CU24316B1 - Nuevos derivados fosfatos de 1,2,3,4-tetraisoquinolina amida fenilo, métodos de preparación de los mismos y composiciones farmacéuticas que los contienen - Google Patents

Nuevos derivados fosfatos de 1,2,3,4-tetraisoquinolina amida fenilo, métodos de preparación de los mismos y composiciones farmacéuticas que los contienen

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Publication number
CU24316B1
CU24316B1 CUP2014000095A CU20140095A CU24316B1 CU 24316 B1 CU24316 B1 CU 24316B1 CU P2014000095 A CUP2014000095 A CU P2014000095A CU 20140095 A CU20140095 A CU 20140095A CU 24316 B1 CU24316 B1 CU 24316B1
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CU
Cuba
Prior art keywords
formula
compounds
preparation
tetraisoquinolina
phyphate
Prior art date
Application number
CUP2014000095A
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English (en)
Other versions
CU20140095A7 (es
Inventor
I Jen Chen
James Edward Paul Davidson
Nanteuil Guillaume De
Olivier Geneste
Anne Françoise Guillouzic
Jean Michel Henlin
Diguarher Thierry Le
Tiran Arnaud Le
James Brooke Murray
Jerome Benoît Starck
Original Assignee
Servier Lab
Vernalis R&D Ltd
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=50288170&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CU24316(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Servier Lab, Vernalis R&D Ltd filed Critical Servier Lab
Publication of CU20140095A7 publication Critical patent/CU20140095A7/es
Publication of CU24316B1 publication Critical patent/CU24316B1/es

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/66Phosphorus compounds
    • A61K31/675Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/10Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61NELECTROTHERAPY; MAGNETOTHERAPY; RADIATION THERAPY; ULTRASOUND THERAPY
    • A61N5/00Radiation therapy
    • A61N5/10X-ray therapy; Gamma-ray therapy; Particle-irradiation therapy
    • 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
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/08Esters of oxyacids of phosphorus
    • C07F9/09Esters of phosphoric acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6558Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
    • C07F9/65583Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system each of the hetero rings containing nitrogen as ring hetero atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6561Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61NELECTROTHERAPY; MAGNETOTHERAPY; RADIATION THERAPY; ULTRASOUND THERAPY
    • A61N5/00Radiation therapy
    • A61N5/10X-ray therapy; Gamma-ray therapy; Particle-irradiation therapy
    • A61N2005/1092Details
    • A61N2005/1098Enhancing the effect of the particle by an injected agent or implanted device

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Epidemiology (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biomedical Technology (AREA)
  • Immunology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pathology (AREA)
  • Radiology & Medical Imaging (AREA)
  • Oncology (AREA)
  • Hematology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

<p>Compuestos derivados de fosfatos de 1,2,3,4- tetraisoquinolina amida fenilo de fórmula (I):</p> <p>ESPACIO PARA FORMULA</p> <p>El método de preparación comprende una reacción de Heck, entre dos compuestos, para formar otro compuesto, cuyo aldehído se oxida, se acopla peptídicamente al compuesto de fórmula (VI) formando un compuesto cuyo éster se hidroliza, forma el ácido carboxílico o carboxilato correspondiente, se convierte en un derivado de ácido, se acopla con una amina NHR3R4, reacciona con un derivado fosfato y se hidroliza o hidrogenoliza. Dichos compuestos poseen solubilidad muy superior a los compuestos de fórmula (I´), que inhiben la antiapoptosis causada por proteínas Bcl-2, por lo que son útiles contra cánceres quimio o radioresistentes, hemopatías malignas y cáncer de pulmón de células pequeñas.</p>
CUP2014000095A 2013-07-23 2014-07-23 Nuevos derivados fosfatos de 1,2,3,4-tetraisoquinolina amida fenilo, métodos de preparación de los mismos y composiciones farmacéuticas que los contienen CU24316B1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR1357259A FR3008979B1 (fr) 2013-07-23 2013-07-23 Nouveaux derives phosphates, leur procede de preparation et les compositions pharmaceutiques qui les contiennent

Publications (2)

Publication Number Publication Date
CU20140095A7 CU20140095A7 (es) 2016-02-29
CU24316B1 true CU24316B1 (es) 2018-02-08

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CUP2014000095A CU24316B1 (es) 2013-07-23 2014-07-23 Nuevos derivados fosfatos de 1,2,3,4-tetraisoquinolina amida fenilo, métodos de preparación de los mismos y composiciones farmacéuticas que los contienen

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US (3) US9115159B2 (es)
EP (1) EP2829545B1 (es)
JP (1) JP5894638B2 (es)
KR (2) KR101713103B1 (es)
CN (1) CN104341451B (es)
AP (1) AP2014007773A0 (es)
AR (1) AR097008A1 (es)
AU (1) AU2014203808B2 (es)
BR (1) BR102014017997B1 (es)
CA (1) CA2856886C (es)
CL (1) CL2014001865A1 (es)
CR (1) CR20140336A (es)
CU (1) CU24316B1 (es)
CY (1) CY1117834T1 (es)
DK (1) DK2829545T3 (es)
DO (1) DOP2014000163A (es)
EA (1) EA027444B1 (es)
EC (1) ECSP14008757A (es)
ES (1) ES2593417T3 (es)
FR (1) FR3008979B1 (es)
GE (1) GEP201706704B (es)
HK (2) HK1201536A1 (es)
HR (1) HRP20161202T8 (es)
HU (1) HUE029616T2 (es)
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HUE029616T2 (en) 2017-03-28
RS55098B1 (sr) 2016-12-30
AP2014007773A0 (en) 2014-07-31
RU2617682C2 (ru) 2017-04-26
AU2014203808A1 (en) 2015-02-12
PH12014000194B1 (en) 2015-06-29
EA027444B1 (ru) 2017-07-31
IL233580B (en) 2020-03-31
NI201400080A (es) 2014-10-24
NZ627178A (en) 2016-01-29
FR3008979B1 (fr) 2015-07-24
EA201400754A3 (ru) 2015-03-31
MA37213A1 (fr) 2016-06-30
ZA201405418B (en) 2020-02-26
KR20150011785A (ko) 2015-02-02
SI2829545T1 (sl) 2016-10-28
US20150313923A1 (en) 2015-11-05
RU2014130129A (ru) 2016-02-10
DK2829545T3 (en) 2016-09-19
UY35661A (es) 2015-02-27
TWI527824B (zh) 2016-04-01
KR101713103B1 (ko) 2017-03-07
BR102014017997A2 (pt) 2015-11-17
CA2856886C (fr) 2016-08-02
ME02641B (me) 2017-06-20
PL2829545T3 (pl) 2016-12-30
CR20140336A (es) 2015-10-07
FR3008979A1 (fr) 2015-01-30
AR097008A1 (es) 2016-02-10
MD4551B1 (ro) 2018-02-28
DOP2014000163A (es) 2015-01-15
MD20140073A2 (en) 2015-01-31
EP2829545A1 (fr) 2015-01-28
ECSP14008757A (es) 2016-01-29
TW201504254A (zh) 2015-02-01
AU2014203808B2 (en) 2018-09-20
MD4551C1 (ro) 2018-09-30
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US20170143746A1 (en) 2017-05-25
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JP2015028017A (ja) 2015-02-12
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HRP20161202T8 (hr) 2016-12-30
US9597341B2 (en) 2017-03-21
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PH12014000194A1 (en) 2015-06-29
IL233580A0 (en) 2014-11-02
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MX2014008866A (es) 2015-07-21
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US9115159B2 (en) 2015-08-25
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MY173258A (en) 2020-01-09
BR102014017997B1 (pt) 2020-05-19
MX351467B (es) 2017-10-17
MA37213B1 (fr) 2017-03-31
US20150031648A1 (en) 2015-01-29
PT2829545T (pt) 2016-07-13
CN104341451B (zh) 2018-04-03

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