HRP20140649T1 - Kontrastna sredstva - Google Patents

Kontrastna sredstva Download PDF

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Publication number
HRP20140649T1
HRP20140649T1 HRP20140649AT HRP20140649T HRP20140649T1 HR P20140649 T1 HRP20140649 T1 HR P20140649T1 HR P20140649A T HRP20140649A T HR P20140649AT HR P20140649 T HRP20140649 T HR P20140649T HR P20140649 T1 HRP20140649 T1 HR P20140649T1
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HR
Croatia
Prior art keywords
bis
diyl
triiodoisophthalamide
dihydroxypropyl
formylazandiyl
Prior art date
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HRP20140649AT
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English (en)
Inventor
Mikkel Thaning
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Ge Healthcare As, Intellectual Property Dept.
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Publication date
Application filed by Ge Healthcare As, Intellectual Property Dept. filed Critical Ge Healthcare As, Intellectual Property Dept.
Publication of HRP20140649T1 publication Critical patent/HRP20140649T1/hr

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/46Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having carbon atoms of carboxamide groups, amino groups and at least three atoms of bromine or iodine, bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/04X-ray contrast preparations
    • A61K49/0433X-ray contrast preparations containing an organic halogenated X-ray contrast-enhancing agent
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/04X-ray contrast preparations
    • A61K49/0433X-ray contrast preparations containing an organic halogenated X-ray contrast-enhancing agent
    • A61K49/0438Organic X-ray contrast-enhancing agent comprising an iodinated group or an iodine atom, e.g. iopamidol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/04X-ray contrast preparations
    • A61K49/0433X-ray contrast preparations containing an organic halogenated X-ray contrast-enhancing agent
    • A61K49/0447Physical forms of mixtures of two different X-ray contrast-enhancing agents, containing at least one X-ray contrast-enhancing agent which is a halogenated organic compound
    • A61K49/0452Solutions, e.g. for injection

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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)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Apparatus For Radiation Diagnosis (AREA)
  • Steroid Compounds (AREA)

Claims (13)

1. Spoj formule (I) R-N(CHO)-X-N(R3)-R (I) Formula (I) ili njegova sol ili optički aktivan izomer, gdje X predstavlja C3 do C8 ravni ili razgranati alkilenski dio sa po izboru jednom ili dvije CH2 skupine zamijenjen atomima kisika, sumpora ili NR1 skupinama i gdje je alkilenski dio po izboru supstituiran sa do šest -OR1 skupina; R1 predstavlja vodik ili C1 do C4 ravnu ili razgranatu alkilnu skupinu; R3 predstavlja atom vodika, formil ili acetil; i svaki R je nezavisno jednak ili različit i predstavlja fenilnu skupinu s tri joda, nadalje supstituiranu sa dvije skupine R2 gdje je svaki R2 jednak ili različit i predstavlja atom vodika ili ne-ionski hidrofilni dio, uz uvjet da je barem jedna R2 skupina u spoju formule (I) hidrofilni dio.
2. Spoj prema zahtjevu 1 gdje X predstavlja ravni C3 do C8 alkilenski lanac supstituiran jednom do šest -OR1 skupina.
3. Spoj prema zahtjevu 1 ili 2 gdje R1 predstavlja atom vodika ili metilnu skupinu.
4. Spoj prema bilo kojem od prethodnih zahtjeva gdje X predstavlja ravni C3 do C5 alkilenski lanac s barem jednom hidroksilnom skupinom supstituiran na položaju koji nije susjedan veznom atomu dušika.
5. Spoj prema bilo kojem od prethodnih zahtjeva gdje R3 predstavlja formilni dio.
6. Spoj prema bilo kojem od prethodnih zahtjeva gdje svaka od tri-jodirane fenilne skupine R predstavlja 2,4,6-trijodiranu fenilnu skupinu dalje supstituiranu s dvije skupine R2 u preostalim položajima 3 i 5 u fenilnom dijelu.
7. Spoj prema bilo kojem od prethodnih zahtjeva gdje je svaki R2 jednak ili različit i predstavlja ne-ionski hidrofilni dio koji obuhvaća estere, amide i amine, po izboru je dalje supstituiran ravnim ili razgranatim lancem C1-10 alkilne skupine, po izboru da su jedan ili više dijelova CH2 ili CH zamijenjeni atomima kisika ili dušika i po izboru supstituiran jednom ili više skupina izabranih između okso, hidroksil, amino ili karboksil derivata, i okso supstituiran atomima sumpora i fosfora.
8. Spoj prema zahtjevu 7 gdje je svaki R2 jednak ili različit i predstavlja ne-ionski hidrofilni dio koji obuhvaća estere, amide i amine, dalje je supstituiran ravnim ili razgranatim lancem C1-5 alkilne skupine supstituirane s 1 do 3 hidroksi skupine.
9. Spoj prema zahtjevu 7 ili zahtjevu 8 gdje je svaki R2 jednak ili različit i izabran između skupina s formulama - CONH2 - CONHCH3 - CONH-CH2-CH2-OH - CONH-CH2-CH2-OCH3 - CONH-CH2-CHOH-CH2-OH - CONH-CH2-CHOCH3-CH2-OH - CONH-CH2-CHOH-CH2-OCH3 - CON(CH3)CH2-CHOH-CH2OH - CONH-CH-(CH2-OH)2 - CON-(CH2-CH2-OH)2 - CON-(CH2-CHOH-CH2-OH)2 - CONH-OCH3 - CON (CH2-CHOH-CH2-OH) (CH2-CH2-OH) - CONH-C(CH2 -OH)2 CH3, - CONH-C(CH2 -OH)3, i - CONH-CH (CH2-OH) (CHOH -CH2-OH) - NH(COCH3) - N(COCH3) C1-3 alkil - N(COCH3) - mono, bis ili tris-hidroksi C1-4 alkil - N(COCH2OH) - vodik, mono, bis ili tris-hidroksi C1-alkil - N(CO-CHOH-CH2OH) vodik, mono, bis ili trihidroksilirani C1-alkil. - N(CO-CHOH-CHOH-CH2OH) - vodik, mono, bis ili trihidroksilirani C1-alkil - N(CO-CH-(CH2OH)2) - vodik, mono, bis ili trihidroksilirani C1-alkil; i - N(COCH2OH)2
10. Spoj prema zahtjevu 9 gdje sve R2 skupine predstavljaju dio -CONH-CH2-CHOH-CH2-OH.
11. Spoj prema prethodnim zahtjevima izabran između sljedećih: 5,5’-(2-hidroksipropan-1,3-diil)bis(formilazandiil)bis(N1,N3-bis(2,3-dihidroksipropil)-2,4,6-trijodoizoftalamid); 5,5’-(2,3-dihidroksibutan-1,4-diil)bis(formilazandiil)bis(N1,N3-bis(2,3-dihidroksipropil)-2,4,6-trijodoizoftalamid); 5,5’-(2,4-dihidroksipentan-1,5-diil)bis(formilazandiil)bis(N1,N3-bis(2,3-dihidroksipropil)-2,4,6-trijodoizoftalamid); 5,5’-(2,3,4-trihidroksipentan-1,5-diil)bis(formilazandiil)bis(N1,N3-bis(2,3-dihidroksipropil)-2,4,6-trijodoizoftalamid); 5,5’-(2,3-dihidroksibutan-1,4-diil)bis(formilazandiil)bis(N1,N3-bis(2,3-dihidroksipropil)-2,4,6-trijodo-N1,N3-dimetilizoftalamid); 5,5’-(2,4-dihidroksipentan-1,5-diil)bis(formilazandiil)bis(N1,N3-bis(2,3-dihidroksipropil)-2,4,6-trijodo-N1,N3-dimetilizoftalamid); 5,5’-(2-hidroksipropan-1,3-diil)bis(formilazandiil)bis(N1,N3-bis(2,3-dihidroksipropil)-2,4,6-trijodo- N1,N3-dimetilizoftalamid); 5,5’-(2-hidroksipropan-1,3-diil)bis(formilazandiil)bis(N1,N3-bis(1,3-dihidroksipropan-2-il)-2,4,6-trijodoizoftalamid); 5,5’-(2,3-dihidroksibutan-1,4-diil)bis(formilazandiil)bis(N1,N3-bis(1,3-dihidroksipropan-2-il)-2,4,6-trijodoizoftalamid); 5,5’-(2,4-dihidroksipentan-1,5-diil)bis(formilazandiil)bis(N1,N3-bis(1,3-dihidroksipropan-2-il)-2,4,6-trijodoizoftalamid); 5,5’-(2,3-dihidroksibutan-1,4-diil)bis(formilazandiil)bis(N1-(2,3-dihidroksipropil)-N3-(2-hidroksietil)-2,4,6-trijodoizoftalamid); 5,5’-(2-hidroksipropan-1,3-diil)bis(formilazandiil)bis(N1-(2,3-dihidroksipropil)-N3-(2-hidroksietil)-2,4,6-trijodoizoftalamid); 5,5’-(2,4-dihidroksipentan-1,5-diil)bis(formilazandiil)bis(N1-(2,3-dihidroksipropil)-N3-(2-hidroksietil)-2,4,6-trijodoizoftalamid); 5,5’-(2-hidroksipropan-1,3-diil)bis(formilazandiil)bis(N1-(1,3-dihidroksipropan-2-il)-N3-(2,3-dihidroksipropil)-2,4,6-trijodoizoftalamid); 5,5’-(2,3-dihidroksibutan-1,4-diil)bis(formilazandiil)bis(N1-(1,3-dihidroksipropan-2-il)-N3-(2,3-dihidroksipropil)-2,4,6-trijodoizoftalamid); 5,5’-(2,4-dihidroksipentan-1,5-diil)bis(formilazandiil)bis(N1-(1,3-dihidroksipropan-2-il)-N3-(2,3-dihidroksipropil)-2,4,6-trijodoizoftalamid); 5,5’-(2-hidroksipropan-1,3-diil)bis(formilazandiil)bis(N1-(1,3-dihidroksipropan-2-il)-N3-(2-hidroksietil)-2,4,6-trijodoizoftalamid); 5,5’-(2,3-dihidroksibutan-1,4-diil)bis(formilazandiil)bis(N1-(1,3-dihidroksipropan-2-il)-N3-(2-hidroksietil)-2,4,6-trijodoizoftalamid); 5,5’-(2,4-dihidroksipentan-1,5-diil)bis(formilazandiil)bis(N1-(1,3-dihidroksipropan-2-il)-N3-(2-hidroksietil)-2,4,6-trijodoizoftalamid); 5-((N-(3-(N-(3,5-bis(2,3-dihidroksipropilkarbamoil)-2,4,6-trijodofenil)acetamido)-2-hidroksipropil)formamido)-N1,N3-bis(2,3-dihidroksipropil)-2,4,6-trijodoizoftalamid; ili 5-((3-(N-(3,5-bis(2,3-dihidroksipropilkarbamoil)-2,4,6-trijodofenil)formamido)-2-hidroksipropilamino)-N1,N3-bis(2,3-dihidroksipropil)-2,4,6-trijodoizoftalamid
12. Sredstvo za rendgensku dijagnostiku koje sadrži spoj formule (I) kako je definiran u bilo kojem od zahtjeva 1 do 11 zajedno s farmaceutski prihvatljivim nosačima ili pomoćnim tvarima.
13. Uporaba spoja formule (I) kako je definiran u bilo kojem od zahtjeva 1 do 11 za proizvodnju dijagnostičkog sredstva za uporabu kao kontrastno sredstvo za rendgensko zračenje.
HRP20140649AT 2007-07-12 2014-07-08 Kontrastna sredstva HRP20140649T1 (hr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
NO20073595 2007-07-12
NO20073594 2007-07-12
PCT/NO2008/000255 WO2009008734A2 (en) 2007-07-12 2008-07-04 Contrast agents

Publications (1)

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HRP20140649T1 true HRP20140649T1 (hr) 2014-09-26

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HRP20140649AT HRP20140649T1 (hr) 2007-07-12 2014-07-08 Kontrastna sredstva

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US (2) US8920780B2 (hr)
EP (1) EP2178568B1 (hr)
JP (3) JP5340281B2 (hr)
KR (2) KR101555457B1 (hr)
CN (4) CN103951585A (hr)
AU (1) AU2008273037B2 (hr)
BR (1) BRPI0814811A2 (hr)
CA (1) CA2692646C (hr)
CO (1) CO6351754A2 (hr)
DK (1) DK2178568T3 (hr)
ES (1) ES2486296T3 (hr)
HR (1) HRP20140649T1 (hr)
IL (1) IL202487A (hr)
NZ (1) NZ581765A (hr)
PL (1) PL2178568T3 (hr)
PT (1) PT2178568E (hr)
RU (1) RU2469021C2 (hr)
WO (1) WO2009008734A2 (hr)

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CN103951586B (zh) 2015-05-27
WO2009008734A2 (en) 2009-01-15
KR20100033405A (ko) 2010-03-29
US20150191422A1 (en) 2015-07-09
JP5830589B2 (ja) 2015-12-09
US9738596B2 (en) 2017-08-22
KR101555457B1 (ko) 2015-09-23
PL2178568T3 (pl) 2014-09-30
NZ581765A (en) 2012-03-30
CN101687051A (zh) 2010-03-31
JP5340281B2 (ja) 2013-11-13
CO6351754A2 (es) 2011-12-20
EP2178568B1 (en) 2014-07-02
RU2469021C2 (ru) 2012-12-10
US20100322868A1 (en) 2010-12-23
RU2009148141A (ru) 2011-08-20
KR20140111350A (ko) 2014-09-18
EP2178568A2 (en) 2010-04-28
AU2008273037B2 (en) 2012-11-15
BRPI0814811A2 (pt) 2015-02-03
CA2692646A1 (en) 2009-01-15
IL202487A (en) 2015-06-30
CN103951586A (zh) 2014-07-30
CA2692646C (en) 2014-09-09
AU2008273037A1 (en) 2009-01-15
CN103980154B (zh) 2015-02-25
US8920780B2 (en) 2014-12-30
JP2015007084A (ja) 2015-01-15
CN103951585A (zh) 2014-07-30
JP5628363B2 (ja) 2014-11-19
JP2010533172A (ja) 2010-10-21
DK2178568T3 (da) 2014-07-21
IL202487A0 (en) 2010-06-30
ES2486296T3 (es) 2014-08-18
PT2178568E (pt) 2014-08-25
CN103980154A (zh) 2014-08-13
WO2009008734A3 (en) 2009-10-29
JP2013151533A (ja) 2013-08-08

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