WO2010078421A8 - Substituted 5,6-dihydro-6-phenylbenzo[f] isoquinolin-2-amine compounds - Google Patents

Substituted 5,6-dihydro-6-phenylbenzo[f] isoquinolin-2-amine compounds Download PDF

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Publication number
WO2010078421A8
WO2010078421A8 PCT/US2009/069813 US2009069813W WO2010078421A8 WO 2010078421 A8 WO2010078421 A8 WO 2010078421A8 US 2009069813 W US2009069813 W US 2009069813W WO 2010078421 A8 WO2010078421 A8 WO 2010078421A8
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WO
WIPO (PCT)
Prior art keywords
phenylbenzo
isoquinolin
dihydro
substituted
amine compounds
Prior art date
Application number
PCT/US2009/069813
Other languages
French (fr)
Other versions
WO2010078421A1 (en
Inventor
Syed M. Ali
Mark Ashwell
Manish Tandon
Rui-Yang Yang
Yanbin Liu
David Vensel
Sudharshan Eathiraj
Rocio Palma
Jean-Marc Lapierre
Neil Westlund
Hui Wu
Nivedita Namdev
Eugene Kelleher
Original Assignee
Arqule, 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 to BRPI0923786A priority Critical patent/BRPI0923786C8/en
Priority to MX2011006959A priority patent/MX2011006959A/en
Priority to ES09793690.0T priority patent/ES2554623T3/en
Priority to CN200980156889.XA priority patent/CN102325755B/en
Priority to JP2011544603A priority patent/JP5739820B2/en
Priority to DK09793690.0T priority patent/DK2379506T3/en
Priority to EP09793690.0A priority patent/EP2379506B1/en
Priority to AU2009335010A priority patent/AU2009335010B2/en
Application filed by Arqule, Inc. filed Critical Arqule, Inc.
Priority to CA2748491A priority patent/CA2748491C/en
Priority to KR1020117017777A priority patent/KR101714799B1/en
Publication of WO2010078421A1 publication Critical patent/WO2010078421A1/en
Priority to ZA2011/04706A priority patent/ZA201104706B/en
Priority to IL213787A priority patent/IL213787A/en
Publication of WO2010078421A8 publication Critical patent/WO2010078421A8/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/541,3-Diazines; Hydrogenated 1,3-diazines
    • 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
    • A61P35/00Antineoplastic agents
    • A61P35/04Antineoplastic agents specific for metastasis
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04Ortho- or peri-condensed ring systems
    • C07D221/06Ring systems of three rings
    • C07D221/10Aza-phenanthrenes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/47One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
    • 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
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/10Spiro-condensed systems

Abstract

The present invention relates to substituted 5,6-dihydro-6- phenylbenzo[f]isoquinolin-2-amine compounds and methods of synthesizing these compounds. The present invention also relates to pharmaceutical compositions containing substituted 5,6-dihydro-6-phenylbenzo[f]isoquinolin-2-amine compounds and methods of treating cell proliferative disorders, such as cancer, by administering these compounds and pharmaceutical compositions to subjects in need thereof.
PCT/US2009/069813 2008-12-30 2009-12-30 Substituted 5,6-dihydro-6-phenylbenzo[f] isoquinolin-2-amine compounds WO2010078421A1 (en)

Priority Applications (12)

Application Number Priority Date Filing Date Title
EP09793690.0A EP2379506B1 (en) 2008-12-30 2009-12-30 Substituted 5,6-dihydro-6-phenylbenzo[f]isoquinolin-2-amine compounds
ES09793690.0T ES2554623T3 (en) 2008-12-30 2009-12-30 Compounds of substituted 5,6-dihydro-6-phenylbenzo [f] isoquinolin-2-amine
CN200980156889.XA CN102325755B (en) 2008-12-30 2009-12-30 Substituted 5,6-dihydro-6-phenylbenzo[f] isoquinolin-2-amine compounds
JP2011544603A JP5739820B2 (en) 2008-12-30 2009-12-30 Substituted 5,6-dihydro-6-phenylbenzo [f] isoquinolin-2-amine compounds
DK09793690.0T DK2379506T3 (en) 2008-12-30 2009-12-30 Substituted 5,6-dihydro-6-phenylbenzo [f] isoquinolin-2-amine compounds
BRPI0923786A BRPI0923786C8 (en) 2008-12-30 2009-12-30 5,6-dihydro-6-phenylbenzo(f)isoquinoline-2-amine substituted compounds and pharmaceutical compositions comprising said compounds
AU2009335010A AU2009335010B2 (en) 2008-12-30 2009-12-30 Substituted 5,6-dihydro-6-phenylbenzo[f] isoquinolin-2-amine compounds
MX2011006959A MX2011006959A (en) 2008-12-30 2009-12-30 Substituted 5,6-dihydro-6-phenylbenzo[f] isoquinolin-2-amine compounds.
CA2748491A CA2748491C (en) 2008-12-30 2009-12-30 Substituted 5,6-dihydro-6-phenylbenzo[f]isoquinolin-2-amine compounds
KR1020117017777A KR101714799B1 (en) 2008-12-30 2009-12-30 Substituted 5,6-dihydro-6-phenylbenzo[f]isoquinolin-2-amine compounds
ZA2011/04706A ZA201104706B (en) 2008-12-30 2011-06-24 Substituted 5,6-dihydro-6-phenylbenzo[f]isoquinolin-2-amine compounds
IL213787A IL213787A (en) 2008-12-30 2011-06-27 Substituted 5,6-dihydro-6-phenylbenzo[f] isoquinolin-2-amine compounds

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US14143908P 2008-12-30 2008-12-30
US61/141,439 2008-12-30
US26050509P 2009-11-12 2009-11-12
US61/260,505 2009-11-12

Publications (2)

Publication Number Publication Date
WO2010078421A1 WO2010078421A1 (en) 2010-07-08
WO2010078421A8 true WO2010078421A8 (en) 2011-10-27

Family

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Application Number Title Priority Date Filing Date
PCT/US2009/069813 WO2010078421A1 (en) 2008-12-30 2009-12-30 Substituted 5,6-dihydro-6-phenylbenzo[f] isoquinolin-2-amine compounds

Country Status (14)

Country Link
US (1) US8357694B2 (en)
EP (1) EP2379506B1 (en)
JP (1) JP5739820B2 (en)
KR (1) KR101714799B1 (en)
CN (1) CN102325755B (en)
BR (1) BRPI0923786C8 (en)
CA (1) CA2748491C (en)
DK (1) DK2379506T3 (en)
ES (1) ES2554623T3 (en)
IL (1) IL213787A (en)
MX (1) MX2011006959A (en)
TW (1) TWI461410B (en)
WO (1) WO2010078421A1 (en)
ZA (1) ZA201104706B (en)

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US20100239525A1 (en) 2010-09-23
MX2011006959A (en) 2011-12-06
EP2379506B1 (en) 2015-09-02
AU2009335010A1 (en) 2011-07-21
JP5739820B2 (en) 2015-06-24
EP2379506A1 (en) 2011-10-26
BRPI0923786B1 (en) 2020-11-24
IL213787A (en) 2014-08-31
CA2748491A1 (en) 2010-07-08
WO2010078421A1 (en) 2010-07-08
ZA201104706B (en) 2012-08-29
US8357694B2 (en) 2013-01-22
KR20110099790A (en) 2011-09-08
TWI461410B (en) 2014-11-21
ES2554623T3 (en) 2015-12-22
JP2012514045A (en) 2012-06-21
DK2379506T3 (en) 2015-12-14
BRPI0923786C8 (en) 2021-05-25
CN102325755B (en) 2015-07-01
BRPI0923786C1 (en) 2021-05-11
AU2009335010A8 (en) 2011-08-11
KR101714799B1 (en) 2017-03-09
CN102325755A (en) 2012-01-18
CA2748491C (en) 2019-08-06
IL213787A0 (en) 2011-07-31
BRPI0923786A2 (en) 2016-07-26
TW201035055A (en) 2010-10-01

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