical group [H]OC(=O)C([H])([H])[C@]([H])(N([H])[H])C(*)=O 0.000 claims description 2
- 238000005481 NMR spectroscopy Methods 0.000 claims description 2
- 230000003213 activating effect Effects 0.000 claims description 2
- 239000012670 alkaline solution Substances 0.000 claims description 2
- 229940009098 aspartate Drugs 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 239000002244 precipitate Substances 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- 238000001228 spectrum Methods 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 1
- 229940024606 amino acid Drugs 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 claims 1
- 159000000000 sodium salts Chemical class 0.000 claims 1
- VSEIDZLLWQQJGK-CHOZPQDDSA-N CCC1=C(C)C2=N\C\1=C/C1=C(C)C(C(O)=O)=C(N1)\C(CC(=O)N[C@@H](CC(O)=O)C(O)=O)=C1/N=C(/C=C3\N/C(=C\2)C(C=C)=C3C)[C@@H](C)[C@@H]1CCC(O)=O Chemical compound CCC1=C(C)C2=N\C\1=C/C1=C(C)C(C(O)=O)=C(N1)\C(CC(=O)N[C@@H](CC(O)=O)C(O)=O)=C1/N=C(/C=C3\N/C(=C\2)C(C=C)=C3C)[C@@H](C)[C@@H]1CCC(O)=O VSEIDZLLWQQJGK-CHOZPQDDSA-N 0.000 description 10
- 229950010924 talaporfin Drugs 0.000 description 10
- 239000012304 carboxyl activating agent Substances 0.000 description 6
- NCVQSYGZKXPLLC-KUNYHPRLSA-N CCC1=C(C)C(/C=C(/C(C=C)=C2C)\N/C2=C\C([C@@H](C)C23C(CC(O)=O)C2)=N/C3=C2/CC(OC3=O)=O)=N/C1=C\c1c(C)c3c2[nH]1 Chemical compound CCC1=C(C)C(/C=C(/C(C=C)=C2C)\N/C2=C\C([C@@H](C)C23C(CC(O)=O)C2)=N/C3=C2/CC(OC3=O)=O)=N/C1=C\c1c(C)c3c2[nH]1 NCVQSYGZKXPLLC-KUNYHPRLSA-N 0.000 description 1
- CSCPPACGZOOCGX-WFGJKAKNSA-N acetone d6 Chemical compound [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H] CSCPPACGZOOCGX-WFGJKAKNSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000000906 photoactive agent Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81776906P | 2006-06-30 | 2006-06-30 | |
| US60/817,769 | 2006-06-30 | ||
| PCT/US2007/015087 WO2008005308A2 (en) | 2006-06-30 | 2007-06-29 | Compositions and methods of making a chlorin e6 derivative as a photoactive agent |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009542672A JP2009542672A (ja) | 2009-12-03 |
| JP2009542672A5 true JP2009542672A5 (enExample) | 2011-07-28 |
| JP5323693B2 JP5323693B2 (ja) | 2013-10-23 |
Family
ID=38739490
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009518280A Expired - Fee Related JP5323693B2 (ja) | 2006-06-30 | 2007-06-29 | 光活性剤としてのクロリンe6誘導体の組成物およびクロリンe6誘導体を製造する方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US8198312B2 (enExample) |
| EP (1) | EP2057169A2 (enExample) |
| JP (1) | JP5323693B2 (enExample) |
| KR (1) | KR101456839B1 (enExample) |
| CN (1) | CN101490057B (enExample) |
| AU (1) | AU2007269784B2 (enExample) |
| CA (1) | CA2655723C (enExample) |
| RU (1) | RU2009102973A (enExample) |
| SG (1) | SG172733A1 (enExample) |
| WO (1) | WO2008005308A2 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN2885311Y (zh) | 2006-01-18 | 2007-04-04 | 郑成福 | 经尿道光动力疗法前列腺治疗仪 |
| US20070299431A1 (en) * | 2006-05-02 | 2007-12-27 | Green Medical, Inc. | Systems and methods for treating superficial venous malformations like spider veins |
| US7465312B2 (en) | 2006-05-02 | 2008-12-16 | Green Medical, Inc. | Systems and methods for treating superficial venous malformations like spider veins |
| RU2009102973A (ru) | 2006-06-30 | 2010-08-10 | Лайт Сайненсиз Онколоджи, Инк. (Us) | Композиции и способы получения фотоактивного агента |
| CN103030644B (zh) * | 2011-09-30 | 2015-01-14 | 齐鲁制药有限公司 | 一种他拉泊芬及其中间体的制备方法 |
| US10740438B2 (en) | 2012-08-16 | 2020-08-11 | Ginger.io, Inc. | Method and system for characterizing and/or treating poor sleep behavior |
| US10748645B2 (en) | 2012-08-16 | 2020-08-18 | Ginger.io, Inc. | Method for providing patient indications to an entity |
| US10650920B2 (en) | 2012-08-16 | 2020-05-12 | Ginger.io, Inc. | Method and system for improving care determination |
| WO2014028888A2 (en) | 2012-08-16 | 2014-02-20 | Ginger.io, Inc. | Method for modeling behavior and health changes |
| US10276260B2 (en) | 2012-08-16 | 2019-04-30 | Ginger.io, Inc. | Method for providing therapy to an individual |
| US10741285B2 (en) | 2012-08-16 | 2020-08-11 | Ginger.io, Inc. | Method and system for providing automated conversations |
| RU2523380C1 (ru) * | 2013-05-21 | 2014-07-20 | Общество с ограниченной ответственностью "ГЕЛИОХЛОРИН" | Фотосенсибилизатор и способ его получения |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4693885A (en) | 1984-07-18 | 1987-09-15 | Nippon Petrochemicals Co., Ltd. | Tetrapyrrole therapeutic agents |
| US4675338A (en) * | 1984-07-18 | 1987-06-23 | Nippon Petrochemicals Co., Ltd. | Tetrapyrrole therapeutic agents |
| US4656186A (en) | 1985-04-30 | 1987-04-07 | Nippon Petrochemicals Co., Ltd. | Tetrapyrrole therapeutic agents |
| US4977177A (en) * | 1985-04-30 | 1990-12-11 | Nippon Petrochemicals Company, Ltd. | Tetrapyrrole polyaminomonocarboxylic acid therapeutic agents |
| JP3565442B2 (ja) | 1993-04-22 | 2004-09-15 | 新日本石油化学株式会社 | 哺乳類の関節炎の診断剤および/または治療剤 |
| RU2009102973A (ru) | 2006-06-30 | 2010-08-10 | Лайт Сайненсиз Онколоджи, Инк. (Us) | Композиции и способы получения фотоактивного агента |
-
2007
- 2007-06-29 RU RU2009102973/04A patent/RU2009102973A/ru unknown
- 2007-06-29 US US11/772,024 patent/US8198312B2/en active Active
- 2007-06-29 EP EP07810026A patent/EP2057169A2/en not_active Ceased
- 2007-06-29 KR KR1020097002051A patent/KR101456839B1/ko not_active Expired - Fee Related
- 2007-06-29 SG SG2011046810A patent/SG172733A1/en unknown
- 2007-06-29 CN CN2007800274940A patent/CN101490057B/zh not_active Expired - Fee Related
- 2007-06-29 WO PCT/US2007/015087 patent/WO2008005308A2/en not_active Ceased
- 2007-06-29 CA CA2655723A patent/CA2655723C/en active Active
- 2007-06-29 AU AU2007269784A patent/AU2007269784B2/en not_active Ceased
- 2007-06-29 JP JP2009518280A patent/JP5323693B2/ja not_active Expired - Fee Related
-
2010
- 2010-11-01 US US12/917,353 patent/US8063203B2/en active Active
-
2012
- 2012-05-16 US US13/473,395 patent/US8822677B2/en active Active
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