Hyperabas: biologically active abscisic acid analogs with...

C - Chemistry – Metallurgy – 07 – C

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C07C 403/20 (2006.01) A01N 35/06 (2006.01) A01N 37/42 (2006.01) A01N 49/00 (2006.01) C07C 403/08 (2006.01) C07C 403/14 (2006.01) C07D 303/38 (2006.01)

Patent

CA 2241197

The invention disclosed relates to a new class of abscisic acid (ABA) analogs of formula (I) wherein one of R1 is alkenyl, alkynyl, aryl, cycloalkenyl, other further substituted carbon chain including deuterium containing residues, and carbon containing substituents with heteroatoms and halogens and the other is methyl, and wherein the five member carbon side chain includes a methyl group at C3, with C5 attached to the ring as shown, including a trans double bond at the C4-C5 position, or a triple bond at this position, and either a cis or a trans double bond at the C2-C3 position, and R2 is CH2OH, CHO, COOH, COO alkyl, or derivatives thereof, and wherein the cyclohexanone ring double bond may also be reduced and to a novel process for synthesizing such ABA analogs.

Cette invention concerne une nouvelle classe d'analogues d'acide abscisique (ABA) correspondant à la formule (I) où l'un des R1 représente alcényle, alcynile, aryle, cycloalcényle, d'autres chaînes de carbone également substituées qui comprennent des restes contenant du deutérium, des substituants contenant du carbone et possédant des hétéroatomes et des halogènes, tandis que l'autre R1 représente méthyle. La chaîne latérale de carbone à 5 éléments comporte un groupe méthyle au niveau de C3, tandis que C5 est attaché au noyau comme le montre la figure. Une liaison trans double, ou encore une liaison triple, est présente au niveau de la position C4-C5, tandis qu'une liaison double trans ou cis est présente au niveau de la position C2-C3. R2 représente quant à lui CH2OH, CHO, COOH, COO alkyle, ou encore des dérivés de ces derniers, la liaison double du noyau de cyclohexane pouvant en outre être réduite. Cette invention concerne également un nouveau processus de synthèse de ces analogues de ABA.

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