WO1989004309A3 - New derivatives of tetrahydro-1,4,5,6 tetrazine-1,2,4,5 one-3, process for the production and application of the stable radicals which constitute the dehydrogenated form as contrast agents in nuclear magnetic resonance - Google Patents

New derivatives of tetrahydro-1,4,5,6 tetrazine-1,2,4,5 one-3, process for the production and application of the stable radicals which constitute the dehydrogenated form as contrast agents in nuclear magnetic resonance Download PDF

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Publication number
WO1989004309A3
WO1989004309A3 PCT/FR1988/000548 FR8800548W WO8904309A3 WO 1989004309 A3 WO1989004309 A3 WO 1989004309A3 FR 8800548 W FR8800548 W FR 8800548W WO 8904309 A3 WO8904309 A3 WO 8904309A3
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WO
WIPO (PCT)
Prior art keywords
tetrazine
tetrahydro
constitute
production
magnetic resonance
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Application number
PCT/FR1988/000548
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French (fr)
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WO1989004309A2 (en
Inventor
Rene Milcent
Geo Barbier
Fathi Mazouz
Aziza Khaled Ben
Original Assignee
Univ Paris Vii
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.)
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Publication date
Application filed by Univ Paris Vii filed Critical Univ Paris Vii
Publication of WO1989004309A2 publication Critical patent/WO1989004309A2/en
Publication of WO1989004309A3 publication Critical patent/WO1989004309A3/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/08—Six-membered rings

Abstract

To prepare the radicals of formula (Ib), a compound of formula (II) is reacted with a compound of formula (III), which yields the compound of formula (Ia), which is then dehydrogenated. R1 = aryl possibly substituted by at least one group with a mesomeric or inductive effect which is an electron acceptor; R2 = aryl possibly substituted by at least one group with a mesomeric or inductive effect which is an electron donor or an electron attractor; R3 = aryl possibly substituted by at least one group with a mesomeric or inductive effect which is an electron donor; Hal = halogen.
PCT/FR1988/000548 1987-11-09 1988-11-08 New derivatives of tetrahydro-1,4,5,6 tetrazine-1,2,4,5 one-3, process for the production and application of the stable radicals which constitute the dehydrogenated form as contrast agents in nuclear magnetic resonance WO1989004309A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR87/15497 1987-11-09
FR8715497A FR2622887B1 (en) 1987-11-09 1987-11-09 NOVEL DERIVATIVES OF TETRAHYDRO-1,4,5,6 TETRAZINE-1,2,4,5 ONE-3, THEIR PRODUCTION PROCESS AND THE APPLICATION OF STABLE RADICALS WHICH CONSTITUTE THE DEHYDROGENATED FORM AS CONTRAST AGENTS IN NUCLEAR MAGNETIC RESONANCE

Publications (2)

Publication Number Publication Date
WO1989004309A2 WO1989004309A2 (en) 1989-05-18
WO1989004309A3 true WO1989004309A3 (en) 1989-07-13

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR1988/000548 WO1989004309A2 (en) 1987-11-09 1988-11-08 New derivatives of tetrahydro-1,4,5,6 tetrazine-1,2,4,5 one-3, process for the production and application of the stable radicals which constitute the dehydrogenated form as contrast agents in nuclear magnetic resonance

Country Status (2)

Country Link
FR (1) FR2622887B1 (en)
WO (1) WO1989004309A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5264204A (en) * 1992-04-30 1993-11-23 Mallinckrodt Medical, Inc. Hydrophilic free radicals for magnetic resonance imaging

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Angewandte Chemie, vol. 19, no. 9, 1980, Verlag Chemie GmbH (Weinheim, DE), F.A. Neugebauer et al.: "6-oxoverdazyls", voir pages 724-725 *
Angewandte Chemie, vol. 22, no. 4, avril 1983, Verlag Chemie GmbH (Weinheim, DE), F.A. Neugebauer et al.: "1,5-dimethylverdazyls, hydrazidinyl radicals with pyramidal 1,5-nitrogen atoms", voir pages 320-321 *

Also Published As

Publication number Publication date
FR2622887B1 (en) 1990-03-30
WO1989004309A2 (en) 1989-05-18
FR2622887A1 (en) 1989-05-12

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