Transient pro-drug forms of xanthine derivatives

Details Transient pro-drug forms of xanthine derivatives Transient pro-drug forms of xanthine derivatives

C - Chemistry, Metallurgy

07

D

260/242.4

C07D 473/06 (2006.01) C07D 473/08 (2006.01)

Patent

CA 1104569

NOVEL, TRANSIENT PRO-DRUG FORMS OF XANTHINE DERIVATIVES ABSTRACT OF THE DISCLOSURE Compounds of the formula: Image wherein R, which may be the same or different, represents a member selected from the group consisting of -CH3, -C2H5, C3H7, iso-C3H7, -C4H9, iso-C4H9, pentyl, benzyl, allyl, 2-hydroxyethyl, cyclohexyl, 2-isobutenyl, hydroxymethyl, 2-phenylethyl and -CH2O-R2, wherein R2 is defined infra; wherein R1 represents a member selected from the group consisting of H, C1-C7 straight or branched alkyl, CC13, CBr3, CI3, Image , CH3O-CH2-, (CH3)2NCH2-, -CHO, Image , Image , Image and Image , wherein R3 represents a member selected from the group consisting of -OH, halogen (Cl, Br, I), -OCH3, -COOCH3, -NO2 and -OCOCH3; wherein X is -O-, -S-, or Image and ; wherein R2 represents a member selected from the group consisting of Image , wherein R4 is a member selected from the group consisting of C2-C20 straight or branched alkyl (C3-C7 preferred), -[-(CH2)m-], wherein m repre- sents an integer of from 0 to 10 Image , Image , wherein R3 is defined as above Image , Image , Image , Image , Image , the residue of any naturally occurring amino acid, the residue of any N-substituted amino acid, wherein said substituent is any amino acid protective group cleavable via hydrogenolysis or hydrolysis (e.g., formyl, benzyloxy, carbonyl, t-butyloxycarbonyl), the residue of an N,N-C1-C5-dialkyl or cycloalkylamino acid, -(CH2)n-?-OCH3, -(CH2)n-?-OC2H5, Image , wherein n represents an integer of from 1-5 and R5 and R6 which may be the same or different represent C1-C5 alkyl or together from a heterocyclic ring with the N atom to which they are attached (e.g., pyrolidine, piperidine, morpholine, piperazine, imidazoline, thiazolidine, isoxazolidine), imidazolyl, O-C1-C8 alkyl, O-benzyl, O-phenyl and Image , wherein n, R5 and R6 are defined as above; and wherein R2 further represents a member selected from the group consisting of straight or branched C1-C20 alkyl, Image , wherein n, R5 and R6 are defined as above, phenyl, tolyl, xylyl, and -SO2-R7, wherein R7 is a straight or branched C1-C20 alkyl useful in treating psoriasis in warm-blooded animals are provided. -2-

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