JP5671040B2 - 4,5,6,7−テトラクロロ−3’,6’−ジヒドロキシ−2’,4’,5’,7’−テトラヨード−3h−スピロ[イソベンゾフラン−1,9’−キサンテン]−3−オン(ローズベンガル)及び関連するキサンテンを合成するプロセス - Google Patents
4,5,6,7−テトラクロロ−3’,6’−ジヒドロキシ−2’,4’,5’,7’−テトラヨード−3h−スピロ[イソベンゾフラン−1,9’−キサンテン]−3−オン(ローズベンガル)及び関連するキサンテンを合成するプロセス Download PDFInfo
- Publication number
- JP5671040B2 JP5671040B2 JP2012529937A JP2012529937A JP5671040B2 JP 5671040 B2 JP5671040 B2 JP 5671040B2 JP 2012529937 A JP2012529937 A JP 2012529937A JP 2012529937 A JP2012529937 A JP 2012529937A JP 5671040 B2 JP5671040 B2 JP 5671040B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- iodine
- solution
- acid
- 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
- 0 *c(c(O)c1*)c(*(C23c4c5c(I)c(*)c(*)c4*)C5=O)c2c1Oc1c3c(*)c(*)c(O)c1* Chemical compound *c(c(O)c1*)c(*(C23c4c5c(I)c(*)c(*)c4*)C5=O)c2c1Oc1c3c(*)c(*)c(O)c1* 0.000 description 2
- ORTCYNRPIRMAQV-UHFFFAOYSA-N Cc(c(Br)c1Br)c(C2(c(cc(c(O)c3C)I)c3Oc(c(C)c3O)c2cc3Cl)OC2=O)c2c1Br Chemical compound Cc(c(Br)c1Br)c(C2(c(cc(c(O)c3C)I)c3Oc(c(C)c3O)c2cc3Cl)OC2=O)c2c1Br ORTCYNRPIRMAQV-UHFFFAOYSA-N 0.000 description 1
- SWSHAPAWVUKLII-UHFFFAOYSA-N Cc(c(O)c1C)cc(C(c(c(N)c2N)c(C(O)=O)c(N)c2N)=C2C=C3C)c1OC2=C(C)C3=O Chemical compound Cc(c(O)c1C)cc(C(c(c(N)c2N)c(C(O)=O)c(N)c2N)=C2C=C3C)c1OC2=C(C)C3=O SWSHAPAWVUKLII-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
- C07D311/82—Xanthenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
- A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/10—Spiro-condensed systems
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Endocrinology (AREA)
- Cardiology (AREA)
- Dermatology (AREA)
- Diabetes (AREA)
- Heart & Thoracic Surgery (AREA)
- Tropical Medicine & Parasitology (AREA)
- Reproductive Health (AREA)
- Pulmonology (AREA)
- Virology (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pyrane Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Medicinal Preparation (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24370109P | 2009-09-18 | 2009-09-18 | |
| US61/243,701 | 2009-09-18 | ||
| PCT/US2010/049341 WO2011035161A1 (en) | 2009-09-18 | 2010-09-17 | Process for the synthesis of 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5'7'-tetraiodo-3h-spiro[isobenzofuran-1,9'-xanthen]-3-one (rose bengal) and related xanthenes |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013505261A JP2013505261A (ja) | 2013-02-14 |
| JP2013505261A5 JP2013505261A5 (cg-RX-API-DMAC10.html) | 2013-08-01 |
| JP5671040B2 true JP5671040B2 (ja) | 2015-02-18 |
Family
ID=43757167
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012529937A Active JP5671040B2 (ja) | 2009-09-18 | 2010-09-17 | 4,5,6,7−テトラクロロ−3’,6’−ジヒドロキシ−2’,4’,5’,7’−テトラヨード−3h−スピロ[イソベンゾフラン−1,9’−キサンテン]−3−オン(ローズベンガル)及び関連するキサンテンを合成するプロセス |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US8530675B2 (cg-RX-API-DMAC10.html) |
| EP (1) | EP2464225B8 (cg-RX-API-DMAC10.html) |
| JP (1) | JP5671040B2 (cg-RX-API-DMAC10.html) |
| KR (1) | KR101494055B1 (cg-RX-API-DMAC10.html) |
| CN (1) | CN102548406B (cg-RX-API-DMAC10.html) |
| CA (1) | CA2771988C (cg-RX-API-DMAC10.html) |
| ES (1) | ES2548575T3 (cg-RX-API-DMAC10.html) |
| MX (1) | MX2012003063A (cg-RX-API-DMAC10.html) |
| WO (1) | WO2011035161A1 (cg-RX-API-DMAC10.html) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2699965T3 (es) | 2011-03-10 | 2019-02-13 | Provectus Pharmatech Inc | Una combinación de rosa de bengala y anticuerpo anti-CTLA4 para su uso en el tratamiento del cáncer |
| US20150111301A1 (en) * | 2013-10-22 | 2015-04-23 | The Government Of The United States As Represented By The Secretary Of The Air Force | Rose bengal for detection of oxidative decomposition of contaminants |
| JP7015232B2 (ja) * | 2018-11-21 | 2022-02-02 | 東レ・ファインケミカル株式会社 | 高純度のフルオレセイン類化合物の製造方法 |
| EP3931197B1 (en) * | 2019-02-26 | 2024-04-24 | F. Hoffmann-La Roche AG | Process for the preparation of (6s)-3-[(4s)-4-cyano-2-oxo-pyrrolidin-1-yl]-6-methyl-n-(3,4,5-trifluorophenyl)-6,7-dihydro-4h-pyrazolo[1,5-a]pyrazine-5-carboxamide |
| WO2021195400A1 (en) | 2020-03-26 | 2021-09-30 | Provectus Pharmatech, Inc. | Novel uses of halogenated xanthenes in oncology and virology |
| US11938182B2 (en) | 2020-03-26 | 2024-03-26 | Provectus Pharmatech, Inc. | Halogenated xanthenes as vaccine adjuvants |
| AU2022425066A1 (en) | 2021-12-28 | 2024-06-06 | Provectus Pharmatech, Inc | Photodynamic anti-gram-positive bacterial activity of pharmaceutical-grade rose bengal |
| CN120957716A (zh) * | 2023-03-29 | 2025-11-14 | 普罗维克图斯药品技术公司 | 卤化荧光素对耐粘菌素革兰氏阴性菌的抗细菌作用 |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE108838C (cg-RX-API-DMAC10.html) | ||||
| US1965842A (en) * | 1931-11-21 | 1934-07-10 | Nat Aniline & Chem Co Inc | Production of hydroxybenzenephthaleins |
| US1931049A (en) * | 1931-11-21 | 1933-10-17 | Nat Aniline & Chem Co Inc | Process of making dihydroxyfluoranes |
| US3829440A (en) * | 1972-12-21 | 1974-08-13 | Richardson Merrell Inc | Xanthene derivatives |
| SU517222A1 (ru) | 1974-10-25 | 1977-06-25 | Институт Биофизики Министерства Здравохранения Ссср | Способ получени препарата бенгальска роза, меченного радиоизотопами йода |
| SU792878A1 (ru) | 1978-08-29 | 1982-02-07 | Ленинградский институт ядерной физики им. Б.П.Константинова | Способ получени галогенированных производных флуоресцеина,меченных радиоизотопом йода |
| EP0050684B1 (en) | 1980-10-27 | 1986-01-22 | Syva Company | Novel ether substituted fluorescein compounds as fluorescers and quenchers |
| SU992516A1 (ru) | 1981-06-11 | 1983-01-30 | Ленинградский Институт Ядерной Физики Им.Б.П.Константинова | Способ получени галогенированных производных флуоресцеина,меченных радиоизотопом иода -123 |
| ES8606451A1 (es) | 1985-10-28 | 1986-04-16 | Zoster Sa | Procedimiento para la obtencion de la eritrosina sodica |
| IN168346B (cg-RX-API-DMAC10.html) | 1987-09-07 | 1991-03-16 | Council Scient Ind Res | |
| US5637733A (en) * | 1995-09-27 | 1997-06-10 | Warner-Jenkinson Company, Inc. | Syntheses of fluorescein compounds with excess resorcinol as a solvent |
| US6252024B1 (en) * | 1995-10-23 | 2001-06-26 | Novartis Ag | Fluorescent N-alkylated acrylamide copolymers and optical pH sensors |
| US6162931A (en) | 1996-04-12 | 2000-12-19 | Molecular Probes, Inc. | Fluorinated xanthene derivatives |
| US5945526A (en) * | 1996-05-03 | 1999-08-31 | Perkin-Elmer Corporation | Energy transfer dyes with enhanced fluorescence |
| US6331286B1 (en) | 1998-12-21 | 2001-12-18 | Photogen, Inc. | Methods for high energy phototherapeutics |
| US7648695B2 (en) | 1998-08-06 | 2010-01-19 | Provectus Pharmatech, Inc. | Medicaments for chemotherapeutic treatment of disease |
| US6372907B1 (en) * | 1999-11-03 | 2002-04-16 | Apptera Corporation | Water-soluble rhodamine dye peptide conjugates |
| US6448407B1 (en) * | 2000-11-01 | 2002-09-10 | Pe Corporation (Ny) | Atropisomers of asymmetric xanthene fluorescent dyes and methods of DNA sequencing and fragment analysis |
| AU2002256991A1 (en) * | 2001-02-05 | 2002-08-19 | The Government Of The United States Of America, As Represented By The Secretary, Department Of Healt | Use of 9h-xanthenes in a method of inhibiting viral replication targeting the nucleocapsid protein |
| US6800765B2 (en) * | 2001-08-02 | 2004-10-05 | Molecular Devices Corporation | Fluorescent pH indicators for intracellular assays |
| CA2490961A1 (en) * | 2002-07-01 | 2004-01-08 | Guava Technologies, Inc. | Fluorescent dyes, energy transfer couples and methods |
| FR2846331B1 (fr) * | 2002-10-29 | 2006-11-17 | Synth Innove Lab | Phtaleines de purete elevee et leur procede de preparation |
| WO2004078874A2 (en) * | 2003-02-28 | 2004-09-16 | Polaroid Corporation | Novel dye complexes and use thereof in imaging members and methods |
| EP1753467B1 (en) * | 2004-06-10 | 2013-01-09 | Provectus Pharmatech, Inc. | Diagnostic agents for positron emission imaging using radiolabeled halogenated xanthenes and methods for positron emission imaging with radiolabeled halogenated xanthene diagnostic agents |
| CA2657691A1 (en) * | 2006-06-19 | 2007-12-27 | Vanderbilt University | Methods and compositions for diagnostic and therapeutic targeting of cox-2 |
| GB0613287D0 (en) * | 2006-07-05 | 2006-08-16 | Ge Healthcare Ltd | Dye imaging agents |
| ITMI20061713A1 (it) * | 2006-09-08 | 2008-03-09 | St Microelectronics Srl | Procedimento per la sintesi di derivati alogenati della fluoresceina utili nella produzione di dispositivi di memoria non volatile |
-
2010
- 2010-09-17 WO PCT/US2010/049341 patent/WO2011035161A1/en not_active Ceased
- 2010-09-17 MX MX2012003063A patent/MX2012003063A/es unknown
- 2010-09-17 JP JP2012529937A patent/JP5671040B2/ja active Active
- 2010-09-17 US US12/884,833 patent/US8530675B2/en active Active
- 2010-09-17 KR KR1020127009834A patent/KR101494055B1/ko active Active
- 2010-09-17 CN CN201080041506.7A patent/CN102548406B/zh active Active
- 2010-09-17 ES ES10817918.5T patent/ES2548575T3/es active Active
- 2010-09-17 CA CA2771988A patent/CA2771988C/en active Active
- 2010-09-17 EP EP10817918.5A patent/EP2464225B8/en active Active
-
2013
- 2013-06-12 US US13/916,408 patent/US9422260B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| KR20120091088A (ko) | 2012-08-17 |
| US9422260B2 (en) | 2016-08-23 |
| EP2464225A4 (en) | 2013-03-27 |
| EP2464225B1 (en) | 2015-09-16 |
| US20110071217A1 (en) | 2011-03-24 |
| CA2771988A1 (en) | 2011-03-24 |
| CA2771988C (en) | 2016-07-05 |
| EP2464225A1 (en) | 2012-06-20 |
| KR101494055B1 (ko) | 2015-02-16 |
| EP2464225B8 (en) | 2017-08-23 |
| HK1172501A1 (en) | 2013-04-26 |
| CN102548406A (zh) | 2012-07-04 |
| ES2548575T3 (es) | 2015-10-19 |
| WO2011035161A1 (en) | 2011-03-24 |
| US20130274322A1 (en) | 2013-10-17 |
| US8530675B2 (en) | 2013-09-10 |
| JP2013505261A (ja) | 2013-02-14 |
| MX2012003063A (es) | 2012-07-25 |
| HK1172212A1 (zh) | 2013-04-19 |
| CN102548406B (zh) | 2015-04-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US9422260B2 (en) | Process for the synthesis of 4,5,6,7-tetrachloro-3′,6′-dihydroxy-2′,4′,5′,7′-tetraiodo-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one(Rose Bengal) and related xanthenes | |
| CA2736097C (en) | Carbazole compounds for inhibition of nf-kb activity | |
| JP2024505735A (ja) | 置換されたピリダジンフェノール系誘導体 | |
| US11905276B2 (en) | Bicyclic compound that acts as CRBN protein regulator | |
| JP2009545594A (ja) | 改善された効能、安定性および安全性を有する疑似塩基ベンゾ[c]フェナントリジン | |
| WO2001064664A1 (en) | Reagents for the quantitation of active oxygen | |
| EP3418273B1 (fr) | Dérivés de flavaglines | |
| EP3630759B1 (fr) | Composés inhibiteurs des canaux ioniques pour le traitement du cancer | |
| BR112021006843A2 (pt) | benzoxazol e compostos relacionados úteis como moduladores de autofagia mediada por chaperona | |
| JPH04503513A (ja) | ヒュペルジンaおよびその類似体の合成法およびその中で有用な化合物 | |
| BR112021003660A2 (pt) | compostos úteis como moduladores de autofagia mediada por chaperonas | |
| TW201130515A (en) | Prostate specific membrane antigen inhibitors | |
| US9273022B2 (en) | Process for the synthesis of 4,5,6,7-tetrachloro-3′,6′-dihydroxy-2′, 4′, 5′7′-tetraiodo-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (Rose Bengal) and related xanthenes | |
| JP5019696B2 (ja) | 一重項酸素測定用試薬 | |
| EP3943919A1 (en) | Reagent for fluorescence imaging of lipid droplets in cell and tissue | |
| JP2013512216A (ja) | 置換ピラゾロピリミジン類の結晶形 | |
| WO2021219135A1 (zh) | 一种肌醇衍生物及其用途 | |
| JP2018527387A (ja) | 2,3,4,5−テトラヒドロピリジン−6−アミン誘導体 | |
| Jiang et al. | An expedient route for the practical preparation of optically active (−)-gossypol | |
| EP0866692A1 (fr) | Utilisation de derives de bicycles mono- ou dicetoniques, composes obtenus et leur application comme medicament destine au traitement des inflammations, de la migraine et des etats de chocs | |
| WO2019189717A1 (ja) | テトラヒドロナフチルウレア誘導体の製造方法 | |
| CA2868508A1 (en) | Schweinfurthin analogues | |
| HK1172501B (en) | Process for the synthesis of 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodo-3h-spiro[isobenzofuran-1,9'-xanthen]-3-one (rose bengal) and related xanthenes | |
| TW202510874A (zh) | 一種大環化合物及其用途 | |
| CH618977A5 (cg-RX-API-DMAC10.html) |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20130614 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20130614 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20140701 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20140703 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20140930 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20141125 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20141218 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 5671040 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313113 |
|
| R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |