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US 8,541,586 B2Granted
Large substituent, non-phenolic opioids and methods of use thereof
AssigneeRensselaer Polytechnic Institute
InventorMark P. Wentland
Life of this patent
Estimating the term…
Abstract
8-Substituted-2,6-methano-3-benzazocines of general structure are useful as analgesics, anti-diarrheal agents, anticonvulsants, antitussives and anti-addiction medications.
Claims1
A compound of formula:
- wherein R is —CH3, —CH2CH2CH(OH)C6H11, —CH2CH(CH2Ph)CONHCH2CO2H, —(CH—2)3CH(CH3)2 or —(CH2)3-2-thienyl;
- wherein Q is
- wherein
- is an aryl or heteroaryl residue of one to three rings;
- A is (CH2)n, wherein one or more CH2 may be replaced by —O—, cycloalkyl or CR1aR1b;
- R1a and R1b are chosen independently from hydrogen, halogen, lower alkyl, lower alkoxy and lower alkylthio;
- R10 is one or two residues chosen independently from hydrogen, hydroxyl, halogen, (C1-C6)alkyl, (C1-C6)alkoxy, halo(C1-C6)alkyl and halo(C1-C6)alkoxy and (C1-C6)alkylthio;
- R11 is H or
- is an aryl or heteroaryl residue of one to three rings;
- A′ is (CH2)m wherein one or more CH2 may be replaced by —O—, cycloalkyl, —CR1aR1b, —C(═O)— or —NH—;
- R12 is chosen from hydrogen and lower alkyl;
- R15 is one or two residues chosen independently from hydrogen, hydroxyl, halogen, (C1-C6)alkyl, (C1-C6)alkoxy, halo(C1-C6)alkyl and halo(C1-C6)alkoxy and (C1-C6)alkylthio;
- m is zero or an integer from 1 to 6;
- and
- n is an integer from 1 to 6;
- with the proviso that A is other than CH2.
13 more elements
Dependencies are inferred from the claim text.