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1. (WO2003053936) DOPAMINE D1 RECEPTOR AGONIST PRO-DRUG COMPOUNDS & DERIVATIVES

Pub. No.:    WO/2003/053936    International Application No.:    PCT/GB2002/005809
Publication Date: Jul 3, 2003 International Filing Date: Dec 19, 2002
IPC: C07D 223/16
C07D 409/14
Applicants: SHIRE PHARMACEUTICAL DEVELOPMENT LTD
TILBROOK, Gary, Stuart
Inventors: TILBROOK, Gary, Stuart
Title: DOPAMINE D1 RECEPTOR AGONIST PRO-DRUG COMPOUNDS & DERIVATIVES
Abstract:
The invention provides a pro-drug compound of Formula (A): wherein: R1 = alkanoyl (2-6 carbon atoms), benzoyl, 2-methylbenzoyl, 3-methylbenzoyl, 4-methylbenzoyl, 2-methoxybenzoyl, 3-methoxybenzoyl, 4-methoxybenzoyl, thiophene-2-carbonyl, thiophene-3-carbonyl, phenylacetyl, 3-phenylpropanoyl, 3-phenylacryloyl; R2 = H, halogen, cyano, nitro, alkyl (1-4 carbon atoms), CF3, CONHR (R = H, alkyl (1-4 carbon atoms)); R3 = H, alkyl (1-4 carbon atoms), allyl; R4 and R5 together form a furan, dihydrofuran, thiophene, dihydrothiophene, cyclopentane, benzene, cyclohexane ring, or R5 = hydrogen and R5 and R6 together form a furan, dihydrofuran, thiophene, dihydrothiophene, cyclopentane, benzene, cyclohexane ring; R7 and R8 can independently be hydrogen, halogen, CF3, CN, NO2 or NH2; or a mono -hydroxy benzazepine derivative of Formula (B): wherein: R1 = H, halogen, cyano, nitro, alkyl (1-4 carbon atoms), CF3, CONHR (R = H, alkyl (1-4 carbon atoms)); R2 = H, alkyl (1-4 carbon atoms), allyl; R3 and R4 together form a furan, dihydrofuran, thiophene, dihydrothiophene, cyclopentane, benzene, cyclohexane ring, or R3 = hydrogen and R4 and R5 together form a furan, dihydrofuran, thiophene, dihydrothiophene, cyclopentane, benzene, cyclohexane ring; R6 and R7 can independently be hydrogen, halogen, CF3, CN, NO2 or NH2; R8 = hydrogen, methyl; and a pharmaceutical composition comprising or consisting of said compound or derivative together with a pharmaceutically acceptable excipient or carrier, for treatment of neurodegenerative disease, for example, Parkinson's disease.