BRPI0204489B8 - "Rhodamine derivative, pharmaceutical composition, intermediate, and, process for the synthesis of new rhodamine derivatives". - Google Patents

"Rhodamine derivative, pharmaceutical composition, intermediate, and, process for the synthesis of new rhodamine derivatives".

Info

Publication number
BRPI0204489B8
BRPI0204489B8 BRPI0204489A BR0204489A BRPI0204489B8 BR PI0204489 B8 BRPI0204489 B8 BR PI0204489B8 BR PI0204489 A BRPI0204489 A BR PI0204489A BR 0204489 A BR0204489 A BR 0204489A BR PI0204489 B8 BRPI0204489 B8 BR PI0204489B8
Authority
BR
Brazil
Prior art keywords
group
combination
alkylene
rhodamine
synthesis
Prior art date
Application number
BRPI0204489A
Other languages
Portuguese (pt)
Other versions
BR0204489A (en
BRPI0204489B1 (en
Inventor
Habi Abdelkrim
Gravel Denis
Su Hongsheng
Villeneuve Luc
Vaillancourt Marc
Original Assignee
Celmed Biosciences Inc
Theratechnologies Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from CA002342675A external-priority patent/CA2342675A1/en
Application filed by Celmed Biosciences Inc, Theratechnologies Inc filed Critical Celmed Biosciences Inc
Publication of BR0204489A publication Critical patent/BR0204489A/en
Publication of BRPI0204489B1 publication Critical patent/BRPI0204489B1/en
Publication of BRPI0204489B8 publication Critical patent/BRPI0204489B8/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic 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
    • C07D311/78Ring systems having three or more relevant rings
    • C07D311/80Dibenzopyrans; Hydrogenated dibenzopyrans
    • C07D311/82Xanthenes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/02Antineoplastic agents specific for leukemia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/04Immunostimulants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/06Immunosuppressants, e.g. drugs for graft rejection
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/08Antiallergic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Abstract

"derivados de rodamina, composto, intermediários, processos para a síntese de derivados de rodamina, uso de um composto, métodos para a terapia fotodinâmica de pacientes, para purga in vitro da medula óssea humana, para o tratamento de leucemias, de distúrbio imunológico e de infecções geradas por bactérias e para prevenção de doença, composição farmacêutica fotoativável composição e solução bactericida e medicamento". novos compostos de fórmula (i) em que: um de r1, r2, r3, r4 e (r10)n representa um átomo de halogêneo e cada um dos restantes r1, r2, r3, r4 e cada um do grupo r10 remanescente é independentemente selecionado do grupo constituído por hidrogênio, átomos de halogêneo, um grupo amino, acilamino, dialquilamino, cicloalquilamino, azacicloalquila, alquilcicloalquilamino, aroilamino, diarilamino, arilalquilamino, aralquilamino, alquilaralquilamino, arilaralquilamino, hidróxi, alcóxi, arilóxi, aralquilóxi, mercapto, alquiltio, ariltio, aralquiltio, carboxila, alcoxicarbonila, ariloxicarbonila, aralcoxicarbonila, carbamoíla, alquilcarbamoíla, dialquilcarbamoíla, ciano, hidroxissulfonila, amidossulfonila, dialquilamidossulfonila, arilalquilamidossulfonila, formila, acila, aroíla, alquila, alquileno, alquenila, arila, aralquila, vinila, alquinila e pelos correspondentes grupos substituídos: m=0-1; n=1-4, a é nada, o ou nh; r9 representa um grupo alquileno; - z -e h, sal amino, dialquilamino ou trialquilamino; x- é um ânion; r5, r6, r7 e r8 são independentemente h ou c1-c6 alquila ou r1, em combinação com r5 ou r6, ou r2, em combinação com r7 ou r8, ou r4, em combinação com r7 ou r8, representa um alquileno, sozinho ou em associação com um veículo farmaceuticamente aceitável. estes compostos, que são úteis como intermediários e como bactericidas, como agente antiviral e no tratamento de distúrbios imunológicos"rhodamine derivatives, compound, intermediates, processes for the synthesis of rhodamine derivatives, use of a compound, methods for photodynamic therapy of patients, for in vitro purging of human bone marrow, for the treatment of leukemia, of immunological disorder and of infections generated by bacteria and for disease prevention, photoactivatable pharmaceutical composition, composition and bactericidal solution and medicine". novel compounds of formula (I) wherein: one of r1, r2, r3, r4 and (r10)n represents a halogen atom and each of the remaining r1, r2, r3, r4 and each of the remaining r10 group is independently selected from the group consisting of hydrogen, halogen atoms, an amino group, acylamino, dialkylamino, cycloalkylamino, azacycloalkyl, alkylcycloalkylamino, aroylamino, diarylamino, arylalkylamino, aralkylamino, alkylaralkylamino, arylaralkylamino, hydroxy, alkoxy, aryloxy, aralkyloxy, arylthio, arylthio, aryloxy , aralkylthio, carboxyl, alkoxycarbonyl, aryloxycarbonyl, aralkoxycarbonyl, carbamoyl, alkylcarbamoyl, dialkylcarbamoyl, cyano, hydroxysulfonyl, amidosulfonyl, dialkylamidosulfonyl, arylalkylamidosulfonyl, formyl, acyl, acyl, aroyl, aralkylene, aryl, alkylene, and corresponding aroyl, alkylalkenyl and alkyl groups substituted: m=0-1; n=1-4, a is nothing, o or nh; R9 represents an alkylene group; - z -e h, amino, dialkylamino or trialkylamino salt; x- is an anion; r5, r6, r7 and r8 are independently h or c1-c6 alkyl or r1 in combination with r5 or r6, or r2 in combination with r7 or r8, or r4 in combination with r7 or r8 represents an alkylene alone or in association with a pharmaceutically acceptable carrier. these compounds, which are useful as intermediates and as bactericides, as an antiviral agent and in the treatment of immunological disorders.

BRPI0204489A 2001-04-02 2002-03-27 "Rhodamine derivative, pharmaceutical composition, intermediate, and, process for the synthesis of new rhodamine derivatives". BRPI0204489B8 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US82222301A 2001-04-02 2001-04-02
CA002342675A CA2342675A1 (en) 2001-04-02 2001-04-02 Halogenated rhodamine derivatives and applications thereof
PCT/CA2002/000438 WO2002079183A1 (en) 2001-04-02 2002-03-27 Halogenated rhodamine derivatives and applications thereof

Publications (3)

Publication Number Publication Date
BR0204489A BR0204489A (en) 2003-04-01
BRPI0204489B1 BRPI0204489B1 (en) 2017-05-30
BRPI0204489B8 true BRPI0204489B8 (en) 2021-05-25

Family

ID=25682483

Family Applications (1)

Application Number Title Priority Date Filing Date
BRPI0204489A BRPI0204489B8 (en) 2001-04-02 2002-03-27 "Rhodamine derivative, pharmaceutical composition, intermediate, and, process for the synthesis of new rhodamine derivatives".

Country Status (5)

Country Link
EP (1) EP1276734A1 (en)
JP (2) JP4647187B2 (en)
BR (1) BRPI0204489B8 (en)
MX (1) MXPA02011638A (en)
WO (1) WO2002079183A1 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005053743A1 (en) * 2003-12-05 2005-06-16 Université de Montréal Immunologic compounds for prevention, protection, prophylaxis or treatment of immunological disorders, infections and cancer
ES2799892T3 (en) * 2008-12-10 2020-12-22 Wista Lab Ltd 3,6-disubstituted xanthilium salts
RU2527519C2 (en) * 2010-06-24 2014-09-10 Общество С Ограниченной Ответственностью "Митотех" Mild cationic mitochondrial uncouplers
CN103183657A (en) * 2011-12-31 2013-07-03 中国科学院成都有机化学有限公司 Synthesis method of rhodamine esterification derivative
EP3058957A1 (en) 2015-02-19 2016-08-24 Kiadis Pharma Intellectual Property BV Improved photodynamic process and product obtained therefrom
CN106632215B (en) * 2016-11-17 2019-04-12 陕西师范大学 A kind of fluorescence protein coloring agent and its preparation method and application
US11560365B2 (en) 2018-03-02 2023-01-24 The University Of Tokyo Non-fluorescent rhodamines
JP7307653B2 (en) 2018-11-26 2023-07-12 保土谷化学工業株式会社 Xanthene dye, coloring composition containing the dye, colorant for color filter, and color filter

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2421607A1 (en) * 1974-05-04 1975-11-13 Bayer Ag DYE LASER
US4651739A (en) * 1985-04-08 1987-03-24 The General Hospital Corporation Light-induced killing of carcinoma cells
WO1987006138A1 (en) * 1986-04-11 1987-10-22 President And Fellows Of Harvard College Dihydrorhodamines and halogenated derivatives thereof
FR2613626B1 (en) * 1987-04-07 1990-12-14 Bbc Brown Boveri & Cie METHOD AND DEVICE FOR DISINFECTING UTENSILS
US4878891A (en) * 1987-06-25 1989-11-07 Baylor Research Foundation Method for eradicating infectious biological contaminants in body tissues
US5556992A (en) * 1994-09-02 1996-09-17 Universite De Montreal Novel rhodamine derivatives for photodynamic therapy of cancer and in vitro purging of the leukemias
CA2231114A1 (en) * 1995-09-06 1997-03-13 The Research Foundation Of State University Of New York Two-photon upconverting dyes and applications
US5800996A (en) * 1996-05-03 1998-09-01 The Perkin Elmer Corporation Energy transfer dyes with enchanced fluorescence
US6130101A (en) * 1997-09-23 2000-10-10 Molecular Probes, Inc. Sulfonated xanthene derivatives
WO2000017650A1 (en) * 1998-09-23 2000-03-30 Molecular Probes, Inc. Energy transfer compositions comprising phycobiliproteins
DE60017201T2 (en) * 1999-10-05 2005-12-29 Université de Montreal, Montreal Rhodamine derivatives for the photodynamic diagnosis and treatment

Also Published As

Publication number Publication date
WO2002079183A8 (en) 2003-02-20
JP2011006421A (en) 2011-01-13
WO2002079183A1 (en) 2002-10-10
JP5277211B2 (en) 2013-08-28
EP1276734A1 (en) 2003-01-22
JP2004518766A (en) 2004-06-24
MXPA02011638A (en) 2003-05-14
BR0204489A (en) 2003-04-01
BRPI0204489B1 (en) 2017-05-30
JP4647187B2 (en) 2011-03-09

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Legal Events

Date Code Title Description
B25A Requested transfer of rights approved

Free format text: CELMED BIOSCIENCES INC. (CA)

B06A Patent application procedure suspended [chapter 6.1 patent gazette]
B06A Patent application procedure suspended [chapter 6.1 patent gazette]
B07A Application suspended after technical examination (opinion) [chapter 7.1 patent gazette]
B07D Technical examination (opinion) related to article 229 of industrial property law [chapter 7.4 patent gazette]
B07E Notification of approval relating to section 229 industrial property law [chapter 7.5 patent gazette]
B09A Decision: intention to grant [chapter 9.1 patent gazette]
B16A Patent or certificate of addition of invention granted [chapter 16.1 patent gazette]
B16C Correction of notification of the grant [chapter 16.3 patent gazette]

Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 27/03/2002 OBSERVADAS AS CONDICOES LEGAIS. PATENTE CONCEDIDA CONFORME ADI 5.529/DF

B21F Lapse acc. art. 78, item iv - on non-payment of the annual fees in time

Free format text: REFERENTE A 21A ANUIDADE.

B21H Decision of lapse of a patent or of a certificate of addition of invention cancelled [chapter 21.8 patent gazette]

Free format text: ANULADA A PUBLICACAO CODIGO 21.6 NA RPI NO 2715 DE 17/01/2023 POR TER SIDO INDEVIDA.

B21A Patent or certificate of addition expired [chapter 21.1 patent gazette]

Free format text: PATENTE EXTINTA EM 27/03/2022