1-acyl-7-nitroindoline derivatives, their preparation and...

Details 1-acyl-7-nitroindoline derivatives, their preparation and... 1-acyl-7-nitroindoline derivatives, their preparation and...

C - Chemistry, Metallurgy

07

D

C07D 209/08 (2006.01) C07F 9/09 (2006.01) C07F 9/572 (2006.01)

Patent

CA 2368150

Photoreleasable compounds comprising a caging moiety linked to an effector moiety represented by structural formula (I) wherein R1 is hydrogen; C1-10 alkyl or substituted alkyl; O(CH2)n-Y; N(COZ)(CH2)mY; or N[(CH2)mY'[(CH2)NY]; R2 and R3 are independently selected from: hydrogen; C1-10 alkyl or substituted alkyl; or R2 and R3 together are cycloalkyl; R4 is hydrogen; C1-10 alkyl or substituted alkyl; phenyl or substituted phenyl; (CH2)nY; or (CH2)mO(CH2)nY; wherein m and n are independently between 1 and 10; Y and Y' are independently selected from hydrogen, CO2H or salts thereof or OPO32-; Z is hydrogen or C1-10 alkyl or substituted alkyl; and, X is an effector moiety or a group capable of being coupled or converted to an effector moiety, which are capable of releasing the effector moiety on irradiation, typically by flash irradiation with UV light. The photoreleasable compounds can therefore be used to deliver biologically active effector moieties such as neuroactive amino acids or metal chelators to sites where their activity is required.

Cette invention concerne des composés photolibérables comprenant une fraction cage liée à une fraction effectrice représentée par la formule structurelle (I) dans la quelle: R¿1? est hydrogène; alkyle en C¿1?-C¿10? ou alkyle substitué; O(CH¿2?)¿n?-Y; N(COZ)(CH¿2?)¿m?Y; ou N[(CH¿2?)¿m? Y'] [(CH¿2?)¿n?Y]; R¿2? et R¿3? sont pris indépendamment dans: hydrogène; alkyle en C¿1?-C¿10? ou alkyle substitué; ou R¿2? et R¿3? ensemble sont cycloalkyle; R¿4? est hydrogène; alkyle en C¿1?-C¿10? ou akyle substitué; phényle ou phényle substitué; (CH¿2?)¿n?Y; ou (CH¿2?)¿m?O(CH¿2?)¿n?Y. Selon cette formule, m et n valent indépendamment de 1 à 10; Y et Y' sont pris indépendamment dans hydrogène, CO¿2?H, ou des sels de ce dernier composé ou OPO¿3??2-¿; Z est hydrogène ou alkyle en C¿1?-C¿10? ou alkyle substitué; et X est une fraction effectrice ou un groupe pouvant être couplé à/transformé en une fraction effectrice qui peut être libérée par rayonnement, en général par un rayonnement UV éclair. Ainsi, ces composés photolibérables peuvent servir à administrer des fractions effectrices biologiquement actives telles que des acides aminés neuroactifs ou des chélateurs métalliques sur des sites où leur activité est requise.

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