JP2008540384A5 - - Google Patents
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- Publication number
- JP2008540384A5 JP2008540384A5 JP2008509453A JP2008509453A JP2008540384A5 JP 2008540384 A5 JP2008540384 A5 JP 2008540384A5 JP 2008509453 A JP2008509453 A JP 2008509453A JP 2008509453 A JP2008509453 A JP 2008509453A JP 2008540384 A5 JP2008540384 A5 JP 2008540384A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- phthalocyanine
- solvent
- methylpyrrolidone
- process according
- 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 30
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 18
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims 15
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 claims 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 8
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 7
- 239000002904 solvent Substances 0.000 claims 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 6
- 125000003277 amino group Chemical group 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 5
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 4
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims 4
- 229960002887 deanol Drugs 0.000 claims 4
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims 4
- 239000003456 ion exchange resin Substances 0.000 claims 4
- 229920003303 ion-exchange polymer Polymers 0.000 claims 4
- 239000011347 resin Substances 0.000 claims 4
- 229920005989 resin Polymers 0.000 claims 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims 3
- 239000000047 product Substances 0.000 claims 3
- 238000001226 reprecipitation Methods 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 238000004587 chromatography analysis Methods 0.000 claims 2
- 238000004440 column chromatography Methods 0.000 claims 2
- 239000012022 methylating agents Substances 0.000 claims 2
- 238000007069 methylation reaction Methods 0.000 claims 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 2
- KPADFPAILITQBG-UHFFFAOYSA-N non-4-ene Chemical compound CCCCC=CCCC KPADFPAILITQBG-UHFFFAOYSA-N 0.000 claims 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims 2
- 238000006485 reductive methylation reaction Methods 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- DJWUNCQRNNEAKC-UHFFFAOYSA-L zinc acetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O DJWUNCQRNNEAKC-UHFFFAOYSA-L 0.000 claims 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 claims 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 1
- 230000005526 G1 to G0 transition Effects 0.000 claims 1
- 239000004793 Polystyrene Substances 0.000 claims 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 1
- 150000001414 amino alcohols Chemical class 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 238000005660 chlorination reaction Methods 0.000 claims 1
- 238000004132 cross linking Methods 0.000 claims 1
- 239000012043 crude product Substances 0.000 claims 1
- 238000007865 diluting Methods 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- 239000008098 formaldehyde solution Substances 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 238000003780 insertion Methods 0.000 claims 1
- 230000037431 insertion Effects 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- XQZYPMVTSDWCCE-UHFFFAOYSA-N phthalonitrile Chemical compound N#CC1=CC=CC=C1C#N XQZYPMVTSDWCCE-UHFFFAOYSA-N 0.000 claims 1
- 229920006391 phthalonitrile polymer Polymers 0.000 claims 1
- 229920002223 polystyrene Polymers 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 239000000741 silica gel Substances 0.000 claims 1
- 229910002027 silica gel Inorganic materials 0.000 claims 1
- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
- 235000005074 zinc chloride Nutrition 0.000 claims 1
- 239000011592 zinc chloride Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT000092A ITFI20050092A1 (it) | 2005-05-05 | 2005-05-05 | Derivati ftalocianinici, processo per la loro preparazione, composizioni farmaceutiche che li contengono e loro uso |
| ITFI2005A000092 | 2005-05-05 | ||
| PCT/EP2006/062062 WO2006117399A1 (en) | 2005-05-05 | 2006-05-04 | Phthalocyanine derivatives, process for their preparation, pharmaceutical compositions containing them, and their use |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008540384A JP2008540384A (ja) | 2008-11-20 |
| JP2008540384A5 true JP2008540384A5 (enExample) | 2012-10-11 |
| JP5103381B2 JP5103381B2 (ja) | 2012-12-19 |
Family
ID=36926810
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008509453A Expired - Fee Related JP5103381B2 (ja) | 2005-05-05 | 2006-05-04 | フタロシアニン誘導体、その調製方法、これを有する医薬組成物、及びその使用 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US8067404B2 (enExample) |
| EP (1) | EP1883641B1 (enExample) |
| JP (1) | JP5103381B2 (enExample) |
| CN (1) | CN101198611A (enExample) |
| AT (1) | ATE415405T1 (enExample) |
| AU (1) | AU2006243217B2 (enExample) |
| CA (1) | CA2607572C (enExample) |
| CY (1) | CY1108834T1 (enExample) |
| DE (1) | DE602006003887D1 (enExample) |
| DK (1) | DK1883641T3 (enExample) |
| ES (1) | ES2321136T3 (enExample) |
| IL (1) | IL187125A (enExample) |
| IT (1) | ITFI20050092A1 (enExample) |
| PL (1) | PL1883641T3 (enExample) |
| PT (1) | PT1883641E (enExample) |
| SI (1) | SI1883641T1 (enExample) |
| WO (1) | WO2006117399A1 (enExample) |
| ZA (1) | ZA200710362B (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104888217B (zh) * | 2009-06-12 | 2018-10-16 | 鹿特丹伊拉斯谟大学医疗中心 | 用于癌症光动力学治疗的靶向纳米光药物 |
| IT1395907B1 (it) * | 2009-07-30 | 2012-11-02 | Molteni E C Dei Flii Alitti Societa Di Esercizio Spa L | Derivato ftalocianinico costituito da una miscela di quattro isomeri |
| EP2598134B1 (en) * | 2010-07-30 | 2016-11-16 | Advanced Photodynamic Technologies, Inc. | Composition and method for photodynamic disinfection |
| ITFI20110166A1 (it) | 2011-08-05 | 2013-02-06 | Molteni & C | Nuovi fotosensibilizzanti ad uso terapeutico. |
| CN104003994A (zh) * | 2014-06-03 | 2014-08-27 | 南京师范大学 | 一种阳离子酞菁及其制备和应用 |
| CN104003993B (zh) * | 2014-06-03 | 2016-09-14 | 南京师范大学 | 一种多胺类酞菁及其衍生物、它们的制备和应用 |
| CN107686485A (zh) * | 2017-09-29 | 2018-02-13 | 西京学院 | 一种苯撑乙烯金属酞菁化合物及其制备方法 |
| WO2021001445A1 (en) * | 2019-07-01 | 2021-01-07 | Chemical Intelligence Limited | Antimicrobial dyes for healthcare apparel |
| CN112014383B (zh) * | 2020-06-30 | 2024-03-29 | 杜旭忠 | 一种用于均相化学发光的光敏剂及其制备方法和应用 |
| IT202300011709A1 (it) * | 2023-06-08 | 2024-12-08 | L Molteni & C Dei Fratelli Alitti Soc Di Esercizio S P A | Miscela di 3 isomeri di un derivato ftalocianinico |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8431924D0 (en) | 1984-12-18 | 1985-01-30 | Ici Plc | Optical recording medium |
| US5109016A (en) | 1988-05-23 | 1992-04-28 | Georgia State University Foundation, Inc. | Method for inhibiting infection or replication of human immunodeficiency virus with porphyrin and phthalocyanine antiviral compositions |
| GB9317881D0 (en) | 1993-08-27 | 1993-10-13 | Secr Defence | Photosensitizers |
| IT1294325B1 (it) | 1997-08-14 | 1999-03-24 | Molteni L E C Dei Fratelli Ali | Zinco-ftalocianine e relativi coniugati, preparazione e uso nella terapia fotodinamica e come diagnostici |
| CA2341507C (en) | 1998-08-28 | 2011-05-24 | William Guy Love | Porphyrin derivatives, their use in photodynamic therapy and medical devices containing them |
| ATE259814T1 (de) | 2000-06-15 | 2004-03-15 | Molteni & C | Substituierte metallphthalocyaninen, ihre herstellung und verwendung |
| CA2441386C (en) * | 2001-03-21 | 2010-12-21 | L. Molteni E C. Dei Fratelli Alitti Societa Di Esercizio S.P.A. | Metal substituted non centrosymmetrical phthalocyanine analogues, their preparation and use in photodynamic therapy and in vivo diagnostic |
| JP4560812B2 (ja) | 2001-10-29 | 2010-10-13 | エル．モルテニ アンド シー．デイ フラテッリ アリッチ ソシエタ’ディ エセルチヅィオ ソシエタ ペル アチオニ | 金属フタロシアニンの部位異性体の分離 |
| EP1356813B1 (en) | 2002-04-25 | 2005-07-20 | L. MOLTENI & C. DEI FRATELLI ALITTI SOCIETA' DI ESERCIZIO SOCIETA' PER AZIONI | Antibacterial compositions comprising metal phthalocyanine analogues |
-
2005
- 2005-05-05 IT IT000092A patent/ITFI20050092A1/it unknown
-
2006
- 2006-05-04 ES ES06755021T patent/ES2321136T3/es active Active
- 2006-05-04 EP EP06755021A patent/EP1883641B1/en active Active
- 2006-05-04 WO PCT/EP2006/062062 patent/WO2006117399A1/en not_active Ceased
- 2006-05-04 DE DE602006003887T patent/DE602006003887D1/de active Active
- 2006-05-04 PT PT06755021T patent/PT1883641E/pt unknown
- 2006-05-04 CN CNA200680015327XA patent/CN101198611A/zh active Pending
- 2006-05-04 AU AU2006243217A patent/AU2006243217B2/en not_active Ceased
- 2006-05-04 US US11/913,532 patent/US8067404B2/en active Active
- 2006-05-04 CA CA2607572A patent/CA2607572C/en active Active
- 2006-05-04 JP JP2008509453A patent/JP5103381B2/ja not_active Expired - Fee Related
- 2006-05-04 SI SI200630209T patent/SI1883641T1/sl unknown
- 2006-05-04 PL PL06755021T patent/PL1883641T3/pl unknown
- 2006-05-04 DK DK06755021T patent/DK1883641T3/da active
- 2006-05-04 AT AT06755021T patent/ATE415405T1/de active
-
2007
- 2007-11-01 IL IL187125A patent/IL187125A/en active IP Right Grant
- 2007-11-29 ZA ZA200710362A patent/ZA200710362B/xx unknown
-
2009
- 2009-02-26 CY CY20091100216T patent/CY1108834T1/el unknown
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