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US 2007/0185214 A1Published application
Process of obtaining type II dehydroquinase enzyme inhibitors and precursors thereof
AssigneeUniversidade De Santiago De Compostela
InventorsConcepcion Gonzalez Bello, Luis Castedo Exposito
Life of this patent
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Abstract
The present invention relates to a process of obtaining type II dehydroquinase enzyme inhibitors and the precursors thereof from (−)-quinic acid. The described compounds have a carboxycyclohexene structure. The process of preparing the compounds and their application as compositions with pharmacological properties and herbicides of interest are described.
Claims12
Compounds of formula (1), comprising:
- R1, R2, R3, R4, R5, R6 and R7 can be a hydrogen atom, an acyloxy, alkyloxy, aryloxy, alkylthio, alkylamine, alkylnitro, alkylazido, alkylphosphate, alkylcarboxy, arylthio or alkyl group with C1-C10 chains or a benzyloxy group in which the aromatic ring can be substituted by one or several identical or different radicals, chosen from halogen, polyhalogenated alkyl, nitro, azido, amino, phosphate, carboxy, cyano, amide, thiol, thioester, guanidinium, thioether, alcohol, alcoxy or alkyl group with C1-C10 chains. The radicals can be linear or branched alkyl with 1-10 carbon atoms, alkenyl with 2 to 10 carbon atoms, alkynyl with 3 to 10 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, cycloalkenyl with 4 to 6 carbon atoms, or bicycloalkyl with 7 to 10 carbon atoms;
- these radicals possibly being substituted by one or several identical or different substituents chosen from halogen atoms and hydroxy, amino, thiol, azido, nitro, phosphate and alkoxy radicals containing 1 to 4 carbon atoms, piperidinyl, morpholinyl, indole, furan, piperazinyl-1 (possibly substituted at −4 by an alkyl radical with 1 to 4 carbon atoms or by a phenylalkyl radical, the alkyl part of which contains 1 to 4 carbon atoms), cycloalkyl with 3 to 6 carbon atoms, cycloalkenyl with 4 to 6 carbon atoms, phenyl, cyano, nitro, carboxy, alkoxycarbonyl, halogen, amino or amide, the alkyl part of which contains 1 to 4 carbon atoms, or a phenyl radical, possibly substituted by one or several identical or different radicals, chosen from the alkyl radicals with 1 to 4 carbon atoms, halogenated or not, or alkoxy radicals with 1 to 4 carbon atoms, or halogen, nitro, azido, phosphate, amino, cyano, amide, thiol, thioester, guanidinium, thioether or alcohol groups, a saturated or unsaturated nitrogenous heterocyclic radical containing 1 to 4 carbon atoms, a saturated or unsaturated nitrogenous heterocyclic radical containing 5 or 6 members, possibly substituted by one or several alkyl radicals with 1 to 4 carbon atoms, understanding that the cycloalkyl, cycloalkenyl or bicycloalkyl radicals can possibly be substituted by one or several alky radicals containing 1 to 4 carbon atoms.
Dependencies are inferred from the claim text.